22 Most Fun Things To Do In Chicago On A Rainy Day

Pack your umbrellas and get ready to dance in the rain because the most fun things to do in Chicago on a rainy day take turns when droplets become your travel buddies! 

Chicago serves people with its whimsical rainy season that transforms it into a playground for those seeking a splashy adventure. 

Chicago is known as the Windy City and is situated in Illinois. It spans approximately 234 square miles (606 square kilometers).

The city’s coordinates are around 41.8781° N latitude and 87.6298° W longitude, placing it in the heart of the Midwest where its iconic skyline meets the vast expanse of the Great Lakes region. 

Chicago boasts a population of approximately 2.697 million residents who call the city home. Moreover, each year, an impressive 2 million tourists flock to Chicago, eager to experience its vibrant culture and attractions.

Chicago’s claim to fame lies in its iconic skyline because it is adorned with the Willis Tower (formerly Sears Tower), the Navy Pier, and the Bean at Millennium Park. When it rains tourists flock to these outdoor and indoor places where masterpieces captivate entertainment enthusiasts.

Now, let’s talk about why Chicago is a tourist magnet. It’s not just the deep-dish pizza and hot dogs – the city thrives on its festivals like the Taste of Chicago and Lollapalooza, drawing crowds from near and far. 

As the rainy season arrives, Chicago’s weather adds its twist to the narrative. Rain dances on the city streets that creates a shimmering spectacle while turning the lush green parks into vibrant landscapes.

Amid raindrops and city lights, Chicago’s magic comes alive that helps it in making a year-round destination where history, culture, and a bit of funk converge in perfect harmony.

So, if you also want to feel the cooling on your face, you only have to get a ticket!

Now leave the boredom inside your rooms and don’t just chase the sun; let’s twirl in puddles, explore glistening streets and discover a new side of travel where raindrops are the coolest travel companions!

1) Art Institute of Chicago

Art The Institute Of Chicago was founded in 1879 as one of the oldest and largest art museums in the United States. 

Art Institute of Chicago

The iconic Beaux-Arts building opened in 1893 and showcases diverse collections spanning ancient to contemporary art. 

Its notable acquisitions include Grant Wood’s “American Gothic” and Georges Seurat’s “A Sunday on La Grande Jatte.” Over the years, the institute expanded, incorporating the Modern Wing in 2009. Today, it is a cultural beacon, drawing millions annually to its extensive and eclectic artworks.

Rainy days at the Art Institute of Chicago bring a splash of excitement! You can grab a snazzy umbrella and dive into a world of creativity. The museum’s cozy corners are perfect for an artsy escape when the raindrops dance outside.

Get groovy with indoor workshops, where the pitter-patter of rain provides the ultimate soundtrack for your artistic endeavors. 

Channel your inner Picasso or unleash a storm of colors on the canvas – the choice is yours! The cafes, with their eclectic decor, offer a refuge for coffee lovers and art enthusiasts to enjoy fun things to do in Chicago on a rainy day. 

Sip on a warm brew while the rain paints a masterpiece on the windows, while the lush gardens, kissed by rain, become a serene sanctuary for a peaceful stroll, creating a harmonious blend of nature and art.

Whether you’re an art lover or a casual explorer, the rainy season at the Art Institute of Chicago is a symphony of creativity and cozy moments, making every drop count in the pursuit of artistic delight!


111 S Michigan Ave, Chicago, IL 60603, United States

2) Field Museum

The Field Museum in Chicago was established in 1893 as part of the World’s Columbian Exposition. It was originally named the Columbian Museum of Chicago but was later renamed after benefactor Marshall Field. 

Field Museum

The museum’s rich history includes iconic exhibits like Sue, the largest and most complete Tyrannosaurus rex skeleton. Over the years, it has evolved into a renowned institution, housing extensive collections spanning anthropology, botany, geology, and zoology. 

Step into the Field Museum on a rainy day, where adventure awaits with many outdoor things to do in Chicago on a rainy day! Marvel at colossal dinosaur skeletons, like Sue the T. rex, making it the ultimate rainy-day dino party. 

But that’s not all – wander through enchanting exhibits spanning ancient civilizations, untamed jungles, and mysterious oceans. Stroll through time and space without getting a drop on your head.

Need a cozy break? Unwind in the museum’s comfy corners and enjoy a snack at the café. With its grand halls and awe-inspiring artifacts, you’ll feel like exploring a rainforest canopy or traversing an ancient city. 

For families, the Field Museum is a treasure trove of excitement. Kids can unearth the past in the Discovery Squad’s play area, letting their imaginations run wild. 

Rainy days won’t dampen the spirits here; they’ll spark curiosity and create memories that shine as bright as a meteorite in the museum’s collection. So, grab your umbrella and splash at the Field Museum – where rainy days become epic adventures!


1400 S Lake Shore Dr, Chicago, IL 60605, United States

3) Shedd Aquarium

The Shedd Aquarium, located in Chicago, opened its doors in 1930. It was established by John G. Shedd, then-president of Marshall Field & Company, aiming to provide educational and entertaining experiences centered around aquatic life. 

Shedd Aquarium

Architecturally inspired by classical Greek temples, the building is a Chicago landmark. Rainy days at Shedd Aquarium bring extra waves of excitement and lots of adult things to do in Chicago on a rainy day! 

Dive into aquatic wonders with indoor facilities like the Wild Reef, where vibrant coral and curious sharks steal the show. Enjoy amenities like cozy cafes, where you can sip a warm beverage while watching penguins waddle in their watery wonderland. 

The Polar Play Zone, a frosty paradise, beckons kids for chilly adventures. Don’t forget the Amazon Rising exhibit – a rainforest inside the aquarium! 

For a quirky twist, participate in special rainy day activities like “Fishy Trivia” or “Underwater Umbrella Art.” The 4-D Experience theater promises an immersive escape, raindrops enhancing the thrill. 

Families can embark on a scavenger hunt, tracking hidden treasures while the rain creates a soothing soundtrack. 

Shedd’s magical world invites you to splash into fun, blending the excitement of marine life with the cozy charm of a rainy-day retreat. So, let the raindrops dance as you explore, play, and discover the aquatic wonders within Shedd Aquarium!


1200 S DuSable Lk Shr Dr, Chicago, IL 60605, United States

4) Museum of Science and Industry

The Museum of Science and Industry (MSI) in Chicago has a rich history dating back to 1933 when it opened as part of the Century of Progress Exposition. It is housed in the former Palace of Fine Arts and aims to showcase the intersection of science and industry. 

Museum of Science and Industry

Its exhibits range from a replica coal mine to a captured German U-505 submarine. The museum’s commitment to education and exploration has made it a prominent institution, fostering a deep appreciation for the marvels of science and industry among diverse audiences.

At the Museum of Science and Industry, you’ll find a treasure trove of mind-boggling exhibits and interactive wonders. Kickstart your adventure with state-of-the-art facilities, boasting futuristic labs and immersive theaters that transport you to the heart of scientific marvels.

Navigate through time and space as you explore a life-sized replica coal mine – yes, you heard it right, a coal mine! Dive into the deep blue with a jaw-dropping exhibit featuring a real German U-505 submarine – a sneak peek into the aquatic secrets of yesteryears.

But wait, there are more exploring things to do in Chicago on a rainy day! Unleash your inner scientist with hands-on experiments in the tinkering lab, where creativity meets chaos in the best way possible. 

Are you feeling hungry? Take a pit stop at the cafe, where you can refuel with brain-boosting snacks before conquering the next exhibit. Don’t forget to capture the moment – the selfie game here is strong!

Whether you’re a science enthusiast, a history buff, or just seeking a day of awe and wonder, the Museum of Science and Industry is your ticket to an out-of-this-world experience. It’s not just a museum; it’s a journey through the extraordinary.


5700 S DuSable Lk Shr Dr, Chicago, IL 60637, United States

5) Adler Planetarium

Adler Planetarium was founded in 1930 and was named after Max Adler, a businessman and philanthropist; the institution has played a pivotal role in popularizing astronomy and space science. 

Adler Planetarium

Initially housed in the Chicago Academy of Sciences, the planetarium moved to its iconic lakefront location in 193. Adler’s dome theaters showcase celestial wonders, and its exhibitions explore space exploration milestones. 

Step into Adler Planetarium on a rainy day and discover a cosmic playground with lots of cheap things to do in Chicago on a rainy day! Explore mind-blowing exhibits like “Mission Moon,” unraveling the thrilling tale of lunar exploration. 

Dive into the Doane Observatory – rain won’t stop you from stargazing through its massive telescope! Grab a cozy seat in the Grainger Sky Theater for out-of-this-world planetarium shows that’ll transport you beyond the raindrops.

The Café Galileo’s got your back with celestial snacks, making your taste buds dance like raindrops on the windows. Check out the gift shop, where rainy-day blues transform into interstellar hues with quirky space-themed souvenirs.

No need to fret if the kids are in tow! The Adler offers family-friendly workshops where they can craft their mini spaceships, turning a drizzly day into an artsy adventure.

Are you worried about a downpour dampening your exploration? Fear not! The Adler’s state-of-the-art facilities ensure a dry and captivating escape into the universe’s wonders. 

Rain or shine, the Adler Planetarium promises an astronomically good time that’ll leave you starry-eyed even when the skies are weeping.


1300 S DuSable Lk Shr Dr, Chicago, IL 60605, United States

6) Navy Pier

Navy Pier, located in Chicago, originated in 1916 as a shipping and recreation facility. In 1927, it was renamed Navy Pier in honor of naval veterans. Over the years, it became a popular tourist destination, featuring attractions like the iconic Ferris wheel and the Chicago Children’s Museum. 

Navy Pier

Navy Pier, the ultimate Chicago hangout, boasts a treasure trove of facilities, amenities, and fun things to do in Chicago on a rainy day. 

Grab a bite at one of its diverse restaurants, from gourmet eats to classic Chicago hot dogs. Take advantage of the thrill of the Centennial Wheel, offering sky-high views that’ll make your heart race.

For art enthusiasts, the pier houses the stunning Stained Glass Museum, a hidden gem of vibrant hues and intricate designs. Families can enter excitement at the Chicago Children’s Museum, a wonderland of hands-on exhibits that’ll spark creativity in little ones.

Catch a show at the Shakespeare Theater, where classic plays come to life with a modern twist. If retail therapy is your jam, explore unique shops for quirky finds and Chicago souvenirs.

The Navy Pier has boat tours galore for aquatic adventures, offering breezy cruises on Lake Michigan. Unwind at the beer garden, where cold brews and lakefront views create the perfect chill vibe.

Whether strolling along the Pier’s lively promenade, indulging in tasty treats, or immersing yourself in interactive experiences, Navy Pier is a one-stop-shop for an unforgettable time in the Windy City!


600 E Grand Ave, Chicago, IL 60611, United States

7) Lincoln Park Conservatory

The Lincoln Park Conservatory, situated in Chicago’s Lincoln Park, has a rich history dating back to its opening in 1890. Architect Joseph Lyman Silsbee designed it; the conservatory is a Victorian-era glasshouse that showcases exotic plants and flowers. 

Lincoln Park Conservatory

The Palm House, Fern Room, Orchid House, and Show House are iconic sections, each housing unique flora. The conservatory serves as a tranquil escape and an educational hub, fostering a deep appreciation for diverse plant species. 

Rainy days at the Lincoln Park Conservatory bring a splash of joyous things to do in Chicago on a rainy day! With its lush greenery, the Palm House invites you to stroll amid towering palms, creating a tropical escape from the raindrops. 

Grab a friend and meander through the Fern Room, where vibrant ferns dance with delight in the misty air, making it a perfect hideaway from the drizzle.

In the Orchid House, vibrant blooms pop against the gray sky, offering a burst of color that rivals any rainbow. Capture Instagram-worthy moments as raindrops delicately cling to petals. 

For those seeking refuge from the downpour, the Show House flaunts a rotating display of seasonal flowers, providing a dynamic canvas of blossoms to brighten a gloomy day.

The conservatory’s quaint café serves warm beverages and treats, making it an ideal spot to savor the rainy ambiance. 

Rain or shine, the Lincoln Park Conservatory guarantees a day of botanical wonders, cozy corners, and floral marvels, ensuring your rainy escapade is nothing short of delightful!


2430 N Cannon Dr, Chicago, IL 60614, United States

8) Chicago Cultural Center

The Chicago Cultural Center was built in 1897 as the city’s first public library, which showcases impressive architecture with a Tiffany glass dome. This landmark venue hosts free cultural events, exhibitions, and performances, promoting arts accessibility. 

Chicago Cultural Center

Rainy days at the Chicago Cultural Center offer a haven of artistic delight. Within its ornate walls, you’ll find cozy corners filled with plush chairs, perfect for curling up with a good book. 

The majestic Tiffany dome above creates a mesmerizing spectacle, making it an ideal spot for contemplation. If you’re feeling adventurous, the center boasts diverse exhibitions, ranging from contemporary art to historical displays, promising a visual feast for the curious soul.

When hunger strikes, the onsite café tempts your taste buds with aromatic brews and delectable treats. The inviting ambiance invites you to savor every sip while raindrops provide a soothing soundtrack on the windows.

Check out scheduled workshops or art classes for those seeking interactive, fun things to do in Chicago on a rainy day. Get hands-on and unleash your creativity, turning a gloomy day into a burst of artistic expression. 

Remember to explore the center’s nooks and crannies, discovering hidden gems of cultural significance.


78 E Washington St, Chicago, IL 60602, United States

9) Millennium Park (Cloud Gate – The Bean)

Millennium Park in Chicago opened in 2004 and quickly became iconic, with its centerpiece sculpture, Cloud Gate, colloquially known as “The Bean.” Artist Anish Kapoor designed it; this reflective, bean-shaped structure is polished stainless steel. 

Millennium Park (Cloud Gate - The Bean)

The park represents a collaboration between the public and private sectors, aiming to revitalize the city’s Grant Park area. The sculpture has become a symbol of Chicago’s modern identity and a popular photo spot. 

Rainy days at Millennium Park are a blast with indoor things to do in Chicago on a rainy day! Slip into the sleek Jay Pritzker Pavilion for sheltered concerts and performances. 

If you’re feeling artsy, head to the Lurie Garden’s cozy nooks – perfect for a creative escape while raindrops tap dance around you.

Grab a hot cuppa from the Park Grill, cozied up under its terrace – rain pattering above, warmth all around. 

For family fun, let the little ones splash away in the Maggie Daley Park’s Play Garden, designed to handle rain-inspired mud pies and giggles.

Wander to the Nichols Bridgeway, a covered walkway with fantastic city views and raindrops, adding a rhythmic beat and feeling romantic. Take a stroll under Cloud Gate’s stainless-steel embrace, raindrops turning it into a liquid mirror of love.

Embrace the drizzle, dance in the rain, and relish Millennium Park’s diverse offerings, turning a rainy day into a symphony of experiences!


201 E Randolph St, Chicago, IL 60602, United States

10) Garfield Park Conservatory 

Garfield Park was built in 1907 in Chicago, standing as one of the nation’s largest conservatories, spanning 12 acres. Jens Jensen designed it and showcased a variety of plants within themed rooms, including palm and fern houses. 

Garfield Park Conservatory

Over its history, the conservatory faced challenges such as a hailstorm in 2011, which damaged glass roofs and led to extensive restoration efforts. 

Despite setbacks, the conservatory remains a vibrant hub for botanical education and community engagement, hosting events, workshops, and plant shows. 

The Garfield Park Conservatory is like a jungle under a glass roof, perfect for a rainy day adventure! Stroll through lush rooms filled with tropical wonders, where you’ll find towering palms and playful ferns. 

Don’t worry about getting wet; the rain surrounds you safely outside the cozy conservatory.

Join a workshop and let your creativity bloom like the vibrant flowers around you. The conservatory is not just a plant paradise; it’s an artistic playground, providing lots of eatery things to do in Chicago on a rainy day.

Hungry? Head to the airy Desert House, where you can enjoy a snack surrounded by cacti with a side of prickly charm. Or relax in the Palm House, sipping on a warm beverage as raindrops dance on the glass above, creating a natural symphony.

For the young explorers, there’s a Children’s Garden where they can play and learn about plants hands-only because even on a rainy day, it’s a haven of fun and discovery.

So, whether you’re an art enthusiast, a nature lover, or just seeking a unique indoor escape, the Garfield Park Conservatory promises a delightful rainy-day rendezvous with the wonders of the plant world!


300 N Central Park Ave, Chicago, IL 60624, United States

11) Chicago History Museum

The Chicago History Museum, founded in 1856, is a repository of the city’s rich past. Originally named the Chicago Historical Society, it was pivotal in preserving and showcasing Chicago’s history. 

Chicago History Museum

It chronicles key moments, such as the Great Chicago Fire of 1871, the World’s Columbian Exposition in 1893, and the city’s cultural and social transformations. 

Dive into the Chicago History Museum on a rainy day, where historical wonders meet cozy vibes! Marvel at exhibits spanning centuries, unearthing the city’s soul. 

Roam through the diverse galleries, embracing the stories of resilience and triumph. Embrace the nostalgia as artifacts whisper tales of yesteryears.

Discover delightful amenities and cheap things to do in Chicago on a rainy day – sip a hot brew at the museum café, where the aroma of history blends with your coffee. 

Unleash your inner detective in the research center, uncovering hidden gems from the past. Feel the past come alive with interactive displays, making history an engaging spectacle.

Rain won’t dampen the fun – explore the museum shop for quirky gifts and unique finds. 

Despite the weather, the Chicago History Museum becomes a haven of warmth, culture, and exploration, ensuring your rainy day becomes a memorable adventure through time.


1601 N Clark St, Chicago, IL 60614, United States

12) Monteverde Restaurant & Pastificio

Monteverde Restaurant & Pastificio, located in Chicago, was founded in 2015 by chef Sarah Grueneberg and partner Meg Sahs. 

Monteverde Restaurant & Pastificio

Grueneberg, a James Beard Award winner, drew inspiration from her Italian heritage to create a culinary haven. 

The restaurant seamlessly blends rustic charm with contemporary flair, offering a warm ambiance. 

Rainy days at Monteverde bring cozy vibes and endless delights. Slip into the restaurant’s snug embrace, where savory aromas dance in the air. 

Relish the warmth as you indulge in delectable handmade pasta, a symphony of flavors to tantalize taste buds.

The ambiance invites you to unwind, surrounded by rustic charm and modern chic. Marvel at the chef’s artistry through an open kitchen, where pasta-making becomes a spectacle. 

Fear not the raindrops; savor the moment with a delightful craft cocktail. Monteverde’s mixologists whip up liquid magic, crafting drinks that swirl with creativity.

For a playful twist, challenge companions to a board game showdown. Dive into classic favorites or discover new ones, creating laughter-filled memories to brighten the rainy day blues.

And if culinary curiosity strikes, partake in a pasta-making class. Learn the artistry behind the dishes you adore, turning a rainy day into a hands-on adventure.

Monteverde is where raindrops become the backdrop to a symphony of flavors, laughter, and hands-on pasta perfection. A rainy day here is simply a recipe for unforgettable moments.


1020 W Madison St, Chicago, IL 60607, United States

13) Driehaus Museum

The Richard H. Driehaus Museum in Chicago is housed in the historic Samuel M. Nickerson Mansion, a Gilded Age masterpiece designed by architect Edward J. Burling in the late 19th century. 

Driehaus Museum

In 2003, philanthropist Richard H. Driehaus transformed the mansion into a museum, showcasing decorative arts from the late 19th and early 20th centuries. 

The Driehaus Museum offers an array of delights for a rainy day adventure, so you can enjoy many best things to do in Chicago on a rainy day! 

Wander through the opulent rooms of the Nickerson Mansion, marveling at lavish furnishings and intricate decor. Dive into the past with engaging exhibits, whisking you away to the elegance of the Gilded Age.

Rain won’t dampen your spirits at the museum—enjoy a leisurely afternoon exploring the diverse collection of decorative arts. 

Seek refuge in the museum’s cozy library, a haven for book lovers and history enthusiasts alike. Delight in the serenity as you peruse literature from a bygone era. 

And fear not, art lovers—rainy days become the canvas for your museum experience, with each droplet on the windows transforming the outside world into a watercolor masterpiece.

Cap off your day with a visit to the charming museum shop, where you can find unique souvenirs to commemorate your rainy escapade. 

The Driehaus Museum, a haven of elegance and cultural richness, promises a splendid time even when the raindrops play their merry tune.


40 E Erie St, Chicago, IL 60611, United States

14) LEGOLAND Discovery Center Chicago

The LEGOLAND Discovery Center Chicago, located in Schaumburg, opened its doors in 2008. As part of the global LEGOLAND brand, it offers a unique indoor experience for LEGO enthusiasts and families. 

LEGOLAND Discovery Center Chicago

The center features interactive exhibits, LEGO-themed rides, a 4D cinema, and Miniland, showcasing iconic Chicago landmarks constructed from LEGO bricks. 

Rainy days at LEGOLAND Discovery Center Chicago are a blast! Step inside and discover a world of vibrant bricks and fantastic things to do in Chicago on a rainy day. 

Glide through the air on the Merlin’s Apprentice ride, where spinning is the name of the game. Get ready for a sensory delight in our 4D cinema, with surprises that’ll tickle your imagination.

Embark on a Miniland adventure, marveling at miniature Chicago landmarks meticulously crafted from LEGO bricks. 

Grab a seat for the LEGO Racers: Build & Test activity, where you can design your dream race car and put it to the test on our ramps. 

Rainy days can’t dampen the LEGO excitement at LEGOLAND Discovery Center Chicago – the ultimate indoor destination for families seeking a brick-tastic time!


601 N Martingale Rd, Schaumburg, IL 60173, United States

15) The Chicago Theatre

The iconic Chicago Theatre opened its doors as a lavish movie palace on October 26, 1921. Designed by architects Rapp and Rapp, its distinct marquee and French Baroque-inspired architecture have made it a symbol of Chicago entertainment. 

The Chicago Theatre

Originally showcasing silent films and live performances, the venue transitioned to hosting various events, including concerts, plays, and comedy shows.

Rainy days at The Chicago Theatre bring a splash of relaxing things to do in Chicago on a rainy day indoors! With its vintage charm, the venue boasts comfy seating and stellar acoustics, perfect for a cozy escape from the rain. 

Delight in diverse performances, from Broadway-style plays to live concerts, ensures an entertaining day.

Inside, relish the theater’s amenities—grab a steaming cup of coffee from the lobby’s cafe, where the aroma dances with anticipation. 

Sink into plush seats that cradle you like a warm hug, making the rainy ambiance outside a mere backdrop to the show. Marvel at the ornate architecture that tells tales of a bygone era, transporting you to a world of glamor and intrigue.

For a unique rainy day experience, join a behind-the-scenes tour and discover the secrets of this historic venue. Learn about its storied past, from the silent film era to its modern-day glory. 

Don’t forget to snag some vintage memorabilia at the gift shop, adding a touch of The Chicago Theatre’s magic to your rainy day escapade. 

So, let the raindrops perform their rhythm outside while you bask in the captivating world within.


175 N State St, Chicago, IL 60601, United States

16) Quartino Ristorante

Quartino Ristorante, founded in 1999 in Chicago, is renowned for its authentic Italian dining experience. It is inspired by rustic Italian taverns and offers a unique menu featuring small plates and house wine served in quartino bottles. 

Quartino Ristorante

The restaurant’s cozy ambiance and communal dining concept reflect the traditional Italian spirit of sharing meals with friends and family. 

Rainy days at Quartino Ristorante bring a cozy vibe with their indoor facilities and top things to do in Chicago on a rainy day. Start with a sip of rich espresso in the charming coffee corner, where the aroma of freshly ground beans fills the air. 

The spacious dining area, adorned with rustic Italian decor, invites you to indulge in delectable small plates while enjoying the lively ambiance. 

For added fun, engage in a playful game of bocce ball on the dedicated indoor court. The clatter of rolling balls and friendly competition create an entertaining atmosphere. 

If culinary curiosity strikes, embark on a journey through Quartino’s interactive pasta-making classes. 

Skilled chefs guide you in crafting your pasta masterpiece, adding a hands-on twist to your rainy-day outing. 

As raindrops tap on the windows, revel in the warmth and laughter that permeate this Italian haven, turning a gloomy day into a memorable culinary escapade.


626 N State St, Chicago, IL 60654, United States

17) Frank Lloyd Wright Home and Studio

Frank Lloyd Wright’s Home and Studio, located in Oak Park, Illinois, served as his architectural laboratory from 1889 to 1909. It’s where he developed the Prairie style, emphasizing horizontal lines and integration with nature. 

Frank Lloyd Wright Home and Studio

Wright designed over 150 buildings here, including iconic structures like the Robie House. The home reflects his evolving aesthetic, showcasing early Victorian elements and, later, the influence of Japanese architecture. 

Discover Frank Lloyd Wright’s Home and Studio on a rainy day, where architectural wonders unfold indoors. Wander through the historic rooms, marvel at the unique design details, and absorb the creativity embedded in every nook and cranny.

The facilities boast a treasure trove of Wright’s early works and delve into the architectural brilliance that emerged from his innovative mind. 

Enjoy the cozy ambiance as raindrops create a rhythmic backdrop on the windows, adding a poetic touch to your exploration.

Here, amenities and cheap things to do in Chicago on a rainy day include informative guided tours that transport you back in time, providing a vivid narrative of Wright’s life and artistic journey. 

Take shelter in the well-preserved spaces, where each corner holds a story waiting to be shared.

For inspiration, participate in workshops or lectures, immersing yourself in the world of architecture even as the rain pours outside. 

Grab a cup of coffee in the on-site café, where you can discuss and reflect on the beauty surrounding you.

On a rainy day, this architectural gem transforms into a haven of creativity and intellectual stimulation, making it the perfect destination for those seeking shelter with a side of enlightenment.


951 Chicago Ave, Oak Park, IL 60302, United States

18) Peggy Notebaert Nature Museum

The Peggy Notebaert Nature Museum in Chicago was established in 1857 as the Chicago Academy of Sciences. Over the years, it evolved, and in 1999, the current museum building opened in Lincoln Park. 

Peggy Notebaert Nature Museum

It features immersive exhibits, a butterfly haven, and educational programs. Rainy days at Peggy Notebaert Nature Museum mean cozy adventures and loads of indoor delights! 

Step into the welcoming embrace of their vibrant exhibits, housing fascinating critters and dazzling flora. 

Roam freely through lush greenery in their indoor butterfly haven, where these fluttering wonders bring color to the grayest days.

Are you feeling crafty? Dive into hands-on activities that spark creativity and curiosity. Get messy with nature-inspired art projects that’ll make gloomy weather a distant thought. 

Don’t forget their interactive displays – like magic, turning a rainy day into a day of discovery!

Are you worried about the kiddo’s fun things to do in Chicago on a rainy day? Fear not! Their educational programs keep them engaged, ensuring a rainy day isn’t just dry and cozy but also filled with laughter and learning. 

Rain or shine, Peggy Notebaert Nature Museum is your go-to spot for a splash of nature-inspired joy!


2430 N Cannon Dr, Chicago, IL 60614, United States

19) AIRE Ancient Baths Chicago 

AIRE Ancient Baths Chicago, situated in a historic 1902 building, transports visitors to a serene oasis with its unique spa experience. 

AIRE Ancient Baths Chicago

Originally constructed as an industrial laundry facility, the space was repurposed to blend contemporary luxury with historic charm. Opening its doors in 2018, AIRE Chicago introduced a concept inspired by ancient Roman and Greek baths. 

Rainy days at AIRE Ancient Baths Chicago bring a splash of joy with their lush facilities. Inside the historic 1902 building, discover inviting thermal baths, perfect for unwinding and feeling the raindrop rhythm on your shoulders. 

In addition to the warm embrace of the baths and fun things to do in Chicago on a rainy day, AIRE offers an array of amenities to amplify your retreat. 

Picture yourself indulging in a soothing massage, where skilled therapists transport you to a world of tranquility as rain taps on the windows.

For those seeking a playful twist, AIRE Chicago’s facilities extend to exclusive areas like the Flotarium, where you can effortlessly float on saltwater, embracing the rainy ambiance in a uniquely buoyant experience.

To elevate the fun, dip in the temperate pool or revel in the salt exfoliation room, turning a rainy day into a pampering adventure. 

AIRE Ancient Baths Chicago ensures that even when the weather is moody, your spirits can dance in the rhythmic harmony of raindrops and relaxation.


800 W Superior St, Chicago, IL 60642, United States

20) Altitude Chicago Trampoline Park

Altitude Chicago Trampoline Park boasts a diverse range of attractions, from interconnected trampolines to challenging obstacle courses. 

Altitude Chicago Trampoline Park

Over the years, the park has hosted numerous events, including birthday parties and corporate team-building activities. Its success can be attributed to a commitment to providing a fun and energetic environment while focusing on customer satisfaction.

Rainy days at Altitude Chicago Trampoline Park bring a burst of indoor excitement. Bounce your blues away on their interconnected trampolines, where gravity meets giggles. 

Zoom through the air like a superhero on their thrilling obstacle courses, dodging challenges with every daring leap. 

If you’re in the mood for a friendly face-off, challenge your pals to a game of trampoline dodgeball—dodging raindrops will feel like child’s play after this! 

Slip and slide into the foam pit for a soft landing, turning rainy days into cushioned adventures.

But wait, there are more captivating things to do in Chicago on a rainy day! Unleash your inner acrobat on our tumble tracks, perfect for flips and somersaults that make rainy days turn dull to dynamic. 

Craving a break from the action? Grab a snack at their cozy concession area, where rainy-day munching meets trampoline magic. 

Altitude Chicago Trampoline Park turns gloomy weather into a playground party, ensuring every raindrop brings a smile and a bounce. Get ready for a splash of indoor joy!


404 N Armour St, Chicago, IL 60642, United States

21) Diversey River Bowl

Diversey River Bowl, located in Chicago, has a rich history dating back to 1950. Originally opened as a traditional bowling alley, it evolved over the years, adapting to changing trends and community needs. 

Diversey River Bowl

The establishment became a popular entertainment hub, hosting leagues, tournaments, and social events. 

Diversey River Bowl is the ultimate rainy-day haven, boasting facilities that will bowl you over! Lace-up those stylish rental shoes and unleash your inner bowling champ on their sleek lanes. 

But that’s not all – the fun things to do in Chicago on a rainy day. Keep rolling with a fully stocked bar, where you can sip on quirky cocktails while watching your pals aim for those elusive strikes.

Are you worried about dampening your spirits? Fear not! Diversey River Bowl’s renovated interior oozes modern charm, creating the perfect ambiance for a laid-back day out. 

If rolling heavy balls isn’t your thing, try your hand at retro arcade games that transport you to a pixelated paradise.

The neon lights reflect off the gleaming lanes, creating a vibrant spectacle that turns a gloomy day into a neon-lit extravaganza.

In this entertainment haven, raindrops only add to the soundtrack of laughter and clattering pins.

 So, whether you’re a seasoned bowler or a rain-soaked adventurer seeking refuge, Diversey River Bowl is the quirky paradise where rainy days turn into unforgettable memories!


2211 W Diversey Pkwy, Chicago, IL 60647, United States

22) Harry Caray’s Italian Steakhouse

Harry Caray’s Italian Steakhouse, named after the iconic baseball broadcaster Harry Caray, originated in Chicago in 1987. This renowned restaurant combines the elegance of an Italian steakhouse with the vibrant spirit of Caray’s personality.

Harry Caray's Italian Steakhouse

The menu boasts a delectable fusion of prime steaks, Italian dishes, and signature desserts, creating a unique dining experience.

Rainy days at Harry Caray’s Italian Steakhouse bring a cozy vibe, with indoor facilities perfect for fun escapades. 

Sink into plush booths, enjoy dim lighting, and savor exquisite steaks while raindrops dance on the windows. The ambiance exudes warmth and relaxation, turning a gloomy day into a delightful dining experience.

Amidst the sizzle of prime steaks, the restaurant offers an array of amenities. Let the vibrant chatter of fellow diners be your soundtrack as you relish mouth-watering Italian dishes. 

For those seeking entertainment and things to do in Chicago on a rainy day with family, Harry Caray’s is more than just a feast for the taste buds. 

Engage in lively conversations, make memories with friends, or take advantage of the restaurant’s event spaces for special occasions, creating rain-soaked moments that linger in your memory.

As raindrops tap on the windows, the fun at Harry Caray’s Italian Steakhouse knows no bounds. 

Let the weather outside set the scene for an unforgettable indoor adventure, blending sumptuous flavors with the joy of camaraderie on a rainy day.


33 W Kinzie St, Chicago, IL 60654, United States

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