Chicago in summer is the bee’s knees. The cat’s pajamas. The whole enchilada. The top banana. The…
You get the point.
There are so many things to do in Chicago in the summer you’d need at least 24 months to do them all.
We’ve got three. Five, if you count May and September, which we totally do.
The city comes to life in a whole new way as the temperature warms, with street festivals and rooftop bars and concerts everywhere.
The beaches are suddenly packed, parks are filled with people just enjoying the day, and every weekend there’s a new street festival popping up.
Summer in Chicago is truly magical, and I’ve put together the best events, activities, and things to do.
Get out your calendar, because it’s time to start making your summer plans.
For other seasons, check out our Chicago in Winter and Chicago in Spring guides.
Best Things To Do in Chicago in Summer
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Best Things to do Outside in Chicago
Enjoy a Picnic, Concert, and More in Millennium Park
Right in the heart of downtown, Millennium Park is one of the most popular places to be in summer, and for good reason.
You can snap a selfie with the famous Cloud Gate (you know it as ‘The Bean’), cool off in Crown Fountain, or catch a free concert at the Jay Pritzker Pavilion.
And don’t forget to check out Lurie Garden – it’s a little oasis of calm in the middle of the city.
There are free things to do in the park all summer long, including free workouts like yoga and tai chi, free movies, free outdoor concerts, and summer festivals.
Climb the Walls at Maggie Daley Park
Maggie Daley Park has a phenomenal children’s playground, and it’s also got a skating ribbon and outdoor climbing walls.
Play in Chicago’s Front Yard
Don’t miss Grant Park, Chicago’s “front yard.”
It’s no ordinary yard, mind you. With baseball diamonds, an amphitheater, and a rose garden, it’s more like a playground for city dwellers and visitors alike.
And let’s not forget the crown jewel, Buckingham Fountain, which might just be the most photogenic water feature this side of the Atlantic.
You can learn about the HUGE fight to keep this park in Living Landmarks of Chicago.
See a Movie in the Park
Outdoor movies are quite the big deal in Chicago. The Millennium Park Summer Film Series shows blockbuster movies from July through August.
Millennium Park isn’t the only one that hosts movies and music festivals; you can find those summer events all over the city.
Attend a Chicago Cubs or White Sox Game
Experience the excitement of a baseball game at either or both of these crosstown rivals.
The Chicago Cubs call the northside Wrigley Field home, and the White Sox play in Guaranteed Rate Field (formerly and always Comiskey Park).
For a real taste of Chicago’s love for baseball, see both teams at the same time.
Visit the Animals at Lincoln Park Zoo
Lincoln Park Zoo is one of the most popular things to do in Chicago, and that’s not just because it’s free. It’s home to over 1,100 animals from all over the world.
The zoo is also a great place to learn about conservation. They have a number of educational programs and exhibits that teach visitors about the importance of protecting our planet’s wildlife.
Don’t miss the complete story of Lincoln Park Zoo in Living Landmarks of Chicago.
See Even More Animals at Brookfield Zoo
Brookfield Zoo, located just outside of Chicago, is home to over 2,000 animals representing more than 450 species.
Visitors can explore a range of fascinating exhibits, meeting creatures from lions and tigers to dolphins and penguins.
Explore Chicago Street Art
Chicago’s like a giant, open-air art gallery. There are tens of thousands of square feet of murals scattered around the city. You’ll find them on bridges, buildings, train stations, heck, even parking garages.
And these aren’t just pretty pictures. They tell stories about life: faith, hope, race, immigration, family, and joy.
Choose Chicago’s a got a great guide to these murals, helping you discover them in the city’s neighborhoods like Pilsen and Wicker Park.
Perambulate the People’s Pier
Navy Pier is a playground for adults, kids, locals, and tourists with 50 acres of dining, shopping, boating, theater, attractions, and so much more. It’s no wonder that nearly ten million people visit every year.
Stop at Harry Caray’s Tavern for barbecue and sports memorabilia, see a show at Chicago Shakespeare Theater, get a rainbow of flavor with the Original Rainbow Cone, and get the best view of the city skyline from Centennial Wheel.
Don’t miss our guide to the best attractions on Navy Pier.
Take a walk along the 606
The 606 Trail is an elevated greenway and urban trail that runs through several Chicago neighborhoods, offering a peaceful and scenic escape from the city’s hustle and bustle.
The trail is perfect for walking, jogging, or cycling and features beautiful landscaping, art installations, and panoramic views of the city.
Shop Local at a Neighborhood Farmers Market
You know summer’s hit Chicago when the farmers markets start popping up all over town. One of the most popular is the farmer’s market in Daley Plaza.
But these aren’t just spots to grab some fresh produce. They often have live music, and it’s a great way to meet the locals.
Drink with a View at Chicago Rooftop Bars
Summer in Chicago isn’t complete without a visit to the city’s rooftop bars. With their breathtaking views and cool summer breezes, these bars offer a unique experience that elevates any summer evening to a night to remember.
Commune with Nature in Chicago Parks
The Chicago Park District has more than 600 parks and 8800 acres of green space, meaning the “City in a Garden” is a great place for nature lovers, families, and anyone who wants to be outdoors.
There are even fifty outdoor pools.
Smell the Flowers at Chicago Botanic Garden
Situated in Glencoe, a suburb to the north of Chicago, lies the enchanting expanse of the Chicago Botanic Garden. Spanning 385 acres, this space serves as a refreshing escape from the city.
The Garden’s collection is inspiring; it’s home to over 2.5 million plants, embracing nearly 10,000 distinct varieties.
Chicago Botanic Garden is especially gorgeous in the summer, as the thousands of flowers show off their finery.
Picnic Like a Pro at Ravinia Festival
For a summer night to remember, check out the Ravinia Festival. It’s the oldest outdoor music festival in the U.S. From classical to pop, there’s a performance for everyone.
While you could just pick up a sandwich to eat on the grass, you might feel al fresco envy. Ravinia’s where the serious picnickers come out to play. Don’t be surprised to see candelabra and floral bouquets are practically de rigueur.
Ooh and Aah at Navy Pier Fireworks
Beginning Memorial Day weekend and continuing through Labor Day weekend, Navy Pier hosts free fireworks displays on Wednesday and Saturday nights. You can see them up and down the lakefront.
But of course, a great place to see the show is from a boat.
Get the Know the City with Chicago Tours
Tour the City’s Past with a Chicago Walking Tour
There’s no more intimate way to learn about a place then to take a walking tour.
Learn the city’s stories while getting an up-close look at the buildings that make Chicago one of the best architectural destinations in the world.
You could take a food walking tour, a gangster walking tour, or a Chicago architecture and pedway tour, which is great during inclement weather.
The Chicago Greeter program even offers free tours.
I’m on a boat! Take a Chicago Boat Tour
Chicago’s called the Third Coast because of its extensive shoreline. One easy way to get a taste for it is to take a boat tour. You can take a lake cruise or cruise the Chicago River.
There are lots of options, from architectural cruises to racing speedboats to dinner and fireworks cruises. Even for locals, these tours are some of the best summer activities in Chicago.
Check out our guide to Chicago boat tours and book one of these fun adventures today!
Take a Food Tour
Chicago’s a town of foodies, from specific criteria for what makes a proper hot dog, to Michelin-starred restaurants that’ll set you back a few hundred.
For a fun way to get a “taste” of Chicago, take a food tour. There are pizza tours, donut tours, food and biking tours, beer tours, and more.
Take a Segway Tour
A Segway tour is a fantastic way to see Chicago’s world-renowned sights in the summer.
I’ve ridden Segways a few times, and I think you’ll find it’s surprisingly easy to master. In no time, you’ll be gliding along the lakefront and learning the city’s stories.
Ride a Bike
Chicago’s a bike-friendly town, with bike sharing racks all over the place. You can rent one from one of the kiosks and explore the city at your leisure.
Or, you could take a bike tour. There are neighborhood tours, bikes and brews tours, electric bike tours, and foodie bike tours.
Reserve your Chicago bicycle tour here.
Don’t Miss Chicago Summer Festivals
Street festivals in Chicago are where the city’s culture and community truly shine. Every weekend introduces a new celebration, each adding a unique rhythm to the city’s lively summer pulse.
From food stalls to live music, these festivals encapsulate the vibrant spirit of Chicago in summer.
Go to a Music Festival
Summer season in Chicago is music festival season. Lollapalooza’s the biggie. There’s also Pitchfork Music Festival, Riot Fest, Windy City Smokeout, Chicago Blues Festival, Chicago Jazz Festival, and so many, many more.
Enjoy Classical Music Under the Stars with Grant Park Music Festival
This beloved Chicago tradition spans 10 weeks of free classical music concerts, artistic development initiatives, radio broadcasts, and community engagement programs.
Find your perfect spot in front of Millennium Park’s Jay Pritzker Pavilion on the Great Lawn and enjoy an unforgettable sonic experience with the city skyline as your backdrop.
Discover New Music at Millennium Park Summer Music Series
The Millennium Park Summer Music Series takes place on Mondays and Thursdays from mid-June through mid-August. Both established and emerging artists perform, so there’s always an opportunity to hear someone new.
Taste Chicago at Taste of Randolph Street
Taste of Randolph Street in Chicago’s West Town neighborhood brings together several amazing restaurants, showcasing spots known for their delicious menus and unique flavors.
Kick up your Heels at Chicago SummerDance
At this annual summer series, you’ll be dancing in the parks to live music. Each event starts with a lesson and afterwards, you can try out your new moves with live music.
Different dance styles and music are highlighted throughout the Chicago SummerDance season.
Embrace Island Spirit at Puerto Rican Festival Chicago
Experience the vibrancy of Puerto Rican culture in Humboldt Park during this lively three-day event. Indulge in authentic Puerto Rican cuisine, traditional drinks, and enjoy carnival rides and games for the entire family.
Spend the Day on the Water
Walk, Run, or Bike the Lakefront Path
Stretch your legs and take advantage of one of Chicago’s 18-mile Lakefront Path. It follows the curves of DuSable Lakeshore Drive on one side and the beaches of Lake Michigan on the other.
You’ll pass the South Shore Cultural Club, Museum Campus, Lincoln Park, and Montrose Park. It’s an immediate escape and you’ll forget you’re in the Midwest.
Hit the Beach
For some fun in the sun that’ll make you forget you’re in the Midwest, head to the lakefront. One of Chicago’s coolest features is its miles of beaches.
You can play volleyball at North Avenue Beach, relax in the sand, go swimming, take sailing lessons, and much more. Oak Street Beach sits in the curve of DuSable Lake Shore Drive and has a seasonal restaurant.
If you love water sports, head to 31st Street Beach. You can rent jet skis, pontoon boats, kayaks, and paddleboards.
Kayak on the Chicago River
Take a guided kayak tour for a unique perspective of the city’s famous architecture.
Paddleboard on Lake Michigan
Take lessons or rent a paddleboard from several beaches along Lake Michigan.
Stroll the Chicago Riverwalk
This picturesque promenade is lined with restaurants, bars, and public art. You can get everything from an iconic Chicago dog to wine in Riedel stemware at City Winery.
Make your way to the end of the walk for the party at Island Party Hut. If you keep going, you can walk all the way to Navy Pier.
Check out this guide to Chicago Riverwalk Restaurants
Look! Up in the Sky! It’s the Chicago Air and Water Show
Taking place every August, the Chicago Air & Water Show is the largest free show of its kind in the country and one of the best Chicago summer events.
Rainy Day Chicago Activities
Even the sunniest Chicago summer can’t escape a few rainy days. But don’t let a bit of drizzle dampen your spirits. Chicago is brimming with indoor attractions that promise an equally vibrant experience.
Explore the People’s Palace
Originally built as the Chicago Public Library, the Chicago Cultural Center was the country’s first free cultural center.
Today it hosts multiple free events throughout the year, including the Chicago House Music Festival and Conference in June.
Don’t miss the two stained glass domes, including the largest Tiffany dome in the world.
Want to learn more about the Chicago Cultural Center? Get the whole story in Living Landmarks of Chicago.
Swim wid da’ Fishies at Shedd Aquarium
The Shedd Aquarium maybe on a freshwater lake, but did you know it was the first inland salt water aquarium in the world? When it opened in 1930, it was an engineering marvel.
Today’s aquarium attracts two million visitors a year. During the summer, those visitors can touch stingrays at an outdoor exhibit.
Shoot for the Stars at Adler Planetarium
Looking for a cool way to spend a summer day in Chicago? Head to Adler Planetarium. It’s right on the lake, so you can enjoy the sun and catch some epic views of the city.
But the real magic happens when you step inside.
They’ve got tons of exhibits that make learning about space fun, not to mention the awesome planetarium shows that’ll make you feel like you’re floating among the stars.
Plus, in the summer, they often host special events for stargazing.
Stars and planets aren’t the only great things to see from Adler; its location also offers one of the best skyline views around.
See 5000 years of Creativity at the Art Institute of Chicago
The Art Institute of Chicago isn’t just a rainy day retreat – it’s a journey through time and imagination.
Home to over 300,000 works of art, you’ll find everything from ancient artifacts to modern masterpieces.
Dig into the Past at Field Museum
Step into history at the Field Museum. Get up close with SUE, the biggest T-Rex ever found, explore ancient Egypt, or dive deep into the world of bugs. It’s a trip around the world without leaving the city.
Come face-to-face with ancient mummies, admire the sparkling gem collection, or explore environments from the Amazon to the Arctic, all inside one of Chicago’s living landmarks.
See Chicago from Above
Downtown Chicago is bookended by two of its tallest buildings, and they both have sky-high observatories.
Skydeck is on the 103rd floor of Willis Tower (or, as we call it, Sears Tower). Daring visitors to this Chicago observation deck will step out onto The Ledge, a glass box that extends 4.3 feet into the air.
360 Chicago is located on the 94th floor of 875 North Michigan (formerly the John Hancock Center), and yes, the view is as impressive as you’d imagine.
For the thrill-seekers, there’s TILT – an enclosed moving platform that literally tilts you out over Michigan Avenue from the 94th floor.
At either of these Chicago observatories, you can see for miles in every direction, and on a clear summer day, you can even see across Lake Michigan to Indiana, Wisconsin, and Michigan.
Tips for Visiting Chicago in Summer
Now that we’ve covered the highlights of a Chicago summer, it’s time to plan your own adventure. With so many events and attractions to choose from, your perfect Chicago summer is waiting for you to discover it.
Here are tips from a local for visiting Chicago in summer.
- Dress in layers: Chicago weather can be unpredictable, with cooler temperatures by the lake and warmer temperatures inland. Be prepared with layers that can easily be added or removed.
- Stay hydrated: Summer days in Chicago can get hot, so remember to carry a water bottle and stay hydrated throughout the day.
- Use public transportation: The Chicago Transit Authority (CTA) offers convenient and affordable access to most attractions. Consider purchasing a Ventra card or using ride-sharing apps to save time and money.
- Book accommodations in advance: Summer is a popular time to visit Chicago, so make sure to book your accommodations well ahead of time to secure the best deals and locations.
- Wear sunscreen: With many outdoor activities and events, it’s essential to protect your skin from the sun. Apply sunscreen regularly and wear a hat for additional protection.
- Check event schedules: Many events and festivals take place during the summer months. Keep an eye on local listings and plan your visit accordingly to make the most of your time in the city.
- Explore Chicago’s neighborhoods: Venture beyond downtown to experience the city’s diverse neighborhoods, each with its own unique vibe and attractions.
- Take advantage of free attractions: Many of Chicago’s attractions, like Lincoln Park Zoo and Millennium Park, are free, making it easy to enjoy the city on a budget.
- Wear comfortable shoes: With so much to see and do, you’ll likely be walking a lot. Make sure to wear comfortable shoes to keep your feet happy.
- Be prepared for rain: Summer showers can be common in Chicago. Carry a lightweight umbrella or rain jacket just in case.
- Try local cuisine: Chicago’s a foodie town. Go beyond deep-dish pizza, Italian beef sandwiches, and Chicago-style hot dogs (but still try those, too!) and sample our unique eateries.
- Stay safe: As with any large city, be aware of your surroundings and take standard safety precautions. Keep your belongings secure and avoid unfamiliar areas late at night.
Whether you’re looking to hit up world-class festivals, lounge on a beach, dine al fresco, or explore kid-friendly museums, there’s no shortage of summer fun to be had in Chicago.
More articles to help you explore Chicago:
- You’ll never be bored with these best things to do in Chicago
- Chicago on a budget: how to save money in the Windy City
- Road trips from Chicago, for when you want to get out of town
- Chicago in winter: yes, the city’s “cool” in winter, too!
- Tiptoe through the tulips during Chicago in spring
- Discover why the Field Museum is the beloved institution that almost wasn’t
- Learn the romantic story behind the Palmer House Hilton (it’s not the one you’ve heard)
- How one man’s vision became the Museum of Science and Industry