This is one of the classic summer activities in Chicago. Every Wednesday at 9 pm and Saturday at 10 pm, starting Memorial Day weekend through to Labor Day weekend, marvel at the dazzling fireworks spectacle put on all summer long at Chicago’s famous Navy Pier. Take in the show from any of the beaches along the lake, from the pier itself, or book a romantic dinner cruise to see them from the water in style.
For the most stunning vantage point (like in this photo),head to the 360 CHICAGO Observation Deck to catch the fireworks from 94 floors up!
The boys of summer are in full swing as the Cubbies take to the diamond this summer in front of their loyal fans at Wrigley Field. Even if you’re not into baseball, Wrigley Field is designated as a historic landmark, and is one of the two oldest operating Major League parks in the country. Can you guess the other one?
Get your Cubs tickets now!
Situated in the lush Logan Square neighborhood, the 606 Trail is Chicago’s answer to the High Line, and summer in Chicago is the perfect backdrop. At almost three miles long, the beautiful elevated park used to be a railroad track for the city’s famous “L” Train. Walk, skate, or ride your bike and discover art installations, murals, and other community engagement projects. The 606 is also a great place to bring a picnic!
The incredible story of Chicago might best be told through its captivating architecture. These guided cruises are the perfect way to relax, take in the sights, and learn some of the amazing history behind the city’s most iconic buildings.
Reserve your Architecture Cruise in advance, these are popular tours!
Chicago has miles of lakefront beaches and spots like this to enjoy the gorgeous skyline from literally every angle. Plan a drink on a boat, head to the beach such as Foster Beach, North Avenue Beach, or Rainbow Beach, or find somewhere to dine al fresco with views from above. You've got options in Chicago!
If big adventure is what you’re after, head just 22 miles outside of Chicago to The Forge: Lemont Quarries, where you’ll find outdoor activities for the whole family. No matter your age or fitness level, there’s something for everyone at The Forge, including climbing, ziplining, competitive activities like laser tag, hiking, kayaking, and so much more. There are even several dining options to refuel after your adventure.
Check out all the fun at The Forge, and book your adventure now!
The Forge also features a full summer schedule of concerts, live music, and events too.
Take in breathtaking panoramic views of the whole city from 1,030 feet above the famed Magnificent Mile at the 360 CHICAGO Observation Deck at the top of the former John Hancock Center. Visit CloudBar for a Sip and View, and if excitement is what you’re after, step into TILT, the world’s highest thrill ride. It's no surprise why its one of the top things to do in Chicago in summer.
Get your tickets now for 360 CHICAGO and skip the line!
From June 26, 2025, to August 7, 2025 (every Monday and Thursday) at Millennium Park’s Jay Pritzker Pavilion, enjoy music from around the world and right here in Chi-town, featuring artists both emerging and established. This summer’s series always kicks off with a renowned music artist, so check back to see who is headlining the series this year.
Admission to concerts is always free, and the park is open from 6:30 p.m. to 11 p.m. View the summer events schedule for super helpful information about planning your visit
Spend your summer exploring the City of Chicago's wide array of farmer's markets! Stocking up on freshly grown produce, aromatic flowers, pre-prepared meals, handmade goods, and uncommon trinkets is just a short journey away. From May to October, you can visit the longest-running market in Chicago - the iconic Daley Plaza Farmers Market - as well as the storied Maxwell Street Market and numerous community markets. For a full list of markets, check out the map and date schedule for more information.
Summer in Chicago isn't complete without a good festival. Grant Park is home to the only free outdoor classical music festival in the country. Featuring the Grant Park Symphony Orchestra and Chorus, along with a bevy of guest musicians and conductors, performances take place throughout the summer, and the lineup of performances this year look fantastic. The music festival starts in June toAugust.
Since 1980, Chicago's food scene has come alive during summertime with a fantastic range of restaurants and eateries showcasing the city's incredible culinary art and diversity. The festival gets going in Marquette Park on June 28th, 2025, then to Pullman Park on July 19th, 2025, then Albany Park on August 9th, 2025. The final weekend returns to Grant Park on September 5th - 7th, 2025. Don't forget, entry is free! For more details, please visit the Taste of Chicago.
Mark your calendars for Sunday, June 29th, 2025 for the most joyous, colorful, fun events of the year. The Chicago Pride Parade is one of the biggest Pride festivals in the world. This year’s theme, United in Pride, showcases the power of diversity, unity, and the power of love as an unstoppable force for good. For more details, please visit the Chicago Price Parade.
The City of Chicago is delighted to present the Air and Water Show on August 16th & 17th, 2025, with a rehearsal on Friday August 15th. Now in its 63rd year, with a reported attendance of up to two million annually, you’ll see performances from a selection of top civilian and military pilots and aircraft, such as the U.S. Navy Blue Angels, the U.S. Air Force Thunderbirds, and the U.S. Army Parachute Team Golden Knights. There’s no public seating areas available at the event, so you’re encouraged to stake out their viewing spots early along the lakefront from Fullerton to Oak Street, with North Avenue Beach as the focal point.
To make the most of the show, consider taking in the views from 360 CHICAGO, with its prime and uninterrupted panoramic views of the show.
The world-renowned Lollapalooza music festival returns to its permanent home in Chicago on July 31st to August 3rd, 2025, taking over Grant Park with 9 stages and over 170 bands. Fans can look forward to spectacular performances from Tyler, The Creator, Luke Combs, Olivia Rodrigo, Kron, Rüfüs Del Sol, Sabrina Carpenter, A$AP Rocky, and so many more.
Available ticketing options include General Admission, VIP, and Platinum, as well as one-day, two-day, and four-day passes. For the complete lineup and ticket information, check out Lollapalooza's official website. Get your hands on the Lolla lineup, details, and tickets now!
There’s so much to do this time of year in the windy city! We hope this Chicago Summer Guide is helpful as you and your loved ones get out into the warm weather and take in all the city has to offer. While you're here, explore the vibrant Chicago Neighborhoods using this handy guide for fun things to do, cultural flavors, and great views of the city.
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