55 Fun Things to Do in Chicago in July from a Local

July is one of the best times of the year to visit Chicago if you like festivals, sports, and sunny days. From free outdoor concerts and movies to enjoying Lake Michigan and its beaches, summer in Chicago is packed with things to do no matter what you’re into. With events like NASCAR and Lollapalooza drawing attendees from out of town, July is one of the busier months to visit the city. July is also one of the hotter months to visit Chicago and take advantage of the lakefront. 

I’ve lived in Chicago for nearly two decades, and I’ve written two books about Chicago. I find that July is one of the most exciting times in the city. There are street festivals to explore in every neighborhood, parks and beaches to hang out in, and nonstop events happening. Are you looking for July Chicago events? Whether you’re visiting Chicago in July or you live in Chicagoland, here are 55 fun things to do in Chicago in summer.

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Fun Things to Do in Chicago in July

1. Go on a Neighborhood Scavenger Hunt with the Chicago Scavenger Book

My Chicago Scavenger book was designed to explore 17 Chicago neighborhoods. Pick a different neighborhood every weekend and find the local highlights by solving riddles and photo clues! From Chinatown to Pilsen and Hyde Park to Uptown, you’ll uncover the best food, history, and surprises hiding across Chicago! Get the book.

2. Embark on a Creepy Cruise … If You Dare

Who said you have to wait until spooky season to take a creepy cruise? Chicago has enough ghost stories to last the whole year. This 90-minute Creepy Cruise covers the mysterious, haunted, and macabre stories from Chicago’s darker side while you cruise on a downtown river boat and take in the skyline lit up at night.

3. Chicago SummerDance

Chicago wants you to get moving. Chicago SummerDance is a free outdoor dance series taught by professional instructors throughout the city. Learn salsa, steppin’, swing, and more!

Need more information on what to do while you’re in Chicago? Check out all of my Chicago articles and don’t miss my Chicago books Secret Chicago: A Guide to the Weird, Wonderful, and Obscure and Chicago Scavenger!

4. Sail Lake Michigan

Why share the view when you can have a private sailboat ride on Lake Michigan? Admire Chicago’s skyline from the deck of a sailboat manned by a captain while you and up to five friends soak up the sun for two hours.

5. Anime Midwest – July 3-5, 2026

Slightly outside Chicago and definitely out of this world, Anime Midwest hits the DES Convention Center in Rosemont. Watch swordsmanship demos, play DDR, get voice actor autographs, enter a costume contest, and more.

6. 4th On 53rd Parade & Festival  – July 4, 2026

Hyde Park neighbors have been stepping off for this parade since 1992, and the 4th on 53rd Parade claims to be the largest in Chicago. The free festival includes performances and activities for kids.

7. Visit a Secret Garden

Old Town is filled with picturesque streets and charming homes, yet most of the public doesn’t know about a serene garden in the neighborhood. Midwest Buddhist Temple is home to a peaceful legacy garden that is open to the public at select times. Each rock, tree, and shrub in the garden was carefully considered. Learn more about this Chicago hidden gem. 

8. Pride South Side – July 5, 2026

Pride isn’t just for June. Head to the DuSable Black History Museum in Washington Park for Pride South Side. Enjoy live music, spoken word, and dance performances.

9. Taste of Chicago – July 8-12, 2026

The Taste of Chicago returns to Grant Park in a celebration of the city’s best bites. Chow down on local favorites like Harold’s Chicken, Eli’s Cheesecake, and the Original Rainbow Cone. Common, Beach Bunny, and Babyface will get the crowd moving on the music stage.

10. Soak Up the Sun at One of Chicago’s Beaches

TikTok can pretend Chicago has one concrete beach, but we know Chicago’s beaches better. From the LGBTQ-friendly Hollywood Beach to the party scene at Castaways at North Avenue Beach to live music and live music at the Reggie’s outpost at 63rd Street Beach, there’s a Chicago beach calling you.

11. Silver Room Block Party – July 18, 2026

The Silver Room Block Party is back and celebrating at a new venue this summer. The ticketed festival is bringing about 40 hip-hop and house music performers to the Salt Shed in West Town in a festival of Black culture and community

12. Cruise Chicago’s Lakefront on a Segway Tour

I recently took a Segway tour for the first time, and it was exhilarating. After a few minutes of practice, I was maneuvering like a pro and covering way more ground than I could on foot. This Lakefront Segway tour takes you along the gorgeous lakefront and up close to some of downtown Chicago’s greatest hits like Grant Park, Buckingham Fountain, the Field Museum, and more. Whether you’re a Chicagoan or a visitor, it’s a fun and unique way to experience the city.

13. Admire a Ghost Church

Art is everywhere Pilsen, but landmark is a surprising artistic statement. You won’t notice anything unusual about Zion Evangelical Lutheran from afar but get closer and you’ll see that there’s nothing behind it! Read the story behind this moving sculptural garden.

14. Bucktown Garden Walk – July 11-12, 2026

If you’ve ever wanted to peek into your neighbors’ backyards, the Bucktown Garden Walk is your opportunity. Stroll the neighborhood and admire 99 urban gardens.

15. Windy City Smokeout – July 8-12, 2026

Dust off your Cowboy Carter outfit because Chicago goes country at Windy City Smokeout. Grab a ticket and head to the United Center parking lot in the West Loop for beer, barbecue, and country music by Blake Shelton, Lainey Wilson, Hootie & the Blowfish, and more.

16. Rent a Kayak on Lake Michigan

If you want to connect with Chicago’s lakefront in a new way, rent a kayak at Ohio Street Beach. Choose a one or two hour rental and glide along Lake Michigan while you admire the stunning Chicago skyline lakefront trail.

17. Sheffield Garden Walk – July 18-19, 2026

If you’ve ever wanted to peek into the gardens of lovely Lincoln Park homes, don’t miss the Sheffield Garden Walk. The free event celebrates its 55th anniversary with 50+ self-guided walking tours of gardens, a family fest, live music, architecture walks, and live painters.

18. Square Roots Fest – July 10-12, 2026

Located in the heart of Lincoln Square, Square Roots Fest is always a northside summer highlight. The free festival features performances by Dehd, Margo Price Nick Lowe & Los Straitjackets, and more.

19. See a Free Concert in Millennium Park

Every summer, I’m delighted by the city’s eclectic music lineup at the Millennium Park Summer Concert Series. Bring a picnic and get ready to dance alongside your neighbors to free live music at Jay Pritzker Pavilion with the downtown skyline as your backdrop in this joyful summer tradition.

20. Passport Vibes Afrobeat Festival – July 11, 2026

Celebrate the music of West Africa with the Passport Vibes Afrobeat Festival in the Motor Row District of the South Loop. Immerse yourself in the music created by Fela Kuti that blends traditional Nigerian music with jazz and funk.

21. Chosen Few Picnic – July 11, 2026

Chicago invented house music, and a few of the old heads gather in Jackson Park every year to play and celebrate the culture. The Chosen Few Picnic and Festival will feature legendary Chosen Few DJs, including Terry Hunter, Alan King, Wayne Williams, and Jesse Saunders.

22. Discover Chicago’s Street Art

Learn the stories behind the street art adorning the hip Chicago neighborhoods of Wicker Park and Logan Square on the Offbeat Street Art Tour. An art expert will lead you on a two-hour walking tour through Chicago’s captivating creative scene.

23. Gospel Music Festival – July 24-25, 2026

The free Gospel Music Festival in Millennium Park features talent like Chandler Moore and Jekalyn Carr. Learn how Chicago became the birthplace of Gospel Music.

24. Ride the Water Taxi

Chicago is known for stellar public transportation, but it isn’t limited to trains and buses. For $10 you can take the Chicago Water Taxi to a different neighborhood. Taking the water taxi is a fun day trip to Michigan Avenue, the Chicago Riverwalk, Chinatown and more.

25. Take the Ride of Your Life on a Lake Michigan Speedboat

Do you need a unique date idea? Are the kids complaining about boring tours? Get your heart pumping by zipping across Lake Michigan in a speedboat! Your 2,000-horsepower speed boat boards at Navy Pier and then zooms you past Chicago’s iconic skyline in a mere 30 minutes. I took the speedboat with colleagues, and I’ve never forgotten the rush of the wind in my hair and the jaw-dropping views of the city’s skyscrapers.

26. Barrio Arts Festival – July 11, 2026

The National Museum of Puerto Rican Arts & Culture hosts the Barrio Arts Festival in the heart of Chicago’s Humboldt Park. Browse art from more than 50 vendors, dig into traditional food, and groove to music and dance performances.

27. Southport Art Fest – July 11-12, 2026

Admire work from more than 100 artists at this Lakeview festival near Wrigley Field. The Southport Art Fest is a lively atmosphere with live music, food vendors, and even a Kids Art Zone.

28. Chicago Mexican Folk Fest – July 12, 2026

Tap your feet to the performances of multiple Chicago-area Mexican Folkloric dance companies at Thalia Hall in Pilsen at the Chicago Mexican Folk Fest.

29. Jazzin’ at the Shedd

What could make the beloved Shedd Aquarium even more fun? Add sunset views on Lake Michigan, food, drinks, and live jazz. Get tickets for Jazzin’ at the Shedd, one of Chicago’s favorite summer traditions, for Wednesdays through September 2.

30. Rogers Park Taco Crawl – July 16, 2026

Choose from two taco routes bursting with flavor at the Rogers Park Taco Crawl. Sample tacos from restaurants like La Michoacana Chicago, Las Delicias, and more.

31. Taste of River North – July 17-18, 2026

Taste of River North invites you to enjoy art, shopping, and most of all food in the neighborhood. Taste your way through River North from Avli to Mercadito to Seoul Taco.

32. Enjoy Classical Music at Grant Park Music Fest

If classical music is more your speed, Chicago has a free outdoor concert for that too. The Grant Park Music Festival offers free live music from June through August and features the Grant Park Orchestra and Chorus playing Mozart, Beethoven, and more. See conductor Giancarlo Guerrero in action after his performance during Bad Bunny’s Super Bowl halftime show.

33. Captain an Electric Boat on the Chicago River

Want to party on a boat on a budget? Rent an electric boat for up to eight people at Marina City and be your own captain on the Chicago River. The little vessel is easy to navigate and perfect for a memorable picnic on the water.

34. El Gran Festival Colombiano – July 17-19

This three-day festival in Humboldt Park celebrates Colombia’s independence from Spain. El Gran Festival Colombiano offers Colombian food, traditional dance, family activities, and live music by José Alberto, Guayacán Orquesta, and more.

35. See a Free Movie in Millennium Park

Summer in Chicago isn’t just for outdoor concerts, but outdoor movies too. The Millennium Park Summer Film Series shows films for free at Jay Pritzker Pavilion on Tuesdays through August 18. Bring a picnic and your own popcorn!

36. Cheers in a Beer Garden

Chicago has more breweries than any city in the U.S. so why not enjoy summer in a beer garden? Half Acre Beer in Lincoln Square is known for its Daisy Cutter Pale Ale, Horse Thief Hollow in Beverly serves Little Wing Lager with a citrus twist, Midwest Coast Brewing has a rooftop patio, District Brew Yards in West Town features a rotation of pour-your-own beers from rising breweries.

37. West Fest – July 17-19, 2026

When the Empty Bottle is programming a music festival, you know it’s going to be good. Model/Actriz, Hunx and His Punx, and Junglepussy headline West Fest. Not a music fan? Don’t miss the kid’s and pet areas.

38. Tacos y Tamales Festival – July 17-19, 2026

What more do you need? The free Tacos y Tamales Festival celebrates Chicago’s Latin culture with food, live music, dance, and art. The Pilsen festival will transport you to a traditional Tianguis market.

39. Roscoe Village Burger Fest – July 17-19, 2026

Roscoe Village Burger Fest is a Chicago summer staple, featuring cover bands, a kid’s zone, and all the burgers you can stomach. Chow down with local vendors like Reggie’s and Fatso’s Last Stand and vote for your favorite burger.

40. Newberry Fest – July 18, 2026

Explore the Newberry Library in the Gold Coast at this free cultural festival. See Revolutionary War artifacts, tour the special collections, and shop until you drop at the Newberry Fest used book sale.

41. Volleywood Music Festival – July 18, 2026

North Avenue Beach becomes your dance floor at the Volleywood Music Festival. Party to artists like Audien, Twinsick, and Xandra with the skyline as your backdrop.

42. Pullman Railroad Days – July 25-26, 2026

Train fans descend on Pullman National Historical Park to celebrate Chicago’s railroad history at this weekend-long festival. Purchase tickets to guided walking tours and historic railcar tours or enjoy free exhibits, demos, and miniature train rides at Pullman Railroad Days.

43. Catch a Concert at Northerly Island

Sure, the Huntington Bank Pavilion at Northerly Island isn’t the most convenient concert pavilion to get to in town. Yet sandwiched between Lake Michigan and Burnham Harbor with views of Chicago’s skyline, the unique location and outdoor concert atmosphere make it worth a summer visit.

44. Tuesdays on the Terrace at MCA Chicago

There’s no shortage of free live music outdoors during Chicago summers, including at the Museum of Contemporary Art. Tuesdays on the Terrace is a popular music series celebrating Chicago musicians on the MCA’s outdoor terrace that runs through August 25.

45. Ravenswood On Tap – July 18-19, 2026

This festival toasts the craft brewing community of Malt Row in Ravenswood. Sample beers from Dovetail Brewery, Begyle Brewing, and Half Acre while listening to live music at Ravenswood On Tap.

46. Lincoln Park Zoo’s Summer Wine Fest – July 18, 2026

Enjoy a summer evening at Lincoln Park Zoo with twenty wine tastings at the Summer Wine Fest. More than twenty wineries will be on hand serving 50+ varietals.

47. Taste of Lincoln Ave – July 24-26, 2026

Eat your way through Lincoln Park at the 41st annual Taste of Lincoln Avenue. Head to Lincoln and Fullerton for a kids’ carnival, crafts, and even a dog parade.

48. Wicker Park Fest- July 24-26, 2026

Music fans pack Milwaukee Avenue every summer for Wicker Park Fest. This year’s lineup features The Frights, Ryan Davis + The Roadhouse Band, Ovlov, and more.

49. Score Vintage Finds at Randolph Street Market – July 25-26, 2026

Need a home refresh? The Randolph Street Market, held in the West Loop, features vintage fashion as well as housewares from the 1890’s to 2000’s. DJs will be spinning and food will be available to keep you going through a fun day of shopping.

50. Chinatown Summer Fair – July 25-26, 2026

Come for the food and stay for the lion dance procession, martial arts demonstrations, cultural performances, and arts at the free Chinatown Summer Fair. You can even register for the annual Copi fish ball eating contest.

51. Faces of Fitness Festival – July 25-26, 2026

Get fit with celebrity fitness instructors and studio classes like Barry’s and Solidcore at the two-day Faces of Fitness Festival in River North. Simone Biles will headline to get you inspired.

52. Walk and Bike the 606

The 606 is Chicago’s answer to the High Line, except this urban park has ample seating and allows bicycles. The 2.7-mile trail transformed an abandoned rail line into a trail, park, and art space.

53. Stock Up at a Farmers Market

Chicago has a farmers market for every day of the week, and summer is the best time to slow down and stock up on fresh, local foods. Head to Green City Market in Lincoln Park for the biggest selection, Logan Square Farmers Market for the vibes, and the Daly Plaza Farmers Market for a break from your office.

54. Fiesta Del Sol – July 23-26, 2026

Bring the family to this mile-long celebration of Latino community connection. Fiesta del Sol brings carnival rides, food, and traditional music to Pilsen from Ashland and Cermak to Morgan and Cermak.

55. Rock Out at Lollapalooza – July 30-August 2, 2026

Chicago’s biggest music festival takes over Grant Park in downtown Chicago for four days starting at the end of July at Lollapalooza. The weather and the lineup will be hot featuring Lollapalooza headliners like Lorde, Charli XCX, and the Smashing Pumpkins. Don’t miss my tips for attending Lollapalooza!

Visiting Chicago in July FAQ

Is July a good time to visit Chicago?

July is the peak time to visit Chicago. With long summer days, hot weather, and packed events calendars, it’s one of the most popular times to visit the city. Book ahead if you plan on visiting iconic attractions like the Field Museum, Art Institute, and Skydeck Chicago. Since it’s a popular time of year, I recommend booking flights and hotel deals in advance as well as reservations at top restaurants. Whether you’re attending big events like the NASCAR Street Race or Lollapalooza or simply strolling the city, July is Summertime Chi at its finest.

What is Chicago weather like in July?

July in Chicago is typically hot and humid. According to the National Weather Service, the average temperatures in Chicago in July range from a high of 84 degrees to a low of 66 degrees. Expect sunshine and blue skies with humid conditions and occasional rain showers. Chicago is known for its rapidly shifting weather, so be sure to check the forecast before you visit Chicago in the summer.

What should I wear to Chicago in July?

If you’re wondering what clothes to wear to Chicago in July, plan for hot, sunny weather. I recommend packing shorts, dresses, and comfortable shoes. Rain is always a possibility during the summer in Chicago. Check the weather forecast before you visit Chicago in July so you can pack appropriately.

After nearly two decades of living in Chicago, here are my recommendations for what to wear in Chicago in the summer.

• I love a linen dress in hot weather. Here’s a linen dress that you can dress up or down and one with short sleeves and pockets (of course!). This set is super versatile too!
• My warm-weather uniform is comfy linen shorts and a Merino wool t-shirt that wicks sweat to keep you dry on hot days.
• Chicago is a walking town, so pack comfortable shoes like sneakers, or sandals. 
• A classic button-down Oxford or chambray shirt is great for traveling, and I’ve never met a striped Breton shirt that I didn’t like.
• It doesn’t hurt to pack a windproof travel umbrella for rainy days.

Where to Stay in Chicago in July

Wondering where to stay overnight in Chicago in the summer My favorite hotel views are from the Chicago Athletic Association overlooking Millennium Park and the boats on Lake Michigan and the LondonHouse with jaw-dropping views of the Chicago River from the rooftop bar. I love the views of Grant Park from the Blackstone Hotel and the Hilton Chicago. Some of my favorite hotels stays in Chicago are at the luxurious Four Seasons Chicago and Waldorf Astoria Chicago located near the best shopping and dining in the Gold Coast area.

Click here for a full list of Chicago hotels!

If you want to research hotels and vacation rentals for your Chicago visit, this map can help you compare the available options. It’s set to show hotels and rentals in downtown Chicago, but you can view any neighborhood where you’d like to stay.

I hope this helps you plant your trip to visit Chicago in July!

Find out what to do in Chicago throughout the year:

• Fun Things to Do in Chicago in January
• Fun Things Do in Chicago in February
• What to Do in Chicago in March
• Fun Things to Do in Chicago in April
• Fun Things to Do in Chicago in May
• What to Do in Chicago in June
• Fun Things to Do in Chicago in August
• What to Do in Chicago in September
• What to Do in Chicago in October
• Fun Things to Do in Chicago in November
• What to do in Chicago in December

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