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Things to Do in Chicago: Summer 2022

May 24, 2022

Upcoming Events in Chicago

#SummertimeChi is here! With warm weather making an appearance, the event calendar is filling up fast. I’ve compiled a list of things to do in Chicago this summer including a variety of festivals and events. While it doesn’t include everything, I made sure to include some of my favorites and those on my to-do list!

June 2022 Events

Fireworks at Navy Pier

  • Date: June 1-September 3, 2022
  • Location: Navy Pier (600 E. Grand Avenue)
  • Cost: Free
  • Features: Firework show
  • Photo: navypier.org

Pixar Putt

  • Date: June-August 21, 2022
  • Location: Polk Brothers Park at Navy Pier (600 E Grand Ave.)
  • Cost: $31-$33
  • Features: mini golf
  • Photo: pixarputt.com/chicago

Wings of Mexico

  • Date: June-October 1, 2022
  • Location: Plaza of the Americas (410 N. Michigan Ave.)
  • Cost: Free
  • Features: photo opportunity
  • Photo: by yours truly

Rooftop Cinema Club

  • Date: June-July 4, 2022
  • Location: The Emily Hotel (311 N Morgan St.)
  • Cost: $18.75–$27.75
  • Features: outdoor cinema, personal headphones, classic movie snacks, full bar, city views
  • Photo: facebook.com/rooftopcinemaclub

JoJo’s Retro Summer

  • Date: June-September 5, 2022
  • Location: JoJo’s Shake Bar River North
  • Cost: reservations, dining
  • Features: 90’s themed patio, retro cocktails, shakes, regular & Retro Summer food menu
  • Photo: facebook.com/jojosshakebar

Lincoln Park Greek Fest

  • Date: June 3-5, 2022
  • Location: St. George Greek Orthodox Church (2701 N. Sheffield Ave. Chicago, IL)
  • Cost: $10 suggested donation
  • Features: live music, entertainment, food
  • Photo: lincolnparkgreekfest.com

Jack’s Big City Ranch

  • Date: June 3-August 27, 2022
  • Location: Goose Island (1261 West LeMoyne)
  • Cost: $23-$69
  • Features: photo opps, mini golf, mechanical bull, go karts, axe throwing, gem mining, food & drink
  • Photo: facebook.com/bigcityranchchicago
  • Fun Fact: same company & location as Jack’s Pumpkin Pop-Up and Jack Frost Winter Village

Do Division Street Fest

  • Date: June 3-5, 2022
  • Location: Division Street between Damen & Leavitt (2000-2200 W Division St. Chicago IL 60622)
  • Cost: $10 optional donation
  • Features: live music, food, local artists, retail vendors, family fun fest, fashion shows
  • Photo: westtownchamber.org

Windy City Hot Dog Fest

  • Date: June 4-5, 2022
  • Location: Portage Park (4000 N. Milwaukee Ave. Chicago IL)
  • Cost: Unknown
  • Features: hot dogs, live entertainment, arts & crafts vendors, dog parade
  • Photo: chicagoevents.com

Run for the Zoo 5k & 10k

  • Date: June 5, 2022
  • Location: Lincoln Park Zoo
  • Cost: $25-$54
  • Features: 5k, 10k, swag bag, scenic views, post-race celebration
  • Photo: runsignup.com

Chicago Blues Festival

  • Date: June 9-12, 2022
  • Location: Millennium Park (Michigan Ave. & Columbus Ave.)
  • Cost: Free admission
  • Features: live music
  • Photo: wdcb.org

Puerto Rican Festival and People’s Parade

  • Date: June 9-12, 2022 (9th – carnival opens, 10th – festival opens, 11th – parade, 12th – closing day)
  • Location: Humboldt Park (Division Street)
  • Cost: Unknown
  • Features: carnival rides, live music, food, dancing, artisans, parade
  • Photo: secretchicago.com

Andersonville Midsommarfest

  • Date: June 10-12, 2022
  • Location: Andersonville’s Clark Street corridor (5200 N Clark St.)
  • Cost: $10 suggested donation
  • Features: live music, food, dancing, vendors, pet parade
  • Photo: andersonville.org

Old Town Art Fair

  • Date: June 11-12, 2022
  • Location: Old Town triangle
  • Cost: $12 per adult, kids are free
  • Features: live music, artists, garden walk, food
  • Photo: oldtownartfair.org

Grant Park Music Festival

  • Date: Select Wednesdays, Fridays & Saturdays June 15-August 20, 2022
  • Location: Grant Park
  • Cost: Free seating available, $26-$100 for reserved closer spots
  • Features: live music, bring-your-own food, beer and wine available for purchase
  • Photo: grantparkmusicfestival.com

Summer Smash Festival

  • Date: June 17-19, 2022
  • Location: Douglas Park
  • Cost: 3-Day GA $275 + service fees, 3-Day VIP $450 + service fees
  • Features: live music, food
  • Photo: thesummersmash.com

Chicago Pride Fest

  • Date: June 18-19, 2022
  • Location: Northalsted on Halsted Street from Addison to Grace St.
  • Cost: $15 suggested donation
  • Features: live music, food, art vendors, dancing, drag shows, pride parade, pet parade, giveaways
  • Photo: chicagopride.gopride.com

Gold Coast Art Fair

  • Date: June 18-19, 2022
  • Location: Grant Park’s Butler Field (S Lake Shore Dr & E Monroe St)
  • Cost: $10, free for children 12 and under
  • Features: live music, artists, food
  • Photo: chicagoparent.com

Célébrez en Rosé

  • Date: June 25, 2022
  • Location: Burnham Park (4100 S Lake Shore Dr)
  • Cost: GA $85 + fee, Wine Admission $130 + fee, Rose Garden Lounge $200 + fee, plus more
  • Features: live entertainment, photo installations, food, cashless bars, lawn games
  • Photo: facebook.com/celebrezenrose

Pride in the Park Chicago

  • Date: June 25-26, 2022
  • Location: Grant Park (between Columbus Dr. and Lakeshore Dr. on E Monroe St.)
  • Cost: $45-$300
  • Features: live music, food
  • Photo: facebook.com/prideparkchi

July 2022 Events

Chicago SummerDance

  • Date: July 6-September 17, 2022
  • Location: Varies per event
  • Cost: Free admission
  • Features: live entertainment
  • Photo: chicago.gov/city

Taste of Chicago

  • Date: July 8-10, 2022
  • Location: Grant Park (Jackson & Columbus)
  • Cost: Free admission
  • Features: food trucks, live music
  • Photo: nbcchicago.com

Millennium Art Festival

  • Date: July 15-17, 2022
  • Location: Michigan Avenue & E Lake St.
  • Cost: Free admission
  • Features: artists, food, live music
  • Photo: amdurproductions.com

Museum of Ice Cream

  • Date: July 16-September 1, 2022
  • Location: Tribune Tower (435 North Michigan Ave.)
  • Cost: $36-$44
  • Features: 14 installations, ice cream treats, ice cream history, retail shop
  • Photo: instagram.com/museumoficecream

Pizza City Fest

  • Date: July 23-24, 2022
  • Location: West Loop (1340 W Washington)
  • Cost: $59-$249 + service fees
  • Features: all you can eat from 18 vendors, book signings, drinks available for purchase
  • Photo: starevents.com

Sundays on State

  • Date: Sundays July 24-September 4, 2022
  • Location: State & Lake (190 N State Street)
  • Cost: Free admission
  • Features: food, shopping, arts
  • Photo: starevents.com

Lollapalooza

  • Date: July 28-31, 2022
  • Location: Grant Park
  • Cost: $125 and up
  • Features: live music, food and drink for purchase
  • Photo: lollapalooza.com

August 2022 Events

Windy City Smokeout

  • Date: August 4-7, 2022
  • Location: United Center parking lot
  • Cost: $44.95-$184.95 + service fee
  • Features: live music, food and drinks for purchase, photo opportunities
  • Photo: windycitysmokeout.com

Dancing in the Street

  • Date: August 5-7, 2022
  • Location: Hubbard Street between Paulina and Wood (1700 W. Hubbard Street)
  • Cost: $10 suggested donation
  • Features: live music, dancing, food & retail vendors
  • Photo: westtownchamber.org

LatiNxt Music Festival

  • Date: August 6-7, 2022
  • Location: Polk Bros Park (600 E. Grand Avenue)
  • Cost: Free
  • Features: live music
  • Photo: navypier.org

Stan’s Donut Run

  • Date: August 27, 2022
  • Location: Solider Field
  • Cost: $39.99+ (cost will increase as the event gets closer)
  • Discount: $6 off with promo code SWEATINGCHAMPAGNE
  • Features: 5k, 10k, swag bag, mini donuts on course
  • Photo: donut5k.com

Filed Under: Chicago, Chicago Events, Chicago Food & Drink, Chicago Guides, Lifestyle Tagged With: chicago, chicago event, chicago events, travel guide

Reader Interactions

Trackbacks

  1. Pixar Putt: Chicago Pop-Up | Sweating Champagne says:
    June 4, 2022 at 4:30 pm

    […] Pixar Putt is just one of many fun events happening this summer. To view more, take a look at Things to Do in Chicago: Summer 2022! […]

  2. Jack's Big City Ranch Chicago | Sweating Champagne says:
    June 17, 2022 at 3:04 pm

    […] Jack’s Big City Ranch is one of many fun events happening this summer. To view more, take a look at Things to Do in Chicago: Summer 2022! […]

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About Alyssa

Alyssa is a lifestyle writer living in downtown Chicago. Her blog, Sweating Champagne, focuses on local events & festivals, mental health awareness, travel guides, and style. She loves urban living, personality quizzes (ISTP!), reading fantasy novels, listening to music, and hanging out her two cats.

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