Trips & Adventurous Activities in Chicago

Check out happening trips & adventurous activities events all around Chicago, IL

Chicago White Sox vs. Chicago Cubs

 Thu, 14 May at 06:00 pm Rate Field

Bruno Mars Leon Thomas & DJ Pee.Wee

 Fri, 15 May at 06:00 pm Soldier Field

Morgan Wallen at Soldier Field

 Fri, 19 Jun at 05:30 pm Soldier Field

2026 Lollapalooza - 4 Day Pass at Hutchinson Field at Grant Park

 Thu, 30 Jul at 10:59 am Hutchinson Field at Grant Park

US Mens National Soccer vs Germany National Soccer at Soldier Field

 Sat, 06 Jun at 01:30 pm Soldier Field

Ariana Grande

 Sun, 02 Aug at 06:00 pm United Center

Ed Sheeran

 Fri, 26 Jun Soldier Field

Lionel Richie & Earth Wind and Fire

 Thu, 25 Jun United Center

TBD at Chicago Bulls - Eastern Conference Semifinals (Home Game 1)

 Tue, 05 May at 08:30 am United Center

Morgan Wallen Brooks & Dunn Gavin Adcock & Zach John King

 Thu, 18 Jun at 06:00 pm Soldier Field

BTS at Soldier Field

 Thu, 27 Aug at 08:00 pm Soldier Field

TBD at Chicago Bulls - Eastern Conference Finals (Home Game 3)

 Thu, 28 May United Center

Bruno Mars Chicago Tickets

 Sat, 16 May at 07:30 pm Soldier Field EUR 245

2026 Lollapalooza - Saturday at Hutchinson Field at Grant Park

 Sat, 01 Aug at 12:00 pm Hutchinson Field at Grant Park

Peso Pluma

 Wed, 06 May at 06:00 pm United Center

Doja Cat

 Fri, 02 Oct at 06:00 pm United Center

Martin Garrix

 Wed, 24 Jun at 06:00 pm Huntington Bank Pavilion at Northerly Island

Morgan Wallen with Ella Langley, Gavin Adcock, and Zach John King

 Sat, 20 Jun at 10:30 pm Soldier Field

J Cole at United Center

 Tue, 11 Aug at 08:00 pm United Center

Foo Fighters with Queens of the Stone Age and Mannequin Pussy

 Sat, 08 Aug at 10:30 pm Soldier Field

John Mulaney at Wrigley Field

 Sat, 11 Jul at 08:00 pm Wrigley Field

Chicago Symphony Orchestra - John Williams and Spielberg Film Music Concert at Chicago Symphony Center

 Tue, 23 Jun at 07:30 pm Chicago Symphony Center

Milwaukee Brewers at Chicago Cubs at Wrigley Field

 Mon, 18 May at 06:40 pm Wrigley Field

Chicago White Sox at Chicago Cubs at Wrigley Field

 Mon, 17 Aug at 07:05 pm Wrigley Field

Chicago Symphony Orchestra - Hilary Hahn at Chicago Symphony Center

 Sun, 24 May Chicago Symphony Center

Ed Sheeran Myles Smith & Ellie Banke

 Fri, 26 Jun Soldier Field

ASAP Rocky at United Center

 Wed, 27 May at 07:30 pm United Center

ASAP Rocky

 Tue, 26 May United Center

International Friendly: United States vs. Germany

 Fri, 05 Jun at 06:00 pm Soldier Field

Foo Fighters at Soldier Field

 Sat, 08 Aug at 05:30 pm Soldier Field

Lollapalooza - 2 Day Pass at Hutchinson Field at Grant Park

 Thu, 30 Jul Hutchinson Field at Grant Park

Chicago Cubs vs. Milwaukee Brewers

 Sun, 17 May at 06:00 pm Wrigley Field USD 27 to 5,250

Yuja Wang & The Mahler Chamber Orchestra

 Tue, 28 Apr at 06:00 pm Chicago Symphony Center

Zayn Malik at United Center

 Mon, 27 Jul at 08:00 pm United Center

Parking Morgan Wallen with Brooks & Dunn, Gavin Adcock, Zach John King

 Fri, 19 Jun at 10:30 pm Soldier Field

Parking Germany at U.S. Mens National Soccer Team

 Sat, 06 Jun at 06:30 pm Soldier Field

John Mulaney

 Fri, 10 Jul at 06:00 pm Wrigley Field

Mumford and Sons Caamp & Dylan Gossett

 Wed, 10 Jun at 06:00 pm Wrigley Field

Demi Lovato

 Thu, 30 Apr United Center

Windy City Smokeout Festival: Blake Shelton Warren Zeiders & George Birge - Sunday

 Sat, 11 Jul at 06:00 pm Windy City Smokeout

Yellowcard with New Found Glory and Plain White T's

 Sun, 17 May at 12:00 am The Salt Shed - Outdoors

2026 Lollapalooza - Thursday at Hutchinson Field at Grant Park

 Thu, 30 Jul Hutchinson Field at Grant Park

Bob Dylan

 Tue, 07 Jul Huntington Bank Pavilion at Northerly Island

2026 Riot Fest - 3 Day Pass at Douglass Park

 Fri, 18 Sep at 10:59 am Douglass Park

A$AP Rocky

 Thu, 28 May at 12:30 am United Center

World Naked Bike Ride Chicago 2026 20th Anniversary

 Sat, 11 Jul at 05:00 pm TBD Free

Lionel Richie with Earth, Wind & Fire

 Sat, 27 Jun at 12:30 am United Center

TBD at Chicago Bulls - NBA Finals (Home Game 1)

 Fri, 05 Jun United Center

2026 Lollapalooza - Sunday at Hutchinson Field at Grant Park

 Sun, 02 Aug at 12:00 pm Hutchinson Field at Grant Park

Chicago Cubs at Chicago White Sox at Rate Field

 Fri, 15 May at 06:40 pm Rate Field

Buddy Guy at Chicago Theatre

 Sat, 25 Jul at 07:30 pm Chicago Theatre

Martin Garrix at Huntington Bank Pavilion at Northerly Island

 Thu, 25 Jun Huntington Bank Pavilion at Northerly Island

Peso Pluma at United Center

 Thu, 07 May at 08:00 pm United Center

Chicago Bears vs. New York Jets (Date: TBD)

 Sat, 25 Jul at 06:00 pm Soldier Field

2026 Riot Fest - Sunday at Douglass Park

 Sun, 20 Sep at 11:59 pm Douglass Park

2026 Beyond Wonderland Chicago - 2 Day Pass at Huntington Bank Pavilion at Northerly Island

 Sat, 06 Jun at 11:59 pm Huntington Bank Pavilion at Northerly Island

Usher and Chris Brown

 Sat, 22 Aug at 12:00 am Soldier Field

Gorillaz at United Center

 Thu, 08 Oct at 07:30 pm United Center

Green Bay Packers at Chicago Bears

 Mon, 04 May at 08:30 am Soldier Field USD 207 to 903

Electric Callboy at Wintrust Arena

 Sun, 03 May at 07:00 pm Wintrust Arena

TBD at Chicago Bulls - Eastern Conference Finals (Home Game 2)

 Sun, 24 May United Center

Rosalia

 Sun, 21 Jun at 01:30 am United Center

Peso Pluma with Tito Double P

 Fri, 08 May at 01:00 am United Center

Rufus Du Sol at Wrigley Field

 Fri, 12 Jun at 07:30 pm Wrigley Field

Noah Kahan with Gigi Perez

 Tue, 14 Jul at 11:30 pm Wrigley Field

Mac DeMarco at Salt Shed - Outdoor Fairgrounds

 Thu, 07 May at 06:30 pm Salt Shed - Outdoor Fairgrounds

Les Miserables

 Tue, 12 May at 06:00 pm Cadillac Palace

Chicago Cubs vs. San Diego Padres

 Sun, 28 Jun at 06:00 pm Wrigley Field USD 13 to 5,250

Claypool Gold: Primus Les Claypool's Frog Brigade & The Claypool Lennon Delirium

 Tue, 02 Jun at 06:00 pm The Salt Shed Outdoors - Chicago

BTS

 Wed, 26 Aug Soldier Field

Robyn at United Center

 Sat, 12 Sep at 07:30 pm United Center

Gorillaz

 Wed, 07 Oct at 06:00 pm United Center

Eric Clapton at United Center

 Fri, 11 Sep at 07:30 pm United Center

Liverpool FC vs Leeds United FC at Soldier Field

 Sun, 02 Aug at 11:59 pm Soldier Field

Liverpool FC vs. Leeds United

 Sat, 01 Aug at 06:00 pm Soldier Field

Martin Garrix

 Thu, 25 Jun at 11:30 pm Huntington Bank Pavilion at Northerly Island

Chicago Cubs vs. Los Angeles Dodgers

 Sun, 02 Aug at 06:00 pm Wrigley Field USD 27 to 7,560

Hot Wheels Monster Trucks Live Glow-N-Fire at United Center

 Sat, 01 Aug at 11:30 am United Center

The R&B Lovers Tour: Keith Sweat Joe Dru Hill & Ginuwine

 Thu, 18 Jun at 06:00 pm Credit Union 1 Arena

The Black Keys at Salt Shed - Outdoor Fairgrounds

 Thu, 16 Jul at 07:30 pm Salt Shed - Outdoor Fairgrounds

Ludovico Einaudi at Chicago Symphony Center

 Sun, 04 Oct Chicago Symphony Center

Bob Dylan with Lucinda Williams

 Thu, 09 Jul at 12:00 am Huntington Bank Pavilion at Northerly Island

Noah Kahan at Wrigley Field

 Tue, 14 Jul at 06:30 pm Wrigley Field

J. Cole Chicago Tickets

 Tue, 11 Aug at 08:00 pm United Center EUR 81

Chicago Cubs vs. San Francisco Giants

 Thu, 04 Jun at 06:00 pm Wrigley Field USD 40 to 5,250

Lil Wayne at Huntington Bank Pavilion at Northerly Island

 Fri, 17 Jul at 07:00 pm Huntington Bank Pavilion at Northerly Island

Warm Love Cool Dreams: The Jesus and Mary Chain Tortoise & Smerz - Saturday

 Fri, 22 May at 06:00 pm The Salt Shed Outdoors - Chicago

Khalid with Lauv

 Thu, 21 May at 12:30 am Huntington Bank Pavilion at Northerly Island

Solomun at Union Park

 Fri, 22 May at 04:00 pm Union Park

Meghan Trainor

 Tue, 14 Jul at 06:00 pm United Center

2026 Windy City Smokeout - 4 Day Pass at United Center

 Thu, 09 Jul at 10:59 am United Center

Cincinnati Reds at Chicago Cubs

 Mon, 04 May at 08:30 am Wrigley Field

Joji with Nate Sib and Corbin

 Tue, 23 Jun United Center

Timmy Trumpet

 Thu, 14 May The Salt Shed Indoors - Chicago

Chicago Cubs vs. Toronto Blue Jays

 Thu, 18 Jun at 06:00 pm Wrigley Field USD 64 to 5,250

Tyler Childers

 Sun, 12 Jul at 11:30 pm Wrigley Field

Chicago Cubs vs. Colorado Rockies

 Sun, 14 Jun at 06:00 pm Wrigley Field USD 10 to 7,560

Chicago Cubs vs. Chicago White Sox

 Sun, 16 Aug at 06:00 pm Wrigley Field USD 44 to 155

Inter Miami CF at Chicago Fire FC at Soldier Field

 Wed, 09 Sep at 07:30 pm Soldier Field

Chicago Sky vs. Las Vegas Aces

 Sat, 27 Jun at 06:00 pm United Center