Trips & Adventurous Activities in Chicago

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

Morgan Wallen at Soldier Field

 Fri, 19 Jun at 05:30 pm Soldier Field

Lionel Richie & Earth Wind and Fire

 Thu, 25 Jun United Center

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

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

2026 Lollapalooza - Friday at Hutchinson Field at Grant Park

 Fri, 31 Jul at 12:00 pm Hutchinson Field at Grant Park

Ed Sheeran

 Fri, 26 Jun Soldier Field

Ariana Grande

 Sun, 02 Aug at 06:00 pm United Center

John Mulaney at Wrigley Field

 Sat, 11 Jul at 08:00 pm Wrigley Field

Foo Fighters with Queens of the Stone Age and Mannequin Pussy

 Sat, 08 Aug at 10:30 pm Soldier Field

Bob Dylan

 Tue, 07 Jul at 06:00 pm Huntington Bank Pavilion at Northerly Island

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

 Fri, 19 Jun at 10:30 pm Soldier Field

Martin Garrix

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

Matt Rife

 Sat, 24 Oct at 06:00 pm United Center

Olivia Rodrigo at United Center

 Sun, 11 Oct at 07:00 pm United Center

BTS at Soldier Field

 Thu, 27 Aug at 08:00 pm Soldier Field

Rosalia

 Sun, 21 Jun at 01:30 am United Center

Ed Sheeran Myles Smith & Ellie Banke

 Fri, 26 Jun at 06:00 pm Soldier Field

J Cole at United Center

 Tue, 11 Aug at 08:00 pm United Center

Milwaukee Brewers at Chicago Cubs at Wrigley Field

 Mon, 31 Aug at 06:40 pm Wrigley Field

Karol G at Soldier Field

 Fri, 24 Jul at 07:00 pm Soldier Field

Doja Cat

 Fri, 02 Oct at 06:00 pm United Center

Lollapalooza - 4 Day Pass - with Charli XCX, Tate McRae, Lorde and more

 Thu, 30 Jul Grant Park - Chicago

2026 Chicago Bears Season Tickets at Soldier Field

 Sat, 01 Aug at 12:55 pm Soldier Field

Champions Classic: Michigan State vs Duke, Kansas vs Kentucky

 Wed, 11 Nov United Center

Noah Kahan with Gigi Perez

 Tue, 14 Jul at 11:30 pm Wrigley Field

Olivia Rodrigo Chicago Tickets

 Sun, 11 Oct at 07:00 pm United Center EUR 417

Foo Fighters at Soldier Field

 Sat, 08 Aug at 05:30 pm Soldier Field

2026 Lollapalooza - Thursday at Hutchinson Field at Grant Park

 Thu, 30 Jul at 12:00 pm Hutchinson Field at Grant Park

John Mulaney

 Fri, 10 Jul at 06:00 pm Wrigley Field

Lionel Richie with Earth, Wind & Fire

 Sat, 27 Jun at 12:30 am United Center

Mumford and Sons Caamp & Dylan Gossett

 Wed, 10 Jun at 06:00 pm Wrigley Field

Philadelphia Eagles at Chicago Bears

 Tue, 29 Sep Soldier Field

Lollapalooza - 2 Day Pass at Hutchinson Field at Grant Park

 Thu, 30 Jul Hutchinson Field at Grant Park

Rufus Du Sol at Wrigley Field

 Fri, 12 Jun at 07:30 pm Wrigley Field

Gorillaz at United Center

 Thu, 08 Oct at 07:30 pm United Center

2026 Lollapalooza - Sunday at Hutchinson Field at Grant Park

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

Buddy Guy at Chicago Theatre

 Sat, 25 Jul at 07:30 pm Chicago Theatre

Zayn Malik at United Center

 Mon, 27 Jul at 08:00 pm United Center

Chicago Bears vs. Philadelphia Eagles (Date: TBD)

 Sun, 26 Jul at 06:00 pm Soldier Field

Joffrey Ballet - The Nutcracker at Lyric Opera House

 Fri, 04 Dec at 07:00 pm Lyric Opera House

Doja Cat Chicago Tickets

 Sat, 03 Oct at 07:30 pm United Center EUR 69

The Strokes with Thundercat and Hamilton Leithauser

 Thu, 18 Jun at 12:00 am United Center

BTS

 Wed, 26 Aug Soldier Field

Chicago Cubs vs. Chicago White Sox

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

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

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

Lil Wayne at Huntington Bank Pavilion at Northerly Island

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

Chicago White Sox vs. New York Yankees

 Sun, 26 Jul at 06:00 pm Rate Field

Joji with Nate Sib and Corbin

 Tue, 23 Jun at 11:30 pm United Center

Usher and Chris Brown

 Sat, 22 Aug at 12:00 am Soldier Field

Chicago Cubs vs. Detroit Tigers

 Sun, 19 Jul at 06:00 pm Wrigley Field USD 26 to 123

2026 Riot Fest - 3 Day Pass at Douglass Park

 Fri, 18 Sep at 10:59 am Douglass Park

New England Patriots at Chicago Bears at Soldier Field

 Thu, 22 Oct Soldier Field

Bert Kreischer at Chicago Theatre

 Fri, 06 Nov at 07:00 pm Chicago Theatre

Chicago Cubs vs. Los Angeles Dodgers

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

J. Cole Chicago Tickets

 Tue, 11 Aug at 08:00 pm United Center EUR 71

Karol G Chicago Tickets

 Fri, 24 Jul at 07:00 pm Soldier Field EUR 130

Buju Banton and Stephen Marley at Aragon Ballroom

 Thu, 02 Jul at 07:00 pm Aragon Ballroom

Parking New York Yankees at Chicago Cubs

 Sat, 01 Aug Wrigley Field

Three Pianos: An Evening With Something Corporate, Jacks Mannequin, and Andrew McMahon in the Wilderness at Huntington Bank Pavilion at Northerly Island

 Fri, 14 Aug at 07:30 pm Huntington Bank Pavilion at Northerly Island

Jack White

 Fri, 24 Jul The Salt Shed - Outdoors

Lil Wayne with 2 Chainz Chicago Tickets

 Fri, 17 Jul at 07:00 pm Huntington Bank Pavilion at Northerly Island EUR 71

Matt Rife at United Center

 Sun, 25 Oct United Center

Tampa Bay Buccaneers at Chicago Bears

 Mon, 09 Nov Soldier Field

Doja Cat at United Center

 Sat, 03 Oct at 07:30 pm United Center

Gorillaz

 Wed, 07 Oct 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

Liverpool FC vs Leeds United FC at Soldier Field

 Sun, 02 Aug at 11:59 pm Soldier Field

Windy City Smokeout Festival: Lainey Wilson - Friday

 Thu, 09 Jul at 06:00 pm Windy City Smokeout

Kehlani with Durand Bernarr, Isaia Huron and TheARTI$t

 Sun, 09 Aug at 11:30 pm Huntington Bank Pavilion at Northerly Island

Liverpool FC vs. Leeds United

 Sat, 01 Aug at 06:00 pm Soldier Field

Eric Clapton at United Center

 Fri, 11 Sep at 07:30 pm United Center

Tyler Childers

 Sun, 12 Jul at 11:30 pm Wrigley Field

Bob Dylan with Lucinda Williams

 Thu, 09 Jul Huntington Bank Pavilion at Northerly Island

Mumford and Sons at Wrigley Field

 Thu, 11 Jun at 06:30 pm Wrigley Field

Daniel Caesar at United Center

 Sun, 26 Jul at 07:30 pm United Center

Zayn

 Sun, 26 Jul at 06:00 pm United Center

St. Louis Cardinals at Chicago Cubs at Wrigley Field

 Fri, 03 Jul at 01:20 pm Wrigley Field

Martin Garrix at Huntington Bank Pavilion at Northerly Island

 Thu, 25 Jun Huntington Bank Pavilion at Northerly Island

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

 Sat, 25 Jul at 06:00 pm Soldier Field

Kacey Musgraves at United Center

 Thu, 20 Aug at 07:30 pm United Center

Don Toliver at United Center

 Thu, 11 Jun at 07:30 pm United Center

Taste of Randolph 2026

 Fri, 19 Jun at 05:00 pm 900 West Randolph Street, Chicago, IL, United States, Illinois 60607

Chicago Bears vs. Tampa Bay Buccaneers (Date: TBD)

 Mon, 27 Jul at 06:00 pm Soldier Field

Jill Scott at Chicago Theatre

 Thu, 20 Aug at 07:30 pm Chicago Theatre

The Book of Mormon at Cadillac Palace

 Fri, 23 Oct Cadillac Palace

WNBA All Star Game at United Center

 Sat, 25 Jul at 07:30 pm United Center

Nebraska Women's Volleyball vs. Missouri & Penn State vs. Kentucky

 Sat, 05 Sep at 06:00 pm Wrigley Field

Chicago Cubs vs. Colorado Rockies

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

WNBA All Star Friday Night at Wintrust Arena

 Fri, 24 Jul at 11:59 pm Wintrust Arena

Windy City Smokeout - 4 Day Pass with Hootie & The Blowfish, Jordan Davis, Lainey Wilson

 Thu, 09 Jul at 08:30 am United Center

Jack Harlow at Salt Shed - Indoor Shed

 Sat, 08 Aug at 11:59 pm Salt Shed - Indoor Shed

Don Toliver with SahBabii, SoFaygo, and Chase B

 Fri, 12 Jun at 12:30 am United Center

Tash Sultana

 Fri, 19 Jun at 06:00 pm The Salt Shed Indoors - Chicago

World Naked Bike Ride Chicago 2026 20th Anniversary

 Sat, 11 Jul at 05:00 pm TBD Free

Robyn at United Center

 Sat, 12 Sep at 07:30 pm United Center

Tash Sultana at Salt Shed - Indoor Shed

 Sat, 20 Jun at 08:00 pm Salt Shed - Indoor Shed

Buju Banton & Stephen Marley

 Wed, 01 Jul at 06:00 pm Byline Bank Aragon Ballroom

Chicago Sky vs. Las Vegas Aces

 Sat, 27 Jun at 06:00 pm United Center

2026 Riot Fest - Saturday at Douglass Park

 Sat, 19 Sep at 11:59 pm Douglass Park

Green Bay Packers at Chicago Bears (Date TBD) Tickets

 Tue, 21 Jul at 03:30 am Soldier Field EUR 286

Jack White at Radius Chicago

 Thu, 23 Jul at 06:00 pm Radius Chicago