Trips & Adventurous Activities in Chicago

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

NFC Divisional Round - TBD at Chicago Bears at Soldier Field

 Sat, 17 Jan at 11:59 pm Soldier Field

NFC Championship - TBD at Chicago Bears at Soldier Field

 Sun, 25 Jan at 03:00 pm Soldier Field

NFC Divisional Home Game: Chicago Bears vs. TBD (Date: TBD - If Necessary)

 Sat, 17 Jan at 06:00 pm Soldier Field

Andrea Bocelli

 Tue, 24 Feb United Center

Andrea Bocelli at United Center

 Wed, 25 Feb at 08:00 pm United Center

WWE Elimination Chamber at United Center

 Sat, 28 Feb United Center

Toronto Raptors at Chicago Bulls at United Center

 Thu, 19 Feb at 07:00 pm United Center

Chicago White Sox vs. Chicago Cubs

 Thu, 14 May at 06:00 pm Rate Field

Morgan Wallen at Soldier Field

 Fri, 19 Jun at 05:30 pm Soldier Field

Cardi B at United Center

 Sat, 21 Mar at 07:30 pm United Center

Boston Bruins at Chicago Blackhawks at United Center

 Sat, 17 Jan at 07:00 pm United Center

Chicago Bulls vs. Detroit Pistons

 Fri, 20 Feb at 06:00 pm United Center USD 39 to 499

Disney On Ice presents Jump In!

 Sat, 14 Feb at 10:30 am United Center

Ed Sheeran at Soldier Field

 Sat, 27 Jun at 05:30 pm Soldier Field

Morgan Wallen Brooks & Dunn Gavin Adcock & Zach John King

 Thu, 18 Jun at 06:00 pm Soldier Field

Chicago Bulls vs. Boston Celtics

 Fri, 23 Jan at 06:00 pm United Center

New Edition Boyz II Men & Toni Braxton

 Tue, 03 Feb at 06:00 pm United Center

2026 Chicago Cubs Season Tickets (Includes Tickets To All Regular Season Home Games)

 Tue, 24 Mar at 06:00 pm Wrigley Field

Houston Rockets at Chicago Bulls at United Center

 Mon, 23 Mar at 07:00 pm United Center

2026 Chicago Winter Whiskey Tasting Festival (January 24) AE

 Sat, 24 Jan at 02:30 pm King's USD 20 to 89

NCAA Mens Midwest Regional - All Sessions at United Center

 Fri, 27 Mar at 10:59 am United Center

Boston Celtics at Chicago Bulls Tickets

 Sat, 24 Jan United Center EUR 180

Detroit Pistons at Chicago Bulls at United Center

 Sat, 21 Feb at 07:00 pm United Center

Mavis Staples with Nathaniel Rateliff & The Night Sweats

 Sun, 11 Jan at 01:30 am The Chicago Theatre

Chicago Bulls vs. Denver Nuggets

 Fri, 06 Feb at 06:00 pm United Center

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

 Sat, 20 Jun at 10:30 pm Soldier Field

LCD Soundsystem at Byline Bank Aragon Ballroom

 Thu, 05 Mar Byline Bank Aragon Ballroom

2026 Big Ten Mens Basketball Tournament - All Sessions Pass

 Mon, 09 Mar at 06:00 pm United Center

2026 Big Ten Mens Basketball Tournament - Session 7

 Sat, 14 Mar at 06:00 pm United Center

Parking NFC Divisional: TBD at Chicago Bears

 Sat, 17 Jan at 09:30 am Soldier Field

New Edition at United Center

 Wed, 04 Feb at 08:00 pm United Center

Parking Winnipeg Jets at Chicago Blackhawks

 Tue, 20 Jan at 01:30 am United Center

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

 Fri, 19 Jun at 10:30 pm Soldier Field

Chicago Bulls vs. Cleveland Cavaliers

 Wed, 18 Mar at 06:00 pm United Center USD 39 to 499

Chicago Symphony Orchestra - Riccardo Muti at Chicago Symphony Center

 Thu, 19 Mar at 07:30 pm Chicago Symphony Center

Chicago Symphony Orchestra - Hilary Hahn at Chicago Symphony Center

 Sun, 24 May Chicago Symphony Center

Milwaukee Brewers at Chicago Cubs at Wrigley Field

 Mon, 18 May at 11:59 pm Wrigley Field

Lewis Capaldi

 Fri, 24 Apr at 06:00 pm United Center

2026 Chicago Winter Whiskey Tasting Festival (January 24)

 Sat, 24 Jan at 02:30 pm Downtown Chicago USD 0 to 440

Parking NFC Championship: TBD at Chicago Bears

 Sun, 25 Jan at 09:30 am Soldier Field

NCAA Mens Midwest Regional - Session 1 at United Center

 Fri, 27 Mar at 12:00 pm United Center

Washington Nationals at Chicago Cubs - Opening Day

 Thu, 26 Mar Wrigley Field

NCAA Mens Midwest Regional - Session 2 at United Center

 Sun, 29 Mar at 12:00 pm United Center

Washington Nationals at Chicago Cubs at Wrigley Field

 Thu, 26 Mar Wrigley Field

Chicago Cubs vs. San Francisco Giants

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

Chicago Blackhawks vs. San Jose Sharks

 Sun, 01 Feb at 06:00 pm United Center USD 23 to 663

Yo-Yo Ma - Chicago

 Sat, 28 Mar at 06:30 pm Chicago Symphony Center

St. Patrick's Day Lucky Charms River North Bar Crawl | Morning

 Sat, 14 Mar at 09:00 am 230 N Clark St USD 20 to 50

James Acaster

 Thu, 05 Feb at 06:00 pm The Chicago Theatre

B2K and Bow Wow at United Center

 Thu, 05 Mar at 08:00 pm United Center

Brooklyn Nets at Chicago Bulls at United Center

 Sun, 18 Jan at 06:00 pm United Center

Twice at United Center

 Mon, 06 Apr United Center

Winnipeg Jets at Chicago Blackhawks at United Center

 Mon, 19 Jan at 07:30 pm United Center

Martin Garrix at Huntington Bank Pavilion at Northerly Island

 Thu, 25 Jun at 06:30 pm Huntington Bank Pavilion at Northerly Island

NCAA Men's Basketball Tournament: Midwest Regional - All Sessions

 Thu, 26 Mar at 06:00 pm United Center

Chicago Bulls vs. Milwaukee Bucks

 Sat, 28 Feb at 06:00 pm United Center

Parking Germany at U.S. Mens National Soccer Team

 Sat, 06 Jun at 06:30 pm Soldier Field

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

Demi Lovato at United Center

 Fri, 01 May at 08:00 pm United Center

We Them Ones Comedy Tour: Mike Epps Karlous Miller DC Young Fly & Chico Bean

 Fri, 24 Apr at 06:00 pm Wintrust Arena

2026 Big Ten Mens Basketball Tournament - Session 1 at United Center

 Wed, 11 Mar at 11:59 pm United Center

Calgary Flames at Chicago Blackhawks Tickets

 Thu, 15 Jan at 07:30 pm United Center EUR 23

Chicago Blackhawks vs. Minnesota Wild

 Mon, 16 Mar at 06:00 pm United Center USD 23 to 663

Motion City Soundtrack and Say Anything at Riviera Theatre - IL

 Fri, 13 Feb at 07:00 pm Riviera Theatre - IL

Columbus Blue Jackets at Chicago Blackhawks at United Center

 Fri, 30 Jan at 07:30 pm United Center

Loyle Carner

 Sun, 15 Feb at 06:00 pm Thalia Hall

Rascal Flatts Lauren Alaina & Chris Lane

 Thu, 05 Feb at 06:00 pm United Center

Chicago Cubs vs. Milwaukee Brewers

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

Disney On Ice presents Jump In!

 Fri, 13 Feb at 07:00 pm United Center

Yuja Wang & The Mahler Chamber Orchestra

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

Lewis Capaldi at United Center

 Sat, 25 Apr at 07:30 pm United Center

Demi Lovato

 Thu, 30 Apr United Center

Rich Brian at Riviera Theatre - IL

 Fri, 20 Feb at 07:30 pm Riviera Theatre - IL

Renee Fleming at Lyric Opera House

 Thu, 05 Feb Lyric Opera House

Rascal Flatts at United Center

 Fri, 06 Feb at 07:00 pm United Center

Martin Garrix

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

Tampa Bay Lightning at Chicago Blackhawks Tickets

 Fri, 23 Jan at 06:00 pm United Center EUR 43

New York Mets at Chicago Cubs at Wrigley Field

 Fri, 17 Apr Wrigley Field

Lamb of God at Byline Bank Aragon Ballroom

 Wed, 25 Mar at 05:30 pm Byline Bank Aragon Ballroom

Miguel at Byline Bank Aragon Ballroom

 Sat, 28 Feb Byline Bank Aragon Ballroom

Mike Birbiglia at Nederlander Theatre Chicago

 Tue, 13 Jan at 07:30 pm Nederlander Theatre Chicago

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

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

Chicago Bulls vs. Indiana Pacers

 Tue, 31 Mar at 06:00 pm United Center USD 39 to 499

Chicago White Sox vs. Toronto Blue Jays - Home Opener

 Wed, 01 Apr at 06:00 pm Rate Field

Dropkick Murphys at Salt Shed - Indoor Shed

 Tue, 03 Mar at 07:00 pm Salt Shed - Indoor Shed

Jason Isbell and the 400 Unit

 Thu, 05 Mar The Salt Shed Indoors - Chicago

Parking Milwaukee Bucks at Chicago Bulls

 Sun, 01 Mar at 08:30 pm United Center

Disney On Ice presents Jump In!

 Fri, 13 Feb at 10:30 am United Center

Chicago Blackhawks vs. Vancouver Canucks

 Thu, 05 Mar at 06:00 pm United Center USD 23 to 663

Jason Isbell and The 400 Unit at Salt Shed - Indoor Shed

 Fri, 06 Mar Salt Shed - Indoor Shed

Jessie J

 Sat, 31 Jan at 01:00 am House of Blues Chicago

2026 Windy City Smokeout - 4 Day Pass at United Center

 Thu, 09 Jul at 10:59 am United Center

Chicago Blackhawks vs. Calgary Flames

 Wed, 14 Jan at 06:00 pm United Center USD 25 to 744

Chicago Blackhawks vs. Colorado Avalanche

 Thu, 19 Mar at 06:00 pm United Center USD 25 to 744

Parking Rascal Flatts with Lauren Alaina and Chris Lane

 Sat, 07 Feb at 01:00 am United Center

Salvatore Ganacci

 Sat, 17 Jan at 06:00 pm Concord Music Hall

Pittsburgh Pirates at Chicago Cubs at Wrigley Field

 Fri, 10 Apr at 11:59 pm Wrigley Field

Hatsune Miku at Auditorium Theatre Chicago

 Sun, 12 Apr Auditorium Theatre Chicago

2026 Chicago Winter Tequila Tasting Festival (February 14) AE

 Sat, 14 Feb at 02:30 pm Kings Dining & Entertainment USD 20 to 89

The Phantom of the Opera at Cadillac Palace

 Thu, 11 Dec Cadillac Palace