Trips & Adventurous Activities in Chicago

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

Andrea Bocelli

 Tue, 24 Feb United Center

Andrea Bocelli at United Center

 Wed, 25 Feb at 08:00 pm United Center

C2E2: Chicago Comic and Entertainment Expo - Friday

 Thu, 26 Mar at 06:00 pm McCormick Place

WWE Elimination Chamber at United Center

 Sat, 28 Feb United Center

Morgan Wallen at Soldier Field

 Fri, 19 Jun at 05:30 pm Soldier Field

Ed Sheeran

 Fri, 26 Jun Soldier Field

Cardi B at United Center

 Sat, 21 Mar at 07:30 pm United Center

Bruno Mars with Leon Thomas and DJ Pee .Wee

 Sun, 17 May at 12:30 am Soldier Field

Chicago Bulls vs. Detroit Pistons

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

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

 Sat, 20 Jun at 10:30 pm Soldier Field

Morgan Wallen Brooks & Dunn Gavin Adcock & Zach John King

 Thu, 18 Jun at 06:00 pm Soldier Field

2026 C2E2 - Saturday at McCormick Place

 Sat, 28 Mar McCormick Place

Houston Rockets at Chicago Bulls at United Center

 Mon, 23 Mar at 07:00 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

NCAA Mens Midwest Regional - Session 1 at United Center

 Fri, 27 Mar at 12:00 pm United Center

John Mulaney at Wrigley Field

 Sat, 11 Jul at 08:00 pm Wrigley Field

Rascal Flatts at United Center

 Fri, 06 Feb at 07:00 pm United Center

Detroit Pistons at Chicago Bulls at United Center

 Sat, 21 Feb at 07:00 pm United Center

WWE Elimination Chamber

 Sat, 28 Feb at 11:30 pm United Center

Yo-Yo-Ma at Chicago Symphony Center

 Sat, 28 Mar at 01:30 pm Chicago Symphony Center

Chicago Bulls vs. Denver Nuggets

 Fri, 06 Feb at 06:00 pm United Center

Toronto Raptors at Chicago Bulls at United Center

 Thu, 19 Feb at 07:00 pm United Center

New Edition at United Center

 Wed, 04 Feb at 08:00 pm United Center

Chicago Blackhawks vs. Colorado Avalanche

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

NCAA Mens Basketball Tournament Midwest Regional - All Sessions (3/27 & 3/29)

 Fri, 27 Mar at 08:30 am United Center

2026 Big Ten Mens Basketball Tournament - Session 7

 Sat, 14 Mar at 06:00 pm United Center

Yo-Yo Ma - Chicago

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

LCD Soundsystem at Byline Bank Aragon Ballroom

 Thu, 05 Mar Byline Bank Aragon Ballroom

Parking Germany at U.S. Mens National Soccer Team

 Sat, 06 Jun at 06:30 pm Soldier Field

Chicago Symphony Orchestra - Hilary Hahn at Chicago Symphony Center

 Sun, 24 May Chicago Symphony Center

The Phantom of the Opera at Cadillac Palace

 Thu, 11 Dec Cadillac Palace

Lewis Capaldi

 Fri, 24 Apr at 06:00 pm United Center

Washington Nationals at Chicago Cubs at Wrigley Field

 Thu, 26 Mar Wrigley Field

2026 Chicago Winter Tequila Tasting Festival (February 14) AE

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

Bruno Mars Chicago Tickets

 Sat, 16 May at 07:30 pm Soldier Field EUR 217

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

Twice at United Center

 Mon, 06 Apr United 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

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

 Fri, 19 Jun at 10:30 pm Soldier Field

Loyle Carner

 Sun, 15 Feb at 06:00 pm Thalia Hall

St. Louis Cardinals at Chicago Cubs at Wrigley Field

 Fri, 03 Jul Wrigley Field

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

 Wed, 11 Mar at 11:59 pm United Center

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

B2K and Bow Wow at United Center

 Thu, 05 Mar United Center

Chicago Blackhawks vs. Minnesota Wild

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

C2E2: Chicago Comic and Entertainment Expo - Sunday

 Sat, 28 Mar at 06:00 pm McCormick Place

Chicago Symphony Orchestra: Riccardo Muti - An Opera Night

 Wed, 18 Mar at 06:00 pm Orchestra Hall At Chicago Symphony Center

Chicago Bulls vs. Toronto Raptors

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

Chicago Cubs vs. Detroit Tigers

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

Rascal Flatts Lauren Alaina & Chris Lane

 Thu, 05 Feb at 06:00 pm United Center

Chicago Bulls vs. Milwaukee Bucks

 Sat, 28 Feb at 06:00 pm United Center

Lamb of God at Byline Bank Aragon Ballroom

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

Yuja Wang & The Mahler Chamber Orchestra

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

Chicago Bulls vs. Cleveland Cavaliers

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

Disney On Ice: Jump In!

 Wed, 11 Feb United Center

Chicago Cubs vs. Los Angeles Angels

 Sun, 29 Mar at 06:00 pm Wrigley Field USD 49 to 5,250

Miguel at Byline Bank Aragon Ballroom

 Sat, 28 Feb Byline Bank Aragon Ballroom

Martin Garrix at Huntington Bank Pavilion at Northerly Island

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

Chicago Bulls vs. Indiana Pacers

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

Renee Fleming at Lyric Opera House

 Thu, 05 Feb Lyric Opera House

Chicago White Sox vs. Toronto Blue Jays - Home Opener

 Wed, 01 Apr at 06:00 pm Rate Field

Lewis Capaldi at United Center

 Sat, 25 Apr at 07:30 pm United Center

ASAP Rocky

 Tue, 26 May United Center

Dropkick Murphys at Salt Shed - Indoor Shed

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

Demi Lovato

 Thu, 30 Apr United Center

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

 Fri, 06 Mar Salt Shed - Indoor Shed

Jason Isbell and the 400 Unit

 Thu, 05 Mar The Salt Shed Indoors - Chicago

Chicago Cubs vs. Milwaukee Brewers

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

New York Mets at Chicago Cubs at Wrigley Field

 Fri, 17 Apr Wrigley Field

John Mulaney

 Fri, 10 Jul at 06:00 pm Wrigley Field

Chicago Blackhawks vs. St. Louis Blues

 Fri, 10 Apr at 06:00 pm United Center

Meghan Trainor

 Tue, 14 Jul at 06:00 pm United Center

Rosalia

 Sun, 21 Jun at 01:30 am United Center

Martin Garrix

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

Chicago Blackhawks vs. Vancouver Canucks

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

Parking Rascal Flatts with Lauren Alaina and Chris Lane

 Sat, 07 Feb at 01:00 am United Center

Disney On Ice presents Jump In! - Chicago

 Fri, 13 Feb at 01:00 am United Center

Chicago Blackhawks vs. Nashville Predators

 Sat, 21 Mar at 06:00 pm United Center USD 25 to 744

Chicago Bulls vs. Memphis Grizzlies

 Sun, 15 Mar at 06:00 pm United Center

Chicago Blackhawks vs. San Jose Sharks

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

Milwaukee Bucks at Chicago Bulls Tickets

 Sun, 01 Mar at 02:30 pm United Center EUR 59

A$AP Rocky

 Thu, 28 May United Center

Pittsburgh Pirates at Chicago Cubs at Wrigley Field

 Fri, 10 Apr Wrigley Field

Madama Butterfly at Lyric Opera House

 Sat, 14 Mar at 07:30 pm Lyric Opera House

Philadelphia Phillies at Chicago Cubs at Wrigley Field

 Mon, 20 Apr Wrigley Field

James Acaster

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

Windy City Smokeout Festival: Hootie and The Blowfish Jordan Davis & Lainey Wilson - 4 Day Pass

 Wed, 08 Jul at 06:00 pm Windy City Smokeout

Disney On Ice: Jump In at United Center

 Thu, 12 Feb at 07:00 pm United Center

2026 Windy City Smokeout - 4 Day Pass at United Center

 Thu, 09 Jul at 10:59 am United Center

Chicago Cubs vs. San Francisco Giants

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

Chicago Cubs vs. Minnesota Twins

 Thu, 16 Jul at 06:00 pm Wrigley Field USD 36 to 5,250

Hilary Hahn

 Sat, 23 May at 06:00 pm Orchestra Hall At Chicago Symphony Center

Motion City Soundtrack and Say Anything at Riviera Theatre - IL

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

Chicago Symphony Orchestra - Joyce DiDonato in Emily – No Prisoner Be at Chicago Symphony Center

 Tue, 10 Feb at 07:30 pm Chicago Symphony Center

Ashnikko at Byline Bank Aragon Ballroom

 Fri, 03 Apr at 08:00 pm Byline Bank Aragon Ballroom

Legends Of Laughter: Sommore Earthquake & Lavell Crawford

 Fri, 03 Apr at 06:00 pm Arie Crown Theater

Vir Das

 Thu, 26 Feb at 06:00 pm The Chicago Theatre

Opeth

 Tue, 10 Feb at 06:00 pm Riviera Theatre - IL

Parking Indiana Pacers at Chicago Bulls

 Thu, 02 Apr at 12:00 am United Center