TBD at Chicago Cubs - World Series (Home Game 1) Fri, 23 Oct at 03:30 am Wrigley Field TRIPS-ADVENTURES
TBD at Chicago Cubs - World Series (Home Game 2) Sat, 24 Oct at 03:30 am Wrigley Field TRIPS-ADVENTURES
TBD at Chicago Cubs - World Series (Home Game 4) Fri, 30 Oct at 03:30 am Wrigley Field TRIPS-ADVENTURES
TBD at Chicago Cubs - World Series (Home Game 3) Wed, 28 Oct at 03:30 am Wrigley Field TRIPS-ADVENTURES
New England Patriots at Chicago Bears at Soldier Field Thu, 22 Oct at 07:15 pm Soldier Field TRIPS-ADVENTURES
TBD at Chicago White Sox - World Series (Home Game 3) Wed, 28 Oct at 03:30 am Rate Field TRIPS-ADVENTURES
Thibaudet Batiashvili & Capucon Sun, 18 Oct at 03:00 pm Orchestra Hall At Chicago Symphony Center MUSIC
Lyric Opera of Chicago - Don Giovanni Sat, 10 Oct at 07:30 pm Lyric Opera of Chicago TRIPS-ADVENTURES
Chicago Halloween Bar Crawl Sat, 24 Oct at 04:00 pm PB&J: Pizza Beer and Jukebox USD 16 TO 46 PARTIES
Chicago Blackhawks vs. Winnipeg Jets Thu, 15 Oct at 07:00 pm United Center USD 25 TO 744 TRIPS-ADVENTURES
Candlelight: Coldplay & Imagine Dragons Sat, 24 Oct at 08:45 pm Hyde Park Union Church USD 35 TO 71 ENTERTAINMENT
Chicago Bulls vs. Philadelphia 76ers Sun, 08 Nov at 02:30 pm United Center USD 75 TO 700 TRIPS-ADVENTURES
Streetlight Manifesto at House of Blues Chicago Sun, 25 Oct at 07:00 pm House of Blues Chicago TRIPS-ADVENTURES
Sammy Rae and The Friends & Melt Thu, 22 Oct at 06:00 pm The Salt Shed Indoors - Chicago TRIPS-ADVENTURES
She Wants Revenge at House of Blues Chicago Mon, 26 Oct at 07:00 pm House of Blues Chicago TRIPS-ADVENTURES
The Dresden Dolls at Salt Shed - Indoor Shed Thu, 29 Oct at 08:00 pm Salt Shed - Indoor Shed TRIPS-ADVENTURES
Limited Tickets - Chicago 3 Day All Access Halloween Bar Crawl - Oct 29-31 Thu, 29 Oct at 06:00 pm Lakeview, Lincoln Park, River North, Wicker Park Venues USD 0 TO 25 PARTIES
PARKING: Chicago Bears vs. Tampa Bay Buccaneers Sat, 07 Nov at 06:00 pm Soldier Field Parking Lot TRIPS-ADVENTURES
Chicago Halloween Bar Crawl 2026 Sat, 31 Oct at 04:00 pm PB&J: Pizza Beer and Jukebox USD 10 TO 46 FITNESS
Haunted History Bus Tour - Chicago Ghost Tour w/ author Adam Selzer (6pm) Sat, 17 Oct at 06:00 pm 600 N Clark St USD 47 FITNESS
The Jury Experience - Frankenstein on Trial: The Man Who Defied God: Will Chicago Deliver Justice? Sun, 25 Oct at 04:30 pm Edlis Neeson Theater - MCA USD 42 TO 63 ART
I|O Godfrey Halloween 2026 Sat, 31 Oct at 08:00 pm I|O Godfrey Rooftop Lounge USD 50 TO 2,136 FITNESS
Chicago Architecture Center River Cruise at Chicagos First Lady Mon, 05 Oct at 11:59 pm Chicagos First Lady TRIPS-ADVENTURES
Andrew Bird at Chicago Symphony Center Fri, 13 Nov at 07:30 pm Chicago Symphony Center TRIPS-ADVENTURES
Jekyll & Hyde - The Musical at Broadway Playhouse at Water Tower Place Sat, 12 Sep at 02:00 pm Broadway Playhouse at Water Tower Place LIVE-MUSIC
Guerrero Leads Fandangos & Enigma Variations at Chicago Symphony Center Thu, 15 Oct at 07:30 pm Chicago Symphony Center TRIPS-ADVENTURES
Fruit Bats at Salt Shed - Indoor Shed Sat, 24 Oct at 08:00 pm Salt Shed - Indoor Shed TRIPS-ADVENTURES
Philadelphia Union at Chicago Fire FC at Soldier Field Wed, 14 Oct at 07:30 pm Soldier Field TRIPS-ADVENTURES
Chicago: Jaspreet Singh Live 2026 (Brand New Show) Fri, 23 Oct at 06:30 pm The Ruth Page - Blackbox Theater USD 40 TO 75 COMEDY
Sammy Rae at Salt Shed - Indoor Shed Fri, 23 Oct at 08:00 pm Salt Shed - Indoor Shed TRIPS-ADVENTURES
Beethoven 5 at Chicago Symphony Center Sat, 07 Nov at 07:30 pm Chicago Symphony Center TRIPS-ADVENTURES
Chicago Bulls vs. Cleveland Cavaliers Mon, 23 Nov at 07:00 pm United Center USD 39 TO 499 TRIPS-ADVENTURES
Orlando City SC at Chicago Fire FC at Soldier Field Wed, 28 Oct at 07:30 pm Soldier Field TRIPS-ADVENTURES
Chicago Bulls vs. Indiana Pacers Sat, 28 Nov at 07:00 pm United Center USD 39 TO 499 TRIPS-ADVENTURES
Romansia: A La Orient Romantic Dinner & Show Sun, 13 Sep at 06:00 pm Alhambra Palace Restaurant USD 77 FITNESS
Andrew Bird & The Chicago Symphony Orchestra Sat, 14 Nov at 07:30 pm Orchestra Hall At Chicago Symphony Center MUSIC
Brahms Requiem at Chicago Symphony Center Thu, 29 Oct at 07:30 pm Chicago Symphony Center TRIPS-ADVENTURES
Chicago Symphony Orchestra - How to Train Your Dragon 2 in Concert at Chicago Symphony Center Fri, 27 Nov at 07:30 pm Chicago Symphony Center MUSIC
Charles Wesley Godwin at Salt Shed - Indoor Shed Thu, 12 Nov at 08:00 pm Salt Shed - Indoor Shed TRIPS-ADVENTURES
Joffrey Ballet: The Nutcracker Fri, 04 Dec at 07:00 pm Lyric Opera House - IL USD 132 TO 159 TRIPS-ADVENTURES
All Hallow's Tree - Paint and Sip in Chicago | Classpop!™ Sat, 31 Oct at 05:00 pm Pinot's Palette - Logan Square USD 56 ART
The Menzingers at Salt Shed - Indoor Shed Sat, 14 Nov at 07:00 pm Salt Shed - Indoor Shed TRIPS-ADVENTURES