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 1) Fri, 23 Oct at 03:30 am Wrigley Field TRIPS-ADVENTURES
American League Championship Series: Chicago White Sox vs. TBD - Home Game 2 Series Game 4 (If Necessary) Fri, 16 Oct at 03:30 am Rate Field SPORTS
World Series: Chicago White Sox vs. TBD - Home Game 1 (Date: TBD - If Necessary) Fri, 23 Oct at 03:30 am Rate Field
World Series: Chicago White Sox vs. TBD - Home Game 3 (Date: TBD - If Necessary) Fri, 30 Oct at 03:30 am Rate Field
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
TBD at Chicago White Sox - World Series (Home Game 3) Wed, 28 Oct at 03:30 am Rate Field TRIPS-ADVENTURES
World Series: Chicago White Sox vs. TBD - Home Game 2 (Date: TBD - If Necessary) Sat, 24 Oct at 03:30 am Rate Field
New England Patriots at Chicago Bears at Soldier Field Thu, 22 Oct at 07:15 pm Soldier Field TRIPS-ADVENTURES
American League Championship Series: Chicago White Sox vs. TBD - Home Game 3 Series Game 5 (If Necessary) Sat, 17 Oct Rate Field SPORTS
American League Championship Series: Chicago White Sox vs. TBD - Home Game 1 Series Game 3 (If Necessary) Thu, 15 Oct at 03:30 am Rate Field SPORTS
Winnipeg Jets at Chicago Blackhawks at United Center Thu, 15 Oct at 07:00 pm United Center TRIPS-ADVENTURES
Colin Kaepernick: The Perilous Fight — Book Signing & Author Talk Fri, 30 Oct at 07:00 pm Rainbow PUSH Coalition USD 48 TO 106 FITNESS
Chicago Blackhawks vs. Winnipeg Jets Thu, 15 Oct at 07:00 pm United Center USD 25 TO 744 TRIPS-ADVENTURES
Chicago Bulls vs. Philadelphia 76ers Sun, 08 Nov at 02:30 pm United Center USD 75 TO 700 TRIPS-ADVENTURES
The Fright Crawl | Chicago's Hottest Halloween Bar Crawl 2026 | Fri, Oct 30 Fri, 30 Oct at 07:30 pm TBA USD 8 TO 71 PARTIES
2026 Chicago Skechers Hot Chocolate Run Sun, 01 Nov at 07:00 am 301 S Columbus Dr, Chicago, IL 60604, United States SPORTS
Chicago's Haunted Hop 2026: Halloween Bar Crawl (Saturday, Oct 31) Sat, 31 Oct at 08:00 pm HQ Beercade USD 20 TO 38 FITNESS
DePaul Blue Demons Mens Basketball vs. Notre Dame Fighting Irish Mens Basketball Fri, 23 Oct at 12:00 am Wintrust Arena SPORTS
The Wellness Retreat: Chicago Sat, 17 Oct at 11:00 am Northerly Island Park USD 145 TO 436 HEALTH-WELLNESS
Loyola Ramblers Mens Basketball vs. DePaul Blue Demons Mens Basketball Sun, 18 Oct at 01:00 pm Gentile Arena SPORTS
NBA Cup - Atlanta Hawks at Chicago Bulls at United Center Fri, 13 Nov at 07:00 pm United Center SPORTS
Meet IRL | Friday Night Pickleball for Singles | SPF Lincoln Park Fri, 25 Sep SPF Pickleball USD 29 TO 50 FITNESS
The Beer Garden at Gallagher Way Sat, 17 Oct at 11:00 am Gallagher Way, North Clark Street, Chicago, IL, USA USD 37 OKTOBERFEST
NBA Cup - Washington Wizards at Chicago Bulls at United Center Fri, 20 Nov at 07:00 pm United Center SPORTS
Chicago Bulls vs. Cleveland Cavaliers Mon, 23 Nov at 07:00 pm United Center USD 39 TO 499 TRIPS-ADVENTURES
Philadelphia Union at Chicago Fire FC at Soldier Field Wed, 14 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
Orlando City SC at Chicago Fire FC at Soldier Field Wed, 28 Oct at 07:30 pm Soldier Field TRIPS-ADVENTURES
Marquette Golden Eagles vs Missouri Tigers Mens Basketball at United Center Sun, 15 Nov at 11:59 pm United Center TRIPS-ADVENTURES
Chicago Women's Leadership Accelerator Thu, 15 Oct at 08:00 am Lincoln International LLC USD 499 BUSINESS
Ride Franklin Tap's Free Shuttles to all Bears Home Games @ Soldier Field Sat, 15 Aug at 08:00 am Franklin Tap FREE FITNESS
Loyola Ramblers Mens Basketball vs. Calumet College Crimson Wave Mens Basketball Mon, 26 Oct at 12:00 am Gentile Arena SPORTS
Players Grass Series #12 😎 BLOCK PARTY | Saturday 10/24/26 at Montrose Cricket Hill in Chicago 🏐 Sat, 24 Oct at 09:00 am The Dock at Montrose Beach SPORTS
Beyond Lifestyle™ — Wellness Travel & Biohacking Expo in Chicago Thu, 29 Oct at 09:00 am Marriott Marquis Chicago USD 187 TO 396 FITNESS
Harrison Presents: Secret Rivalry Rave HALLOONEEN - Chicago Wed, 28 Oct at 08:00 pm Splash Chicago USD 45 FITNESS
Chicago Bulls vs. Detroit Pistons Sat, 26 Dec at 07:00 pm United Center USD 39 TO 499 TRIPS-ADVENTURES
Journey to 30: The Miracle Center’s 30th Anniversary Benefit Sat, 17 Oct at 06:00 pm The Miracle Center USD 82 TO 135 ART
Green Bay Packers Watch Party at Cheesie's Wrigleyville Sun, 13 Sep at 12:00 pm Cheesie's Pub & Grub - Wrigleyville FREE FITNESS
West Georgia Wolves at DePaul Blue Demons Mens Basketball at Wintrust Arena Mon, 02 Nov at 11:59 pm Wintrust Arena
DePaul Blue Demons at Loyola Chicago Ramblers Mens Basketball (Exhibition) Sun, 18 Oct at 03:30 am Gentile Arena EXHIBITIONS
DePaul Blue Demons Volleyball vs. Butler Bulldogs Sun, 25 Oct at 03:00 pm McGrath-Phillips Arena SPORTS
DePaul Blue Demons Mens Basketball vs. South Florida Bulls Mens Basketball Thu, 05 Nov at 12:00 am Wintrust Arena SPORTS
Illinois Fighting Illini Mens Basketball vs. UConn Huskies Mens Basketball Fri, 04 Dec at 12:00 am United Center SPORTS
Green Bay Packers at Chicago Bears Fri, 25 Dec at 12:00 pm Soldier Field USD 207 TO 903 TRIPS-ADVENTURES
Marquette Golden Eagles vs Missouri Tigers Basketball Tickets Sun, 15 Nov at 12:00 am United Center EUR 68
KEFI COMEDY PRESENTS: ANTHONY LOCASCIO - THE DIVINE COMEDY Thu, 15 Oct at 08:00 pm The Lincoln Lodge USD 27 TO 46 FITNESS
Captured Cubs Player in Chicago - Outdoor Exploration Game Sun, 01 Nov at 12:00 am Wrigley Field USD 10 SPORTS
"Women of Community" Networking Event & Panel Discussion: October 22nd Thu, 22 Oct at 07:00 pm Hideaway USD 22 TO 33 FITNESS