Chasing Sun(Sets) III — JOEZI x MASSUMA Sat, 19 Sep at 12:00 pm Castaways Beach Club USD 30 TO 65 ART
2026 Chicago Bears Season Tickets at Soldier Field Sat, 19 Sep at 12:55 pm Soldier Field TRIPS-ADVENTURES
Bottomless Margaritas on the Riverwalk - Every Weds & Sun! Wed, 19 Aug Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 25 TO 58 FITNESS
TBD at Chicago White Sox - AL Wild Card (Home Game 1) Tue, 29 Sep at 03:30 am Rate Field TRIPS-ADVENTURES
80s vs 90s Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo Sat, 19 Sep at 06:30 pm Lincoln Park Zoo USD 15 TO 48 FITNESS
Oktoberfest Chicago Fri, 25 Sep at 05:00 pm 1429 W Wellington Ave, Chicago, IL 60657-4121, United States FESTIVALS
House At Soldiers Field Tailgate House Party Sun, 27 Sep at 11:30 am Soldier Field Tailgate Parking USD 0 TO 26 FITNESS
Sofi Tukker at Huntington Bank Pavilion at Northerly Island Fri, 25 Sep at 07:00 pm Huntington Bank Pavilion at Northerly Island TRIPS-ADVENTURES
Chicago's Best 90-Min Architecture Boat Tour on The Chicago River Wed, 19 Aug Tours & Boats (boarding info and directions below) | Phone: 312-858-6955 USD 0 TO 57 PARTIES
Just Announced - Chicago - Top Shelf Tequila and Whiskey Tasting Festival - September 26 AE Sat, 26 Sep at 02:30 pm Kings Dining & Entertainment USD 20 TO 85 FESTIVALS
Afterwork Sunset or Fireworks Social Cruises on Lake Michigan Thu, 13 Aug Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 27 TO 42 FITNESS
Chicago White Sox vs. Detroit Tigers (Post Game Concert by Cole Swindell) Thu, 17 Sep at 06:00 pm Rate Field CONCERTS
TBD at Chicago Cubs - World Series (Home Game 2) Sat, 24 Oct at 03:30 am Wrigley Field TRIPS-ADVENTURES
Bottomless Mimosas on the Riverwalk - Every Saturday in Chicago Sat, 15 Aug Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 25 TO 31 PARTIES
Thee Sacred Souls with LA LOM at Salt Shed - Outdoor Fairgrounds Sat, 26 Sep at 06:00 pm Salt Shed - Outdoor Fairgrounds CALENDAR
Masquerade Ball On The Yacht (3 Levels) Chicago Sat, 19 Sep at 06:45 pm Anita Dee Yacht Charters USD 55 TO 562 PARTIES
The Saturday Night R&B Cruise - Fireworks | Live DJ | Two Bars Sat, 05 Sep Island Party Hut USD 63 TO 108 FITNESS
RnB Vs Hip Hop DayLit Yacht Party (Chicago) Anita Dee 2 Sat, 26 Sep at 12:45 pm Anita Dee Yacht Charters USD 45 TO 535 FITNESS
Premium Tailgate Party: Chicago Bears vs. Minnesota Vikings Sat, 19 Sep at 06:00 pm Premium Tailgate Lot - Chicago PARTIES
SILENT "LOVERS & FRIENDS" CHICAGO (R&B, Twerk & Slow Jams) Sat, 26 Sep at 10:00 pm The Sinclair Chicago Event Venue USD 0 TO 120 FITNESS
Chicago BYOB Exotic Paintings Sip and Paint with Male Models Fri, 13 May at 07:30 pm 5425 W Lawrence Ave USD 38 FITNESS
Juke Vs Hip Hop Yacht Party (3 Levels) Chicago Fri, 25 Sep at 06:45 pm Anita Dee Yacht Charters USD 40 TO 500 ENTERTAINMENT
Disney Descendants, ZOMBIES & Camp Rock: Worlds Collide Concert Tour Mon, 19 Oct at 07:00 pm United Center CONCERTS
RnB Vs Hip Hop Yacht Party (Black Attire) Anita Dee 2 Sat, 03 Oct at 12:45 pm Anita Dee Yacht Charters USD 45 TO 535 ENTERTAINMENT
Cozy Day Party - Chicago - Joy District Rooftop (21+) Sat, 19 Sep at 03:00 pm Joy District USD 12 TO 50 ENTERTAINMENT
Reggaeton Beach House FOAM PARTY Sat, 19 Sep at 03:00 pm Whispers at Oak Street Beach USD 24 TO 318 FITNESS
2026 Chicago Riverwalk Bar Crawl Sat, 15 Aug Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk USD 52 FITNESS
Meet IRL | Friday Night Pickleball for Singles | SPF Lincoln Park Fri, 25 Sep at 06:15 pm SPF Pickleball USD 29 TO 50 FITNESS
DJ Spen Presents The Praise Party w The Chosen Few Djs. House Music. Sun, 20 Sep at 11:00 am Le Nocturne Chicago USD 13 TO 82 FITNESS
SILENT "JUST VIBES" PARTY CHICAGO (Trap, RnB, Twerk) Fri, 18 Sep at 10:00 pm BAR22 USD 0 TO 44 FITNESS
PLAY ON FRIDAYS | SummaTime Chi: Juke Jam Series| Part 2 Fri, 31 Jul at 10:00 pm The Dime USD 0 TO 86 ENTERTAINMENT
DAY PLAY CHICAGO | THE DAY PARTY FOR THE CULTURE Sat, 28 Feb at 03:00 pm Hue Chicago USD 0 TO 121 FITNESS
Art of Revision - Solo Act Development Showcase Mon, 21 Sep at 07:00 pm The Newport Theater USD 23 TO 29 FITNESS
Chicago, IL - Drag Brunch @ Punch Bowl Social Sun, 07 Jun at 12:00 pm Punch Bowl Social Chicago USD 10 TO 12 FITNESS
NIGERIAN INDEPENDENCE DAY YACHT CRUISE Sun, 27 Sep at 12:00 pm Anita Dee Yacht Charters USD 55 TO 802 FITNESS
Afro Fusion Saturday : Afrobeats, Hiphop, Dancehall, Soca Sat, 18 Apr Le Nocturne Chicago USD 0 TO 55
Mannie & Juvie's STILL 400 SHOW Live with LIL REL. 7PM show time Tue, 22 Sep at 06:00 pm Laugh Factory USD 51 TO 121 FITNESS
Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included Sat, 03 Oct at 05:00 pm Hubbard Inn USD 25 TO 42 FITNESS
PLAYA SONIDERA: Dance Party at Castaways Beach Club Fri, 25 Sep at 06:00 pm Castaways Beach Club USD 8 TO 293 FITNESS
Sober October: Chicago Zero Proof Halloween Bar Crawl Sat, 10 Oct at 04:00 pm Chicago USD 0 TO 15 PARTIES
Chicago Architecture Center River Cruise at Chicagos First Lady Mon, 14 Sep at 11:59 pm Chicagos First Lady TRIPS-ADVENTURES
Club Capri: Chicago's #1 Rooftop Party Series At Castaway's Beach Club Sat, 23 May Castaways Beach Club USD 31 TO 78 FITNESS
MOULIN ROUGE: Fashion, Drag & Cabaret Experience at Kit Kat Club Sun, 20 Sep at 05:00 pm Kit Kat Club USD 87 FITNESS
Sunday Funday @ ELA Nigerian Independence Day Weekend| Oct. 4, 3–9PM Sun, 04 Oct at 03:00 pm ĒLA Nightclub USD 23 TO 108 FITNESS
Chicago Exotic Paintings BYOB Sip and Paint with Male Models Fri, 26 Feb at 08:00 pm 5425 W Lawrence Ave USD 43 FITNESS
Pro Wrestling Tees presents: ALL ELITE COMEDY Live in Chicago! Fri, 25 Sep at 10:00 pm The Lincoln Lodge USD 24 TO 66 COMEDY
Tucker Wetmore at Salt Shed - Outdoor Fairgrounds Fri, 18 Sep at 06:00 pm Salt Shed - Outdoor Fairgrounds CONTESTS
A House Music is Love Day Party. Free with RSVP. Sat, 19 Sep at 04:00 pm Le Nocturne Chicago USD 0 TO 77 FITNESS
The Jazz Room: Journey to the Heart of Cuba Fri, 31 Jul at 07:00 pm The Den Theatre USD 44 TO 53 ENTERTAINMENT
Chicago Social and Language Exchange (Make New Friends) ✨ Fri, 24 Apr at 05:30 pm Timothy O'Toole's Pub Chicago USD 8 FITNESS