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
Ditka Dash Sat, 03 Oct at 10:00 am 1410 Special Olympics Dr, Chicago, IL, United States, Illinois 60605
NIGERIAN INDEPENDENCE DAY YACHT CRUISE Sun, 27 Sep at 12:00 pm Anita Dee Yacht Charters USD 55 TO 802 FITNESS
Seductive Sunday: A Rooftop RnB Experience Sun, 20 Sep at 02:00 pm The Wild Hare & Singing Armadillo Frog Sanctuary USD 14 TO 26 FITNESS
Volunteering Event: Bank of America Chicago Marathon Sun, 11 Oct at 08:30 am Grant Park, Chicago, Illinois SPORTS
Bloomingdale Trail Run 2026 Sat, 26 Sep at 07:30 am 1600-3000 W Bloomingdale, Chicago, IL, United States, Illinois 60647 TRIPS-ADVENTURES
2026 Chicago Skechers Hot Chocolate Run Sun, 01 Nov at 07:00 am 301 S Columbus Dr, Chicago, IL 60604, United States SPORTS
5k Fun Run x Alarmist Brewing | 2026 IL Brewery Running Series Sat, 26 Sep at 11:00 am Alarmist Brewing & Taproom USD 53 TO 76 FITNESS
ALBUM RUN #39 - V.V. LIGHTBODY - PERIOD PIECE Wed, 30 Sep at 06:00 pm Gracie O'Malley's Wicker Park FREE FITNESS
Harry Kraemer: Kellogg School of Management Professor, Former CEO of Baxter Fri, 02 Oct at 12:00 pm The Union League Club of Chicago - Lincoln Ballroom - 6th floor USD 0 TO 717 FIRST-FRIDAY
Vuori Southport x Chicago Marathon Shakeout run with the Garage Sat, 10 Oct at 08:00 am Vuori Southport FREE FITNESS
FREE Event Chicago Marathon Poster Making & Complimentary Coffee + Muffins Sun, 11 Oct at 07:00 am Cooking with Cass FREE SPORTS
Plogging with the Bank of America Chicago Marathon Mon, 12 Oct at 09:00 am Clarence F. Buckingham Memorial Fountain FREE FITNESS
Marathon After-Party at I|O Godfrey Roofscape Sun, 11 Oct at 02:00 pm The Godfrey Hotel Chicago PARTIES
Signature Event: Running Tour of Freed to K*ll with Gera-Lind Kolarik Sun, 27 Sep at 10:00 am Haymarket House USD 0 TO 39 ART
Lavender Virtual Race 1M 5K 10K 13.1 26.2 | Language of Flowers Collection Sat, 27 Jun at 01:00 pm Chicago USD 4 TO 47 SPORTS
Daily Routine Run Club Presents: Hispanic Heritage Month Block Party Sat, 19 Sep at 10:00 am Back of the Yards Coffeehouse FREE FITNESS
Trash People x PBR GO PLOGGING Sun, 27 Sep at 06:00 pm Palmer Square Park - MEET AT THE HAND FREE FITNESS
5k Fun Run x Spiteful Brewing | 2026 IL Brewery Running Series Sun, 25 Oct at 11:00 am Spiteful Brewing Tap Room USD 0 TO 76 FITNESS
Elastro AV Fest: FRIEND LESS, Kaveh Soofi, Who Is The Witness? & more Sat, 10 Oct at 08:00 pm Elastic Arts USD 10 TO 15 FESTIVALS
Bee Happy Race 2026 | Fun Virtual 5K, 10K, Half Marathon Sat, 16 May at 01:00 pm Chicago USD 4 TO 47 SPORTS
Zeus Virtual Race 2026 | Gods & Warriors Virtual Running Series Sat, 13 Jun at 01:00 pm Chicago USD 4 TO 47 FITNESS
New Year's Eve Sunset Cocktail Cruise on Thursday, December 31st Thu, 31 Dec at 04:30 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 20 TO 42 NEW-YEAR
5k Fun Run x Printer's Row Brewing | 2026 IL Brewery Running Series Sat, 17 Oct at 11:00 am Printer's Row Brewing USD 0 TO 76 FITNESS
SPRINTS Official Chicago Marathon Shakeout and Party Sat, 10 Oct at 10:00 am Lakefront Trail FREE FITNESS
GECo ACT-ivation: A Chicago Marathon Shakeout Run Sat, 10 Oct at 09:00 am Lincoln Park - Chess Pavilion FREE FITNESS
Shakeout Run & Recovery Lounge presented by Molecule Sat, 10 Oct at 08:00 am Lincoln Park Grove 2 FREE FITNESS
All Inclusive New Year's Eve 2027 Fireworks Cruise aboard Anita Dee II Thu, 31 Dec at 09:45 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 99 TO 165 FITNESS
One Day at a Time, Inc Annual Breast Cancer Awareness 5k Sat, 10 Oct at 07:00 am St.Luke Missionary Baptist Church FREE FITNESS
Marathon Weekend Run/Walk with NOBULL, Laura Green & Erica Kennedy Fri, 09 Oct at 08:00 am Happy Monday Coffee - River North FREE FITNESS
Chicago Marathon Shakeout: Shut Up & Run Club x Skull House Running Co Sat, 10 Oct at 08:00 am Dialtone Coffee & Wine Bar FREE SPORTS
CVS Alumni Association 5K Torch Trail Run/Walk Sat, 03 Oct at 10:00 am Chicago Vocational High School USD 29 TRIPS-ADVENTURES
Eve of the Eve Lake Cocktail Cruise on Wednesday, December 30th Wed, 30 Dec at 08:00 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 20 TO 42 FITNESS
2026 New Year Challenge -Year of the Horse 2.026 Mile 20.26 Mile 202.6 MILE Sun, 15 Feb at 01:00 pm Chicago USD 4 TO 42 FITNESS
Race Through Alaska 1M 5K 10K 13.1 26.2 Virtual Race Sat, 18 Apr at 01:00 pm Chicago USD 6 TO 47 FITNESS
Deeper In God Prayer Gathering: ALL GAS, NO BRAKES - Preparing To Run Well Sat, 19 Sep at 11:00 am BUILD, Inc FREE SPORTS
Face Your Giants Virtual Race 2026 | Christian Virtual Run Sat, 06 Jun at 01:00 pm Chicago USD 4 TO 47 SPORTS
Just One More Mile Virtual Race 2026 | Global Running Day Virtual Wed, 03 Jun at 01:00 pm Chicago USD 4 TO 47 FITNESS
Wake Up Running: An Evening with Rev. Dr. Walter Earl Fluker Fri, 25 Sep at 06:30 am National Public Housing Museum FREE FITNESS
Race Through Hawaii Virtual Race | 5K, 10K, Marathon | Run Anywhere Sat, 16 May at 01:00 pm Chicago USD 6 TO 47 FITNESS
Peony Virtual Race | 1M 5K 10K 13.1 26.2 | Language of Flowers Collection Sat, 30 May at 01:00 pm Chicago USD 4 TO 47 FITNESS
Volunteer at the Chicago Marathon with ChiTribe Sun, 11 Oct at 05:30 am 601 W Aldine Ave FREE FITNESS
2026 Domestic Violence Awareness Walk & Run Sat, 10 Oct at 08:45 am Universal Family Connection FREE PARTIES
Chicago PKF 5K Fri, 16 Oct at 03:00 pm Lincoln Park Conservatory (Free with Reservations) USD 29 NONPROFIT
Race Through Colorado Virtual Race | 5K, 10K, Half Marathon | Run Anywhere Sat, 09 May at 01:00 pm Chicago USD 6 TO 47 SPORTS
Race Through Georgia Virtual Race | 5K, 10K, Half Marathon & More | Run Sat, 02 May at 01:00 pm Chicago USD 6 TO 47 SPORTS
Teacher Appreciation Virtual Race 2026 | Teach Love Inspire Sat, 23 May at 01:00 pm Chicago USD 4 TO 47 FITNESS
Holiday Winter Dash Beer Run | 2026 Illinois Brewery Running Series Sun, 06 Dec at 12:00 pm Goose Island Taproom USD 0 TO 76 FITNESS
Volunteer: Marathon Encouragement Postcard Writing Tue, 29 Sep at 07:30 pm Jennivee's Bakery & Cafe FREE FITNESS
GLAM Chicago 5K Health Awareness Walk/Run Sat, 17 Oct at 10:00 am 100 N Central Park Ave USD 23 FITNESS
Yeti Frostbite Miles Virtual Race| Cryptid Quest Series 1M 5K 10K 13.1 26.2 Sat, 11 Jul at 01:00 pm Chicago USD 4 TO 47 FITNESS
Support Team Anti-Cruelty at the Chicago Marathon! Sun, 11 Oct at 07:30 am 510 N. LaSalle Dr., Chicago, IL, United States, Illinois 60654 SPORTS
Race Through Alabama 1M 5K 10K 13.1 26.2 Virtual Race Sat, 11 Apr at 01:00 pm Chicago USD 6 TO 47 FITNESS
Race Through Arizona 1M 5K 10K 13.1 26.2 Virtual Race Sat, 25 Apr at 01:00 pm Chicago USD 6 TO 47 SPORTS
DoNskI ENT PRESENTS STAR POWER SATURDAYS THE HOTTEST DANCE PARTY IN CHICAGO Sat, 15 Aug THE BAR 10 DOORS USD 13 FITNESS
Unhinged and Feral 1M 5K 10K 13.1 26.2 - Now Only $18! Sat, 03 Oct at 01:00 pm Chicago USD 0 TO 47 FITNESS