2026 Chicago Skechers Hot Chocolate Run Sun, 01 Nov at 07:00 am 301 S Columbus Dr, Chicago, IL 60604, United States SPORTS
Haunted Halloween Night Lake Cruise on Friday, October 30th Fri, 30 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 TO 57 FITNESS
Haunted Halloween Night Lake Cruise on Saturday, October 31st Sat, 31 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 30 TO 68 HALLOWEEN
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
La Kombi at the Carrera de los Muertos Post Race Block Party! Sat, 31 Oct at 11:00 am 2011 S Laflin St 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 NEW-YEAR
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
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 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 SPORTS
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
DoNskI ENT PRESENTS STAR POWER SATURDAYS THE HOTTEST DANCE PARTY IN CHICAGO Sat, 14 Feb at 09:00 pm THE BAR 10 DOORS USD 13 ENTERTAINMENT
Race Through Hawaii Virtual Race | 5K, 10K, Marathon | Run Anywhere Sat, 16 May at 01:00 pm Chicago USD 6 TO 47 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 SPORTS
Face Your Giants Virtual Race 2026 | Christian Virtual Run Sat, 06 Jun at 01:00 pm Chicago USD 4 TO 47 FITNESS
Just One More Mile Virtual Race 2026 | Global Running Day Virtual Wed, 03 Jun at 01:00 pm Chicago USD 4 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 SPORTS
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 Colorado Virtual Race | 5K, 10K, Half Marathon | Run Anywhere Sat, 09 May at 01:00 pm Chicago USD 6 TO 47 FITNESS
Race Through Georgia Virtual Race | 5K, 10K, Half Marathon & More | Run Sat, 02 May at 01:00 pm Chicago USD 6 TO 47 FITNESS
Teacher Appreciation Virtual Race 2026 | Teach Love Inspire Sat, 23 May at 01:00 pm Chicago USD 4 TO 47 SPORTS
EGSN 100 DAYS RUNNING And CYCLING CHALLENGE 2026 (Winter Edition) Chicago Sun, 01 Nov at 06:00 am Chicago FREE SPORTS
Ravenswood Run Presented by Fleet Feet x Altra Sun, 25 Apr at 08:00 am Corner Hermitage & Wilson in Ravenswood HEALTH-WELLNESS
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 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
Chicago Run (Registration is mandatory / Weekly meetup / Recurrent event ) Sun, 27 Dec at 10:00 am Chicago MEETUPS
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