Cycling Events in Chicago

Check out happening cycling events all around Chicago, IL

Working Bikes 26th Anniversary!

 Sat, 04 Oct at 04:00 pm 2434 S Western Ave, Chicago, IL, United States, Illinois 60608

Southside Critical Mass Chicago Bicycle Ride

 Fri, 03 Oct at 05:45 pm 1300 E 55th St, Chicago, IL 60615-5302, United States

Bikes and Bonfires: S'more Networking

 Sat, 04 Oct at 05:00 pm Kathy Osterman Beach Free

Bronzeville Summer Nights 2025 - Celebrating Community, Commerce, & Culture

 Sat, 11 Oct at 01:00 pm Bronzeville Free

Monthly Hang at Exchequer Pub (The Loop)

 Tue, 04 Nov at 07:30 pm Exchequer Restaurant & Pub Free

XFA Presents Ride for the Ribbon

 Sun, 12 Oct at 07:30 am X - Fat Azz Cycling & Fitness Studio USD 29 to 50

Monthly Hang at Promontory Point - Bonfire (Hyde Park)

 Tue, 07 Oct at 07:30 pm Burnham Park Promontory Point Free

Triathalon

 Thu, 30 Oct at 06:00 pm Schubas

Pilsen Canalport Cleanup PART 2 with Cleanup Club!

 Sat, 04 Oct at 10:00 am 1966 S Canalport Ave USD 0 to 13

SkyRise Chicago 2025

 Sun, 02 Nov at 06:30 am Willis Tower

Glow & Ride: A SoulCycle x Ultraceuticals Experience

 Tue, 07 Oct at 10:00 am SoulCycle Old Town USD 61

BeAware Walk, Run or Bike Breast Cancer Awareness 5k

 Sat, 11 Oct at 07:00 am New Memorial Missionary Baptist Church

Burrito Brigade Chicago Bike Distribution

 Sun, 13 Jul at 02:30 pm Plaza Tenochtitlán Free

Cycles of Support: Unemployment Support Group

 Mon, 07 Jul at 05:00 pm The Chandler Condominiums Free

Indigenous People's Day at Camp Sullivan - Family Bike Camping Overnight

 Sat, 11 Oct at 10:00 am Brainerd Park USD 8 to 107

Autumn Sun Harvest 2025- Adult Overnight

 Sat, 18 Oct at 07:30 am Clark (Richard) Park USD 139

Decemberg Winter in the Woods 2025- Adult Overnight

 Sat, 13 Dec at 07:30 am Roscoe Village Bikes USD 127

Southside Critical Mass Chicago Bicycle Ride (1st Fridays)

 Fri, 04 Apr at 05:45 pm Nichols Park Plaza (South End by Fountain) Free

Roll to the River: Kankakee State Park 2025 - Adult Overnight

 Sat, 04 Oct at 07:30 am Afro Joes Coffee & Tea USD 115

Cycles of Support: Unemployment Support Group

 Thu, 11 Sep at 10:00 am Time Out Market Chicago Free