0008

Cycling Found In Illinois

View all ↓

Cycling Found in Illinois 2026 - 2027

Illinois is a brilliant place to take on a Gran Fondo. Find the perfect event for you with our comprehensive listings of bike races in Illinois 2026 - 2027. Whatever terrain you’re after you can find it in the Prairie State. Try out an urban event in Chicago or head out to rolling hills to experience some of the best cycling that Illinois has to offer. The term Gran Fondo is taken from Italian and roughly translates to ‘big ride’. With some events up to 300 miles long the name is pretty apt. Although don’t be put off most events have much shorter routes on offer too. Whether you’re a newcomer to riding and taking on your longest ride yet, or an experienced cyclist wanting to push yourself in a large group, a Gran Fondo will have the perfect challenge for you. Check out our exhaustive 2026 - 2027 Illinois Gran Fondos calendar list below, and use our month, distance and terrain filters to find your next challenge.

Race Calendar: Cycling Found In Illinois

🚀Boosted

Seeds & Stones Roubaix

Waterman, Illinois
Sun 02 May 27
$29.99 - $49.99
🚀Boosted

HMFA’s Tour de Heartland Fundraiser

Greenview, Illinois
Sat 11 Sep 27
$38.10 - $48.70
Feature your event at the top of the results

Want more bookings?

Our most effective tool for getting more people to your race is a ‘Boost’. Boosts put your event to the top of the search results.

Typically a Boosted event gets 8x as many Impressions, 4x as many Clicks and generates 4x more revenue than a standard event listing.

Choose to Boost your event on the landing page which best suits your target audience and budget. For example, ‘10k’s near San Francisco or ‘marathons in April’. Our team can advise on scheduling promotions to optimize performance.

Prices start at $100 per month. The most popular categories sell out in advance so booking early is recommended.

Get in touch

Hi, I'm Rosie from findarace.com!

If you're looking to boost your event or have any questions, please fill in your details below and I'll be in touch to help you.

Dirty Petersburg Gravel Ride

Petersburg, Illinois
Sun 15 Nov 26
Free

Cyclocross for Everyone! -- 11/21/2026 -- Cyclocross for Business

Chicago, Illinois
Sat 21 Nov 26
Free

Walk & Roll Chicago

Chicago, Illinois
Sat 05 Jun 27
Free - $38.10

The Dirty South Roubaix

Alto Pass, Illinois
Sat 06 Mar 27
$87.25 - $92.60

Seeds & Stones Roubaix

Waterman, Illinois
Sun 02 May 27
$29.99 - $49.99

White Squirrel Roubaix

Olney, Illinois
Sat 15 May 27
$34.80 - $61.30

Freedom Bike Ride

Chicago, Illinois
Sat 12 Jun 27 - Fri 18 Jun 27
Free

HMFA’s Tour de Heartland Fundraiser

Greenview, Illinois
Sat 11 Sep 27
$38.10 - $48.70
Showing 1-8 of 8 results

Win $250
nike.com
gift card!

Sign-up to our email newsletter and you'll be automatically entered into a prize draw to win a $250 digital gift card to spend at nike.com

By entering, you give Find a Race permission to use your name and likeness for promotional purposes if you win. Privacy policy and terms

Image: © Nike