We kick off Year Three of the Chicago Randonneurs season with a social, low-key ride that pays homage to the life and legacy of Marshall “Major” Taylor, one of the most important figures in American cycling history. This ride explores the bike path named in Major Taylor’s honor, the murals commemorating his achievements, and his […]
The Crown Point Coffee Run is a relaxed, social 125K out-and-back ride from downtown Chicago to Crown Point, Indiana—built around good miles, good company, and excellent independent coffee shops. The route features stops at three standout cafés and bake shops: Grindhouse Cafe, Sip Coffee House, and Cielito Lindo Cafe. Each stop offers a chance to […]
The next ride of the Chicago Randonneurs March Rouleur Series departs from the Two Brothers Roundhouse in Aurora, Illinois. An 8:15 AM start makes this ride especially city-friendly, allowing riders to arrive via Metra and take advantage of restrooms and coffee before rolling out. From Aurora, the route follows a pleasant, low-traffic loop through northern […]
The Dart Populaire is a team-based randonneuring event that emphasizes cooperation, strategy, and self-sufficiency. Teams start from different locations, ride different routes, and work together to reach a common finish in Aurora—finishing together is the goal. We ran this event last year and it quickly became one of our most popular highlights of the season. […]
Join us for the first Chicago Randonneurs 200 km ACP brevet of the season as we kick off the 2026 ACP randonneuring series. The Kankakee River Run heads south from Chicago, passing along Wolf Lake and tracing the Illinois–Indiana border before reaching Momence, Illinois. Expect steady, rideable terrain, long stretches to settle into a rhythm, […]
The Chicago–Milwaukee–Chicago 300K is one of our flagship rides and marks our first ACP 300K of the year—a true gateway to the longer distances that experienced randonneurs never stop talking about. Think double century effort, elevated by views, vibes, and the kind of food stops that make a long day on the bike unforgettable. The […]
Aurora City of Lights is a challenging 400-kilometer ACP brevet that takes riders deep into the Illinois heartland before returning to Aurora. With over 2,000 meters of elevation gain, the route combines long stretches of quiet rural roads, rolling terrain, and wide-open Midwestern skies—ideal for riders ready to test their endurance and settle into a […]
We’re finalizing the route and welcome suggestions or feedback—if you have a favorite 200K route or a great stretch of road you love, let us know. Community input helps us build better rides.
Chicago–Dunelands–Chicago is one of our flagship events and among the most scenic 300Ks on the calendar. This ACP brevet links Chicago with the beachfront town of Bridgman, delivering smooth miles, lake views, and a long, satisfying day on the bike. The route avoids the industrial corridors of Northwest Indiana, instead guiding riders through the natural […]
The Spotted Cow 600K is a classic two-day endurance weekend and a smart, efficient way to take a big step forward in randonneuring. Starting and finishing in Woodstock, the event features two loops that explore the quiet backroads of northern Illinois and southern Wisconsin across two distinct days. This brevet is ideal for riders looking […]
Day One of the Woodstock weekend is a beautifully varied 400K that heads north and west into southern Wisconsin before looping back home. From Woodstock, the adventure begins heading north toward Delavan Lake and Whitewater, before turning west through Milton. Riders are rewarded with rolling hills and classic dairy-country scenery as the route climbs into […]
Day Two delivers a classic Chicago Randonneurs 200K—a steady, rewarding loop that’s perfect as a standalone ride or as the closing chapter of the Spotted Cow 600K. The day begins in Woodstock before heading north through Hebron and into Lyons. From there, the route rolls west around Delavan Lake, offering calm roads and lake views […]
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