Departure: 10pm
One of the strangest & most fun-filled cycling events in the entire region, this is the 14th edition of WHAM! We will be doing the short (10mi) route, but of course all told the full distance from Hyde Park will total 32 miles.
Bring lights, a sense of humor, and your caffeinated self.
Join us for the biggest volunteer opportunity of the year!
Bike the Drive is the primary fundraiser for the ACTIVE TRANSPORTATION ALLIANCE. Our city wouldn’t have a fraction of its bicycle infrastructure without this organization, so supporting this event is crucial to the ongoing maintenance & expansion of bike lanes, youth education, etc.
RSVP for more information. It’s super fun, and when we’re done volunteering we’ll ride the route together! The bulk of Lakeshore Drive is entirely closed to cars for one day per year, and this is it!
Departure: 8am
Join us for a casually paced ride to COUNTY LINE ORCHARD in Hobart where we’ll pick some apple, drink some apple cider, down some apple cider doughnuts, and waddle all the way home. The complete route is 70mi, but there is an option to take the train home.
6pm departure, casual pace north to Millenium Park. Bring a bike lock and some water! We’ll stay for an hour or so and then stop for dinner/ice cream on the way home! 12mi r/t
Aterciopelados championed Colombian rock during the height of the rock en español explosion. For more than a quarter-century, the now-legendary pair — comprised of frontwoman/guitarist Andrea Echeverri and bassist/producer Hector Buitrago — have continued to push the limits of Latin alternative music.
Casual pace north to the West Loop. 14 mi r/t
The first U.S. coffee shop of world renowned barista and latte art master Hiroshi Sawada. Those in the know line up outside the industrial style café, with a wall of windows facing Green Street. Guests can order from a curated menu of expertly crafted espresso and matcha-based drinks, including military lattes, cortados, and cappuccinos, paired with a selection of pastries and the legendary Doughnut Vault camouflage doughnut.
Departure: 6pm
Chill, no drop pace. 17mi total.
A Chicago staple since 1954, Mario’s on Taylor Street offers old fashioned Italian lemonade, and little else. The line stretches around the block most summer evenings, but the wait is part of the experience.
Ice first, then we’ll potentially add a stop at Ghareeb Nawaz on the way home.
The Festival on the Lakes is an annual event at Wolf Lake featuring carnival rides and a free concert! Bring a bike lock, some cash, and your dancing shoes! It’s a ton of fun.
7am departure
Chill & casual pace, 13mi round trip
The Spoke & Bird is a lovely cycling cafe located in the South Loop, just off the lakefront path. It features a bike-friendly outdoor dining patio, and an in-house pastry program.
6pm departure. One of the city’s best summer food festivals!
“Started in 2013 by Uptown United, the Argyle Night Market is an annual event that features food from local Argyle restaurants plus live cultural and musical performances on Thursday evenings each summer. This free outdoor event draws an average of 5,000 visitors each week and continues to grow in popularity. Part market, part street festival, this vibrant and award-winning event is located on Argyle, the city’s first shared street.”
6pm departure
Chill & casual pace, 14mi total.
The free music series features a wide variety of music from local, national, and international artists at the iconic Jay Pritzker Pavilion.
Patrice Rushen, Sparklmami, DJ Shon Dervis
6pm departure
Chill & casual pace, 18mi total.
Join us for a staple of summer in Chicago: RAINBOW CONE in Beverly!
Departs at 7am
Route: South to Wolf Lake and back.
Pace: intermediate. 16-18 mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Departure: 6pm
22mi, chill casual pace
South to Whihala Ice Cream for delicious & fresh PALETAS. If we’re lucky, we’ll see the fireflies come out as we head home through Wolf Lake and along the Burnham Greenway.
Departs at 7am
Route: South to Wolf Lake and back.
Pace: intermediate. 16-18 mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Departure: 9am
70mi r/t, consistent 16-19mph pace. Standing coffee stop at Smalltown, then home.
RSVP required.
We’ll make a stop at FAT PEACH - bring a backpack or bag, as we’ll take the pastries to go, and possibly grab a warm beverage at CTRL Z across the street.
Chill casual pace, 18mi total.
Weekly Thursday Night Social Hour: come by to meet new friends, chat about bikes, and plan all sorts of adventures for the autumn season. Snacks and drinks provided.
New to Hyde Park and Chicago? Are you a new rider looking to extend your range and capabilities? Looking for inspiration and a new goal to tackle? Are you brand new and completely overwhelmed? Do you want to meet others without the pressure of joining an organization? This casual environment is ideal for you.
Here you will find commuting cyclists, rapid Europhile tifosi, youth cycling educators, delusional amateur bike racers, locked in triathletes, dirt bag Enduro boys, bored grad student cyclists, cargo bike parents, fixie kids, urban transit advocates, washed up roadies, and everything in between.
Don’t forget about the free wine tastings across the street @57th St Wines!
Departs at 7am
Route: South to Wolf Lake and back.
Pace: intermediate. 16-18 mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
6pm departure.
18mi round trip.
Casual pace to Taylor Street for Ghareeb Nawaz (UIC location), followed by Kurimu ice cream!
Departure: 7am sharp
Join us for a chill, casual ride to McKinley Park’s CADINHO cafe. 15mi.
Spot on espresso & unbelievable in-house Portuguese pastries!
NOVICE FRIENDLY
20mi round trip, casual pace.
Join the crew for an evening ice cream ride!
40mi r/t, casual pace
Ride north 10mi to Lincoln Park, stop at ELAINE’S COFFEE CALL in the Lincoln Hotel
Continue north (then a bit west) 10mi to DEVON STREET, brunch at ANNAPURNA
Ride west then south along the lake for 20mi back to Hyde Park. Optional ice cream stop at RAINBOW CONE at Museum Campus!
Roll out at 7am, back by 930am, chill no drop pace. 13mi total.
Jackalope in Bridgeport for coffee.
Come out for a bit of exploration, meet new bike friends, and visit one of Chicago’s quirkiest cafes.
NOVICE FRIENDLY
13 mi r/t, casual pace.
We’re headed to BRIDGEPORT tonight, for TMNT-themed pizza slices, or a scoop of Gelato, or BOTH
The Infatuation:
Cowabunga is a fun Bridgeport pizza shop with great NY slices and a theme that hits you as soon as you step in—Teenage Mutant Ninja Turtles and ‘90s kid hangout culture. The walls at this tiny counter-service spot are bright green, action figures sit on the display case, and Turtles movies are ready to go in the VHS player. But the pizzas, like the Donatello and Casey Jones, don’t need character references to stand out. The slices have a chewy, foldable crust and tons of toppings, like the Shredder with well-seasoned italian beef and giardiniera that adds just enough heat.
Join us for a warm evening stroll north to Bridgeport’s SUGAR SHACK!
13mi total.
Location: Tamago!
In this 45 minute clinic, you will learn how to diagnose and repair flat bicycle tires.
It’s not magic! All that is required: patience, practice, and some very simple tools.
Space is limited: RSVP.
Departure: 9am
Join us for an exciting 60mi route to the Palos forest Preserves west of Chicago.
Once we reach Palos, there will be both road (rolling hills) or offroad (light trails) options.
Please note that on this ride, there are no early turnaround points, but you can rest at a cafe once we reach Palos (cutting off about 15mi).
The main group will roll at 16-18mph out and back, but a faster group will split off once we reach Palos.
Departs at 7am
Route: South to Wolf Lake and back.
Pace: intermediate. 16-18 mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
NEW FOR 2026:
Post ride pour overs at the shop courtesy of our friends at METRIC COFFEE! And sometimes snacks too!
Departs at 6pm
Route: South to Wolf Lake and back. Or Calumet Park for chase/crit drills.
Pace: intermediate. 18-20 mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
PIZZA STOP INCLUDED
Departure: 6pm
Casually paced ride along the lake, then west to Chinatown. Cool down on this hot weekend early evening with a frozen treat in the form of ROLLED ICE CREAM! 13mi total
Feida and Chiu Quon bakeries are on the same block, so bring a bag if you’re like to load up on charge siu buns, egg tarts & mochi balls!
Departs at 7am
Route: South to Wolf Lake and back.
Pace: intermediate. 16-18 mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
NEW FOR 2026:
Post ride pour overs at the shop courtesy of our friends at METRIC COFFEE! And sometimes snacks too!
Casual pace, 14mi round trip
Channel your inner Anthony Bourdain, hop on your bike, and join us for a ride to the best little fish shack in the world. Please note that it’s cash only, and you will very likely want to bring home some smoked trout.
