Looking for more rides? Check out our friends at UCVC, FMR, Rapha, and Specialized!
Departure: 6pm
Join us for a casually pace ride north to WICKER PARK. 26mi total.
Dinner: yummy & affordable falafel sando & shawarma, followed by VAN LEEUWEN ice creams.
Bring lights and a light attitude!
Departs at 6pm
Route: South to Wolf Lake and back.
Pace: intermediate. 18-22mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Departure: 8am
Join us for a ramshackle ride through Washington Park (where you’ll cross a stream or two), then over to Jackson Park before convening to ROBUST COFFEE. This is a fun & casual ride, and you’re welcome to show up on any style of bike - but note that we will be traversing a bit of dirt and grass along the way.
8mi
Departure: 8am
Join us for a ~60mi ride to the Palos forest preserves. If you have a cx/gravel bike, one group will loop around for some light dirt work. If you have a road bike, there are some lovely rolling hills with beautiful views.
Lunch at Al Bawadi in Bridgeview!
This is an intermediate-paced ride.
Departure: 6pm
Chill, casual pace to Maria’s in Bridgeport for the weekly Tuesday pop-up. This week: DIM SUM from Triple Crown! Bring lights and an appetite. 16mi total.
There’s also karaoke!!
Departure: 4:45pm
Moderate pace (18-20mph) north to the start of the ride. WNR (Wednesday Night Ride) is a long standing training route which loops up to Highland Park and back. The ride itself is 35mi and account for an additional 30 heading up and back.
RSVP required. The main ride itself is a drop ride, but the route to the start and from its finish is not.
Departs at 6pm
Route: South to Wolf Lake and back.
Pace: intermediate. 18-22mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Details to follow. Join us for one of the very best endurance events in the country!
Founded in 1974!
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.
Join this stunningly beautiful ride in Barry County, Michigan. There are 18, 36, and 62 mile options along a gravel rolling hills circuit. It’s a fundraiser for the Barry County Animal Shelter!
RSVP is required and carpools will be locked in one week out.
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, to please RSVP.
Departure: 4:45pm
Moderate pace (18-20mph) north to the start of the ride. WNR (Wednesday Night Ride) is a long standing training route which loops up to Highland Park and back. The ride itself is 35mi and account for an additional 30 heading up and back.
RSVP required. The main ride itself is a drop ride, but the route to the start and from its finish is not.
Departure: 7am
Join us for a casually paced ride south to La Rabida Hospital (formerly a convent!) and some beautiful views overlooking Jackson Park harbor, before returning through Woodlawn with a stop at BUILD COFFEE.
8mi total.
SOLD OUT
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, to please RSVP.
Departs at 7am SHARP from THE POINT
Route: South to Wolf Lake and back.
Pace: intermediate. 18-22mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Apres-velo coffee at PLEIN AIR.
Roll out at 7am, back by 9am, 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
Departing from Tamago at 7am. Join us for a casually paced ride to the Indiana Dunes. 100mi.
For those pressed for time, or still building endurance, there will be a shorter option. Upon reaching the Dunes, the South Shore Line ($8) is easily accessible and runs directly back to Hyde Park.
As this is a significant effort, if you have any questions or concerns about preparation/logistics or ability to complete the ride, or if you plan on riding one of the shorter options, please reach out!
Departure: 6pm
Join us for a ramshackle ride through Washington Park (where you’ll cross a stream or two), then over to Jackson Park to recon Sunday’s cyclocross race. This is a fun & casual ride, and you’re welcome to show up on any style of bike - but note that we will be traversing a bit of dirt and grass along the way.
Departs at 6pm
Route: South to Wolf Lake and back.
Pace: intermediate. 18-22mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Stopping at Tacos El Rey on the way home!
Departure: 630am
Semi-casual pace (14-16mph) north to the Lincoln Park Hotel, home to Elaine’s Coffee Call.
Departs at 7am SHARP from THE POINT
Route: South to Wolf Lake and back.
Pace: intermediate. 18-22mph, faster if the group allows it.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Apres-velo coffee at PLEIN AIR.
Departure: 7pm SHARP
Screening for Hong Sangsoo’s 2024 film By The Stream begins at 8pm. Bring a lock and lights. Chill, casual pace. 16mi total.
Siskel is at 164 State if you’d like to meet us there.
Departure: 8am
Pace: Novice/intermediate. 15-18mph, faster if the group allows it. If you are interested in this ride, but unsure about the speed or your endurance, please reach out and we’ll see about truncated options!
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Join us for a lovely late summer/early autumn ride through NW Indiana, along the Erie Lackawanna Trail to Hobart. The attached photos are more indicative of mid October, but hopefully this route will inspire you to return for another day trip later in the season :)
There will be a coffee/brunch stop in Hobart, and a faster group may split off at that point.
Come watch the final 90 minutes of today’s race, drink some cheap Cava, and meet new friends & fellow tifosi.
La Farrapona - Lagos De Somiedo
Stage 14 challenging mountain stage .
Head pick: Vingegaard
Heart pick: Pidcock
Wildcard: Castrillo
Please do not spoil the results for others. Refreshments will be provided!
Departs at 6pm
Route: South to Wolf Lake and back.
Pace: intermediate. 18-22mph, faster if the group allows it. 22mi total.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
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 add a stop at Ghareeb Nawaz on the way home.
Departure: 7am SHARP
Chill, casually paced ride to HERO COFFEE BAR in the loop. 16mi total.
The truth of the matter is that, at least for coffee nerds, HERO doesn’t really rate in the scheme of local spots. But it is a cute and tiny spot, with outdoor seating, conveniently located downtown. And yes, it’s at the end of an alley off of Jackson.
Stick to the basics: espresso drinks are good, drip is not. Breakfast is decent but spendy. Vegan doughnuts from Beacon available on weekdays.
Departure: 5pm SHARP
Screening for Lynne Ramsay’s 1999 film Ratcatcher begins at 6pm. Bring a lock and lights. Snacks in Chinatown on the way home! Chill, casual pace. 16mi total.
Siskel is at 164 State if you’d like to meet us there.
Departs at 7am SHARP from THE POINT
Route: South to Wolf Lake and back.
Pace: intermediate. 18-22mph, faster if the group allows it. 22mi total.
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
Apres-velo coffee at PLEIN AIR.
Departure: 6pm
Chill, casual pace. Ice cream first, and there’s a dinner option afterwards in Chinatown if folks are hungry! 13mi total.
Baby cones are only $1.25!
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!
Come watch the final 90 minutes of today’s race, drink some cheap Cava, and meet new friends & fellow tifosi.
Stage 6 is a mountain stage with 3475m of climbing.
Head pick: Vingegaard
Heart pick: Bernal
Wildcard: Riccitello
Please do not spoil the results for others. Refreshments will be provided!
Departure: 7pm
Chill, casual pace to TAIPEI CAFE in Bridgeport. And SUGAR SHACK afterwards! 13mi total. Bring lights and an empty stomach!
NOVICE FRIENDLY
Come watch the final 90 minutes of today’s race, drink some cheap Cava, and meet new friends & fellow tifosi.
Stage 2 is an easy approach to an uphill finale.
Head pick: Ciccone
Heart pick: Pidcock
Wildcard: Castrillo
Please do not spoil the results for others. Refreshments will be provided!
Departs at 8am SHARP
Route: South to Crown Point with a coffee stop at the surprisingly impressive microroaster Smalltown Coffee. 70mi. Shorter route options available.
Pace: Novice/intermediate. 15-18mph, faster if the group allows it. If you are interested in this ride, but unsure about the speed or your endurance, please reach out and we’ll see about truncated options!
Familiarity with basic group ride protocols and full self sufficiency is required. Classic chain gang paceline style.
There will be a coffee/brunch stop in Crown Point, and a faster group may split off at that point.
Departure: 9am
Relaxed pace ride totally 10mi. South along the lake to visit Steelworker’s Park, then west to 83rd & Stony to meet Kenny the Watermelon Man. Bring a basket or big backpack or you’re welcome to plop a melon into the milk crate on my bike!
This ride is NOVICE FRIENDLY.
Departure: 5pm
Join us for a ride down to Big Marsh Park for the weekly Short Track race series! This is a great introduction to off-road racing - gravel, cyclocross, MTB - in a controlled and safe environment. There are heats for riders of all abilities, and even if you choose not to race Big Marsh is a hoot to explore.
Bonus: We’ll stop for pizza at Route 66 on the way home!
Departure: 6pm
All bikes are welcome, knobbly tires are preferred. Join us for a hour’s exploration of Jackson & Washington Park’s more technical elements. There will be rocky creek crossings, giant spider webs, sloshy mud segments, and the occasional fallen tree trunk bunny hop.
Ideal practice for the Big Marsh race on Wednesday!
Everyone is welcome - we’re not going far.
Departure: 8am SHARP
Route: South to Sip Coffee in Highland. Stop for drinks/food. 50mi
Pace: intermediate. 16-18mph, faster if the groups allows it.
Departure: 6pm
30mi total, chill casual pace
Join us for a beautiful jaunt along the lake for dinner & snacks on Argyle Street! Where else can you drink a durian agua fresca, paired with a veggie beef banh mi, while listening to a set by a teenage Cambodian hardcore band?
“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.”
Departure: 10am
Carpool (or ride!) west to Willow Springs for the annual Palos Meltdown mountain bike race.
We’ll set up camp next to the race course for proper spectating, provide picnic provisions, and set out for a side adventure to those interested in exploring the forest by bike or by foot! If you do not have an off-road capable bike, loaners are available. Just ask!
If you love animals, know that the Palos forest preserve is home to red foxes, white tailed deer, coyotes, many bird species, racoons, and otters!
RSVP required.
