Weekly Group Rides
Join fellow cyclists for regular training rides across the Chicago area. Whether you're building fitness, preparing for races, or just love riding with others, there's a group ride that fits your goals. All speeds and abilities welcome across different rides.
Saturday
GTE Barrington Ride
Distance
65-75 miles
Start Time
5:00 AM
Meeting Point
Roger Williams & St. John's Ave, Highland Park
About this ride: Led by Marc Zionts from Enzo's. High-intensity ride featuring challenging hills and sprint opportunities. Well-organized route with experienced riders maintaining a strong pace throughout. Helmet and proper bike handling skills required.
Lake and Harlem Ride
Distance
30-75 miles
Start Time
6:00 AM
Meeting Point
Lake & Harlem, Oak Park
About this ride: Dynamic pace ranging from 18-20 mph average with surges to 30+ mph during sprints. Cruising speed maintains 22+ mph. Great for building speed and endurance.
Spin Doctor Ride
Distance
50 miles
Start Time
6:00 AM
Meeting Point
Bowes & Randall, Elgin (Menards lot)
About this ride: Structured format with warm-up pace at 18-19 mph for first 15 miles. Group A accelerates to 22-24 mph with final 5 miles at 27-28 mph. Group B maintains 20 mph, generally no-drop. Safety protocols strictly enforced. Helmet mandatory.
Harper Ride
Distance
35 miles
Start Time
7:00 AM
Meeting Point
Harper College West Lot, Palatine
Higher Gear High-Intensity Ride
Duration
2+ hours
Start Time
7:00 AM
Meeting Point
1898 N. Sheridan Rd., Highland Park
About this ride: Interval-focused training session at 18+ mph minimum. Format varies based on training goals. Expect quick bursts and fast recoveries. Must be comfortable with group riding, pacelines, and clear communication.
Higher Gear Century Training Ride
Distance
20-100 miles
Start Time
7:00 AM
Meeting Point
1515 N Sheridan Rd., Wilmette
About this ride: Progressive mileage program preparing riders for late summer century events. Multiple pace groups ensure riders at all levels find their match. Helmets required, headphones prohibited.
Endure It! Training Ride
Distance
60 miles
Start Time
7:00 AM
Meeting Point
5th Ave & Mill St, Naperville
About this ride: Easy warm-up through Naperville streets before transitioning to 21+ mph pace with segments at 25+ mph. Stops only for traffic control.
Get a Grip Cycles No-Drop Ride
Distance
20-25 miles
Start Time
7:00 AM
Meeting Point
4359 W. Irving Park Rd.
MOX Multisport Team Ride
Distance
60 miles
Start Time
7:00 AM
Meeting Point
738 W. Randolph St.
About this ride: First 17 miles no-drop format to keep group together. Tempo increases to 22-25 mph after initial segment.
XXX Racing-AthletiCo Team Ride
Distance
36-50 miles
Start Time
7:00 AM / 7:30 AM
Meeting Point
Wicker Park & Damen (7am) / Ridge & Pratt (7:30am)
About this ride: No-drop ride to Highland Park following established route. Groups split in Highland Park for return or extended faster options. Helmets mandatory.
Team Judson
Distance
50+ miles
Start Time
7:30 AM
Meeting Point
Judson & Greenleaf, Evanston
About this ride: Rider-led format where the front determines route and pace. Organic group dynamic emphasizing rider choice and flexibility.
Half Acre Cycling Team Ride
Distance
50+ miles
Start Time
7:30 AM
Meeting Point
Element Multisport, 2754 N. Clybourn Ave.
About this ride: Route determined by attendees. Minimum 50% no-drop format. Smaller group emphasizing camaraderie and enjoyment over competitive intensity.
Velo Club Roubaix
About this ride: A Ride: Aggressive with sustained speeds of 28-32 mph. B Ride: More moderate on same route, topping at 25 mph with 20 mph average.
Sunday
Lake and Harlem Ride
Distance
30-75 miles
Start Time
6:00 AM
Meeting Point
Lake & Harlem, Oak Park
About this ride: Cruising at 22+ mph with average 18-20+ mph pace and sprint segments up to 30+ mph.
Johnny Sprockets
Distance
35-40 miles
Start Time
7:30 AM (meet 7am for coffee)
Meeting Point
1052 W. Bryn Mawr Ave.
About this ride: Social start with coffee at 7am. Sheridan Road route north to Highland Park and return.
Colavita Chicagoland
Distance
40-60 miles
Start Time
7:30 AM
Meeting Point
Deerfield Metra Station
About this ride: A Ride: 20-23 mph average. B1 Ride: 18-20 mph.
Team Judson
Distance
50+ miles
Start Time
7:30 AM
Meeting Point
Judson & Greenleaf, Evanston
About this ride: Rider-led anarchy format where whoever leads determines the route.
The Mafia Ride
Distance
50+ miles
Start Time
7:30 AM
Meeting Point
West Lake Forest Metra Station
About this ride: ADVANCED Extremely high pace northbound with sustained speeds exceeding 30 mph. For experienced, strong riders only.
Glenview Cycle Club
Distance
36 miles
Start Time
7:30 AM
Meeting Point
Dairy Bar, 1015 Harlem Ave, Glenview
About this ride: 19-22 mph pace. Helmets required. Optional coffee stop at Starbucks at the Glen.
Northbrook Bicycle Club Sunday Training
Distance
50+ miles
Start Time
7:30 AM
Meeting Point
George Garner Cyclery, 1111 Waukegan Rd, Northbrook
About this ride: 18+ mph. Typical route to Independence Grove Forest Preserve, occasionally west to Barrington. Monthly departure from Libertyville location.
Alberto's Ride
Distance
40-60 miles
Start Time
8:00 AM
Meeting Point
661 Central Ave., Highland Park
About this ride: 18-19 mph steady pace. Women especially encouraged to join.
Higher Gear Endurance Ride
Distance
40 miles
Start Time
8:00 AM
Meeting Point
1898 N Sheridan Rd., Highland Park
About this ride: Riders should be comfortable with group riding, pacelines, and maintaining 20+ mph.
VisionQuest Wrobel Ride
Distance
50+ miles
Start Time
8:00 AM
Meeting Point
Lake Forest Metra Station
About this ride: Routes to Barrington or Kenosha County at steady 18-20 mph pace.
Velo Club Roubaix
About this ride: A Ride: 28-32 mph aggressive pace. B Ride: Same route, moderate pace topping at 25 mph, averaging 20 mph.
Turin Sunday Ride
Distance
50 miles
Start Time
8:00 AM
Meeting Point
Grove & Sherman, Evanston
About this ride: For spirited, athletic cyclists seeking camaraderie without competitive training pressure.
Monday
Chicago Cycling Club: Introduction to Training
Distance
30 miles
Start Time
6:30 PM
Meeting Point
Lincoln & California
About this ride: Slower pace focusing on smooth riding techniques and paceline etiquette. Perfect for developing skills.
Monday - Friday
Lake and Harlem Weekday Ride
Distance
20-30 miles
Start Time
5:30 AM
Meeting Point
Madison & East, Oak Park
About this ride: Early morning pace at 22+ mph cruising, 18-20+ mph average, sprints to 30+ mph.
Tuesday
Higher Gear Tuesday Morning Women's Ride
Distance
20-25 miles
Start Time
9:30 AM
Meeting Point
Higher Gear Wilmette, 1515 N Sheridan Rd
About this ride: Road bikes recommended. Focus on developing group riding skills and progressing together. Helmets required, headphones not allowed.
Barrington Tuesday Night Ride
Distance
30-35 miles
Start Time
5:00 PM
Meeting Point
St. Matthew's Church, 720 Dundee Ave, Barrington
About this ride: Similar pace to Harper Ride with fast segments.
Long Grove Training Ride
Distance
32 miles
Start Time
6:00 PM
Meeting Point
Robert Parker Coffin Rd & Old McHenry Rd, Long Grove
About this ride: 21-22 mph pace. Experienced riders.
Pizza Hut Ride
Distance
45 miles
Start Time
5:30 PM
Meeting Point
Skokie & Sunset Ridge, Northbrook
About this ride: Fast ride to Lake Forest and North Chicago.
South Chicago Wheelmen Criterium Series
Format
3 races per night
Start Time
6:00 PM
Location
Matteson (On hold pending new location)
About this ride: Three officiated practice criteriums. Self-grouped by ability. $7 per night with prizes. USCF license required.
Psimet Club Ride
Distance
28 miles
Start Time
6:00 PM (5:30 PM spring/fall)
Meeting Point
28W705 Penny Rd, South Barrington
About this ride: Drop ride featuring pack work, pacelines, attacks/strategy, sprint points, multiple climbs.
Bartlett Ride
Distance
30 miles
Start Time
6:30 PM (6:00 PM spring/fall)
Meeting Point
Petersdorf & Schick Rd, Bartlett
About this ride: 21-22 mph average with frequent sprints. Helmet required. Centerline rule strictly enforced.
Naperville Bike Club Tuesday Night Blur
Distance
22 miles
Start Time
6:30 PM
Meeting Point
Ashbury Park (Conan Doyle & Book Rd), Naperville
About this ride: Fast-paced on lightly traveled roads.
Wednesday
Turin Wednesday Ride
Distance
40 miles
Start Time
6:00 PM (5:30 PM until Memorial Day)
Meeting Point
1027 Davis St., Evanston
About this ride: Bring lights in March for earlier departure times.
Alberto's Women's Ride
Distance
22 miles
Start Time
6:00 PM
Meeting Point
661 Central Ave., Highland Park
About this ride: April through March. Averages 15-17 mph.
Higher Gear Wednesday Evening Women's Ride
Distance
20-25 miles
Start Time
6:30 PM
Meeting Point
Higher Gear Highland Park, 1898 N Sheridan Rd
About this ride: Developing group road riding skills: drafting, communication, pace lines. No-drop but expect 15+ mph minimum. Speed progresses through summer. Road bikes and helmets required.
Chicago Cycling Club: Wednesday Evening Training
Distance
35 miles
Start Time
6:30 PM
Meeting Point
Lincoln & California
About this ride: Practice rotating pace lines, close proximity riding, advanced bike handling while building fitness at 18+ mph.
Thursday
Fredo's Higher Gear Thursday Night Ride
Distance
25 miles
Start Time
5:30 PM
Meeting Point
Higher Gear Wilmette, 1515 N Sheridan Rd
About this ride: Brisk ride covering 25+ miles. Riders must keep pace or will be dropped.
Get a Grip Cycles Mid-Week Classique
Distance
40-50 miles
Start Time
6:00 PM
Meeting Point
4359 W. Irving Park Rd.
About this ride: Group efficiency, camaraderie, and fun. Fast but no-drop. Averages 18-20 mph.
Thursday Night Intervals
Distance
25 miles
Start Time
6:00 PM
Meeting Point
Arlington Heights Rd & Higgins Rd, Elk Grove Village
About this ride: Hard intervals for roadies and triathletes in no-drop format with group recovery.
Bartlett Ride
Distance
30 miles
Start Time
6:30 PM (6:00 PM spring/fall)
Meeting Point
Petersdorf & Schick Rd, Bartlett
About this ride: 21-22 mph average with many sprints. Helmet required. Centerline rule strictly enforced.
Know a Regular Training Ride?
Help us keep this list current and comprehensive. If you organize or know of a regular training ride that should be listed, please share the following details:
- Ride name
- Meeting location
- Summer departure time
- Typical distance
- Average speed range
- Special policies (helmet requirements, no-drop format, etc.)
Important: Start times listed are for summer months. Many rides adjust departure times earlier or later during spring and fall. Check with ride organizers for seasonal schedules.