Nov7
Groundhog PSI-clocross & Illinois State Cyclocross Championships (Chicago Cross Cup #7 & #8)
Sat, Nov 7 – Sun, Nov 8 · Woodstock
Cycling · Varies by category
This weekend
Saturday, Nov 7 & Sunday, Nov 8 in Chicago & suburbs: 3 races and events, 111 group meetups and 4 free things to try.
Saturday, Nov 7
Races & events
Groups meeting
- 6am–8amChicago Masters Swim Club
UIC Physical Education Building, 901 W Roosevelt Rd
- 6am–8amMajor Taylor Cycling Club of Chicago
Saturday Sunrise ride (outdoor season; 2026 finale was Oct 10) · La Rabida parking lot · Free
- 6amElmhurst Running Club
Informal long run; groups gather about 10 minutes before 6:00 · Gazebo at Spring Rd & Illinois Prairie Path, Elmhurst
- 6am–8amAdult Open Gym – Oak Park Community Recreation Center
Adult basketball · CRC Gym Courts East (3 & 4)
- 6am–10amAdult Open Gym – Oak Park Community Recreation Center
Adult pickleball · CRC Gym Courts West (1 & 2)
- 6:30amBlackhawks Ice Center Drop-In Hockey (formerly Fifth Third Arena)
Stick & Puck (players & goalies) · Blackhawks Ice Center, 1801 W Jackson Blvd
- 6:30am–8amEvanston Northshore Masters (Catfish)
Evanston Township High School, 1600 Dodge Ave (enter via Entrance 3 from rear lot)
- 7amWind Runner Group
Knoch Knolls Park, Naperville · Free
- 7amAlpine Runners
Year-round, 4 up to 22 miles; water and Gatorade at miles 3, 5, 7 and 9 · Lake Zurich High School lower parking lot
- 7amFox River Trail Runners
7:00 AM from Oct 10, 2026 to May 9, 2027 · Fabyan Windmill pavilion, Fabyan East Forest Preserve, 1500 Crissey Ave, Geneva
- 7am–9amLock In & Run Club – Locked In Saturdays
5K out-and-back · Waterfall Glen Forest Preserve · Free
- 7am–8amF3 Chicago
Bootcamp (Zoo Crew); men only · East side of Clark & Armitage, Lincoln Park · Free
- 7am–8amF3 Chicago
Run (The Hill); men only · Mulford Street (south) entrance · Free
- 7am–9amAdult Open Volleyball & Open Gym – RecPlex Mount Prospect
Open gym · RecPlex, 420 W Dempster St, Mount Prospect
- 7am–10amOpen Pickleball – Lake Bluff Recreation Center
Lake Bluff Recreation Center, 355 W Washington Ave, Lake Bluff
- 7am–6pmOpen Gym – Prairie Lakes Community Center
Open gym · Prairie Lakes Community Center, 515 E Thacker St, Des Plaines
- 7:30amOak Park Runners Club
~6.5 mi · Scoville Park war memorial
- 7:30am–9:30amBusse Woods Running Club
Some Saturdays are field-trip runs elsewhere, e.g. Nov 7, 2026 meets behind Devon Bank near the Westin, 601 N Milwaukee Ave, Wheeling (Des Plaines River Trail) · Busse Woods Forest Preserve · Free
- 7:30am–8:30amCAC Masters Swim – West Loop Athletic Club
Masters I · West Loop Athletic Club
- 8amFleet Feet Running Club – Lincoln Square
Fleet Feet Lincoln Square, 4762 N Lincoln Ave, Chicago, IL 60625 · Free
- 8am–10amLake Forest–Lake Bluff Running Club
Main club run, 6.24 mi; walkers often do 2-4 mi · Lake Forest East train station
- 8am–11am
- 8amWe Run The Hill
3.2-mi Pill Hill route; walkers welcome · Jesse Owens Park, 2032 E 88th St, Chicago · Free
- 8amWheeling Wheelmen – Weekly Club Rides
Honey Do, 30–58 or 30–72 mi · Huntington Plaza Shopping Center, north of Algonquin Rd east of Huntington Blvd
- 8amSkokie Swifters Run/Walk Club
Saturday Scamper, back around 9am for coffee · Soul Good Coffee, 4022 Main St · Free
- 8amRun Too Hard
4-6 miles · Drink Happy Thoughts, Humboldt Park · Free
- 8amOnTrK Running
Saturday long run · Varies (not listed in Instagram bio); check posts for each run's location · Free
- 8:15amEvanston Running Club
Saturday Morning Lakefront Run, coffee afterward · Norris University Center
- 8:30am–9:30amCAC Masters Swim – West Loop Athletic Club
Masters II · West Loop Athletic Club
- 9amGold Coast Run Club
Social Saturdays · Castaways, 1603 N DuSable Lake Shore Dr · Free
- 9amFrontrunners Chicago
Totem Pole, Lakefront Trail at Addison St & Lake Shore Dr (just south of the Waveland tennis courts)
- 9amSouth Loop Runners
Anchor Run, 6.5 mi, pace groups · Agora statues, Michigan Ave & Roosevelt Rd · Free
- 9am–12pmOpen Pickleball – Maggie Daley Park
Court 1 only · Maggie Daley Park tennis/pickleball courts, 337 E Randolph St · Free
- 9amChicago Northwest Side Hiking
Catherine Chevalier Woods, 5522 N East River Rd, Chicago · Free
- 9amFlorecitas Run Club
3 miles, stroller friendly · Oak Lawn (map directions are linked from the Instagram bio; exact spot not shown publicly) · Free
- 9am–9:30amRiver North Run Club
9:00 AM since Sept 19, 2026; summer start is 8:00 AM · N LaSalle St Bridge, near River Roast · Free
- 9amLet's Move, Lawndale!
Douglass Park track · Free
- 9am–11amChicago Smelts
Two back-to-back groups, 9 and 10 AM · Gill Park pool, 833 W Sheridan Rd
- 9am–10amChicago Smelts
Saturday practice · Sheridan Park pool, 910 S Aberdeen St
- 9amOpen Gym, Pickleball & Badminton – Centennial Fitness Center
Open gym (basketball); sheet lists 9am-5pm or 9am-noon · Centennial Fitness Center, 1515 W Touhy Ave, Park Ridge
- 9am–10amHoman Square Park – Open Volleyball & Lap Swim
Lap swim (CPD lap swim membership required) · Indoor pool
- 9am–10amAustin Town Hall Park – Men's Open Basketball & Lap Swim
Lap swim (CPD lap swim membership required) · Indoor pool
- 9:15amPeace Runners 773
Gold Dome (Garfield Park), 100 N Central Park Ave, Chicago, IL 60624 · Free
- 9:30amRiverside Running Club
6 mi front pack, 3 mi back pack · Benches by the water tower, 10 Pine Ave, Riverside, IL 60546 · Free
- 9:30am–11amOpen Pickleball – Park District fieldhouses
18+, $20 · Sauganash Park, 5861 N Kostner Ave
- 9:30am–12:30pmChicago Beach Volleyball Meetup Group
VballNetwork open play, 36 players max; most Saturdays · Margate Fieldhouse, 4921 N Marine Dr
- 10am–11amLakeview Run Club
Saturday LVRC run; optional brunch after · Belmont Harbor · Free
- 10am–1pmWindy City Cycling Club – Casual Saturday
Kwa-Ma-Rolas totem pole, Addison St & Lakefront Trail (3510 N Recreation Dr) · Free
- 10amWe Pickleball for Fun!
Hobson Corner Park, 2910 Hobson Rd · Free
- 10amDowners Grove Walking Club
Orange and Brew, 1027 Burlington Ave, Downers Grove · Free
- 10am–1pmJudd Goldman Adaptive Sailing Program
Racing classes (summer sailing season) · Judd Goldman Sailing Center, Burnham Park Harbor, 1362 S Linn White Dr
- 10am–11amXS Tennis Village – Cardio Tennis
XS Tennis Village, 5336 S State St
- 10am–12pmSuburban Ultimate Frisbee – Busse Woods Weekend Pickup
Busse Woods – Golf Rd entrance · Free
- 11am–1pmGrab A Game – Saturday Soccer
Fleet Field - Lincoln Yards, 1397 W Wabansia Ave, Chicago, IL 60642
- 11am–1pmMarquette Park – 30+ and 40+ Open Basketball
Ages 40+ · Gym
- 11:15am–12:45pmOpen Pickleball – Park District fieldhouses
18+, $20 · Sauganash Park, 5861 N Kostner Ave
- 12pm–3pmAdult Open Gym – Wood Dale Park District Recreation Complex
Adult basketball (Nov 2026 calendar) · Wood Dale Recreation Complex, 111 E Foster Ave, Wood Dale
- 12pm–3pmAdult Pickleball Open Gym – Addison Community Rec Center
Community Rec Center, 120 E Oak St, Addison
- 1pm–2:30pmCentennial Ice Rinks Public Skate & Stick and Puck
Public skate · Centennial Ice Rinks, 2300 Old Glenview Rd
- 2pm–4pmOpen Pickleball – Park District fieldhouses
18+, $10 · West Lawn Park, 4233 W 65th St
- 2pm–6pmChi-Slam Table Tennis Club
Open play · 2412 W North Ave, Chicago
- 2:40pm–4:40pmSoccer Club Chicago – Pickup Soccer
Outdoor game · Chase Park, 4701 N Ashland Ave
- 3:15pm–7pmAdult Open Gym – Oak Park Community Recreation Center
Adult basketball · CRC Gym Courts East (3 & 4)
- 3:30pm–5pmEvanston Northshore Masters (Catfish)
Evanston Township High School, 1600 Dodge Ave (enter via Entrance 3 from rear lot)
- 4pm–4:45pmHarrison Park – Open Volleyball & Lap Swim
Lap swim (CPD lap swim membership required) · Indoor pool
- 4:30pm–7pmAdult Open Gym – Oak Park Community Recreation Center
Adult volleyball · CRC Gym Courts West (1 & 2)
- 6:15pm–9pmDrop-in Pickleball – Schaumburg Park District
Youth 14-17 + adults until 7:30pm, then adults only · Meineke Rec Center
Sunday, Nov 8
Races & events
Nov7
Groundhog PSI-clocross & Illinois State Cyclocross Championships (Chicago Cross Cup #7 & #8)
Sat, Nov 7 – Sun, Nov 8 · Woodstock
Cycling · Varies by category
Nov8
SkyRise Chicago 2026 (Willis Tower stair climb)
Sun, Nov 8 · 7am · The Loop, Chicago
Fitness · See prices
Nov8
Fast Track Cross Country Open (CARA Circuit)
Sun, Nov 8 · 10am · Schaumburg
Running · $29 + $2.99 signup fee
Groups meeting
- 6amViento Little Village Run Club
Mural at 26th St and S Central Park Ave
- 6am–7:30amMcFetridge Sports Center Rat Hockey & Stick and Puck
Stick and puck · Studio rink
- 6:30am–8amEvanston Northshore Masters (Catfish)
Evanston Township High School, 1600 Dodge Ave (enter via Entrance 3 from rear lot)
- 7am7onSundays
3 or 7 miles · Sip & Savor, 528 E 43rd St · Free
- 7amWind Runner Group
Trail run · Waterfall Glen Forest Preserve, Darien · Free
- 7amBlackhawks Ice Center Drop-In Hockey (formerly Fifth Third Arena)
Stick & Puck (players & goalies) · Blackhawks Ice Center, 1801 W Jackson Blvd
- 7amFox River Trail Runners
7:00 AM from Oct 10, 2026 to May 9, 2027 · Fabyan Windmill pavilion, Fabyan East Forest Preserve, 1500 Crissey Ave, Geneva
- 7am–8amF3 Chicago
Ruck & run (The Commodore); men only · Hubbard Woods, Winnetka · Free
- 7am–11amAdult Open Gym – Oak Park Community Recreation Center
Adult basketball (East and West courts) · CRC Gym Courts East (3 & 4)
- 7am–10amOpen Gym, Pickleball & Badminton – Centennial Fitness Center
Open pickleball (South Gym), fall-spring · Centennial Fitness Center, 1515 W Touhy Ave, Park Ridge
- 7am–5pmOpen Gym, Pickleball & Badminton – Centennial Fitness Center
Open gym (basketball) · Centennial Fitness Center, 1515 W Touhy Ave, Park Ridge
- 7am–9amAdult Open Volleyball & Open Gym – RecPlex Mount Prospect
Open gym · RecPlex, 420 W Dempster St, Mount Prospect
- 7am–12pmOpen Pickleball – Lake Bluff Recreation Center
Lake Bluff Recreation Center, 355 W Washington Ave, Lake Bluff
- 7:30amEvanston Running Club
Timed 40-minute run · Arrington Lagoon picnic shelter
- 7:45amBlue Line Run Club
5K · Prequel cafe, 1957 W Chicago Ave · Free
- 8amGlen Ellyn Runners Club
Fun run/walk (year-round off-season start time) · Glen Ellyn Downtown Event Park, 453 Forest Ave
- 8am–9amLake Forest–Lake Bluff Running Club
5-8 mi · Various routes in Lake Forest & Lake Bluff
- 8:30amIndios Running Club
Two start times, 8:30 AM and 8:45 AM; recent runs about 3 miles · Berwyn (specific meeting spot not published in the bio) · Free
- 9amChicago Tri Club – Muffin Run
CARA board at Diversey Pkwy and the Lakefront Trail
- 9amSouth Loop Runners
Social run, 30 min at 11-12 min/mile, then coffee · Agora statues, Michigan Ave & Roosevelt Rd · Free
- 9am–12pmOpen Pickleball – Maggie Daley Park
Court 1 only · Maggie Daley Park tennis/pickleball courts, 337 E Randolph St · Free
- 9amLincoln Park Run Club
Ludlow Charlingtons Coffee Shop, 2425 N Clark St · Free
- 9amWheeling Wheelmen – Weekly Club Rides
Sunday Short Ride, 30–50 mi · Archer parking lot, Archer Rd, Long Grove (south end near the fire station)
- 9am–11amWindy City Curling
Sunday Brunch league (open to all levels, members) · Windy City Curling, 146 Roosevelt Rd, Villa Park
- 10amTortugas Run Club
Harrison Park, 18th St & S Wolcott Ave · Free
- 10am–12pmRed Line SG – Free Pickup Soccer
Horner Park hard court · Free
- 10amWe Pickleball for Fun!
Hobson Corner Park, 2910 Hobson Rd · Free
- 10am–12pmAdult Open Gym – Wood Dale Park District Recreation Complex
Adult basketball (Nov 2026 calendar) · Wood Dale Recreation Complex, 111 E Foster Ave, Wood Dale
- 11am–12:15pmSunday Somatics: Healing with Yoga
Smart Museum of Art lobby · Free
- 12pm–6:30pmVolleyball Open Gym – Arlington Ridge Center
Arlington Ridge Center, 660 N Ridge Ave
- 12pm–6pmOpen Gym – Prairie Lakes Community Center
Open gym; some Sundays open at 7 AM · Prairie Lakes Community Center, 515 E Thacker St, Des Plaines
- 12pm–2pmSuburban Ultimate Frisbee – Busse Woods Weekend Pickup
Busse Woods – Golf Rd entrance · Free
- 12:50pm–2:45pmSoccer Club Chicago – Pickup Soccer
Indoor tourney, $12 · Margate Park fieldhouse, 4921 N Marine Dr
- 1pm–4pm
- 1pm–2:30pmCentennial Ice Rinks Public Skate & Stick and Puck
Public skate · Centennial Ice Rinks, 2300 Old Glenview Rd
- 2pm–4pmOpen Pickleball – Park District fieldhouses
18+, $10 · West Lawn Park, 4233 W 65th St
- 2pmChicago Hash House Harriers
Meet at 2 PM; trail starts about 30 minutes later. Venue changes weekly · Rotates weekly (venue posted on the home page / Hare Line)
- 3pm–4:15pm
- 3:15pm–5pmAdult Open Gym – Oak Park Community Recreation Center
Adult pickleball · CRC Gym Courts West (1 & 2)
- 3:30pm–5pmEvanston Northshore Masters (Catfish)
Evanston Township High School, 1600 Dodge Ave (enter via Entrance 3 from rear lot)
- 4pm–6pmWindy City Curling
Rookie League ($125/5 weeks): Oct 25-Dec 6, 2026 (no Nov 8, 29); Jan 10-Feb 7, 2027 · Windy City Curling, 146 Roosevelt Rd, Villa Park
- 5pm–9pmDrop-in Pickleball – Schaumburg Park District
Youth 14-17 + adults until 6:30pm, then adults only · Meineke Rec Center
- 6:30pm–8:30pmWindy City Curling
Sunday Evening Open league · Windy City Curling, 146 Roosevelt Rd, Villa Park
- 9pm–11pm
Free this weekend
All free stuffTry gear · Free
Free shoe demos at Fleet Feet store runs
Fleet Feet Chicago · Chicago & suburbs
Weekly: Old Town Mon & Thu 6pm; Lakeview Mon 6pm; Lincoln Square Mon 6pm & Sat 8am; South Loop Mon & Wed 6pm (Wed is a women's group); Algonquin Wed 6pm; Deerfield Mon 6pm; Elmhurst Thu 6pm; Oak Park Mon 6:30pm; Rockford Thu 6pm; Libertyville Tue 6:15pm
Free class · Free
Dick Pond St. Charles Free Club Runs
Dick Pond Athletics · St. Charles
Mon 5:30pm & 6:30pm (about 3.1 mi), Wed 6:30pm (2-4 easy mi, 9-14 min/mi), Thu 5:30pm (3-4 mi, rain or snow), Sat 6:56am (3-6 mi)
Free class · Free
Free Go Run Chicago 5K/1-mile at Humboldt Park
Chicago Park District / Chicago Area Runners Association · Humboldt Park, Chicago
Sat, Nov 7 · 9am
Borrow gear · Free
Free Open Shop bike repair help at Blackstone Bicycle Works
Blackstone Bicycle Works (Experimental Station) · Woodlawn, Chicago
Wednesdays 4-6pm; Saturdays 10am-12pm (January-April: 2nd Saturday of the month only)