Gravel & cycling events in the Midwest, November 2026

33 events in the Midwest in November 2026.

UPCROSS FALL SEASON

• CX

Sun, Nov 1, 2026Past Event

Marquette, MI

388 registered

VETS PARK CX

• CX

Sun, Nov 1, 2026Past Event

Ann Arbor, MI

178 registered

Stump Farm Mountain Bike Races

• MTB

Sun, Nov 1, 2026Past Event

Suamico, WI

7 / 20 mi · $30–$50 · 105 registered

Campton Cross - 2026 ChiCrossCup #6

• CX

Sun, Nov 1, 2026Past Event

Campton Hills, IL

337 registered

TOUR de HOPE Gravel

• Gravel

Sun, Nov 1, 2026Past Event

Pleasant Hill, MO

16 / 31 / 62 mi · $60–$75

Roadrunner CX

• CX

Thu, Nov 5, 2026Closes Nov 5

Minneapolis, MN

O'Bannon Adventure Ride - It's a Mountain Bike Festival

• MTB

Fri, Nov 6, 2026Open

Corydon, IN

165 registered

Bison or Bust! The Tertiary Trek: National Bison Day Ride to Midewin National Tallgrass Prairie

• Gravel

Sat, Nov 7, 2026Open

Chicago, IL

43 / 76 / 93 / 125 mi · Free · 4 registered

Kern Park Kross

• CX

Sat, Nov 7, 2026Closes Nov 5

Milwaukee, WI

119 registered

The Route 66 Oreo Roubaix Gravel Ride

• Gravel

Sat, Nov 7, 2026Open

St. Louis, MO

17 / 25 / 44 mi · $50 · 49 registered

NEOCX: Forest Hill Park Thunderdome CX

• CX

Sat, Nov 7, 2026Open

Cleveland Heights, OH

3.1 mi · $5 · 25 registered

Threat Level Midnight Endurance MTB Race Sponsored by Rah Law

• MTB

Sat, Nov 7, 2026Open

Highlandville, MO

41 registered

The ArchMaker CX

• CX

Sat, Nov 7, 2026Closes Nov 6

Hiawatha, IA

62 registered

Groundhog PSI-Clocross Day 1 - 2026 ChiCrossCup #7

• CX

Sat, Nov 7, 2026Closes Nov 6

Woodstock, IL

86 registered

Muleskinner CX

• CX

Sat, Nov 7, 2026Open

Lone Jack, MO

33 registered

Sheboygan County Cycling Classic 2026

• CX

Sat, Nov 7, 2026Closes Nov 5

Sheboygan Falls, WI

40 registered

Iceman Cometh Challenge

• MTB

Sat, Nov 7, 2026Open

Traverse City, MI

10 / 30 mi · $70–$140

Huntington Veterans Day 5K

• Road

Sat, Nov 7, 2026Open

Huntington, IN

17 mi · $25

Riverside Rumble Cyclocross p/b Bishop’s Bicycles - OVCX Race #9

• CX

Sun, Nov 8, 2026Open

Milford, OH

129 registered

The Bubba Memorial Cyclocross Series Presented by The Cycling House

• CX

Sun, Nov 8, 2026Open

Richmond Heights, MO

250 registered

Groundhog PSI-Clocross Day 2 - 2026 ChiCrossCup #8

• CX

Sun, Nov 8, 2026Open

Woodstock, IL

101 registered

NEOCX: Series Finale

• CX

Sat, Nov 14, 2026Open

Cleveland, OH

3.1 mi · $5 · 4 registered

Spearhead CX

• CX

Sat, Nov 14, 2026Open

Fenton, MI

39 registered

Kringle Kross-Midwest Regional CX Championships

• CX

Sat, Nov 14, 2026Open

Waukesha, WI

5 registered

2026 MN State Cyclocross Championships

• CX

Sat, Nov 14, 2026Open

New Brighton, MN

30 registered

OVCX #10 - 2026 Treason Cross p/b Midwest NXT

• CX

Sat, Nov 14, 2026Open

Seymour, IN

26 registered

WIIL Assn-ABR 2026 Season Awards Party

• Road

Sat, Nov 14, 2026Open

Barrington, IL

15 registered

OVCX #11 - Boiler Cross

• CX

Sun, Nov 15, 2026Open

Lafayette, IN

18 registered

Wisconsin State Cyclocross Championships 2026

• CX

Sat, Nov 21, 2026Open

Waterloo, WI

6 registered

Gravel Grovel

• Gravel

Sat, Nov 21, 2026Open

Norman, IN

30 / 42 / 62 mi · $35–$85

Trees Trail Challenge

• MTB

Sat, Nov 21, 2026Open

Fort Wayne, IN

10 / 20 mi · $40

Quarry Cross at The Forge - 2026 ChiCrossCup #9

• CX

Sun, Nov 22, 2026Open

Lemont, IL

27 registered

Straight Street Hill Climb

• Road

Sun, Nov 22, 2026Open

Cincinnati, OH

0.4 mi · $17.50