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Running Calendar near Oswego 2026-2027

Monthly updates for Oswego

Get new running races (and updates) in your inbox every month.

Explore the top running races near Oswego for 2026-2027! We've gathered 168 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons Fitness Races
August 2026
Aug
1
Sa

PSRR Free 5K Run

5 km
Aug
2
Su

Naperville Sprint Triathlon

Triathlon
Aug
8
Sa

The Butterfly Cold Brew Spirits Run

5 km
The Butterfly Cold Brew Spirits Run An untimed 5K-ish run in Joliet that starts and finishes at Social Butterfly Coffee, held on August 8, 2026, with a cold brew, event cup, swag bag, and medal included in registration.
Aug
8
Sa

MyBFF 8.13K

5 km 8 km
Aug
8
Sa

Ben's Memorial Mile

Aug
8
Sa

Race To Stop Hunger 5k

5 km
Aug
9
Su

Blind Corner I Go Brewing Run

5 km
Aug
15
Sa

The Next Loop Endurance Series - Busse Woods

Trail Run 5 km 10 km ... 26 mi 50 km
Aug
15
Sa

40/50 Mile Challenge - Busse Woods

Trail Run 40 mi 50 mi
Aug
22
Sa

Parkie’s 5K

5 km
Aug
22
Sa

Run The Rails

Trail Run 4 mi 7 mi
Aug
22
Sa

Two Brothers Tap House Run

5 km
Aug
22
Sa

SMG 5K Race

5 km
Aug
23
Su

Summer Trail Classic

Trail Run 4 mi 10 mi 13 mi
Aug
29
Sa

Will County Brew Run

5 km
Aug
30
Su

Solidarity Sidekick down Route 66 - McCook

7 km
Solidarity Sidekick down Route 66 - McCook Part of an 18 stop Route 66 series, the McCook 6.6K in La Grange supports ALS awareness and honors a solo Route 66 run. The event features a timed, marked course, a collectible badge and a post run celebration with the Spirits Run community.
Aug
30
Su

Summer Sizzler - Greater Chicago

5 km 10 km 15 km
Aug
30
Su

Bartlett Lions Dash

5 km 10 km
Aug
31
Mo

Solidarity Sidekick down Route 66 - Joliet

7 km
Solidarity Sidekick down Route 66 - Joliet A 6.6K out-and-back run along Route 66 in Joliet on August 31, 2026, starting at the Old Joliet Prison. The stop is part of a series supporting a runner covering Illinois to raise awareness for ALS and includes refreshments and a finisher medal.
September 2026
Sep
1
Tu

Spirits Run for ALS - Wilmington

5 km 7 km
Spirits Run for ALS - Wilmington A noncompetitive community 6.6K in Wilmington along Route 66 featuring the Gemini Giant. It is one stop on a 300 mile Illinois journey raising awareness and funds for ALS.
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