Endurance Grid lists 12 races in Chesapeake, Virginia, from September 2026 to March 2027.
12
Races
2
Sports
The race calendar
Racing in Chesapeake
The Chesapeake race calendar is busiest in September, October, and January. It covers a range of endurance sports — you'll find races in Running and Rucking — so there's usually a race near you. Distances span a wide range across those sports; you'll see 5K, 10K, 1 Mile, 50K, and Marathon, along with other popular distances.
Weather on race day varies by time of year, so it lives where it’s accurate — each race page shows that race’s typical high, low, and rain chance from NOAA climate normals for its venue and date.
Population
251,153
as of 2023
City Elevation
6 ft
Nearest Airport
ORF
Norfolk International Airport
Time Zone
Eastern Time
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Races in Chesapeake, VA
Explore and filter upcoming endurance races in Chesapeake, Virginia on the map below — by sport, distance, price, or month.
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12 races in Chesapeake
September 2026 Chesapeake, Virginia Races
3 upcoming races in Chesapeake, Virginia in September.
Sep
12
Sat
Running
Bra-ha-ha 5K
844 Battlefield Blvd., North, Chesapeake, VA
5K
Avg 81° / 66°·6 ft city elevation
Avg 81° / 66°6 ft city elevation
Sep
13
Sun
Running
Run for Healing 5K
1246 Dismal Swamp Canal Trail, Chesapeake, VA
Avg 81° / 66°·6 ft city elevation
Avg 81° / 66°6 ft city elevation
Sep
19
Sat
Rucking
Responders Ruck
Shea Dr, Chesapeake, VA
Avg 88° / 71°·6 ft city elevation
Avg 88° / 71°6 ft city elevation
October 2026 Chesapeake, Virginia Races
3 upcoming races in Chesapeake, Virginia in October.
Oct
3
Sat
Running
Anchor Scholarship Foundation 5K and FunRun
1246 Dismal Swamp Canal Trail, Chesapeake, VA
5K
Avg 75° / 59°·6 ft city elevation
Avg 75° / 59°6 ft city elevation
Oct
10
Sat
Running
5K Angel Run
409 Byron St, Chesapeake, VA
5K
Avg 73° / 56°·6 ft city elevation
Avg 73° / 56°6 ft city elevation
Oct
17
Sat
Running
JK5K Run/Walk
409 Byron St., Chesapeake, VA
5K
Avg 70° / 53°·6 ft city elevation
Avg 70° / 53°6 ft city elevation
December 2026 Chesapeake, Virginia Races
2 upcoming races in Chesapeake, Virginia in December.
Dec
5
Sat
Running
Chesapeake Rotary Holly Jolly Jog Race and Fun Run presented by the YMCA of South Hampton Roads
Races in Chesapeake run throughout the year rather than in a single fixed season. Of the upcoming races on Endurance Grid's Race Calendar, the most are in September and October.
What race distances can you find in Chesapeake?+–
Upcoming races in Chesapeake cover distances including 1 Mile, 5K, 10K, Half Marathon, Marathon, and 50K.