| Championship Series Dates |
| Chestertown Challenge Half Marathon & 5K Run/Walk |
Sunday, October 3, 2021 - 9 A.M. |
| Tutu Trot 5K Run/Walk |
Saturday, October 9, 2021 |
| Big Thursday on Sunday 5K Run/Walk |
Sunday, October 10, 2021 |
| Chase for Charity 5K Run/Walk - Next Generation of Southern Delaware |
Saturday, October 16, 2021 |
| Lace Up for Ag 5K Run/Walk |
Saturday, October 23, 2021 |
| Halloween 5K Run/Walk |
Saturday, October 30, 2021 |
| Nurse on the RuN 5K Run/Walk - Benefits: Nursing Professional Development |
Saturday, November 6, 2021 |
| Run United 5K Run/Walk |
Saturday, Nov 13, 2021 |
| Ryan's High Five 5K Run/Walk |
Sunday, November 14, 2021 |
| Turkey Day 5K Run/Walk |
Thursday, November 25, 2021 |
| 23rd Reindeer Stampede 5K Run/Walk - Benefits: Milford HS XC Boosters |
Saturday, November 27, 2021 |
| Run Like The Dickens 5K Run/Walk |
Saturday, December 4, 2021 |
| 2021 Resolution 5K Run/Walk |
Saturday, January 1, 2022 |
