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Best races in Chicago this winter

Updated

77 races are on the Chicago calendar from mid-November through February, across the city, the suburbs and Northwest Indiana. Thanksgiving morning is the busiest day of the season, then come Santa and Jingle Bell runs in December, a New Year's Eve 5K, winter trail races and the F^3 Lake Half on the lakefront in January.

Our picks

Every Chicago race this winter, by month

November 2026

37 races

December 2026

21 races

January 2027

10 races

February 2027

9 races

Chicago race calendar →

Turkey Trots 2026 →

Holiday races 2026 →

Quick answers

How many races are in Chicago this winter?

Races Near lists 77 races in Chicago, the suburbs and Northwest Indiana between November 15, 2026 and February 28, 2027: 27 on Thanksgiving weekend and 19 with a half marathon.

Is there a winter half marathon in Chicago?

Yes. The F^3 Lake Half Marathon is Saturday, January 30, 2027, on the lakefront, starting from Soldier Field. 18 more races this winter also offer a half, listed on this page.

When does the next Chicago race price go up?

Jingle Dash 5K: the 5K goes from $45 to $50 after November 9. 28 more Chicago races publish a later price increase, listed on each race page.

What is the cheapest race in Chicago this winter?

Festivus 5K Run on December 13 has the lowest starting price among these races: from $10 for its cheapest event, before the registration platform's processing fee.

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