Chilly Chili Run 2027
- Date
- Friday, January 1, 2027
- Start time
- 10:15 AM start (New York)
- Location
- Orange, Connecticut
- Entry fee
- From $15 · goes up to $20 on Dec 18, 2026
- Included with entry
- Includes a shirt
- Fundraising
- Takes optional donations when you register
Registration is open.
We earn a small commission when you register through this link, at no cost to you. Details
Official race websiteAdd to calendar: Apple or Outlook · Google
Events and entry fees
| Event | Distance | When | Entry fee | Cap |
|---|---|---|---|---|
| Walk | 5K | Jan 1, 202710:15 AM | $15$20 after Dec 18, 2026 | – |
| 5K Run | 5K | Jan 1, 202710:30 AM | $30$35 after Dec 18, 2026 | – |
Entry fees exclude processing fees. Prices and dates come from the race's registration page and refresh nightly.
The 5K fee goes up to $20 on Dec 18, 2026.
Race day planning
Entry fee schedule
- Walk: $15 until Dec 17, then $20 until Jan 1.
- 5K Run: $30 until Dec 17, then $35 until Jan 1.
Online registration closes Jan 1, 2027, unless the race fills first.
How the price compares
At $15, entry is about 56 percent below a typical 5K in Connecticut, which costs $34 right now.
What a typical finish looks like
A typical finisher at a 5K in Connecticut runs 32:01, about 10:18 a mile, based on 235 races with published results. Women typically finish in 34:53 and men in 29:10.
Light and altitude
Sunrise on race morning is at about 7:17 AM, and the Walk starts at 10:15 AM. The start sits about 380 feet above sea level.
Fees exclude processing fees. Comparisons use current entry fees and published results from races nearby.
Start location and course
High Plains Community Center, Orange, CT 06525
The pin marks the address the race lists, which is usually the start. The organizers have not shared a course map with us yet.
2026 results
All results (3 years)Aggregated from official results (Startline Race Services) for Chilly Chili Run. Individual finisher names are not stored here.
How fast do you need to be at Chilly Chili Run?
In 2026, the fastest tenth finished in 21:16 or better, the top quarter in 25:26, and half the field in 30:39; the last tenth came in after 42:07.
| Age | Women | Men |
|---|---|---|
| Under 20 | 25:27 | 19:52 |
| 20-29 | 24:35 | 19:19 |
| 30-39 | 26:33 | 19:38 |
| 40-49 | 21:57 | 19:33 |
| 50-59 | 25:53 | 21:45 |
| 60-69 | 28:46 | 26:10 |
| 70+ | 30:40 | 30:39 |
Groups with fewer than five finishers are left out. Awards vary by race; check the race's rules.
What would my time get me?
Where a finish time would have placed in 2026.
Finishers by year
Down 5 percent since 2022.
All events combined, from official results.
Chilly Chili Run 5K year by year
From 2022 to 2026, the field went from 286 to 271 finishers, and the median time rose from 30:34 to 30:39.
| Year | Finishers | Median | Fastest tenth | Winner |
|---|---|---|---|---|
| 2026 | 271 (-18%) | 30:39 | under 21:16 | 16:41 |
| 2023 | 331 (+16%) | 29:43 | under 22:08 | 17:52 |
| 2022 | 286 | 30:34 | under 22:18 | 16:51 |
From each year's official results for the 5K; virtual options are left out.
How fast is it?
Faster than most Connecticut 5Ks
The fastest quarter of the 2026 5K field finished under 25:26, against 27:02 in a typical Connecticut 5K, so times here run 6 percent faster.
Compares the fastest quarter of each field, so walkers and first-timers do not skew it. It reflects the course and the field together: a flat course, cool weather, or a competitive crowd all make times faster.
Typical race-day weather
Around January 1 the day usually runs from 29°F at dawn to 42°F in the afternoon, with measurable rain on about 27% of days. Cold snaps dip to 18°F and hot years reach 52°F.
Based on 75 days within a week of the date over the last 6 years, from historical weather for the start area. Not a forecast.
Race details
- Where
- High Plains Community Center, Orange, CT 06525Map
- Course
- Road
- Start elevation
- About 380 feet
- Included with entry
- T-Shirt
- Donations
- Accepted when you register
- Distances
- 5K
- Editions
- 2027 (Jan 1, 2027), 2026 (Jan 1, 2026), 2025 (Jan 1, 2025), 2024 (Jan 1, 2024), 2023 (Jan 1, 2023), 2022 (Jan 1, 2022)
Organize this race? Add details or a correction
Plan your race
Quick answers
- When is Chilly Chili Run?
- Friday, January 1, 2027, starting at 10:15 AM.
- How much does it cost?
- Entry starts at $15 before processing fees, and rises to $20 on Dec 18, 2026.
- When does registration close?
- Online registration closes Jan 1, 2027, unless the race fills first.
- Is the entry fee high for Connecticut?
- At $15, entry is about 56 percent below a typical 5K in Connecticut, which costs $34 right now.
- Do runners get a shirt or medal?
- Entry includes a shirt, according to the race's registration page. Check it for sizes and whether kids' races get the same.
- Can I donate to a cause when I register?
- Yes. The registration form offers an optional donation, usually for the charity or nonprofit the race supports. The race's own page names the cause.
- What distances can I run?
- 5K.
- How big is it, and how fast?
- In 2026, 271 runners finished the 5K Run; the median finish was 30:39 and the winner ran 16:41.
- Is it a fast course?
- The fastest quarter of the 2026 5K field finished under 25:26, against 27:02 in a typical Connecticut 5K, so times here run 6 percent faster.
- Where does it start?
- High Plains Community Center, Orange, CT 06525.
From the organizers
5K RUN - 2 mile FITNESS WALK