Sun, Feb 14, 2027
Hales Corners, WI
Entry is $40 now and rises to $45 after Dec 1, 2026, so registering before then saves $5.
The course runs through Hales Corners and into the surrounding suburbs, giving you a taste of the area in the middle of winter. It is part of a longer series of cold-weather races, so the crowd tends to include people who have done this before and know what they signed up for. Shorter and longer distance options are both on the table.
Free race emails
In for this one or still deciding, keep race season near Hales Corners on your radar: a Monday look ahead and a Thursday rundown of the weekend's races.
Two helpful emails per week. No spam. Unsubscribe anytime.
Going by the 2026 results, this is a decent-sized field, and the spread of finish times is wide, so this is a mostly recreational race rather than one for club runners.
5K · 2026 results
Top 3: Will Lisowski-Semb (16:47) · Jadon LaFever (18:08) · John Ejnik (18:44)
6.2 Miles · 2026 results
Top 3: Derek Johnsrud (35:32) · Andrew McGuire (36:50) · Shane Semb (37:24)
The Cupid Shuffle has been held every year since at least 2021. That is as far back as RunSignup's records for this race go, so it may well be older.
Enter a finish time to see where it lands against the most recent 5K results.
How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Jul 27, 2026.
Set a goal and get a pace band: every mile split on a card sized for your phone lock screen, so race morning needs no math.
Traveling for this race? The map shows hotels and rentals in and around Hales Corners — pan or zoom to compare what's nearby.
The map is provided by Stay22. If you book through it, RunSesh may earn a commission at no extra cost to you — it never affects the races we list.
Almost certainly not. Half the 5K field finished slower than 35:06, and the last recorded finisher came in around 1:05:32, so there is a long tail of runners behind the middle of the pack. Most fields are far slower than people expect.
A field of 397 is big enough that you will have company at your pace without feeling lost in a crowd. There is no qualifying time, and the finish-time spread above shows how varied the field really is. If it is your first 5K, that spread matters more than the winner's time.
The 5K winner ran 16:47 while the median finisher took 35:06. That spread points to a broad, mostly recreational field rather than a race dominated by club runners.
