Meet Me on Milwaukee
This festival has wrapped for 2026 — it typically returns September 2027.
Next edition · 2027
2027 dates: not announced yet. Meet Me on Milwaukee typically returns in September. We read the organiser's site and update this page when dates are confirmed; what follows is the record of 2026.
Milwaukee Avenue goes car-free on select Sundays for a pedestrian street party with pop-ups and music.
- Dates: September 27 and October 25, 2026
- Where: Milwaukee Ave., North/Damen to Ashland
- Neighborhood: Wicker Park
- Cost: Free
How it was
This year's edition is over — the schedule and practical notes below are kept as the record of 2026.
Schedule
- Sun, Sept. 27 — Hours: 10am–6pm
- Sun, Oct. 25 — Hours: 10am–4pm
What to expect
A walkable open-streets day with local shops, sidewalk pop-ups, music and space to wander Wicker Park without traffic.
Transit
Blue Line to Damen.
Family-friendly
Great with strollers and kids.
Local tips
- It's an open-streets day, not a street festival: open containers aren't allowed outside restaurant patios.
Frequently asked questions
When is Meet Me on Milwaukee 2027?
The organiser has not announced 2027 dates yet. Meet Me on Milwaukee typically returns in September; this page is updated when dates are confirmed.