Almost every parking ticket written here is avoidable, and it comes down to two things: knowing when your block is cleaned, and knowing whether you’re in a permit zone. Both are below — or scan the code at the bottom and type your address to get just your own block.
Find your street in the list below and note that row’s dates — those are the 2026 cleaning days for your block. If your street isn’t listed, or you’re near an edge, check your exact address at autopilotamerica.com/check-your-street. Tickets are written from 9am; the restriction lifts at 2pm.
| Streets | Section | 2026 cleaning dates |
|---|---|---|
| E 60th 1400–1500 · E 61st 1500 · E 62nd 1500 · E 63rd 1400–1500 · E 64th 1400–1500 · E 65th 1300–1500 · E 66th 1400–1500 +8 more | 5–8 | Apr 21, 22 · Jun 17, 18 · Aug 6, 7 · Oct 2, 5 |
| E 60th 400–700 · E 61st 400–700 · E 62nd 400–700 · S Champlain 6000–6200 · S Cottage Grove 6000–6200 · S Eberhart 6000–6200 · S Evans 6100–6200 +4 more | 20–16 | May 13, 14 · Jul 9, 10 · Sep 1, 2 · Oct 27, 28 |
| E 61st 800–900 · E 62nd 800–1100 · E 63rd 800–1100 · S Drexel 6000–6200 · S Ellis 6100–6200 · S Greenwood 6100–6200 · S Ingleside 6000–6200 +1 more | 20–17 | May 15, 18 · Jul 13, 14 · Sep 3, 4 · Oct 29, 30 |
| E 63rd 400–700 · E 64th 400–700 · E 65th 400–700 · E 66th 400 · E 67th 500–700 · S Champlain 6300–6600 · S Cottage Grove 6300–6400 +8 more | 20–15 | May 11, 12 · Jul 7, 8 · Aug 28, 31 · Oct 23, 26 |
| E 63rd 800 · E 64th 800–1100 · E 65th 800–1100 · E 67th 1000–1100 · S Cottage Grove 6500–6600 · S Drexel 6300–6600 · S Ellis 6300–6600 +6 more | 20–18 | May 19, 20 · Jul 15, 16 · Sep 8, 9 · Nov 2, 3 |
| E 68th 500–700 · E 69th 600–700 · E 70th 500–600 · E 71st 500–700 · S Anthony 7000 · S Champlain 6700–6800 · S Chicago Skyway 7000 +6 more | 6–3 | Apr 7, 8 · Jun 24, 25 · Sep 10, 11 |
If your street is here you need a zone permit or a day pass, at any hour the posted signs name. Only blocks the City lists as active.
| Zone | Streets in Woodlawn |
|---|---|
| 1433 | S University Ave, E 62Nd St |
| 1287 | E 61St St |
| 1441 | S Woodlawn Ave |
| 81 | S Champlain Ave |
| 1112 | S Ingleside Ave |
No speed or red-light camera sits inside Woodlawn, but 253 automated tickets were still written on these blocks in 2023–2025 — from cameras just over the boundary, aimed inward.
Kimbark, Vernon, 65th, Hayes generate most of the parking tickets in Woodlawn — residential permit parking, 36% of the tickets on these blocks. The worst five, 2023–2025:
| 6100 S Kimbark Ave | #1,300 in city | 874 |
| 6500 S Vernon Ave | #1,333 in city | 855 |
| 400 E 65th St | #1,550 in city | 752 |
| 1900 E Hayes Dr | #1,849 in city | 634 |
| 1600 E 67th St | #2,086 in city | 573 |
Every block ranked, on a map: autopilotamerica.com/most-ticketed-blocks/neighborhood/woodlawn
The fine the City actually billed, averaged over the real tickets — before it doubles for going unpaid.
| Violation | Fine | Tickets |
|---|---|---|
| Expired Plate Or Temporary Registration | $60 | 11,433 |
| Street Cleaning | $60 | 8,649 |
| Residential Permit Parking | $75 | 3,741 |
| No city sticker | $200 | 4,950 |