Parking at 5550 S Woodlawn Ave
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Parking at this address

5550 S Woodlawn Ave

Ward 5, cleaning section 10 · 60,304 parking tickets were written across 115 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Friday, October 9
Then Tuesday, October 13. 9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone — but nearby blocks are, so a guest can still cross the line into one.
Cameras nearby?
None
No speed or red-light camera within a 10-minute walk.

Streets to watch nearby

street cleaning is the thing to watch around here: 5600 S Drexel Ave alone took 577 tickets in three years, a 7 min walk away.

Street cleaning6,814 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5600 S Drexel Ave — 577, 7 min walk W
  • 5400 S Ingleside Ave — 389, 7 min walk NW
  • 5200 S Woodlawn Ave — 352, 9 min walk N
  • 5400 S Ellis Ave — 333, 6 min walk NW
  • 5400 S Ridgewood Ct — 312, 6 min walk NE
Permit zones365 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 5500 S Harper Ave — 365, 9 min walk E
Plate checks11,713 tickets
Plates get checked here. Keep your registration and both plates current.
  • 5700 S Drexel Ave — 1,133, 8 min walk SW
  • 5400 S Harper Ave — 519, 9 min walk NE
  • 1400 E 55th St — 491, 8 min walk E
  • 5300 S Drexel Ave — 478, 10 min walk NW
  • 5400 S Blackstone Ave — 472, 8 min walk NE
Posted restrictions3,719 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 5600 S Maryland Ave — 1,301, 9 min walk W
  • 900 E 57th St — 889, 7 min walk SW
  • 800 E 57th St — 553, 9 min walk W
  • 5600 S Cottage Grove Ave — 392, 10 min walk W
  • 5300 S Ingleside Ave — 303, 9 min walk NW
Metered blocks37,404 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 1300 E 53rd St — 15,694, 9 min walk NE
  • 5700 S Ellis Ave — 3,767, 6 min walk SW
  • 5800 S Ellis Ave — 3,336, 8 min walk SW
  • 1300 E 57th St — 3,150, 6 min walk SE
  • 5300 S Blackstone Ave — 2,758, 10 min walk NE

Every 2026 street-cleaning day on this block

Ward 5, section 10. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr27Mon
Apr28Tue
Jun24Wed
Jun25Thu
Aug14Fri
Aug17Mon
Oct9Fri
Oct13Tue

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Friday, October 9.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
–
Cameras
None nearby, but the app warns you anywhere in the city.
✓
City sticker & plates
A missed sticker is $200 and it’s a deadline, not a driving mistake. We buy them on time, every year.
✓
The tickets you still get
Contested by mail — 59% of mailed contests are dismissed — and paid before the fine doubles.
✓
What it costs
The average ticketed Chicago driver pays $319 a year in fines and late fees. Autopilot is $99/year.