Parking at 5550 W Jackson Blvd
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Parking at this address

5550 W Jackson Blvd

Ward 29, cleaning section 2 · 19,128 parking tickets were written across 98 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Monday, September 14
Then Tuesday, September 15 · Friday, October 23 · Monday, October 26. 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?
4
506 S Central Ave (5 min walk) · 515 S Central Ave (5 min walk) · 5816 W Jackson Blvd (7 min walk) +1 more

Streets to watch nearby

street cleaning is the thing to watch around here: 5500 W Jackson Blvd alone took 643 tickets in three years, a 1 min walk away.

Street cleaning7,447 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5500 W Jackson Blvd — 643, 1 min walk SE
  • 0 N Waller — 509, 8 min walk NW
  • 5600 W Washington — 453, 8 min walk NW
  • 5500 W Congress Pkwy — 446, 4 min walk S
  • 0 N Menard — 413, 9 min walk NW
Permit zones4,970 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 0 N Pine — 1,138, 6 min walk N
  • 0 N Long — 567, 8 min walk NE
  • 5500 W Adams — 550, 2 min walk N
  • 0 N Lotus — 477, 7 min walk N
  • 5500 W Quincy St — 443, 1 min walk N
Plate checks4,574 tickets
Plates get checked here. Keep your registration and both plates current.
  • 100 N Parkside — 619, 9 min walk N
  • 0 N Parkside — 509, 7 min walk NW
  • 5500 W Monroe St — 431, 4 min walk N
  • 100 N Lotus — 308, 9 min walk N
  • 0 S Parkside Ave — 296, 5 min walk NW
Posted restrictions439 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 0 S Mayfield — 224, 9 min walk NW
  • 0 S Menard — 215, 7 min walk NW
Other enforcement1,469 tickets
Enforced regularly. Read the posted signs before you park.
  • 100 N Central — 607, 9 min walk N
  • 5800 W Madison — 443, 10 min walk NW
  • 5400 W Madison — 221, 5 min walk N
  • 5700 W Madison — 133, 7 min walk NW
  • 0 N Central Ave — 65, 6 min walk N

Every 2026 street-cleaning day on this block

Ward 29, section 2. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr3Fri
Apr6Mon
May13Wed
May14Thu
Jun24Wed
Jun25Thu
Aug4Tue
Aug5Wed
Sep14Mon
Sep15Tue
Oct23Fri
Oct26Mon

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Monday, September 14.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
4 within a short walk. The app warns you out loud before you reach one.
✓
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.