Parking at 5550 N Chester Ave
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Parking at this address

5550 N Chester Ave

Ward 41, cleaning section 12 · 7,125 parking tickets were written across 47 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Friday, October 2
Then Monday, October 5. 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: 5400 N Delphia Ave alone took 279 tickets in three years, a 3 min walk away.

Street cleaning1,613 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5400 N Delphia Ave — 279, 3 min walk SW
  • 8600 W Berwyn — 237, 9 min walk SW
  • 5300 N Delphia Ave — 235, 7 min walk S
  • 8700 W Gregory — 184, 6 min walk W
  • 8600 W Foster Ave — 168, 10 min walk S
Permit zones850 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 8500 W Gregory St — 230, 1 min walk W
  • 5400 N Chester Ave — 206, 3 min walk S
  • 8400 W Gregory St — 138, 1 min walk E
  • 8500 W Bryn Mawr Ave — 126, 2 min walk NW
  • 5500 N Chester Ave — 97, 1 min walk S
City sticker checks499 tickets
They check stickers on this block. Keep your city sticker current.
  • 5400 N East River Rd — 499, 8 min walk W
Plate checks1,649 tickets
Plates get checked here. Keep your registration and both plates current.
  • 8600 W Catalpa — 694, 4 min walk SW
  • 8500 W Catherine Ave — 227, 4 min walk S
  • 8700 W Summerdale — 193, 9 min walk SW
  • 8500 W Catalpa Ave — 138, 2 min walk SW
  • 8500 W Rascher Ave — 99, 3 min walk S
Posted restrictions2,228 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 8700 W Catalpa — 1,085, 6 min walk W
  • 5500 N Oakview — 562, 5 min walk W
  • 8600 W Summerdale — 295, 7 min walk SW
  • 8400 W Bryn Mawr — 232, 2 min walk E
  • 8500 W Foster — 54, 9 min walk S

Every 2026 street-cleaning day on this block

Ward 41, section 12. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr1Wed
Apr2Thu
May15Fri
May18Mon
Jul2Thu
Jul6Mon
Aug18Tue
Aug19Wed
Oct2Fri
Oct5Mon

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Friday, October 2.
–
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.