Parking at 1550 W Webster Ave
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Parking at this address

1550 W Webster Ave

Ward 32, cleaning section 20 · 21,700 parking tickets were written across 100 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Monday, November 2
Then Tuesday, November 3. 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?
6
2377 N Ashland Ave (5 min walk) · 2404 N Ashland Ave (5 min walk) · 2432 N Ashland Ave (6 min walk) +3 more

Streets to watch nearby

street cleaning is the thing to watch around here: 2300 N Southport Ave alone took 506 tickets in three years, a 6 min walk away.

Street cleaning7,533 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 2300 N Southport Ave — 506, 6 min walk NE
  • 1700 W Webster Ave — 321, 5 min walk W
  • 2300 N Greenview Ave — 318, 5 min walk NE
  • 2300 N Bosworth Ave — 314, 4 min walk N
  • 2200 N Magnolia Ave — 303, 9 min walk E
Permit zones1,354 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 1800 N Paulina St — 395, 9 min walk S
  • 1800 N Marshfield Ave — 375, 9 min walk S
  • 2300 N Lakewood Ave — 228, 9 min walk NE
  • 1900 N Hermitage Ave — 206, 7 min walk SW
  • 2400 N Surrey Ct — 150, 10 min walk NE
Plate checks4,466 tickets
Plates get checked here. Keep your registration and both plates current.
  • 2500 N Southport Ave — 273, 10 min walk NE
  • 2400 N Southport Ave — 242, 8 min walk NE
  • 1900 N Wood St — 232, 8 min walk SW
  • 1800 N Hermitage Ave — 229, 9 min walk S
  • 2200 N Janssen Ave — 226, 4 min walk E
Posted restrictions254 tickets
Rush-hour restrictions. Read the sign before you leave it at 4pm.
  • 1800 W Armitage Ave — 254, 7 min walk SW
Metered blocks7,823 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 1200 W Fullerton Ave — 1,899, 9 min walk NE
  • 2200 N Clybourn Ave — 1,858, 3 min walk E
  • 1400 W Fullerton Ave — 818, 7 min walk NE
  • 1400 W Webster Ave — 805, 3 min walk E
  • 2100 N Clybourn Ave — 623, 5 min walk E

Every 2026 street-cleaning day on this block

Ward 32, section 20. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

May11Mon
May12Tue
Jul9Thu
Jul10Fri
Sep3Thu
Sep4Fri
Nov2Mon
Nov3Tue

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Monday, November 2.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
6 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.