Parking at 1550 W Roosevelt Rd
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Parking at this address

1550 W Roosevelt Rd

Ward 28, cleaning section 2 · 72,521 parking tickets were written across 120 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Wednesday, September 30
Then Thursday, October 1 · Friday, October 23 · Monday, October 26 · Tuesday, November 17. 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: 1100 W Taylor St alone took 1,000 tickets in three years, a 10 min walk away.

Street cleaning5,092 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 1100 W Taylor St — 1,000, 10 min walk E
  • 800 S Loomis St — 762, 6 min walk NE
  • 700 S Loomis St — 737, 9 min walk NE
  • 900 S Loomis St — 608, 5 min walk NE
  • 1100 S Loomis St — 443, 4 min walk E
Permit zones11,316 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 1400 W Fillmore St — 1,215, 2 min walk NE
  • 1400 W Flournoy St — 909, 9 min walk N
  • 1500 W Polk St — 781, 6 min walk N
  • 1400 W Lexington St — 776, 8 min walk N
  • 1400 W 15th St — 683, 8 min walk S
Plate checks4,122 tickets
Plates get checked here. Keep your registration and both plates current.
  • 800 S Lytle St — 426, 9 min walk NE
  • 1100 S Throop St — 408, 6 min walk E
  • 1000 S Lytle St — 346, 8 min walk E
  • 900 S Ada St — 299, 7 min walk NE
  • 1200 W Cabrini St — 244, 10 min walk NE
Posted restrictions11,362 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 1100 S Wood — 3,284, 7 min walk W
  • 1800 W Taylor — 1,768, 8 min walk W
  • 800 S Paulina — 1,342, 7 min walk NW
  • 900 S Wood — 1,150, 7 min walk NW
  • 800 S Wood — 856, 8 min walk NW
Metered blocks37,416 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 1400 W Taylor St — 7,150, 4 min walk NE
  • 1300 W Taylor St — 5,099, 6 min walk NE
  • 1000 S Hermitage Ave — 4,393, 6 min walk NW
  • 1500 W Taylor St — 3,691, 3 min walk N
  • 1700 W Taylor St — 3,596, 5 min walk NW

Every 2026 street-cleaning day on this block

Ward 28, section 2. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr21Tue
Apr22Wed
May13Wed
May14Thu
Jun5Fri
Jun8Mon
Jun30Tue
Jul1Wed
Jul23Thu
Jul24Fri
Aug14Fri
Aug17Mon
Sep8Tue
Sep9Wed
Sep30Wed
Oct1Thu
Oct23Fri
Oct26Mon
Nov17Tue
Nov18Wed

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Wednesday, September 30.
–
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.