Parking at 4250 W Gladys
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Parking at this address

4250 W Gladys

Ward 28, cleaning section 8 · 21,014 parking tickets were written across 133 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Friday, September 18
Then Monday, September 21 · Thursday, October 15 · Friday, October 16 · Tuesday, November 10. 9am–2pm. A missed one is $60.
Do I need a permit?
Yes
Residential permit zone 1242. A visitor without a day pass is a $75 ticket.
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: 3900 W Monroe St alone took 445 tickets in three years, a 9 min walk away.

Street cleaning11,082 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 3900 W Monroe St — 445, 9 min walk NE
  • 4300 W Wilcox St — 393, 4 min walk NW
  • 4200 W Wilcox St — 384, 4 min walk N
  • 4100 W Wilcox St — 371, 5 min walk NE
  • 4100 W Van Buren St — 351, 4 min walk SE
Permit zones1,435 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 3900 W Van Buren St — 414, 8 min walk E
  • 4300 W Flournoy St — 250, 6 min walk S
  • 4500 W Adams St — 248, 7 min walk W
  • 4300 W Lexington St — 235, 7 min walk S
  • 4500 W Wilcox — 179, 8 min walk NW
City sticker checks446 tickets
They check stickers on this block. Keep your city sticker current.
  • 4000 W Wilcox — 379, 7 min walk NE
  • 4600 W Gladys — 67, 10 min walk W
Plate checks4,119 tickets
Plates get checked here. Keep your registration and both plates current.
  • 4300 W Monroe — 481, 5 min walk N
  • 4300 W Adams — 419, 3 min walk NW
  • 4400 W Madison — 291, 7 min walk NW
  • 4200 W Adams — 287, 2 min walk N
  • 4000 W Monroe St — 271, 7 min walk NE
Metered blocks194 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 0 N Pulaski Rd — 194, 10 min walk NE

Every 2026 street-cleaning day on this block

Ward 28, section 8. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr15Wed
Apr16Thu
May11Mon
May12Tue
Jun5Fri
Jun8Mon
Jul2Thu
Jul6Mon
Jul29Wed
Jul30Thu
Aug24Mon
Aug25Tue
Sep18Fri
Sep21Mon
Oct15Thu
Oct16Fri
Nov10Tue
Nov12Thu

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Friday, September 18.
✓
Permit zone
This block needs a zone permit; we flag the rules so a guest doesn’t collect a $75 ticket.
–
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.