Parking at 3750 S Winchester Ave
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Parking at this address

3750 S Winchester Ave

Ward 12, cleaning section 11 · 10,517 parking tickets were written across 85 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Tuesday, October 6
Then Wednesday, October 7 · Friday, November 6 · Monday, November 9. 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?
1
2080 W Pershing Rd (5 min walk)

Streets to watch nearby

street cleaning is the thing to watch around here: 1600 W 37th St alone took 286 tickets in three years, a 8 min walk away.

Street cleaning5,276 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 1600 W 37th St — 286, 8 min walk E
  • 2200 W 37th St — 259, 10 min walk W
  • 3600 S Paulina St — 217, 7 min walk E
  • 3600 S Wood St — 216, 5 min walk NE
  • 3500 S Damen Ave — 213, 6 min walk N
Permit zones1,991 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 1600 W 38th St — 415, 8 min walk E
  • 3700 S Paulina St — 202, 6 min walk E
  • 1900 W 34th Pl — 202, 10 min walk N
  • 3500 S Winchester Ave — 191, 5 min walk N
  • 3600 S Hamilton Ave — 176, 6 min walk NW
City sticker checks161 tickets
They check stickers on this block. Keep your city sticker current.
  • 3600 S Marshfield Ave — 73, 8 min walk NE
  • 3700 S Damen Ave — 48, 1 min walk W
  • 1900 W Pershing Rd — 40, 3 min walk S
Plate checks1,485 tickets
Plates get checked here. Keep your registration and both plates current.
  • 3700 S Wood St — 260, 4 min walk E
  • 3500 S Paulina St — 203, 8 min walk NE
  • 3500 S Hermitage Ave — 169, 8 min walk NE
  • 3800 S Wood St — 163, 5 min walk SE
  • 3500 S Seeley Ave — 136, 6 min walk NW
Posted restrictions1,296 tickets
Rush-hour restrictions. Read the sign before you leave it at 4pm.
  • 1600 W 35th St — 222, 10 min walk NE
  • 1700 W 37th St — 162, 6 min walk E
  • 3500 S Honore St — 138, 5 min walk NE
  • 1800 W 35th St — 128, 8 min walk NE
  • 1700 W 35th St — 123, 9 min walk NE

Every 2026 street-cleaning day on this block

Ward 12, section 11. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr29Wed
Apr30Thu
Jun1Mon
Jun2Tue
Jul2Thu
Jul6Mon
Aug4Tue
Aug5Wed
Sep3Thu
Sep4Fri
Oct6Tue
Oct7Wed
Nov6Fri
Nov9Mon

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Tuesday, October 6.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
1 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.