Parking at 5250 S Ingleside Ave
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Parking at this address

5250 S Ingleside Ave

Ward 20, cleaning section 14 · 38,127 parking tickets were written across 98 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Wednesday, October 21
Then Thursday, October 22 · Tuesday, November 17 · Wednesday, November 18. 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
5330 S Cottage Grove Ave (4 min walk)

Streets to watch nearby

street cleaning is the thing to watch around here: 5000 S Woodlawn Ave alone took 400 tickets in three years, a 9 min walk away.

Street cleaning4,224 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5000 S Woodlawn Ave — 400, 9 min walk NE
  • 5400 S Ingleside Ave — 389, 5 min walk S
  • 5100 S Kimbark Ave — 387, 9 min walk E
  • 5200 S Woodlawn Ave — 352, 7 min walk E
  • 5400 S Ellis Ave — 333, 5 min walk S
Plate checks16,925 tickets
Plates get checked here. Keep your registration and both plates current.
  • 5200 S Drexel Ave — 787, 1 min walk SW
  • 4900 S Drexel Blvd — 774, 8 min walk N
  • 600 E 50th Pl — 598, 10 min walk NW
  • 800 E 49th St — 577, 9 min walk N
  • 5300 S Maryland Ave — 575, 3 min walk SW
Posted restrictions749 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 5000 S Champlain Ave — 356, 8 min walk NW
  • 5300 S Ingleside Ave — 303, 1 min walk S
  • 5300 S Payne Dr — 48, 5 min walk SW
  • 5500 S Payne Dr — 42, 9 min walk SW
Metered blocks16,015 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 1300 E 53rd St — 15,694, 10 min walk E
  • 1000 E 53rd St — 321, 3 min walk E
Other enforcement69 tickets
Enforced regularly. Read the posted signs before you park.
  • 5100 S Cottage Grove Ave — 69, 4 min walk NW

Every 2026 street-cleaning day on this block

Ward 20, section 14. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

May7Thu
May8Fri
Jul2Thu
Jul6Mon
Aug26Wed
Aug27Thu
Oct21Wed
Oct22Thu
Nov17Tue
Nov18Wed

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Wednesday, October 21.
–
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.