Chicago parking tickets, on autopilot

Save money.
Save time.
Make Chicago better.

$319 is what the City bills the average ticketed Chicago driver every year. Autopilot Pro takes that year apart.

$99 / year · $10/ month · cancel anytime · Better-Off Guarantee
Where we actually are · counted live
6Chicago tickets dismissed for our members
$640in fines dismissed, every one backed by the City's own record
12Chicago drivers paying for it — counted from real payments, not signups

Built by one person in Chicago. Citywide, 59% of Chicago tickets contested by mail get dismissed — the City's own records, not ours.

The math

A Chicago ticket doubles on day 25.

Across every Chicago ticket that can double, the fine averages $68 and the late price averages $131 — about $62 added for doing nothing. Yours will differ by violation — a street-cleaning ticket is $60, a missing city sticker is far more. And it is not rare: of every Chicago ticket the City got paid 2022–2024, nearly 1 in 5 was paid at the late price — 1,682,488 of them. Nobody mails you a reminder on day 24.

Day 0 · average fine$68You get a ticket. Often you don't know yet.
Day 25 · average late price$131The City moves it to the late price. Unpaid tickets are what get you booted.
With Autopilot Pro$68Paid from your own card before day 25, with a heads-up first. If one gets past us, we pay the penalty.
Free · no account · about a second

That is the average ticket. Is one of them yours right now?

That is one ticket. The average ticketed Chicago driver is billed $319 a year.

Not an estimate — the City's own billing, from FOIA records 2022–2024, divided across every ticketed plate: $198 in fines, $100 in late fees, $5 in boots and $16 in tows. 7 in 10 Chicago drivers get ticketed, so it is probably your year too.

Where it goes, and who takes it from here.

$319 billed · per ticketed Chicago plate · FOIA 2022–2024
$107
$37
$175
We pay it
$107

Late fees, the boot, and the tow and storage that follow a boot. If a ticket gets past us, we pay them.

We renew it
$37

City sticker and plate, filed before they lapse.

We prevent it
$175

Where you parked, plus the tows we never caused — tow zones, snow routes, winter overnight bans. The app warns you, and contests what slips through. These tows we warn about; we don't pay them.

What the City bills you
$319

A year, per ticketed Chicago plate. Fines, late fees, boots and tows.

What it costs to hand it over
$99

A year, or $10/month. Cancel anytime. On an average year that is $107 of penalties underwritten.

The penalties we guarantee average $107 a year — more than the subscription costs. The ticket is the ceiling. Every dollar the city stacks on top of it is ours.

Get Autopilot Pro$99/yr Better-Off Guarantee — you pay the ticket, we pay everything after it.
Our own results, so far

Every one of these is a Chicago ticket we contested and the City dismissed, and every one is backed by the City's own record of the decision — we don't count a win we can't prove. We are a small operation and this is a small number. It is also a real one.

6
tickets dismissed
$640
in fines dismissed
Save money

In an average year that is $107 of penalties guaranteed, $37 of renewals we file, and $175 the app warns you about before it happens — with a mailed defense for whatever lands anyway.

Save time

Nothing to remember. No forms, no hearing dates, no calendar. You never tell the app you parked — it works that out — and the letters, the payments and the renewals happen whether you thought about them or not.

Make Chicago better

A street only gets swept if the cars move. Every alert we send is one more car out of the way — the sweeper gets the block, the snow route stays clear. And when a ticket is wrong, somebody should say so: we check yours against the City's own records and contest the ones that don't hold up, instead of letting you quietly pay for something you didn't do.

What Pro does

Three jobs, one plate, zero effort from you.

Never let a fine double. Never let a sticker lapse. Never get the ticket in the first place. Most people do none of it.

$107 · We pay it

A Chicago ticket doubles on day 25.

On average the fine is $68 and the late price is $131 — about $62 added for doing nothing, on whatever your ticket happens to be. We pay yours from your own card before that, cameras included. Unpaid tickets are what get you booted; we keep you off the list.

  • The boot, and the tow and storage that follow one
  • A heads-up before we ever touch your card
Guaranteed

Miss one and we pay it— boot, tow and storage included. Tows we didn't cause sit outside on purpose.

Late-fee shieldARMED
Ticket (average)$68
If unpaid (average)$131
PaidDay 3 of 25
Never doubled
$37 · We renew it

The sticker ticket nobody should ever get.

We file your city sticker and plate early, so the ticket never gets written. A person checks every one.Emissions has to be you — we'll tell you when.

  • City sticker · plate · emissions, all tracked
  • 79% of sticker tickets get dismissed if one lands
City stickerFILED
ExpiresJul 31
FiledJul 1 · 30 days early
Checked byA human
No lapse
$175 · We prevent it

The best contest is the ticket you never got.

You never tell the app you parked — it works that out, then warns you when the spot goes bad. Snow ban and overnight ban are the two that stop a tow, not just a ticket.

  • Street cleaning · permit zones · posted no-parking
  • 2″ snow ban · 3am–7am winter overnight ban
  • Red-light & speed cameras · your meter running out
  • For what lands anyway — a defense letter, mailed, no forms from you

See what we'd argue on your tickets →

Move your car — street cleaning
Cleaning on the 2400 block of N Milwaukee starts at 9:00 AM. Move now to avoid a $60 ticket.
Autopilot · 7:42 AM
In their words

What Chicago drivers say about our street-cleaning alerts.

These are about the alerts we have been running longest, at mystreetcleaning.com — the same alerts that come with Autopilot Pro. Posted as written.

Love the simplicity. Solving a very specific, clear problem.
Mitchell
It's pretty damn smooth.
Nasir
You're doing the lords work.
Kathleen
I've noticed in my neighborhood that the streets without trees tend to have many more tickets on the street cleaning day. My theory and own experience are that they don't have as many places to hang the warning signs.
Michael, Noble Square
This is such a useful tool!
Hashim
One plan · everything included

Get protected.

Autopilot Pro
$99/yr
Less than one booted, doubled ticket.
Mobile app (iOS + Android) — real-time parking, camera & meter alerts
Street cleaning & snow-ban alerts for your block
Automatic plate monitoring across the City's database
Automatic contest letters — researched, written & mailed
Late-fee protection — paid before a fine can double
City sticker, plate & emissions renewal reminders — plus opt-in auto-renewal we file for you
The Better-Off Guarantee
Get Autopilot Pro — $99/yr
Cancel anytime · Better-Off Guarantee — you pay the ticket, we pay everything after it.