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One plan. Everything Autopilot does.

Autopilot Pro is $99/year (or $10/month), all-inclusive. We monitor your plates, contest every ticket by mail, pay a ruled-liable ticket before it doubles, and the app warns you if you’ve parked somewhere you’d get ticketed.

AUTOPILOT PRO
$99/year· or $10/month

All-inclusive. No per-event fees. Keep 100% of what we save you.

Get Autopilot Pro

Backed by The Better-Off Guarantee

PREVENT

Stop tickets before they start

  • Your phone warns you the moment you park somewhere risky — you avoid the ticket and the late fee it would've become
  • Red-light & speed cameras, expired meters, street cleaning, permit zones, 2″ snow bans
  • We auto-renew your city sticker & plate (opt-in) — plus sticker, plate & emissions reminders
CONTEST

Every ticket, fought by mail

  • We watch the City database and catch new tickets in days
  • Drafted, printed & USPS-mailed within 3 days — before the deadline
  • 59% of mailed contests get dismissed (FOIA data)
  • Your parking GPS is logged automatically — and we email you in time to add photos or a meter receipt before we mail
PROTECT

Never eat a doubled fine

  • We pay a ruled-liable ticket before Chicago doubles it — on by default
  • Boot & tow watch, every single day
  • Booted? We alert you fast with the quickest way to get it off
  • The Better-Off Guarantee — we cover the penalty, boot, tow, and storage*
GUARANTEED, HANDS-OFF
~44%

of the bill we take off the table for you — we pay a liable ticket before it doubles and auto-renew your sticker & plate. Backed by the Better-Off Guarantee.*

WITH THE APP'S ALERTS
~90%

of the $429M Chicago bills drivers a year — the app warns you before the rest, so you avoid that too.

*The auto-renewal part of this guarantee applies once you've opted into auto-renewal and uploaded your documents — and, if your vehicle needs an emissions test, once you've passed it in time for us to renew before your deadline (we can't drive your car to a testing station). Late-fee protection is on by default. The Better-Off Guarantee covers red-light and speed camera tickets too.

WHAT YOU PAY

One price. Nothing hidden.

PRO
One charge — $99/year (or $10/month). Per-event fees: $0.

Contesting, drafting, mailing, boot & tow watch, paying a liable ticket before it doubles, and setting up a City payment plan are all included. On renewals you pay only the government cost — no service fee on top. Every per-event fee above is $0 for Pro.

Card fees: any charge above also passes through the two card fees we actually get billed, at cost — the City of Chicago’s own payment-portal fee (2.2%, which the City adds to every ticket paid by card) and our processor’s (2.9% + $0.30). For example, a $150 ticket we pay on your behalf comes to $158.19: $150.00 to the City, $3.30 to the City’s portal, and the rest to Stripe. These are the card networks’ fees, not service fees: for Pro, our per-event service fees are still $0.

NO SURPRISE CHARGES

You’ll always know before we charge you. Always.

21 days before we’d ever pay a liable ticket on your behalf, this email lands in your inbox. Pay it yourself in the meantime and we charge nothing.

Autopilot America <alerts@autopilotamerica.com>
to you
Heads up — we’ll pay your $75 ticket in 21 days

Hi Randy,

Your contest for ticket #ABC1234567 was decided against you, and the city wants $75.00.

Because you have late-fee protection on, we’ll charge your card on file and pay the city for you on Friday, June 19, 2026 — 21 days from now.

We give you 21 days so you have time to file an appeal or pay it yourself. Under MCC § 9-100-050, the city’s late penalty attaches on day 25 — we leave a 4-day buffer so the charge clears before then.

Want to appeal, or pay it yourself?

Turn it off for this ticket any time before Jun 19, 2026 → autopilotamerica.com/account/autopay

This is the real email — illustrative ticket / date / amount. You also get a receipt the day we pay.

THE MATH

Why $99 pays for itself

From 2025 FOIA ticket data and the City of Chicago 2025 Budget Appropriation Ordinance (Fund 0300 — Vehicle Tax Fund).

$429M
billed citywide a year (fines + late fees)
33%
Wiped out — for certain — every late fee, before it doubles ($140M), and we contest your tickets
90%
Pro reaches — adds car monitoring (cameras, meters, street cleaning, permit zones) + renewal reminders, taking you to 90% of the $429M billed

What Autopilot Pro saves you:

Automatic ticket contesting (59% mail-in win rate)
Claude AI drafts, we print, we USPS-mail within 3 days of detection by default. Want more time to add evidence? One toggle in your settings extends the window. 59% of mail-in contested Chicago parking tickets get dismissed (FOIA).
~$125
Prevention alerts
Street cleaning, snow ban, camera zones, permit zones, sticker & plate renewals — before you get hit.
~$60+
Escalation avoidance
Unpaid tickets double. Chicago issued 51,000 boots and 81,000 tows in 2024. We catch tickets before they escalate to boot ($100) or tow ($250+).
~$40+
Your time saved
Fighting one ticket end-to-end takes ~3 hours. At 2.2 tickets/year, that's ~7 hours you keep.
~7 hrs
Lawyer-equivalent work
A ticket lawyer charges $150–$300 per letter. At 2.2 tickets/year that's $330–$660 of legal work for $99.
~$330+
Total estimated value
vs. your $99/year Pro membership
$550+

Sources: DOF FOIA F129773 (2025 ticket data, 5,246,241 rows; avg initial fine $68.76). Chicago 2025 Annual Appropriation Ordinance p.23 (Impoundment Fees $14.7M, Sale of Impounded Autos $2.2M). Chicago-resident share (63.2%) from zipcode analysis of 2025 FOIA. 1.29M Chicago vehicles per U.S. Census ACS 2024 (Table B25046). Street cleaning fine $60 initial / $120 late, verified FOIA violation code 0964040B.

AUTO-RENEWAL

Your sticker & plate, renewed for you

Opt in and we keep your city sticker and plate current — you pay only the government cost, charged only when we file (about 30 days before it's due), so it never lapses.

  • Filed through the City Clerk & Illinois Secretary of State — a person confirms each one
  • Need an emissions test first? We can't drive your car there — so we detect it, point you to a station, and nudge you until it's done, then file the renewal
THE BETTER-OFF GUARANTEE

You pay the ticket. We pay everything after it.

By the end of your paid year, every Chicago ticket should be ticket-free, paid on time before doubling or boot enforcement, or contested and dismissed. The face value of a Chicago ticket is yours. Every penny the city stacks on top of it is ours: if an eligible ticket doubles on our watch, we pay the late penalty. If your car gets booted over one, we pay the boot, the tow, and the storage.

A lost contest by itself is not a trigger — paying it on time at the original fine still satisfies. Red-light and speed camera tickets count too — a camera ticket doubles exactly like a parking one, so we pay that penalty as well. Full details

THE ARITHMETIC

What we guarantee costs more than we do.

Chicago bills the average ticketed driver $319 a year. $107 of that is the part The Better-Off Guarantee puts our own money behind: $107 of late penalties, plus the boot — and the tow and storage that follow it — the city adds when time runs out, plus $37 of city-sticker and expired-plate tickets — the renewals we file for you, and pay for outright if we miss one. Together it costs more than the membership does.

What the guarantee covers$107
Autopilot Pro, one year−$99
Ahead before we contest one ticket$8

Per ticketed Chicago driver, billed basis, 3-yr avg 2022–24 — the City's own money columns from FOIA F118906-110325, ÷ 883,240 ticketed plates. An average, not a promise about your year: what's guaranteed is that we pay these charges if they land on you. It excludes a further $14 a year of tow exposure we don't cover — a tow zone, a snow route, an abandoned-vehicle tow. Those happen whether or not a ticket was ever involved, so we don't promise against them. The tow we do cover is the one that follows a boot.

93% of Chicago parking tickets go uncontested.

But 59% of mail-in contested parking tickets win.

Based on 5.25 million Chicago tickets issued in 2025 and 35.7 million total ticket records (2018–2025) from FOIA data.