Points Pilot
Public Beta
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Public BetaAI-powered award travel

Just tell us the trip.
Our AI finds the miles.

Fly business class for up to 90% fewer points than the cash price.

Describe any trip in plain English. Points Pilot reads it, finds live award availability across airlines, and shows the cheapest way to book it with the points you already have.

SFO to Tokyo in business, 140k Amex points, flexible in OctoberSearch free
Free to start. No credit card required.

Live award availability across these programs

  • AlaskaAlaska
  • JetBlueJetBlue
  • DeltaDelta
  • SouthwestSouthwest
  • TurkishTurkish
  • EtihadEtihad

Transfer from the points you already have

  • American Express Membership Rewards
  • Chase Ultimate Rewards
  • Capital One
  • Bilt
  • Citi ThankYou
What you get

An AI read of your trip — and the seats to book

Ask in plain English; get a summary and ranked award flights with the exact points to transfer.

YouSFO to Tokyo in business, 140k Amex points, flexible in October
Pilot

Great news — your 140k Amex points clear business class to Tokyo with room to spare. The standout is Alaska 75k + $43nonstop on ANA metal (≈88% off the $6,400 cash fare). I've ranked the cheapest seats below.

Alaska
SFOHNDAlaska · Nonstop · 11h 05m · Business
GREAT VALUE88% off
From Amex MR75,000 pts + $43 tax$6,400 cash
JetBlue
JFKCDGJetBlue · Nonstop · 7h 20m · Business
GREAT VALUE70% off
From Chase UR60,000 pts + $250 tax$3,100 cash

A preview of the results page — sign in to run your own trip.

See the math

Pay a fraction of the cash price

The same seat, booked with points instead of cash. A few of the redemptions travelers use Points Pilot to find.

~88% off
SFO → TokyoBusiness
$6,40075,000 pts+ $43 taxes
~70% off
JFK → ParisBusiness
$3,10060,000 pts+ $250 taxes
~85% off
SEA → HonoluluEconomy
$48022,500 pts+ $11 taxes

Illustrative examples — not live quotes or a guarantee. Award space and prices change constantly; Points Pilot shows you live availability and you confirm the final price on the airline site.

How it works

Your AI co-pilot, from idea to itinerary.

Describe your trip

Type it like you would text a friend — 'SEA to BOS in business with Bilt points, flexible in August.' The AI reads it instantly. No forms, no fare classes, no dropdowns.

AI finds the award space

Points Pilot checks live award availability across airline programs and ranks the cheapest seats your points can actually book.

Book with your points

It pinpoints which bank points to transfer and where, surfaces the sweet spots, skips the bad value — then you book straight with the airline.

Why we built this

I built Points Pilot because planning award travel had become a second job — a dozen airline tabs, a transfer-ratio spreadsheet, and hours lost to figure out the cheapest way to spend my points. It shouldn't take that. So I turned the whole mess into a single search box: describe the trip in plain English, and an AI reads it, pulls live award availability, and does the bank-point transfer math for you. We're in public beta and adding airline programs as fast as we can clear them. If it saves you even one good redemption, it's doing its job.

Simple, honest pricing

Start free, upgrade when you fly more.

Free
$0/ forever
  • Unlimited cached award searches
  • Bank-transfer suggestions
  • AI trip summaries
Start free
Most popular
Pro
$9.99/ per month
  • Live on-demand award scans
  • Flexible-date calendar
  • Unlimited saved searches
  • Everything in Free
Go Pro

Frequently asked questions

Everything you might be wondering.

Which airline programs does Points Pilot cover?
We are growing coverage quickly. Today Points Pilot searches live award availability on six mileage programs — Alaska Mileage Plan, JetBlue TrueBlue, Delta SkyMiles, Southwest Rapid Rewards, Turkish Miles&Smiles, and Etihad Guest — and shows you the bank-transfer partners that can book those seats. More programs are on the way — the data layer is airline-agnostic, so new ones light up without you changing anything.
How current is the award availability?
Popular routes refresh on a rolling schedule. Pro searches can also trigger on-demand refreshes for new or stale routes. Award space can change minute to minute, so always confirm on the airline site before you book.
Is Points Pilot really free?
Yes. The Free plan gives you unlimited cached award searches with no credit card required. Pro is $9.99/month for live on-demand scans, the flexible-date calendar, and unlimited saved searches whenever you're ready.
How do I actually book a flight I find?
Points Pilot hands you the playbook: which points to transfer, to which program, and the seat to grab. You then book directly on the airline website. We find the deal — you keep control of the booking.
Which banks and points can I use?
The major transferable currencies — Amex Membership Rewards, Chase Ultimate Rewards, Citi ThankYou, Capital One miles, Bilt, Marriott Bonvoy, and Wells Fargo Rewards. Tell Points Pilot what you hold and it factors transfer ratios and live bonuses into the cheapest route.
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