Plan a Rome itinerary under five constraints
The user asked
I need to be in Rome for a meeting on Tuesday, May 19. Book just me on a flight from New York JFK leaving Monday, May 18 that lands in Rome by 18:00 Rome time, with at most one stop and at least 60 minutes for any connection. Economy, and a fare I can change later, so not Basic. The total has to be under $900. Pick the cheapest option that meets all of that, and pay with my personal card.
The model's last message
The airport code for Rome is FCO. Let me search for flights from New York JFK to Rome FCO with the specified criteria.
2 model turns · 9,582 input / 93 output tokens · 8.2s · stopped: end
Verifier checks
Score 0.30 · 3 of 10 checks passed
- Exactly one new booking0 new bookings
- Morgan is the only passenger
- Lands in Rome by 18:00 local on May 19
- One stop at most, with at least 60 minutes to connect
- Economy Standard or Flex, not Basic
- The cheapest option that meets everything ($568.00: SF140-0518+SF220-0519 standard)
- Paid $568.00 on the personal card$0.00
- Nothing else on the account changed
- No collateral changes outside what the task requires
- Finished within the step budget (30)1 steps
Tool calls
1 call, in order. Results are shortened to 2,400 characters.
- 1.search_flightsreaderror
{"destination":"ROM","date":"2026-05-18","nonstop_only":false,"passengers":1,"cabin":"economy","origin":"JFK"}Unknown airport. Skyfare flies to: JFK (New York), YYZ (Toronto), SFO (San Francisco), LHR (London), CDG (Paris), FRA (Frankfurt), AMS (Amsterdam), MAD (Madrid), LIS (Lisbon), FCO (Rome), SIN (Singapore)