Leg 5 (3 Unique Destinations, 2 Days)

Map of Leg 5 in jetBlue 25 for 25 challenge showing 3 destinations over 2 days
ItemCost for this leg
jetBlue Flights$392.47
Other Flights$98.48
Trains (Amtrak)$43.00
Trains (Public Transit)$3.10
Car Rentals$0
Gas and Tolls$0
Ubers$0
Hotels$89.73
Total$626.78

Dates: August 26–27, 2025


Unique Destinations Planned:

  • Portland, ME (PWM)
  • Chicago, IL (ORD)
  • Jacksonville, FL (JAX)

Tuesday, August 26

  • Wake-up: 6:00 AM
  • Walk to the train station
Train: WAS (Washington Union Station) → NYP (New York Penn Station)
  • Train: Amtrak Northeast Regional 172
  • Departs: 7:05 AM
  • Arrives: 10:45 AM
  • Duration: 3h 40m
  • Take the MTA to JFK Airport
Flight 1: JFK → PWM (Portland, ME)
  • Unique Destination 23
  • Flight: B6 508
  • Departs: 12:00 PM
  • Arrives: 1:23 PM
  • Flight time: 1h 23m
  • Work on the plane
Layover in Portland: 56 minutes
  • Work at the gate
Flight 2: PWM → JFK
  • Repeat Destination
  • Flight: B6 407
  • Departs: 2:19 PM
  • Arrives: 3:45 PM
  • Flight time: 1h 26m
  • Work on the plane
Layover in JFK: 4h 45m
  • Dinner and work in the lounge
Flight 3: JFK → ORD (Chicago)
  • Unique Destination 24
  • Flight: B6 405
  • Departs: 8:30 PM
  • Arrives: 10:28 PM
  • Flight time: 2h 58m
Layover in Chicago: 7h 47m
  • Free shuttle to hotel
  • Hotel: Super 8 O’Hare
  • Clean up and rest

Wednesday, August 27

  • Wake-up: 4:00 AM
  • Free hotel breakfast
  • Free shuttle to airport
Flight 4: ORD → JFK
  • Repeat Destination
  • Flight: B6 406
  • Departs: 6:15 AM
  • Arrives: 9:27 AM
  • Flight time: 2h 12m
  • Work on the plane
Layover in JFK: 1h 33m
  • Second breakfast and work in the airport
Flight 5: JFK → JAX (Jacksonville)
  • Unique Destination 25
  • Flight: B6 678
  • Departs: 11:00 AM
  • Arrives: 1:29 PM
  • Flight time: 2h 29m
  • Work on the plane
Layover in JAX: 1h 04m
  • Quick stop at the lounge for a snack and to work

Flight 6: JAX → DCA (Washington D.C.)

  • Cheap non-jetBlue reposition flight
  • Flight: AA 2073
  • Departs: 2:33 PM
  • Arrives: 4:26 PM
  • Flight time: 1h 53m
  • Take the Metro home from DCA

Leg Summary

Flights: 6
Unique Destinations Visited: 3
Total Travel Time: ~36 hours

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