Will Southwest automatically cancel conflicting bookings?

[Shannon G]

We are cruising out of Miami in April and, due to the lack of Wanna Getaway Fares, ending up booking flights from Islip to West Palm Beach. Today there is availability for the flight down from Hartford (our closest airport) to Fort Lauderdale, but not for the trip back. I'd like to book the flight from Hartford to Fort Lauderdale, and then watch to see if fares are released for the return flight. But, in the meantime, I'd like to keep the current booking from Islip to West Palm, just in case return flights to Hartford are not released at a decent fare. In the end, I'll either book a return flight to Hartford and cancel the round trip Islip to West Palm booking, or cancel the one way from Hartford and keep the Islip to West Palm. Everything is booked with points, so there is no issue with cancelling.

Can I book the Hartford to Fort Lauderdale flight without cancelling the other, or will the SW system see that it's impossible for me to be on both of these flights and cancel one?

 

[Shelly F - Ohio]

Yes you can keep multiple bookings. I currently have CLE-MCO and CAK-MCO both are booked for the exacted dates but we are not sure which airport we want to fly out of. I have these booked for over 2 months and SWA has not cancelled anything.

 

[DisDadDVC]

We are cruising out of Miami in April and, due to the lack of Wanna Getaway Fares, ending up booking flights from Islip to West Palm Beach. Today there is availability for the flight down from Hartford (our closest airport) to Fort Lauderdale, but not for the trip back. I'd like to book the flight from Hartford to Fort Lauderdale, and then watch to see if fares are released for the return flight. But, in the meantime, I'd like to keep the current booking from Islip to West Palm, just in case return flights to Hartford are not released at a decent fare. In the end, I'll either book a return flight to Hartford and cancel the round trip Islip to West Palm booking, or cancel the one way from Hartford and keep the Islip to West Palm. Everything is booked with points, so there is no issue with cancelling.

Can I book the Hartford to Fort Lauderdale flight without cancelling the other, or will the SW system see that it's impossible for me to be on both of these flights and cancel one?

That is not a problem. You could even have 2 flights booked from/to the same airports on the same day. You are not supposed to do this, but they will not cancel your flight.