| Cheap Flights: San Antonio to/from New York, Philadelphia, Boston, Fort Lauderdale, or New Orleans $118-$150 [August-November] â Southwest Southwest has round-trip flights from San Antonio (SAT) to New York, Philadelphia, Boston, Fort Lauderdale, or New Orleans (LGA, PHL, BOS, FLL, MSY) for $118-$150 with a connection. $59-$75 each-way. Flights August to November. No Fridays. Origin/Destination reversible. Samâs Club is selling $500 Southwest gift cards for $449 [linked]. You can save an additional $50 on Southwest flights if you travel often enough or with a big enough group to burn through the gift card credit. Carry-on and checked bag are allowed for free. Southwest doesnât charge change fees. Use the fare calendar [linked] to pull up the fares. Click for more details and booking links Cheap Flights: San Antonio to/from New York, Philadelphia, Boston, Fort Lauderdale, or New Orleans $118-$150 [August-November] â Southwest . | 