$130+: Low fares to Mexico & Caribbean (round-trip) Sept 2–Dec 8
American Airlines

$159+: Summer Bahamas fares from NY (one-way) Through July 30
JetBlue

$144+: Low Bermuda fares via Boston, NY (one-way) Through July 30
JetBlue

$139+: Cheap airfare to Puerto Rico (each way) Select dates through Aug 12
JetBlue

$218+: Sale fares to Jamaica beaches (round-trip) Through summer
Air Jamaica

$229+: Discount Aruba flights from NYC (one-way) Through July 30
JetBlue