United has round-trip flights from Newark/New York (EWR) to Grand Cayman (GCM) for $255-$265, NONSTOP. Flights in December. Very few weekends available. Origin/Destination reversible. Dates over Christmas are available.
Category: <span>Grand Cayman</span>
JetBlue has round-trip flights from New York (JFK) to Grand Cayman (GCM) for $255, NONSTOP. Flights November to December. Extended weekends available. Origin/Destination reversible. Holiday blackouts.
American Airlines, Delta and United have round-trip flights from Milwaukee (MKE) to Grand Cayman (GCM) for $319-$326 with a connection. Flights December to February. No Wednesday departures. Very few weekends available. Origin/Destination reversible.
American Airlines has round-trip flights from Los Angeles (LAX) to Grand Cayman (GCM) for $353-$367, with a connection. Flights January, February, May, and June. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
American Airlines and Delta have round-trip flights from Portland (PDX) to Grand Cayman (GCM) for $414-$495 with a connection. Flights in August, October, November, December, January, February, March, April, and May. Departures on Monday, Tuesday, Wednesday, Saturday, and Sunday. Origin/Destination reversible. Outbound flight is a late-night “red-eye” flight.
A Carry-on bag and also a personal item is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

Nonstop Flights: Newark/New York to/from Grand Cayman $295 r/t [September] (Saturdays only) – United
United has round-trip flights from Newark/New York (EWR) to Grand Cayman (GCM) for $295, NONSTOP. Flights in September. Departures/Returns on Saturday. Origin/Destination reversible. 7-day minimum stay required.
Delta and American have round-trip flights from Phoenix (PHX) to Grand Cayman (GCM) for $327-$365 with a connection. Flights in September, November, December, January, February, March, and April. No Friday departures. Very few extended weekends available. Origin/Destination reversible. No Holidays.
A Carry-on bag and also a personal item is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
JetBlue and American Airlines have round-trip flights from Los Angeles (LAX) to Grand Cayman (GCM) for $333-$346 with a connection. Flights October, November, January, February, and March. No Thursday departures. Weekends available. Origin/Destination reversible.
Note: Some dates operate with a “Red-Eye” late-night outbound flight.
United, American, and Delta have round-trip flights from Milwaukee (MKE) to Grand Cayman (GCM) for $303-$309 with a connection. Flights August to October. Weekends available. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free on American and Delta. United has bag fees. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.

Cheap Flights: Milwaukee to/from Grand Cayman $406-$420 r/t [June-March] – American Airlines / Delta
American Airlines and Delta have round-trip flights from Milwaukee (MKE) to Grand Cayman (GCM) for $406-$420 with a connection. Flights June to March. Weekends available. Origin/Destination reversible.
A Carry-on bag and also a personal item is allowed for free. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.