Don't pack away that bathing suit just yet, there's still time to splash around in the sun this fall in gorgeous Grand Cayman. Fly from numerous airports nationwide to the charming Caribbean cays for just $202+ roundtrip. JetBlue, American, and United Airlines are duking it out and price matching on this unadvertised sale, driving fares down to the island paradise.

Travel Availability

This sale is unadvertised, but I'll give the general details for availability below.

  • Travel Period: October 28 through November 20, 2019. Some routes may have availability through March 2020.
  • Travel Days of the Week: Monday through Thursday departures, returns available other days of the week.
  • Blackout Dates: For fares that extend beyond November, peak holiday and spring break dates blacked out.

Sale Period

This sale is unadvertised, and fares may jump at any moment. Secure your low fare by booking now and taking advantage of the 24-hour risk-free cancellation to think about your plans.

Sample Fares

Miami to Grand Cayman $202 roundtrip, nonstop

Ft. Lauderdale to Grand Cayman $202 roundtrip, nonstop

Jacksonville to Grand Cayman $277 roundtrip

Raleigh/Durham to Grand Cayman $285 roundtrip

Richmond to Grand Cayman $295 roundtrip

Atlanta to Grand Cayman $299 roundtrip

Orlando to Grand Cayman $299 roundtrip

New York-JFK to Grand Cayman $302 roundtrip, nonstop

Newark to Grand Cayman $312 roundtrip, nonstop

Chicago-ORD to Grand Cayman $331 roundtrip

Cleveland to Grand Cayman $344 roundtrip

Boston to Grand Cayman $349 roundtrip

Worcester to Grand Cayman $362 roundtrip

Phoenix to Grand Cayman $379 roundtrip

Pittsburgh to Grand Cayman $383 roundtrip

San Diego to Grand Cayman $387 roundtrip

Los Angeles to Grand Cayman $407 roundtrip

San Francisco to Grand Cayman $431 roundtrip

We're seeing plenty of deals to island destinations today. So, make sure to have a peek at our dedicated Caribbean flight deals page to see what else is on sale.


All of these fares include a carry-on bag plus a small personal item except United which only allows for an individual item that fits under the seat in front of you. The first checked piece of luggage will cost $30 each-way.

Seat Selection

JetBlue includes standard advanced seat assignments. On American and United, seats will be assigned at random upon check-in for these Basic Economy prices.

Related: Which Caribbean Airports Have the Lowest (and Highest) Ticket Taxes

Alternate Fares

Upgrading to a Main Cabin Economy fare on American or United generally costs $30 more roundtrip. This type of fare will include advanced seat selection and allow for ticket changes (fee applies)/upgrades. A checked bag is the same $30 fee each way.

Example Booking

As a sample itinerary, searching JetBlue, I found seats departing New York JFK on Friday, November 15, and returning from Grand Cayman GCM on Wednesday, November 20, 2019, for $302 roundtrip.

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Featured image: May_Lana / Shutterstock
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