By clicking, I agree to the terms

Cheap Flights to Grand Cayman

Flight only Hotel only Flight + Hotel

Flight type

Round-trip One-way
Age of children at time of trip

We will search for applicable airfare discounts. Must have 1 adult for each infant in lap

Grand Cayman flights

Finding deals on flights to Grand Cayman is easy and fun with Orbitz, and the money you save on tickets will let you take part in many more events on the island!

Flights to Grand Cayman

Your Grand Cayman flights will generally land at Owen Roberts International Airport, the main airport of the Cayman Islands. More than 55 weekly Grand Cayman flights land from Miami, either on American Airlines or Cayman Airways, but service is provided from a range of providers to other locations, including Chicago, Detroit, London, and New York. With only one terminal building, Owens International may seem small, but it is an important base of operations for all flights, and flights from Delta, United, and American Airlines arrive and depart there regularly. From the Owen Roberts Airport, you can get to your hotels by complimentary van, taxi, or limousine service. Book a ride on the airport bus service in advance to get to nearby Georgetown and its cruise ships.

Grand Cayman Weather

Flights to Grand Cayman deliver you into the warmth of the tropical sun. In the winter, the temperature ranges between 75 and 85 degrees Fahrenheit. In the summer it can rise to 95 and get quite humid. If you are looking for a temperate time to visit, March may be your best bet, although if you want lower humidity and temperatures, visit any time between December and April. Seasonal trade winds keep the temperature lower, despite the humidity in the summer months. Pack mostly casual summer clothing, but remember to bring something nice for that fancy dinner!

Getting Around Grand Cayman

Your Grand Cayman flights are just the beginning of the adventure! Once you are on the island, there is a lot to do and explore. Getting around the island can be an adventure. While getting a temporary drivers license and renting a car may give you the most flexibility in exploring the island on your own, sometimes traveling the way the locals do can be even better. Several public bus lines run through the districts on the island. The main terminal is located in George Town, and licensed buses with blue plates take both US and Cayman Islands dollars. While there are few bus stops around the island, you can flag down a bus at the side of the road.

Grand Cayman Attractions

Attractions and activities include snorkeling, diving, shopping, museums, as well as hiking and caving. You could spend your entire holiday just trying to decide what to do first! Make sure you explore the natural world of Grand Cayman. Here are a few suggestions to get you started:

  • Batabano Festival, at the end of April or in early May. A weekend of live steel band music, colorful costumes and exotic foods.
  • Queen Elizabeth II Botanic Park, with a short walking tour and a visitor center.
  • Cayman Maritime Treasure Museum, with exhibits on turtle hunting, pirates, and shipbuilding.
  • Hell, West Bay. Black volcanic rocks evoke a hellish landscape.
  • Pedro St. James Castle. Built in 1780, with hourly shows and a large garden preserve.
Best Anytime fares to Grand Cayman

Cheap round-trip flights to Grand Cayman

Departure Arrival Travel dates Airline Round-trip
New York Grand Cayman Tue, Sep 2 - Sat, Sep 6 airline logo US Airways $267
Miami Grand Cayman Sat, Aug 2 - Wed, Aug 6 airline logo United Airlines $359
Chicago Grand Cayman Wed, Aug 20 - Wed, Aug 27 airline logo Cayman Airways $466
Newark Grand Cayman Sat, Sep 20 - Wed, Sep 24 airline logo American Airlines $276
Detroit Grand Cayman Thu, Sep 18 - Thu, Sep 25 airline logo American Airlines $551
Washington DC Grand Cayman Mon, Sep 22 - Mon, Sep 29 Delta Airlines Delta Air Lines $432
Boston Grand Cayman Mon, Aug 11 - Sun, Aug 17 airline logo US Airways $436
Dallas Grand Cayman Mon, Sep 22 - Fri, Sep 26 airline logo American Airlines $345
Tampa Grand Cayman Mon, Sep 22 - Mon, Sep 29 airline logo Cayman Airways $390
Charlotte Grand Cayman Sat, Aug 2 - Wed, Aug 6 airline logo United Airlines $345
Philadelphia Grand Cayman Sat, Sep 6 - Fri, Sep 12 airline logo US Airways $579
Denver Grand Cayman Wed, Aug 27 - Wed, Sep 3 airline logo British Airways $2,350
Back to menu Return to top

Best weekend fares to Grand Cayman

Best weekend fares to Grand Cayman

Departure Arrival Travel dates Airline Round-trip
New York Grand Cayman Thu, Sep 4 - Sun, Sep 7 airline logo Cayman Airways $316
Miami Grand Cayman Sat, Aug 2 - Sun, Aug 3 airline logo Cayman Airways $353
Chicago Grand Cayman Thu, Aug 14 - Mon, Aug 18 airline logo US Airways $520
Newark Grand Cayman Thu, Aug 7 - Sun, Aug 10 airline logo US Airways $439
Detroit Grand Cayman Thu, Jul 31 - Thu, Aug 7 Multiple Airlines Check rates
Washington DC Grand Cayman Thu, Aug 21 - Sun, Aug 24 airline logo US Airways $427
Boston Grand Cayman Thu, Aug 14 - Mon, Aug 18 airline logo jetBlue $763
Dallas Grand Cayman Thu, Aug 7 - Mon, Aug 11 airline logo American Airlines $638
Tampa Grand Cayman Fri, Sep 19 - Mon, Sep 22 airline logo Cayman Airways $400
Charlotte Grand Cayman Thu, Jul 31 - Thu, Aug 7 Multiple Airlines Check rates
Philadelphia Grand Cayman Thu, Jul 31 - Thu, Aug 7 Multiple Airlines Check rates
Denver Grand Cayman Thu, Jul 31 - Thu, Aug 7 Multiple Airlines Check rates
Back to menu Return to top