Cheap flights from Portland to Grand Cayman from $299

Travelers frequently search for route combinations, such as Portland and Guadalajara, Mexico City, Los Angeles, Las Vegas, Phoenix, San Francisco, Oaxaca, Denver, Kailua, San Diego, Ontario, Chicago, Puerto Escondido, Oaxaca, New York, Calgary, San José del Cabo, London, Dallas, Puerto Vallarta, Tokyo.

Travelers frequently search for route combinations, such as Grand Cayman and Miami, Houston, Denver, Philadelphia, Washington, D.C., Minneapolis, Toronto, Mexico City, Panama, Guadalajara, Bucharest, Manila, Saint Lucia, Key West, Fort Myers, San Juan, Fort Lauderdale, Little Rock, Norfolk, Medford.

The main airport in Portland is Portland International. It is also served by Seattle–Tacoma International, Portland International, Eugene, Roberts Field, Kenmore Air Harbor Seaplane Base, Boeing Field.

The main airport in Grand Cayman is Owen Roberts International. It is also served by Owen Roberts International.

Currently, you can fly between Portland and Grand Cayman with Cayman Airways, Hawaiian Airlines, United Airlines, JetBlue Airways, Alaska Airlines.

If you don’t have specific dates for your trip between Portland and Grand Cayman, you can enter a date range into the departure and return fields. Most carriers on the Kiwi.com website allow you to search and book up to six months from the day of your search. Order the search results by the best, cheapest, or fastest route, or find the cheapest outbound and return combination in the pricing table.

Traveling between Portland and Grand Cayman, you can choose between direct (nonstop) flights or flights with one or more stops. You can select the number of stops on your journey, including an overnight stopover, and the duration of the stopover. What’s more, you can also select where you want to have your stopover. Want to say "Hi" to a friend in another city en route to your destination? Or fancy a quick round of shopping? Go Multi-City or Nomad and add places to your search that you wish to visit.

There are a number of airports in and around Portland. The main one is Portland International and other nearby airports include Seattle–Tacoma International, Portland International, Eugene, Roberts Field, Kenmore Air Harbor Seaplane Base, Boeing Field

There are a number of airports in and around Grand Cayman. The main one is Owen Roberts International and other nearby airports include Owen Roberts International.