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Cayman Islands Flights - Book Cheap Flights to Cayman Islands

View RM675 flight on Wed, 9 Sept 2026Opens in a new window

Popular airlines to Cayman Islands

  • American Airlines

  • Delta

  • Air Canada

  • United

  • Southwest Airlines

  • JetBlue Airways

  • Cayman Airways

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Cheap round-trip flights to Cayman Islands

Prices were available within the past 7 days and start at RM675 for one-way flights and RM1,926 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
GCM
Grand Cayman
RM1,926 Return, found 1 day ago
RM1,926
Return
found 1 day ago
Select Air Canada flight, departing Wed, 9 Sept from Chicago to Grand Cayman, returning Wed, 16 Sept, priced at RM1,926 found 1 day ago
Air Canada
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
GCM
Grand Cayman
RM2,646 Return, found 1 day ago
RM2,646
Return
found 1 day ago
Select Air Canada flight, departing Wed, 9 Sept from Chicago to Grand Cayman, returning Wed, 16 Sept, priced at RM2,646 found 1 day ago
Delta
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
GCM
Grand Cayman
RM2,666 Return, found 1 day ago
RM2,666
Return
found 1 day ago
Select Delta flight, departing Wed, 9 Sept from Chicago to Grand Cayman, returning Wed, 16 Sept, priced at RM2,666 found 1 day ago
Delta
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
GCM
Grand Cayman
RM2,689 Return, found 1 day ago
RM2,689
Return
found 1 day ago
Select Delta flight, departing Wed, 9 Sept from Chicago to Grand Cayman, returning Wed, 16 Sept, priced at RM2,689 found 1 day ago
Delta
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
GCM
Grand Cayman
RM3,157 Return, found 1 day ago
RM3,157
Return
found 1 day ago
Select Delta flight, departing Wed, 9 Sept from Chicago to Grand Cayman, returning Wed, 16 Sept, priced at RM3,157 found 1 day ago
Delta
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
GCM
Grand Cayman
RM3,180 Return, found 1 day ago
RM3,180
Return
found 1 day ago
Select Delta flight, departing Wed, 9 Sept from Chicago to Grand Cayman, returning Wed, 16 Sept, priced at RM3,180 found 1 day ago
American Airlines
Tue, 8 Sept - Tue, 15 Sept
ORD
Chicago
GCM
Grand Cayman
RM3,243 Return, found 2 days ago
RM3,243
Return
found 2 days ago
Select American Airlines flight, departing Tue, 8 Sept from Chicago to Grand Cayman, returning Tue, 15 Sept, priced at RM3,243 found 2 days ago
American Airlines
Wed, 9 Sept - Wed, 16 Sept
ORD
Chicago
GCM
Grand Cayman
RM3,263 Return, found 1 day ago
RM3,263
Return
found 1 day ago
Select American Airlines flight, departing Wed, 9 Sept from Chicago to Grand Cayman, returning Wed, 16 Sept, priced at RM3,263 found 1 day ago
American Airlines
Tue, 8 Sept - Tue, 15 Sept
ORD
Chicago
GCM
Grand Cayman
RM3,345 Return, found 2 days ago
RM3,345
Return
found 2 days ago
Select American Airlines flight, departing Tue, 8 Sept from Chicago to Grand Cayman, returning Tue, 15 Sept, priced at RM3,345 found 2 days ago
Alaska Airlines
Wed, 9 Sept - Wed, 16 Sept
EAT
Wenatchee
GCM
Grand Cayman
RM4,453 Return, found 1 day ago
RM4,453
Return
found 1 day ago
Select Alaska Airlines flight, departing Wed, 9 Sept from Wenatchee to Grand Cayman, returning Wed, 16 Sept, priced at RM4,453 found 1 day ago

Frequently asked questions

How do I find cheap flights to Cayman Islands that have flexible change policies?
Search for your affordable fares to Cayman Islands, then mark the "No change fee" box directly below the "Flexible change policies" heading. It's that simple. We appreciate that travel plans can change and flexibility is essential, so you can book with confidence with Expedia.
Which airlines fly to Cayman Islands?
Find your passport, pack your bags and choose between these leading airlines that service Cayman Islands:

  • American Airlines - 130 flights to or near Cayman Islands each month, including 130 flights to Owen Roberts Intl. Airport (GCM) per month.
  • Cayman Airways - 82 flights to or near Cayman Islands each month, including 78 flights to Owen Roberts Intl. Airport (GCM) per month.
  • United Airlines - 47 flights to or near Cayman Islands each month, including 47 flights to Owen Roberts Intl. Airport (GCM) per month.

How can I find cheap tickets to Cayman Islands?
In the last seven days, RM1,926 was the best price for a flight to Cayman Islands. For even bigger savings, book well in advance and be flexible with your travel dates. Search for your trip to Cayman Islands, then compare prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Cayman Islands?
If you were journeying one way from Chicago (ORD), you could've picked up a cheap seat for just RM675 in the last seven days. Return flights to Cayman Islands ranged from only RM1,926 to RM6,090 during this same period.
What are the most popular airports to fly into in Cayman Islands?
Pack your suitcase and cruise into one of these top Cayman Islands airports:

  • Owen Roberts Intl. Airport (GCM) - 338 flights per month.
  • Gerrard Smith Intl. Airport (CYB) - 4 flights per month.

How much is a plane ticket to Cayman Islands?
Fares ranged from RM1,926 to RM6,090 over the last seven days. When you're ready to book, we'll help you secure the best price to Cayman Islands.
What is the best time to go to Cayman Islands?
George Town, Cayman Islands's most populated city, is an awesome place to check out at anytime. Not into cold weather? Then journey here from June 20 onward in summer, when average temperatures range from 29ºC to 29ºC. July, August and October is when George Town draws the biggest crowds.
What months are the cheapest to book a flight to Cayman Islands?
An inexpensive month to book an awesome deal to Cayman Islands is February, while prices are at their highest in December. Give this month a miss if you're on a budget.

Book with confidence

About Cayman Islands

Expedia offers flights to Cayman Islands to meet every traveler's needs. Whatever your flight need - Expedia has the flight for you. So choose from flights to Cayman Islands or destinations around the world and discover how easy it is to make your flight reservations on Expedia.
About Cayman Islands

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