$347+ Cheap flights from the Cayman Islands

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 27/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
GCM — BOS
15 Oct — 22 Oct1
1 adult
1 adult, Economy

Find flights from Cayman Islands

International flights from Cayman Islands
Find cheap international flights from Cayman Islands based on historic user searches and pricing. Information updated on 15 September 2025.

Mon 27/1001:00DPS - MNL
Nonstop4h 15mMultiple Airlines
Tue 4/1112:55MNL - DPS
1 stop10h 45mMultiple Airlines
Deal found 13/9$347
Mon 27/1001:00DPS - MNL
Nonstop4h 15mCebu Pacific
Mon 3/1103:40MNL - DPS
Nonstop4h 10mCebu Pacific
Deal found 13/9$362
Sat 22/1115:35DPS - MNL
1 stop11h 15mVietJet Air
Sun 23/1103:45MNL - DPS
1 stop9h 10mVietJet Air
Deal found 14/9$425
Sat 22/1115:35DPS - MNL
1 stop11h 15mVietJet Air
Mon 24/1103:45MNL - DPS
1 stop9h 10mVietJet Air
Deal found 14/9$440
Sat 22/1115:35DPS - MNL
1 stop11h 15mVietJet Air
Wed 26/1103:45MNL - DPS
1 stop9h 20mVietJet Air
Deal found 14/9$460
Fri 21/1118:40DPS - MNL
1 stop27h 55mCathay Pacific
Fri 12/1217:45MNL - DPS
1 stop23h 55mCathay Pacific
Deal found 13/9$466
Tue 10/222:20DPS - SYD
Nonstop6h 05mJetstar
Tue 24/217:35SYD - DPS
Nonstop6h 25mJetstar
Deal found 14/9$542
Tue 28/1001:10DPS - BNE
1 stop30h 55mPhilippine Airlines
Wed 5/1111:05BNE - DPS
1 stop15h 05mPhilippine Airlines
Deal found 14/9$552
Tue 10/220:20DPS - SYD
1 stop9h 35mJetstar
Tue 17/217:35SYD - DPS
Nonstop6h 25mJetstar
Deal found 12/9$572
Wed 11/301:10DPS - BNE
1 stop30h 55mPhilippine Airlines
Sun 15/311:05BNE - DPS
1 stop15h 05mPhilippine Airlines
Deal found 12/9$594
Wed 29/1007:00DPS - DEL
1 stop17h 40mMultiple Airlines
Wed 5/1109:00DEL - DPS
2 stops30h 35mMultiple Airlines
Deal found 14/9$601
Wed 11/301:10DPS - SYD
1 stop29h 40mPhilippine Airlines
Mon 16/311:35SYD - DPS
1 stop15h 35mPhilippine Airlines
Deal found 12/9$623

Best time to book a flight from Cayman Islands

Have a flexible travel schedule? Discover the best time to fly from Cayman Islands with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Cayman Islands

Get recent, data-driven insights about flights from Cayman Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Cayman Islands?

Currently, November is the cheapest month in which you can book a flight from Cayman Islands (average of $279). Flying from Cayman Islands in May will prove the most costly (average of $772). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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Related info for your journey

Access useful and relevant information related to your journey from Cayman Islands. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 15 September 2025.

  • What is the cheapest month to fly from Cayman Islands?

    At the present moment the cheapest month to fly from Cayman Islands is currently November; with May being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • How does Cheapflights help users find flights from Cayman Islands?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Cayman Islands. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • Why should you use Cheapflights to find cheap flight tickets from Cayman Islands?

    Cheapflights simply makes it quick and affordable to book flights from Cayman Islands by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

  • Can Cheapflights find flights from Cayman Islands with no change fees?

    Need flexible booking options for your flight from Cayman Islands ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

  • Can Cheapflights notify me if prices for flights from Cayman Islands become cheaper?

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Cayman Islands?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Cayman Islands. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Cayman Islands?

Cheapflights simply makes it quick and affordable to book flights from Cayman Islands by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Cayman Islands with no change fees?

Need flexible booking options for your flight from Cayman Islands ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Cayman Islands become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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