Cheap Flights to Cayman Islands from $93 (2026/2027)

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Jet to one of Cayman Islands's top cities

A coastal city with a beach, clear blue waters, and a distant ship.

Seven Mile Beach

Flights
Seven Mile Beach

How Much Does it Cost To Fly To Cayman Islands?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Jul 27 - Thu, Jul 29
GCM
Owen Roberts Intl.
CYB
Charles Kirkconnell Intl.
$171 Roundtrip, found 1 day ago
$171
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Tue, Jul 27 from Owen Roberts Intl. to Charles Kirkconnell Intl., returning Thu, Jul 29, priced at $171 found 1 day ago
Sat, Mar 27 - Sat, Apr 3
GCM
Owen Roberts Intl.
LYB
Edward Bodden Airfield
$200 Roundtrip, found 4 hours ago
$200
Roundtrip
found 4 hours ago
Select Cayman Airways flight, departing Sat, Mar 27 from Owen Roberts Intl. to Edward Bodden Airfield, returning Sat, Apr 3, priced at $200 found 4 hours ago
Fri, Jan 1 - Tue, Jan 5
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$287 Roundtrip, found 12 hours ago
$287
Roundtrip
found 12 hours ago
Select Cayman Airways flight, departing Fri, Jan 1 from Miami Intl. to Owen Roberts Intl., returning Tue, Jan 5, priced at $287 found 12 hours ago
Fri, Jan 22 - Sun, Jan 31
MIA
Miami Intl.
GCM
Owen Roberts Intl.
$292 Roundtrip, found 3 hours ago
$292
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Jan 22 from Miami Intl. to Owen Roberts Intl., returning Sun, Jan 31, priced at $292 found 3 hours ago
Sat, Nov 7 - Sat, Nov 14
MIA
Miami Intl.
CYB
Charles Kirkconnell Intl.
$338 Roundtrip, found 5 days ago
$338
Roundtrip
found 5 days ago
Select Cayman Airways flight, departing Sat, Nov 7 from Miami Intl. to Charles Kirkconnell Intl., returning Sat, Nov 14, priced at $338 found 5 days ago
Sat, Sep 19 - Sun, Sep 20
TPA
Tampa Intl.
GCM
Owen Roberts Intl.
$397 Roundtrip, just found
$397
Roundtrip
just found
Select Cayman Airways flight, departing Sat, Sep 19 from Tampa Intl. to Owen Roberts Intl., returning Sun, Sep 20, priced at $397 just found
Fri, May 21 - Wed, May 26
MIA
Miami Intl.
LYB
Edward Bodden Airfield
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select Cayman Airways flight, departing Fri, May 21 from Miami Intl. to Edward Bodden Airfield, returning Wed, May 26, priced at $399 found 1 day ago
Thu, Sep 24 - Tue, Sep 29
KIN
Norman Manley Intl.
GCM
Owen Roberts Intl.
$404 Roundtrip, found 6 hours ago
$404
Roundtrip
found 6 hours ago
Select Cayman Airways flight, departing Thu, Sep 24 from Norman Manley Intl. to Owen Roberts Intl., returning Tue, Sep 29, priced at $404 found 6 hours ago
OriginDestinationTravel DatesFlights From*
YYZGeorge TownSeptember 26 to September 28$239
YULGeorge TownOctober 5 to October 13$312
LGAGeorge TownOctober 29 to November 2$348
BOSGeorge TownSeptember 20 to September 24$349
ORDGeorge TownSeptember 25 to September 28$349
JFKLittle CaymanSeptember 28 to October 4$542
LHRGeorge TownNovember 14 to November 21$915
YYZWest EndNovember 18 to November 30$961
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
YYZGeorge TownSeptember 12 to September 19$240
YULGeorge TownSeptember 12 to September 19$320
BOSGeorge TownSeptember 11 to September 17$349
ORDGeorge TownSeptember 13 to September 19$349
EWRGeorge TownSeptember 11 to September 17$349
LHRGeorge TownSeptember 11 to September 26$1,001
*Prices include taxes and fees

Best Cayman Islands Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Villas of the Galleon 6
2.0-star property

Villas of the Galleon 6

Sep 27 - Sep 30

3 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $3,192, price is now $1,611 per person
$1,611
per person
found 20 hours ago
Cocoplum 10 in George Town
2.0-star property

Cocoplum 10 in George Town

Sep 27 - Sep 30

3 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Price was $3,341, price is now $1,731 per person
$1,731
per person
found 20 hours ago
Black Urchin
4.5-star property

Black Urchin

Sep 22 - Sep 25

3 night stay

Dallas (DFW) to George Town (GCM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,746, price is now $3,778 per person
$3,778
per person
found 1 day ago
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Travelers ❤️ These Cayman Islands 🏨

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
Opens in a new windowThe Ritz-Carlton, Grand Cayman
Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way Seven Mile Beach West Bay
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.8/10 Exceptional! (881 reviews)
"Proximity to beach Rooftop bar"

Reviewed on Sep 6, 2026

Opens in a new windowHotel Indigo Grand Cayman by IHG
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way Seven Mile Beach Grand Cayman
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Seven Mile Beach and Port of Georgetown are located nearby.
9.8/10 Exceptional! (1,002 reviews)
"Worth every penny"

Reviewed on Sep 6, 2026

Opens in a new windowKimpton Seafire Resort + Spa by IHG
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The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road Seven Mile Beach Grand Cayman
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of Georgetown and Seven Mile Beach are located nearby.
9.4/10 Exceptional! (1,005 reviews)
"Very good location, the breakfast is not good and expensive, the pool is very small but for the price is ok"

Reviewed on Sep 6, 2026

Opens in a new windowThe Locale Hotel Grand Cayman
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Cayman Islands?
Your next trip doesn't have to make a huge dent in your finances. In the last seven days, the cheapest return flight to Cayman Islands cost $171. Find a bargain fare and spend the dollars you save on exciting experiences. This price was available on Travelocity for flights to Cayman Islands departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Cayman Islands?
Find your perfect fare with one of the 15 airlines that operate flights to Cayman Islands. If you're staying in George Town, let Cayman Airways take you to this dynamic city to enjoy its iconic attractions. This popular carrier offers 385 flights there per month.
What is the cheapest month to fly to Cayman Islands?
Make sure you leave July clear in your calendar, because it's the most affordable month to jet out to Cayman Islands. That's based on Travelocity's direct flight demand from January to December last year. With more money in your wallet, you can splurge on a hotel upgrade, go to a fancy restaurant or whatever else you feel like!
How can I check my flight status to Cayman Islands?
Get updates about your flight status, any gate changes and more with Trips. This handy customer portal can be found at the top right of our homepage and is where you can view and manage your bookings. Create an account in just a few seconds and you're all set. You can also use the Travelocity app to look up the details of your flight to Cayman Islands while you're on the move — and even when you're offline. Travelocity's app is the travel companion in your pocket. Whether you want to organize transportation from your airport or share itinerary details with any members of your family flying with you, the app is your one-stop shop.
How do I find the best deals on flights to Cayman Islands?
Score an amazing deal with Travelocity — our "Flexible dates" function makes it that much easier. Enter your travel dates, then hit the flexible dates box above your search results to see the prices for surrounding days. $171 was the best price for a return flight to Cayman Islands in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Cayman Islands with Travelocity?
A memorable vacation is at your fingertips when you book with Travelocity. With a wide selection of choices and great deals on cheap family flights, rental cars and more, we make it easy to find awesome prices to suit your needs. You can also make use of our 24/7 customer support and free cancellation policies on most hotels during every step of the process. Wander wisely with us and bag your cheap flights to Cayman Islands today.
What are the most popular flight routes to Cayman Islands?
To help you pick your flights to Cayman Islands, here's our list of some of the main routes:

  • West End (CYB-Gerrard Smith Intl.) to Owen Roberts Intl. Airport (GCM) - 693 flights a month.
  • Little Cayman (LYB-Edward Bodden Airfield) to Owen Roberts Intl. Airport (GCM) - 407 flights a month.
  • Miami, FL (MIA-Miami Intl.) to Owen Roberts Intl. Airport (GCM) - 221 flights a month.

How much is a flight to Cayman Islands on average?
In the last seven days, roundtrip flights to Cayman Islands were priced between $171 and $1,001. No matter what sort of ticket you're after, we have some amazing deals to help you keep to your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Cayman Islands?
Listed here are a selection of leading direct flights to Cayman Islands along with their average journey times:

  • West End (CYB-Gerrard Smith Intl.) to Owen Roberts Intl. Airport (GCM) - 39 minutes
  • Little Cayman (LYB-Edward Bodden Airfield) to Owen Roberts Intl. Airport (GCM) - 35 minutes
  • Miami, FL (MIA-Miami Intl.) to Owen Roberts Intl. Airport (GCM) - 1 hour and 29 minutes

What can I expect on a flight to Cayman Islands?
This mostly depends on where you're setting off from and which airline you choose. You're likely to find all types of flights to Cayman Islands, from premium fares to cheap flights for family vacations. For long-haul flights, airlines will typically provide hot meals and entertainment as well as games for your little ones.

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