$501+ Cheap flights from Trinidad and Tobago to the Cayman Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
POS — GCM
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Trinidad and Tobago to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Trinidad and Tobago to Cayman Islands
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Last-minute
One-way
Cheapest flights from Trinidad and Tobago to Cayman IslandsExplore the most affordable flight options available from Trinidad and Tobago to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
Explore the most affordable flight options available from Trinidad and Tobago to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:50 am -
1 stop15h 11m
Thu 12/1012:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$796
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:56 am -
1 stop9h 49m
Wed 12/98:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$798
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:50 am -
1 stop15h 11m
Sun 12/612:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$801
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/296:05 am -
1 stop14h 48m
Thu 1/712:48 pm -
1 stop25h 24m
Deal found 11/5![American Airlines logo]()
$843
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/64:42 pm -
1 stop23h 03m
Thu 12/108:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$848
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:56 am -
1 stop9h 49m
Mon 12/148:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$849
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:50 am -
1 stop15h 11m
Sat 12/128:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$852
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/64:42 pm -
1 stop28h 19m
Wed 12/98:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$854
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:56 am -
1 stop9h 49m
Fri 12/118:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$858
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:50 am -
1 stop9h 55m
Mon 12/78:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$880
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/284:16 pm -
1 stop20h 36m
Thu 1/712:48 pm -
1 stop25h 24m
Deal found 11/5![American Airlines logo]()
$889
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/104:42 pm -
1 stop28h 19m
Sat 12/1212:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$899
Best flights from Trinidad and Tobago to Cayman IslandsDiscover carefully curated flight deals from Trinidad and Tobago to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Trinidad and Tobago to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/114:46 pm -
1 stop20h 02m
Sat 1/1612:48 pm -
1 stop25h 58m
Deal found 11/7![American Airlines logo]()
$886
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:25 am -
2 stops36h 50m
Sun 12/62:25 pm -
2 stops32h 53m
Deal found 11/7![United Airlines logo]()
$956
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:05 am -
1 stop14h 48m
Wed 12/308:25 am -
1 stop14h 20m
Deal found 11/5![American Airlines logo]()
$967
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:25 am -
2 stops36h 50m
Sat 12/122:25 pm -
2 stops32h 53m
Deal found 11/7![United Airlines logo]()
$1,002
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/196:05 am -
1 stop9h 15m
Mon 12/288:25 am -
1 stop14h 20m
Deal found 11/9![American Airlines logo]()
$1,017
This United Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/101:25 am -
2 stops36h 50m
Sat 1/162:25 pm -
2 stops32h 55m
Deal found 11/7![United Airlines logo]()
$1,022
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:56 am -
2 stops30h 30m
Fri 12/1112:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$1,052
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/272:20 am -
2 stops36h 25m
Thu 1/72:25 pm -
2 stops32h 55m
Deal found 11/5![United Airlines logo]()
$1,068
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/272:20 am -
2 stops36h 25m
Wed 1/62:25 pm -
2 stops32h 55m
Deal found 11/5![United Airlines logo]()
$1,086
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/292:20 am -
2 stops38h 40m
Fri 1/82:25 pm -
2 stops32h 55m
Deal found 11/5![United Airlines logo]()
$1,092
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/302:20 am -
1 stop11h 55m
Wed 1/62:25 pm -
2 stops32h 55m
Deal found 11/5![United Airlines logo]()
$1,103
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/292:20 am -
2 stops38h 40m
Sat 1/92:25 pm -
2 stops32h 55m
Deal found 11/5![United Airlines logo]()
$1,136
Last-minute flights from Trinidad and Tobago to Cayman IslandsDiscover last-minute flight deals from Trinidad and Tobago to Cayman Islands. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Trinidad and Tobago to Cayman Islands. Data last updated November 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:50 am -
1 stop15h 11m
Thu 12/1012:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$796
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:50 am -
1 stop15h 11m
Sun 12/612:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$801
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:50 am -
1 stop9h 55m
Fri 12/1112:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$852
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/64:42 pm -
1 stop23h 03m
Thu 12/108:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$848
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/64:42 pm -
1 stop28h 19m
Wed 12/98:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$854
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/65:50 am -
1 stop9h 55m
Mon 12/78:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$880
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:56 am -
1 stop9h 49m
Wed 12/98:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$798
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:56 am -
1 stop9h 49m
Fri 12/118:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$858
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/104:42 pm -
1 stop28h 19m
Sat 12/1212:55 pm -
1 stop9h 45m
Deal found 11/7![American Airlines logo]()
$899
This American Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:56 am -
1 stop9h 49m
Mon 12/148:15 am -
1 stop14h 25m
Deal found 11/7![American Airlines logo]()
$849
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/284:16 pm -
1 stop23h 04m
Fri 1/84:07 pm -
1 stop22h 05m
Deal found 11/5![American Airlines logo]()
$889
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/296:05 am -
1 stop14h 48m
Thu 1/712:48 pm -
1 stop25h 24m
Deal found 11/5![American Airlines logo]()
$843
One-way flights from Trinidad and Tobago to Cayman IslandsSearch for one-way flight options from Trinidad and Tobago to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Trinidad and Tobago to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Gotogate deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/49:10 am -
1 stop13h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/7![Multiple Airlines logo]()
$501
Find flight deals from Trinidad and Tobago to Cayman Islands
Keep the following information in mind while searching for Trinidad and Tobago to Cayman Islands flight deals. Data was last updated November 10, 2026.
Round-trip from | $752 (Booking.com) |
|---|---|
One-way from | $501 (Gotogate) |
Cheapflights Fare Finder
Customize your flight search to find flights from Trinidad and Tobago to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 10, 2026.
Use the filters below to find and compare flights from Trinidad and Tobago to the Cayman Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Mon 1/4
9:10 am-9:15 pm
1 stop13h 05m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$501
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Mon 1/11
4:46 pm-11:48 am
1 stop20h 02m
George Town Owen Roberts Intl
Sat 1/16
12:48 pm-3:46 pm
1 stop25h 58m
$886
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Thu 12/3
1:25 am-1:15 pm
2 stops36h 50m
George Town Owen Roberts Intl
Sun 12/6
2:25 pm-12:18 am
2 stops32h 53m
$956
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Mon 12/21
6:05 am-7:53 pm
1 stop14h 48m
George Town Owen Roberts Intl
Wed 12/30
8:25 am-11:45 pm
1 stop14h 20m
$967
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Thu 12/3
1:25 am-1:15 pm
2 stops36h 50m
George Town Owen Roberts Intl
Sat 12/12
2:25 pm-12:18 am
2 stops32h 53m
$1,002
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Sat 12/19
6:05 am-2:20 pm
1 stop9h 15m
George Town Owen Roberts Intl
Mon 12/28
8:25 am-11:45 pm
1 stop14h 20m
$1,017
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Sun 1/10
1:25 am-1:15 pm
2 stops36h 50m
George Town Owen Roberts Intl
Sat 1/16
2:25 pm-12:20 am
2 stops32h 55m
$1,022
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Mon 12/7
5:56 am-11:26 am
2 stops30h 30m
George Town Owen Roberts Intl
Fri 12/11
12:55 pm-11:40 pm
1 stop9h 45m
$1,052
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Sun 12/27
2:20 am-1:45 pm
2 stops36h 25m
George Town Owen Roberts Intl
Thu 1/7
2:25 pm-12:20 am
2 stops32h 55m
$1,068
Port of SpainGeorge Town
POS Port of Spain Piarco Intl - GCM George Town Owen Roberts Intl
POSGCM
Port of Spain Piarco Intl
Sun 12/27
2:20 am-1:45 pm
2 stops36h 25m
George Town Owen Roberts Intl
Wed 1/6
2:25 pm-12:20 am
2 stops32h 55m
$1,086
Showing 1-10 of 13 resultsSorted by cheapest first
Best time to book a flight from Trinidad and Tobago to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Trinidad and Tobago with our price prediction graph.
POS-GCM
Estimated round-trip 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.
Cheapflights Insights
Everything you need to know about your flight from Trinidad and Tobago to the Cayman Islands
TT0-KY0
POS-GCM
No data available for this route at this time. Please check back soon.
Related info for your journey
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