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Find cheap flights from Connecticut to the Cayman Islands from $99

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Connecticut to the Cayman Islands departing on 5/27. 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.
1 adult
0 bags
Sat 6/15
Sat 6/22

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In the last 7 days travelers have searched 42,566,405 times on KAYAK, and here is why:

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Good to know

Low season

September

High season

March

Cheapest flight

$99
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from New York John F Kennedy Airport to George Town

FAQs for booking flights from Connecticut to the Cayman Islands

  • How does KAYAK find such low prices on flights from Connecticut to the Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Connecticut to the Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Connecticut to the Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to the Cayman Islands from Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Connecticut to the Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to the Cayman Islands with an airline and back to Connecticut with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Connecticut to the Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to the Cayman Islands from Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Book cheap flights from Connecticut to the Cayman Islands

Recent round-trip flight deals

6/13Thu
nonstopJetBlue
3h 45mJFK-GCM
6/15Sat
nonstopJetBlue
3h 53mGCM-JFK
$296
6/8Sat
nonstopJetBlue
3h 50mJFK-GCM
6/12Wed
nonstopJetBlue
3h 45mGCM-JFK
$320
5/30Thu
1 stopAmerican Airlines
6h 30mJFK-GCM
6/3Mon
1 stopAmerican Airlines
6h 56mGCM-JFK
$335
6/14Fri
1 stopAmerican Airlines
7h 39mEWR-GCM
6/16Sun
1 stopAmerican Airlines
6h 47mGCM-EWR
$335
9/15Sun
1 stopDelta
6h 30mJFK-GCM
9/27Fri
1 stopDelta
9h 57mGCM-JFK
$338
6/5Wed
1 stopDelta
6h 31mEWR-GCM
6/8Sat
1 stopDelta
10h 58mGCM-EWR
$338
10/23Wed
1 stopAir Canada
26h 15mJFK-GCM
10/27Sun
1 stopAir Canada
21h 41mGCM-JFK
$343
11/2Sat
2 stopsAir Canada
21h 10mEWR-GCM
11/10Sun
2 stopsAir Canada
18h 56mGCM-EWR
$343
7/25Thu
nonstopCayman Airways
4h 00mJFK-GCM
7/28Sun
nonstopCayman Airways
3h 50mGCM-JFK
$354
8/25Sun
nonstopCayman Airways
4h 00mJFK-GCM
8/28Wed
nonstopCayman Airways
3h 50mGCM-JFK
$357

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Recent one-way flight deals

5/27Mon
nonstopJetBlue
3h 51mJFK-GCM
$99
5/28Tue
1 stopAmerican Airlines
8h 30mJFK-GCM
$116
6/4Tue
1 stopAmerican Airlines
7h 15mEWR-GCM
$116
6/2Sun
1 stopDelta
14h 55mJFK-GCM
$117
10/20Sun
1 stopAir Canada
6h 45mLGA-GCM
$123
10/20Sun
nonstopCayman Airways
4h 00mJFK-GCM
$128
7/1Mon
nonstopJetBlue
3h 45mJFK-GCM
$133
7/2Tue
1 stopDelta
6h 35mJFK-GCM
$137
5/29Wed
1 stopAir Canada
23h 50mJFK-GCM
$154
5/26Sun
nonstopCayman Airways
4h 00mJFK-GCM
$213

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Search by price

Last minute flights from Connecticut to the Cayman Islands

Last minute flight, train and bus deals

5/18Sat
nonstopJetBlue
3h 51mJFK-GCM
5/25Sat
nonstopJetBlue
3h 45mGCM-JFK
$459
5/18Sat
multi-stopAmerican Airlines
6h 30mJFK-GCM
5/23Thu
multi-stopAmerican Airlines
6h 56mGCM-JFK
$470
5/19Sun
multi-stopAmerican Airlines
6h 25mJFK-GCM
5/23Thu
multi-stopAmerican Airlines
6h 56mGCM-JFK
$472
5/18Sat
multi-stopAmerican Airlines
7h 28mEWR-GCM
5/25Sat
multi-stopAmerican Airlines
11h 36mGCM-EWR
$472
5/19Sun
multi-stop
7h 40mEWR-GCM
5/23Thu
multi-stop
15h 18mGCM-EWR
$494
5/19Sun
multi-stopUnited Airlines
7h 35mEWR-GCM
5/21Tue
multi-stopUnited Airlines
8h 12mGCM-EWR
$498
5/18Sat
multi-stopDelta
14h 50mJFK-GCM
5/25Sat
multi-stopDelta
10h 27mGCM-JFK
$503
5/18Sat
multi-stopDelta
6h 26mLGA-GCM
5/25Sat
multi-stopDelta
7h 57mGCM-LGA
$533
5/18Sat
nonstopUnited Airlines
4h 00mEWR-GCM
5/25Sat
nonstopUnited Airlines
4h 00mGCM-EWR
$549
5/19Sun
multi-stopAir Canada
7h 40mEWR-GCM
5/23Thu
multi-stopAir Canada
23h 57mGCM-EWR
$569

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Flights to the Cayman Islands

Return flight deals:

Cayman Islands - Connecticut

Cabin classes: