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Cheap flights from the United States to the Cayman Islands from $90

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United States to the Cayman Islands departing on 3/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from the United States to the Cayman Islands

Recent round-trip flight deals from the United States to the Cayman Islands

United Airlines Logo
6:00 am - 1:15 pmBOS-GCM
7h 15m1 stop
United Airlines Logo
5:45 pm - 12:21 pmGCM-BOS
18h 36m1 stop
$270United Airlines
Find Deal
Sat, Nov 29 - Tue, Dec 9
United Airlines Logo
6:00 am - 1:15 pmBOS-GCM
7h 15m1 stop
United Airlines Logo
5:30 pm - 10:49 amGCM-BOS
17h 19m2 stops
$274United Airlines
Find Deal
Sat, Nov 29 - Sat, Dec 6
JetBlue Logo
8:00 am - 2:55 pmATL-GCM
6h 55m1 stop
JetBlue Logo
3:55 pm - 10:09 pmGCM-ATL
6h 14m1 stop
$284JetBlue
Find Deal
Tue, Feb 3 - Tue, Feb 10
JetBlue Logo
8:00 am - 2:55 pmATL-GCM
6h 55m1 stop
JetBlue Logo
3:55 pm - 10:36 pmGCM-ATL
6h 41m1 stop
$286JetBlue
Find Deal
Tue, Dec 9 - Thu, Dec 11
Delta Logo
6:00 am - 11:41 amEWR-GCM
6h 41m1 stop
Delta Logo
2:00 pm - 12:59 amGCM-EWR
10h 59m1 stop
$314Delta
Find Deal
Fri, Oct 31 - Fri, Nov 7
Delta Logo
5:40 am - 12:35 pmBOS-GCM
6h 55m1 stop
Delta Logo
1:50 pm - 1:22 amGCM-BOS
11h 32m1 stop
$323Delta
Find Deal
Sun, Nov 9 - Tue, Nov 18
American Airlines Logo
5:30 am - 11:10 amBOS-GCM
6h 40m1 stop
American Airlines Logo
8:25 am - 4:12 pmGCM-BOS
6h 47m1 stop
$330American Airlines
Find Deal
Tue, Oct 21 - Sat, Oct 25
American Airlines Logo
6:45 am - 3:00 pmBOS-GCM
8h 15m1 stop
American Airlines Logo
9:00 am - 12:51 amGCM-BOS
15h 51m1 stop
$331American Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
Cayman Airways Logo
11:45 am - 2:45 pmJFK-GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pmGCM-JFK
3h 50mnonstop
$355Cayman Airways
Find Deal
Mon, Oct 20 - Sun, Oct 26
Cayman Airways Logo
11:45 am - 2:45 pmJFK-GCM
4h 00mnonstop
Cayman Airways Logo
6:10 pm - 11:00 pmGCM-JFK
3h 50mnonstop
$364Cayman Airways
Find Deal
Sun, Oct 5 - Wed, Oct 8

United Airlines flights from United States to Cayman Islands

Our best United Airlines deals on United States to Cayman Islands flight tickets
United Airlines
Nov 29
BOS6:00 amBoston Logan Intl
7h 15m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Dec 9
GCM5:45 pmGeorge Town Owen Roberts Intl
18h 36m
1 stop
BOS12:21 pmBoston Logan Intl
$270
Find similar
United Airlines
Nov 29
BOS6:00 amBoston Logan Intl
7h 15m
1 stop
GCM1:15 pmGeorge Town Owen Roberts Intl
Dec 6
GCM5:30 pmGeorge Town Owen Roberts Intl
17h 19m
2 stops
BOS10:49 amBoston Logan Intl
$274
Find similar
United Airlines
Nov 8
BOS7:00 amBoston Logan Intl
9h 20m
1 stop
GCM4:20 pmGeorge Town Owen Roberts Intl
Nov 15
GCM2:25 pmGeorge Town Owen Roberts Intl
8h 23m
1 stop
BOS10:48 pmBoston Logan Intl
$294
Find similar

Spirit Airlines flights from United States to Cayman Islands

Our best Spirit Airlines deals on United States to Cayman Islands flight tickets
Spirit Airlines
Dec 6
ATL5:47 amAtlanta Hartsfield-Jackson
5h 13m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
Dec 13
GCM11:55 amGeorge Town Owen Roberts Intl
5h 46m
1 stop
ATL5:41 pmAtlanta Hartsfield-Jackson
$311
Find similar
Spirit Airlines
Dec 6
ORD5:59 pmChicago O'Hare Intl
16h 01m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
Dec 13
GCM11:55 amGeorge Town Owen Roberts Intl
10h 05m
1 stop
ORD9:00 pmChicago O'Hare Intl
$319
Find similar
Spirit Airlines
Dec 7
ATL5:47 amAtlanta Hartsfield-Jackson
5h 13m
1 stop
GCM11:00 amGeorge Town Owen Roberts Intl
Dec 14
GCM11:55 amGeorge Town Owen Roberts Intl
12h 40m
1 stop
ATL12:35 amAtlanta Hartsfield-Jackson
$331
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from United States 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, momondo users made 832,500 searches. Data last updated September 18, 2025.
Use the filters below to find and compare flights from the United States to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/29

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Tue 12/9

5:45 pm-12:21 pm

1 stop18h 36m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/29

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 12/6

5:30 pm-10:49 am

2 stops17h 19m

$274

AtlantaGeorge Town

ATL - GCM

ATLGCM

Atlanta Hartsfield-Jackson

Tue 2/3

8:00 am-2:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Tue 2/10

3:55 pm-10:09 pm

1 stop6h 14m

$284

AtlantaGeorge Town

ATL - GCM

ATLGCM

Atlanta Hartsfield-Jackson

Tue 12/9

8:00 am-2:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Thu 12/11

3:55 pm-10:36 pm

1 stop6h 41m

$286

NewarkGeorge Town

EWR - GCM

EWRGCM

Newark

Fri 10/31

6:00 am-11:41 am

1 stop6h 41m

George Town Owen Roberts Intl

Fri 11/7

2:00 pm-12:59 am

1 stop10h 59m

$314

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 11/9

5:40 am-12:35 pm

1 stop6h 55m

George Town Owen Roberts Intl

Tue 11/18

1:50 pm-1:22 am

1 stop11h 32m

$323

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 10/21

5:30 am-11:10 am

1 stop6h 40m

George Town Owen Roberts Intl

Sat 10/25

8:25 am-4:12 pm

1 stop6h 47m

$330

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 11/8

6:45 am-3:00 pm

1 stop8h 15m

George Town Owen Roberts Intl

Tue 11/11

9:00 am-12:51 am

1 stop15h 51m

$331

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Mon 10/20

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Sun 10/26

6:10 pm-11:00 pm

Nonstop3h 50m

$355

New YorkGeorge Town

JFK - GCM

JFKGCM

New York John F Kennedy Intl

Sun 10/5

11:45 am-2:45 pm

Nonstop4h 00m

George Town Owen Roberts Intl

Wed 10/8

6:10 pm-11:00 pm

Nonstop3h 50m

$364

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from United States to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of March, then flying in June is also cheap. Prices for this month can be found on momondo for an average of $387.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Wednesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $586. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Monday is $1,023.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from United States to Cayman Islands in the afternoon for as low as $373. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $763 on average. Flights to Cayman Islands from United States at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

What is the cheapest United States to Cayman Islands flight route?

Fly from Miami to George Town Owen Roberts Intl for the best United States - Cayman Islands flight prices

How far in advance should I book a flight to Cayman Islands?

You are more likely to see cheaper flights to Cayman Islands from United States when booking weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $445 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from United States for as low as $403 on momondo.

What cabin class options are available on United States to Cayman Islands flights?

There are 3 cabin classes available to choose from on United States to Cayman Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on United States to Cayman Islands flights?

No. A direct flight is the cheapest option for a flight between United States to Cayman Islands.

Cheap United States to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from United States to Cayman Islands

Best Price Found

$115

Fastest flight time

2h 37m

Direct flights

Every day

Airports in Cayman Islands

1 airport
The best one-way flight to Cayman Islands from United States in the past 72 hours is $115. The best round-trip flight deal from United States to Cayman Islands found on momondo in the last 72 hours is $311.
The fastest flight from United States to Cayman Islands takes 2h 37m
Direct flights go from United States to Cayman Islands every day.
There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)
Search flight deals

  • When did momondo last update prices for flights from United States to Cayman Islands?

    Prices for flights from United States to Cayman Islands are updated daily.

  • How many operators does momondo search for flights from United States to Cayman Islands?

  • How old do you have to be to fly from United States to Cayman Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from United States to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from United States to Cayman Islands?

Best airlines flying from United States to Cayman Islands

Compare and see reviews for airlines that fly from United States to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
Cayman AirwaysPriceFrom $168Free CancellationRating
8.8
25 reviews
Search Cayman Airways flights
JetBluePriceFrom $203Free CancellationRating
7.2
2,911 reviews
Search JetBlue flights
DeltaPriceFrom $214Free CancellationRating
7.9
7,964 reviews
Search Delta flights
United AirlinesPriceFrom $270Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
American AirlinesPriceFrom $308Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $379Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
Air CanadaPriceFrom $457Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Why use momondo?

Why should I use momondo to find a flight deal from United States to Cayman Islands?

Finding the right flight to Cayman Islands from United States is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cayman Islands quick and easy, saving you time and money.

Can I find flights from United States to Cayman Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for United States to Cayman Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from United States to Cayman Islands?

momondo helps you find the best flight between United States and Cayman Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from United States to Cayman Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from United States to Cayman Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Cayman Islands and let you know when they change.

An easier way to manage your Cayman Islands trip

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