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Cheap flights from Madison to the Cayman Islands from $223

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Madison to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:33 pm - 11:26 amMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
15h 53m1 stop Charlotte Douglas
American Airlines Logo
12:21 pm - 11:49 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
12h 28m1 stop Charlotte Douglas
$510American Airlines
Tue, Dec 1 - Thu, Dec 10
American Airlines Logo
5:25 pm - 11:55 amMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
17h 30m2 stops Philadelphia Miami
American Airlines Logo
12:21 pm - 11:49 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
12h 28m1 stop Charlotte Douglas
$514American Airlines
Tue, Dec 1 - Thu, Dec 10
American Airlines Logo
5:01 am - 8:06 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
14h 05m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
12:21 pm - 10:34 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
11h 13m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$514American Airlines
Tue, Dec 1 - Thu, Dec 10
American Airlines Logo
5:00 am - 8:01 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
14h 01m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
12:55 pm - 11:09 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
11h 14m2 stops Miami Charlotte Douglas
$514American Airlines
Tue, Dec 8 - Tue, Dec 15
United Airlines Logo
5:00 am - 4:00 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
10h 00m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
2:55 pm - 7:09 amGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
17h 14m1 stop Chicago O'Hare Intl
$540United Airlines
Tue, Dec 22 - Tue, Dec 29
United Airlines Logo
6:05 am - 1:45 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
6h 40m1 stop Chicago O'Hare Intl
United Airlines Logo
2:55 pm - 9:40 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
7h 45m1 stop Chicago O'Hare Intl
$540United Airlines
Tue, Dec 22 - Tue, Dec 29
Delta Logo
5:30 am - 12:25 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
5h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:40 pm - 9:15 amGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
20h 35m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$540Delta
Sun, Dec 6 - Tue, Dec 15
United Airlines Logo
5:00 am - 4:30 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
10h 30m2 stops Chicago O'Hare Intl Houston George Bush Intcntl
United Airlines Logo
5:45 pm - 2:50 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
22h 05m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
$544United Airlines
Tue, Dec 1 - Fri, Dec 11
Delta Logo
5:30 am - 12:25 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
5h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:40 pm - 10:52 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
10h 12m1 stop Atlanta Hartsfield-Jackson
$552Delta
Sun, Dec 6 - Tue, Dec 15
Delta Logo
5:30 am - 12:25 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
5h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:40 pm - 10:52 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
10h 12m1 stop Atlanta Hartsfield-Jackson
$592Delta
Sun, Dec 6 - Wed, Dec 16

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American Airlines flights from Madison to Cayman Islands

Our best American Airlines deals on Madison to Cayman Islands flight tickets
American Airlines
Dec 1
MSN6:33 pmMadison Truax Field
15h 53m
1 stop
GCM11:26 amGeorge Town Owen Roberts Intl
Dec 10
GCM12:21 pmGeorge Town Owen Roberts Intl
12h 28m
1 stop
MSN11:49 pmMadison Truax Field
$510
American Airlines
Dec 1
MSN5:25 pmMadison Truax Field
17h 30m
2 stops
GCM11:55 amGeorge Town Owen Roberts Intl
Dec 10
GCM12:21 pmGeorge Town Owen Roberts Intl
12h 28m
1 stop
MSN11:49 pmMadison Truax Field
$514
American Airlines
Dec 6
MSN6:03 pmMadison Truax Field
16h 23m
2 stops
GCM11:26 amGeorge Town Owen Roberts Intl
Dec 15
GCM12:21 pmGeorge Town Owen Roberts Intl
11h 48m
1 stop
MSN11:09 pmMadison Truax Field
$544

United Airlines flights from Madison to Cayman Islands

Our best United Airlines deals on Madison to Cayman Islands flight tickets
United Airlines
Dec 13
MSN5:00 amMadison Truax Field
10h 30m
2 stops
GCM4:30 pmGeorge Town Owen Roberts Intl
Dec 20
GCM2:55 pmGeorge Town Owen Roberts Intl
17h 14m
1 stop
MSN7:09 amMadison Truax Field
$565
United Airlines
Nov 21
MSN6:25 amMadison Truax Field
9h 10m
2 stops
GCM4:35 pmGeorge Town Owen Roberts Intl
Nov 24
GCM5:45 pmGeorge Town Owen Roberts Intl
19h 10m
2 stops
MSN11:55 amMadison Truax Field
$735

momondo Fare Finder

 
Use the filters below to find and compare flights from Madison to the Cayman Islands that are best for you.

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Route

Depart

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Price

Cheapest round-trip

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 12/1

6:33 pm-11:26 am

1 stop15h 53m

George Town Owen Roberts Intl

Thu 12/10

12:21 pm-11:49 pm

1 stop12h 28m

$510

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 12/1

5:25 pm-11:55 am

2 stops17h 30m

George Town Owen Roberts Intl

Thu 12/10

12:21 pm-11:49 pm

1 stop12h 28m

$514

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 12/1

5:01 am-8:06 pm

2 stops14h 05m

George Town Owen Roberts Intl

Thu 12/10

12:21 pm-10:34 pm

2 stops11h 13m

$514

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 12/8

5:00 am-8:01 pm

2 stops14h 01m

George Town Owen Roberts Intl

Tue 12/15

12:55 pm-11:09 pm

2 stops11h 14m

$514

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 12/22

5:00 am-4:00 pm

2 stops10h 00m

George Town Owen Roberts Intl

Tue 12/29

2:55 pm-7:09 am

1 stop17h 14m

$540
Quickest round-trip

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 12/22

6:05 am-1:45 pm

1 stop6h 40m

George Town Owen Roberts Intl

Tue 12/29

2:55 pm-9:40 pm

1 stop7h 45m

$540

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Sun 12/6

5:30 am-12:25 pm

1 stop5h 55m

George Town Owen Roberts Intl

Tue 12/15

1:40 pm-9:15 am

2 stops20h 35m

$540

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 12/1

5:00 am-4:30 pm

2 stops10h 30m

George Town Owen Roberts Intl

Fri 12/11

5:45 pm-2:50 pm

2 stops22h 05m

$544

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Sun 12/6

5:30 am-12:25 pm

1 stop5h 55m

George Town Owen Roberts Intl

Tue 12/15

1:40 pm-10:52 pm

1 stop10h 12m

$552

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Sun 12/6

5:30 am-12:25 pm

1 stop5h 55m

George Town Owen Roberts Intl

Wed 12/16

1:40 pm-10:52 pm

1 stop10h 12m

$592

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 Madison 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 airline that flies from Madison Truax Field to Cayman Islands?

Delta and American Airlines are the most popular carriers operating from Madison Truax Field to Cayman Islands

What airlines fly to Cayman Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Cayman Islands from Madison according to our data. American Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 3 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

Cheap Madison to Cayman Islands flight deals and tips

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

Best Price Found

$223

Fastest flight time

6h 15m

Direct flights

None
The best one-way flight to Cayman Islands from Madison in the past 72 hours is $223. The best round-trip flight deal from Madison to Cayman Islands found on momondo in the last 72 hours is $510.
The fastest flight from Madison to Cayman Islands takes 6h 15m
There are no direct flights from Madison to Cayman Islands. There are no popular flight routes from Madison to Cayman Islands.
Search flight deals

Frequently asked questions about flying from Madison to the Cayman Islands

  • When did momondo last update prices for flights from Madison Truax Field Airport to Cayman Islands?

    Prices for flights from Madison Truax Field Airport to Cayman Islands are updated daily.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Cayman Islands?

  • How old do you have to be to fly from Madison Truax Field Airport to Cayman Islands?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Madison Truax Field Airport 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.

Best airlines flying from Madison to Cayman Islands

Compare and see reviews for airlines that fly from Madison to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $383Free CancellationRating
7.3
10,469 reviews
Search United Airlines flights
American AirlinesPriceFrom $457Free CancellationRating
7.0
12,228 reviews
Search American Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Madison to Cayman Islands. momondo saves you time and could save you money on your trip.

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

All flight searches from Madison to Cayman Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Madison 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 Madison to Cayman Islands right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Madison 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.

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