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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
7:05 pm - 11:30 amMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
16h 25m2 stops Chicago O'Hare Intl Charlotte Douglas
American Airlines Logo
12:25 pm - 11:57 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
11h 32m1 stop Charlotte Douglas
$422American Airlines
Sat, Oct 24 - Fri, Oct 30
American Airlines Logo
7:05 pm - 11:30 amMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
16h 25m2 stops Chicago O'Hare Intl Charlotte Douglas
American Airlines Logo
12:25 pm - 11:12 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
10h 47m2 stops Charlotte Douglas Chicago O'Hare Intl
$422American Airlines
Sat, Oct 24 - Fri, Oct 30
American Airlines Logo
9:04 pm - 2:35 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
16h 31m1 stop Chicago O'Hare Intl
American Airlines Logo
12:54 pm - 12:25 amGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
12h 31m2 stops Charlotte Douglas Chicago O'Hare Intl
$427American Airlines
Fri, Jan 22 - Sun, Jan 31
American Airlines Logo
6:10 pm - 11:45 amMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
16h 35m2 stops Washington, D.C. Reagan-National Miami
American Airlines Logo
12:54 pm - 12:25 amGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
12h 31m2 stops Charlotte Douglas Chicago O'Hare Intl
$427American Airlines
Fri, Jan 22 - Sun, Jan 31
United Airlines Logo
6:00 am - 1:45 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
6h 45m1 stop Chicago O'Hare Intl
United Airlines Logo
2:55 pm - 11:10 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
9h 15m1 stop Chicago O'Hare Intl
$453United Airlines
Mon, Feb 1 - Sun, Feb 7
United Airlines Logo
6:40 am - 1:45 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
6h 05m1 stop Chicago O'Hare Intl
United Airlines Logo
2:55 pm - 11:10 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
9h 15m1 stop Chicago O'Hare Intl
$453United Airlines
Sun, Jan 31 - Sun, Feb 7
United Airlines Logo
2:49 pm - 1:15 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
21h 26m2 stops Chicago O'Hare Intl Newark
United Airlines Logo
2:55 pm - 11:10 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
9h 15m1 stop Chicago O'Hare Intl
$493United Airlines
Tue, Jan 26 - Thu, Feb 4
Delta Logo
5:50 pm - 11:29 amMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
16h 39m1 stop Detroit Metropolitan Wayne County
Delta Logo
2:05 pm - 10:34 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
9h 29m1 stop Atlanta Hartsfield-Jackson
$551Delta
Fri, Jan 29 - Mon, Feb 8
Delta Logo
5:45 am - 12:40 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
5h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:05 pm - 10:34 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
9h 29m1 stop Atlanta Hartsfield-Jackson
$551Delta
Tue, Jan 12 - Thu, Jan 21
Delta Logo
5:45 am - 12:40 pmMSN  Madison Truax Field-GCM George Town Owen Roberts Intl
5h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:05 pm - 10:34 pmGCM  George Town Owen Roberts Intl-MSN Madison Truax Field
9h 29m1 stop Atlanta Hartsfield-Jackson
$551Delta
Tue, Jan 12 - Mon, Jan 25

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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
Oct 24
MSN7:05 pmMadison Truax Field
16h 25m
2 stops
GCM11:30 amGeorge Town Owen Roberts Intl
Oct 30
GCM12:25 pmGeorge Town Owen Roberts Intl
10h 47m
2 stops
MSN11:12 pmMadison Truax Field
$422
American Airlines
Jan 22
MSN9:04 pmMadison Truax Field
16h 31m
1 stop
GCM2:35 pmGeorge Town Owen Roberts Intl
Jan 31
GCM12:54 pmGeorge Town Owen Roberts Intl
12h 31m
2 stops
MSN12:25 amMadison Truax Field
$427
American Airlines
Jan 22
MSN9:04 pmMadison Truax Field
16h 31m
1 stop
GCM2:35 pmGeorge Town Owen Roberts Intl
Jan 31
GCM12:54 pmGeorge Town Owen Roberts Intl
24h 02m
1 stop
MSN11:56 amMadison Truax Field
$431

United Airlines flights from Madison to Cayman Islands

Our best United Airlines deals on Madison to Cayman Islands flight tickets
United Airlines
Jan 31
MSN6:40 amMadison Truax Field
6h 05m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Feb 7
GCM2:55 pmGeorge Town Owen Roberts Intl
9h 15m
1 stop
MSN11:10 pmMadison Truax Field
$453
United Airlines
Jan 20
MSN6:00 amMadison Truax Field
6h 45m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Jan 28
GCM2:55 pmGeorge Town Owen Roberts Intl
7h 08m
1 stop
MSN9:03 pmMadison Truax Field
$493
United Airlines
Feb 1
MSN6:00 amMadison Truax Field
6h 45m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Feb 6
GCM5:45 pmGeorge Town Owen Roberts Intl
19h 02m
2 stops
MSN11:47 amMadison Truax Field
$498

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

Sat 10/24

7:05 pm-11:30 am

2 stops16h 25m

George Town Owen Roberts Intl

Fri 10/30

12:25 pm-11:57 pm

1 stop11h 32m

$422

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Sat 10/24

7:05 pm-11:30 am

2 stops16h 25m

George Town Owen Roberts Intl

Fri 10/30

12:25 pm-11:12 pm

2 stops10h 47m

$422

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Fri 1/22

9:04 pm-2:35 pm

1 stop16h 31m

George Town Owen Roberts Intl

Sun 1/31

12:54 pm-12:25 am

2 stops12h 31m

$427

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Fri 1/22

6:10 pm-11:45 am

2 stops16h 35m

George Town Owen Roberts Intl

Sun 1/31

12:54 pm-12:25 am

2 stops12h 31m

$427

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Mon 2/1

6:00 am-1:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

Sun 2/7

2:55 pm-11:10 pm

1 stop9h 15m

$453
Quickest round-trip

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Sun 1/31

6:40 am-1:45 pm

1 stop6h 05m

George Town Owen Roberts Intl

Sun 2/7

2:55 pm-11:10 pm

1 stop9h 15m

$453

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 1/26

2:49 pm-1:15 pm

2 stops21h 26m

George Town Owen Roberts Intl

Thu 2/4

2:55 pm-11:10 pm

1 stop9h 15m

$493

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Fri 1/29

5:50 pm-11:29 am

1 stop16h 39m

George Town Owen Roberts Intl

Mon 2/8

2:05 pm-10:34 pm

1 stop9h 29m

$551

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 1/12

5:45 am-12:40 pm

1 stop5h 55m

George Town Owen Roberts Intl

Thu 1/21

2:05 pm-10:34 pm

1 stop9h 29m

$551

MadisonGeorge Town

MSN Madison Truax Field - GCM George Town Owen Roberts Intl

MSNGCM

Madison Truax Field

Tue 1/12

5:45 am-12:40 pm

1 stop5h 55m

George Town Owen Roberts Intl

Mon 1/25

2:05 pm-10:34 pm

1 stop9h 29m

$551

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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?

American Airlines and United 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 4 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 45m

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 $422.
The fastest flight from Madison to Cayman Islands takes 6h 45m
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
7.4
10,220 reviews
Search United Airlines flights
American AirlinesPriceFrom $470Free CancellationRating
7.0
12,072 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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