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Cayman Islands

$525+ Cheap flights from Madison (MSN) 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — GCM
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Madison to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$550
(American Airlines)
From Madison Truax Field to Cayman Islands
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Find flight deals from Madison to Cayman Islands

Cheapest flights from Madison to Cayman Islands
Explore the most affordable flight options available from Madison to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/20. 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 12/27:14 amMSN - GCM
1 stop7h 41mAmerican Airlines
Wed 12/101:40 pmGCM - MSN
1 stop11h 01mAmerican Airlines
Deal found 1/20$525
This United Airlines deal was found by Cheapflights users on 1/20. 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 3/66:15 amMSN - GCM
1 stop6h 30mUnited Airlines
Thu 3/134:25 pmGCM - MSN
2 stops19h 39mUnited Airlines
Deal found 1/20$596
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/225:42 amMSN - GCM
1 stop5h 56mDelta
Tue 1/282:04 pmGCM - MSN
1 stop8h 28mDelta
Deal found 1/21$860
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/244:00 pmMSN - GCM
2 stops26h 15mMultiple Airlines
Fri 1/312:40 pmGCM - MSN
3 stops27h 26mMultiple Airlines
Deal found 1/20$1,034

Find flights from Madison to Cayman Islands within your budget

Customize your flight search to find flights from Madison 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 2,558,603 searches. Data last updated January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MadisonGeorge Town

MSN - GCM

MSNGCM

Madison Truax Field

Thu 5/15

7:14 am-1:00 pm

1 stop5h 46m

George Town Owen Roberts Intl

Wed 5/21

2:55 pm-9:12 pm

1 stop6h 17m

$550

MadisonGeorge Town

MSN - GCM

MSNGCM

Madison Truax Field

Thu 3/6

6:15 am-1:45 pm

1 stop6h 30m

George Town Owen Roberts Intl

Thu 3/13

4:25 pm-12:04 pm

2 stops19h 39m

$596

MadisonGeorge Town

MSN - GCM

MSNGCM

Madison Truax Field

Fri 3/21

6:10 am-1:33 pm

1 stop7h 23m

George Town Owen Roberts Intl

Mon 3/24

1:03 pm-10:20 pm

1 stop9h 17m

$905

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Best time to book a flight from Madison to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Madison with our price prediction graph.
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.

Travel insights for flights from Madison to Cayman Islands

Get recent, data-driven insights about flights from Madison to Cayman Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Madison to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Madison to Cayman Islands (average of $467). Flying from Madison to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MSN to KY?

Find hourly flight availability from Madison to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Cayman Islands as you normally would.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated January 21, 2025.
Delta
8.0
Very good
8,521 reviews

Food

7.3

Comfort

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Food

7.3

Comfort

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,984 reviews
Delta
8.0
Very good
8,521 reviews

Food

7.3

Comfort

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Food

7.3

Comfort

8.0

Crew

8.6

Boarding

8.2

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Madison to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Madison to Cayman Islands?

    If you book a flight to Cayman Islands from Madison, you will be flying from Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.

  • Can I find deals for flights from Madison to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Madison to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Madison to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Cayman Islands.

  • Can I find deals for business class flights from Madison to Cayman Islands?

    Yes. Cheapflights offers flight deals from Madison to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Madison to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Madison to Cayman Islands (average of $467). Flying from Madison to Cayman Islands in March is currently the most expensive (average of $594). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Madison to Cayman Islands

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Top 3 airlines flying from Madison to Cayman Islands

Discover the top 3 airlines that operate flights from Madison to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$471Average$567FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$512Average$676FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$547Average$612FlexibilityNo cancel feeOn-time69%
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