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Cayman Islands

$120+ Cheap flights from Wisconsin to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Wisconsin to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) 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 November 21, 2024.

Find flight deals from Wisconsin to Cayman Islands

Cheapest flights from Wisconsin to Cayman Islands
Explore the most affordable flight options available from Wisconsin to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This Sun Country Air deal was found by Cheapflights users on 11/21. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/211:27 pmMSP - GCM
Nonstop4h 31mSun Country Air
Sat 12/288:00 pmGCM - MSP
Nonstop4h 42mSun Country Air
Deal found 11/21$417
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Sat 12/211:27 pmMSP - GCM
Nonstop4h 31mMultiple Airlines
Sat 12/2811:30 amGCM - MSP
1 stop12h 10mMultiple Airlines
Deal found 11/20$614
This Delta deal was found by Cheapflights users on 11/21. 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.
Tue 12/247:05 amORD - GCM
1 stop6h 27mDelta
Tue 12/313:47 pmGCM - ORD
1 stop9h 09mDelta
Deal found 11/21$618
This American Airlines deal was found by Cheapflights users on 11/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:02 amORD - GCM
2 stops8h 28mAmerican Airlines
Tue 1/71:40 pmGCM - ORD
1 stop6h 46mAmerican Airlines
Deal found 11/21$623
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Sun 12/86:30 pmMSN - GCM
2 stops17h 10mAmerican Airlines
Wed 12/113:30 pmGCM - MSN
2 stops19h 51mAmerican Airlines
Deal found 11/20$685
This CheapOair deal was found by Cheapflights users on 11/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/36:10 pmORD - GCM
2 stops42h 30mAir Canada
Sun 12/84:00 pmGCM - ORD
1 stop22h 11mAir Canada
Deal found 11/21$689
This United Airlines deal was found by Cheapflights users on 11/20. 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 12/198:48 amORD - GCM
Nonstop3h 57mUnited Airlines
Thu 12/262:50 pmGCM - ORD
Nonstop4h 16mUnited Airlines
Deal found 11/20$694
This United deal was found by Cheapflights users on 11/21. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2312:15 pmMSN - GCM
2 stops27h 10mUnited Airlines
Sat 12/286:00 pmGCM - MSN
2 stops28h 13mUnited Airlines
Deal found 11/21$712
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/88:02 pmORD - GCM
1 stop19h 08mMultiple Airlines
Sun 12/152:00 pmGCM - ORD
1 stop30h 07mMultiple Airlines
Deal found 11/20$734
This Delta deal was found by Cheapflights users on 11/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/257:10 amMKE - GCM
1 stop6h 22mDelta
Sat 12/281:52 pmGCM - MKE
1 stop7h 42mDelta
Deal found 11/20$790
This Delta deal was found by Cheapflights users on 11/21. 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.
Sat 12/145:20 amMSP - GCM
1 stop6h 07mDelta
Sat 12/214:21 pmGCM - MSP
Nonstop4h 46mDelta
Deal found 11/21$804
This Delta deal was found by Cheapflights users on 11/21. 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.
Mon 12/235:47 amMSN - GCM
1 stop7h 45mDelta
Sat 12/284:21 pmGCM - MSN
1 stop7h 24mDelta
Deal found 11/21$813

Find flights from Wisconsin to Cayman Islands within your budget

Customize your flight search to find flights from Wisconsin 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 2,612,795 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

Sat 1/11

1:27 pm-7:03 pm

Nonstop4h 36m

George Town Owen Roberts Intl

Sat 1/18

8:15 pm-11:57 pm

Nonstop4h 42m

$338

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

Sun 2/9

1:27 pm-7:03 pm

Nonstop4h 36m

George Town Owen Roberts Intl

Fri 2/14

4:45 pm-11:28 pm

1 stop7h 43m

$430

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 1/11

5:44 am-12:44 pm

1 stop6h 00m

George Town Owen Roberts Intl

Wed 1/15

2:09 pm-8:29 pm

1 stop7h 20m

$483

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Wed 2/19

4:45 pm-12:55 pm

2 stops19h 10m

George Town Owen Roberts Intl

Wed 2/26

1:50 pm-9:50 pm

1 stop9h 00m

$488

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Thu 1/16

1:34 pm-11:40 am

1 stop21h 06m

George Town Owen Roberts Intl

Tue 1/21

11:30 am-12:45 pm

2 stops26h 15m

$498

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

Fri 1/31

9:11 am-2:50 pm

Nonstop4h 39m

George Town Owen Roberts Intl

Sat 2/8

4:05 pm-7:50 pm

Nonstop4h 45m

$506

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 3/25

6:39 pm-11:00 am

1 stop16h 21m

George Town Owen Roberts Intl

Wed 4/2

11:55 am-12:22 am

1 stop12h 27m

$513

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

Sat 1/25

6:00 am-2:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sat 2/1

4:00 pm-11:26 pm

1 stop8h 26m

$520

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 1/4

6:30 am-1:35 pm

1 stop6h 05m

George Town Owen Roberts Intl

Sat 1/11

6:00 pm-11:55 am

2 stops18h 55m

$541

MadisonGeorge Town

MSN - GCM

MSNGCM

Madison Truax Field

Sat 3/8

4:53 pm-10:49 am

2 stops16h 56m

George Town Owen Roberts Intl

Sat 3/15

4:54 pm-11:00 am

2 stops18h 06m

$558

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 40 results
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Best time to book a flight from Wisconsin to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Wisconsin 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 Wisconsin to Cayman Islands

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

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Cayman Islands (average of $467). Flying from Wisconsin to Cayman Islands in June is currently the most expensive (average of $560). 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 WI to KY?

Find hourly flight availability from Wisconsin 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 November 21, 2024.

When flying from Wisconsin to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 November 21, 2024.
Get a feel of what it's like to fly with Delta, United Airlines and Air Canada from Wisconsin to Cayman Islands by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,005 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,755 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,172 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,005 reviews

Overall

8.1

Boarding

8.2

Crew

8.7

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 are the cheapest airlines to fly from Wisconsin to Cayman Islands one-way?

    For one-way options, check prices for Sun Country Air. According to our data, you can fly for as low as $120. Users have also found prices from $204 and $208 on Delta and American Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin 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 Wisconsin to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Cayman Islands (average of $467). Flying from Wisconsin to Cayman Islands in June is currently the most expensive (average of $560). 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 Wisconsin to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Wisconsin to Cayman Islands

Discover the top 3 airlines that operate flights from Wisconsin 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 2,612,795 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$442Average$591FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$467Average$628FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$547Average$612FlexibilityNo cancel feeOn-time69%
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