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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
dic. 23 — dic. 301
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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 diciembre 18, 2024.

Round-trip from

$338
(Sun Country Air)

One-way from

$120
(Delta)
From Wisconsin to Cayman Islands
One-way flight from Wisconsin to Cayman Islands

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 diciembre 18, 2024.

This Sun Country Air deal was found by Cheapflights users on 12/18. 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.
sáb. 12/211:27 pmMSP - GCM
Nonstop4h 31mSun Country Air
sáb. 12/288:00 pmGCM - MSP
Nonstop4h 42mSun Country Air
Deal found 12/18$373
This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
mar. 12/319:35 pmORD - GCM
2 stops17h 35mMultiple Airlines
sáb. 2/1511:30 amGCM - ORD
1 stop11h 55mMultiple Airlines
Deal found 12/17$586
This American Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/313:00 pmMSP - GCM
2 stops20h 00mAmerican Airlines
mié. 1/83:15 pmGCM - MSP
2 stops19h 02mAmerican Airlines
Deal found 12/17$638
This Priceline deal was found by Cheapflights users on 12/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/214:00 pmMSP - GCM
1 stop22h 00mMultiple Airlines
sáb. 12/288:00 pmGCM - MSP
Nonstop4h 42mMultiple Airlines
Deal found 12/17$656
This Delta deal was found by Cheapflights users on 12/17. 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.
mar. 12/245:45 amMKE - GCM
1 stop5h 42mDelta
dom. 12/291:52 pmGCM - MKE
1 stop7h 42mDelta
Deal found 12/17$694
This United Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/318:48 amORD - GCM
Nonstop3h 57mUnited Airlines
sáb. 2/152:40 pmGCM - ORD
Nonstop4h 16mUnited Airlines
Deal found 12/17$699
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/246:05 amMKE - GCM
1 stop5h 50mSouthwest
dom. 12/291:50 pmGCM - MKE
2 stops11h 25mSouthwest
Deal found 12/17$719
This Southwest deal was found by Cheapflights users on 12/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/225:45 amORD - GCM
1 stop6h 10mSouthwest
lun. 12/301:50 pmGCM - ORD
1 stop9h 10mSouthwest
Deal found 12/17$724
This Air Canada deal was found by Cheapflights users on 12/17. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/228:25 pmORD - GCM
1 stop16h 15mAir Canada
lun. 12/302:40 pmGCM - ORD
2 stops21h 14mAir Canada
Deal found 12/17$775
This American Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/316:55 pmORD - GCM
1 stop16h 05mAmerican Airlines
mar. 1/73:15 pmGCM - ORD
2 stops9h 54mAmerican Airlines
Deal found 12/17$783
This Delta deal was found by Cheapflights users on 12/17. 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.
lun. 12/235:47 amMSN - GCM
1 stop5h 40mDelta
sáb. 12/284:21 pmGCM - MSN
1 stop7h 24mDelta
Deal found 12/17$804
This United Airlines deal was found by Cheapflights users on 12/17. 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.
mar. 12/243:51 pmMKE - GCM
2 stops23h 34mUnited Airlines
dom. 12/295:40 pmGCM - MKE
2 stops22h 30mUnited Airlines
Deal found 12/17$810

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 2,558,603 searches. Data last updated diciembre 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

sáb. 1/11

1:27 pm-7:03 pm

Nonstop4h 36m

George Town Owen Roberts Intl

sáb. 1/18

8:15 pm-11:57 pm

Nonstop4h 42m

$338

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

dom. 3/2

6:00 am-4:20 pm

1 stop9h 20m

George Town Owen Roberts Intl

sáb. 3/8

3:40 pm-8:23 am

1 stop17h 43m

$352

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

sáb. 4/12

1:48 pm-6:04 pm

Nonstop4h 16m

George Town Owen Roberts Intl

sáb. 4/19

11:30 am-11:20 pm

1 stop11h 50m

$430

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

vie. 1/10

5:40 am-12:38 pm

1 stop5h 58m

George Town Owen Roberts Intl

jue. 1/16

2:04 pm-11:53 pm

1 stop10h 49m

$483

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

sáb. 3/1

5:50 pm-12:55 pm

2 stops18h 05m

George Town Owen Roberts Intl

vie. 3/7

1:45 pm-12:20 am

2 stops11h 35m

$507

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

jue. 2/27

5:20 am-12:38 pm

1 stop6h 18m

George Town Owen Roberts Intl

sáb. 3/8

3:55 pm-7:43 pm

Nonstop4h 48m

$523

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

mar. 3/25

6:27 pm-11:45 am

1 stop17h 18m

George Town Owen Roberts Intl

mié. 4/2

4:54 pm-11:28 pm

1 stop6h 34m

$523

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

lun. 3/3

6:15 am-12:55 pm

1 stop5h 40m

George Town Owen Roberts Intl

lun. 3/10

12:45 pm-11:50 pm

2 stops11h 05m

$529

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

vie. 2/7

5:15 pm-1:35 pm

1 stop19h 20m

George Town Owen Roberts Intl

sáb. 2/15

2:40 pm-9:08 pm

1 stop7h 28m

$532

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

jue. 2/6

10:29 am-6:40 pm

1 stop7h 11m

George Town Owen Roberts Intl

dom. 2/9

12:40 pm-10:27 pm

2 stops34h 47m

$575

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 42 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 $558). 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 diciembre 18, 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 diciembre 18, 2024.
Get a feel of what it's like to fly with Sun Country Air, Delta and Southwest 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.
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,848 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,604 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
9,055 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.3
Good
2,818 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,848 reviews

Boarding

8.2

Comfort

8.1

Entertainment

7.7

Crew

8.7

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Delta. According to our data, you can fly for as low as $120. Users have also found prices from $124 and $155 on American Airlines and Sun Country Air, 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 $558). 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.

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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.

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 2,558,603 searches. Data last updated diciembre 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$442Average$619FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$476Average$637FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$547Average$612FlexibilityNo cancel feeOn-time69%
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