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Grand Cayman

$168+ Cheap flights from Wisconsin to Grand Cayman

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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
abr. 7 — abr. 141
lun. 4/7
lun. 4/14
1 adult, Economy
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Cheap flight deals from Wisconsin to Grand Cayman

Keep the following information in mind while searching for Wisconsin to Grand Cayman flight deals. Data was last updated abril 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$451
(American Airlines)

One-way from

$168
(Kiwi.com)

Popular in

March

Cheapest in

February

Average price

$593
Provider with most accurate pricing for Milwaukee-Mitchell-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-George Town Owen Roberts Intl flights.
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From Wisconsin to Grand Cayman
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One-way flight from Wisconsin to Grand Cayman
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Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Wisconsin to Grand Cayman

Cheapest flights from Wisconsin to Grand Cayman
Explore the most affordable flight options available from Wisconsin to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 2, 2025.

This Sun Country Air deal was found by Cheapflights users on 4/2. 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. 4/51:48 pmMSP - GCM
Nonstop4h 15mSun Country Air
sáb. 4/127:05 pmGCM - MSP
Nonstop4h 49mSun Country Air
Deal found 4/2$319
This American Airlines deal was found by Cheapflights users on 4/1. 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.
sáb. 9/64:41 pmMKE - GCM
2 stops19h 54mAmerican Airlines
sáb. 9/1312:45 pmGCM - MKE
2 stops10h 24mAmerican Airlines
Deal found 4/1$451
This Kiwi.com deal was found by Cheapflights users on 4/1. 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.
sáb. 4/121:48 pmMSP - GCM
Nonstop4h 16mMultiple Airlines
lun. 4/147:00 amGCM - MSP
2 stops30h 40mMultiple Airlines
Deal found 4/1$453
This Delta deal was found by Cheapflights users on 4/2. 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.
sáb. 4/55:20 amMSP - GCM
1 stop6h 05mDelta
sáb. 4/123:20 pmGCM - MSP
Nonstop4h 45mDelta
Deal found 4/2$464
This American Airlines deal was found by Cheapflights users on 4/1. 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.
vie. 4/45:43 pmMSP - GCM
1 stop17h 12mAmerican Airlines
mié. 4/92:00 pmGCM - MSP
2 stops18h 42mAmerican Airlines
Deal found 4/1$478
This Delta deal was found by Cheapflights users on 3/31. 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. 5/135:40 amMKE - GCM
1 stop5h 40mDelta
mar. 5/2012:35 pmGCM - MKE
1 stop8h 00mDelta
Deal found 3/31$482
This Mytrip deal was found by Cheapflights users on 4/1. 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.
sáb. 5/35:55 amORD - GCM
2 stops29h 45mMultiple Airlines
sáb. 5/108:50 amGCM - ORD
1 stop8h 51mMultiple Airlines
Deal found 4/1$492
This Air Canada deal was found by Cheapflights users on 4/1. 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. 6/18:25 pmORD - GCM
1 stop15h 30mAir Canada
jue. 6/512:50 pmGCM - ORD
2 stops21h 02mAir Canada
Deal found 4/1$518
This American Airlines deal was found by Cheapflights users on 4/1. 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.
mié. 4/163:30 pmMSN - GCM
2 stops19h 39mAmerican Airlines
lun. 4/212:00 pmGCM - MSN
2 stops20h 38mAmerican Airlines
Deal found 4/1$578
This Delta deal was found by Cheapflights users on 4/1. 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.
dom. 4/65:45 amMSN - GCM
1 stop5h 40mDelta
vie. 4/112:45 pmGCM - MSN
1 stop8h 15mDelta
Deal found 4/1$604
This American Airlines deal was found by Cheapflights users on 4/1. 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.
mié. 5/285:00 amORD - GCM
1 stop6h 20mAmerican Airlines
mar. 6/32:10 pmGCM - ORD
2 stops10h 01mAmerican Airlines
Deal found 4/1$614
This Delta deal was found by Cheapflights users on 4/1. 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.
jue. 5/155:30 amORD - GCM
1 stop5h 50mDelta
jue. 5/2212:35 pmGCM - ORD
1 stop8h 45mDelta
Deal found 4/1$635

Cheapflights Fare Finder

Customize your flight search to find flights from Wisconsin to Grand Cayman 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 abril 2, 2025.
Use the filters below to find and compare flights from Wisconsin to Grand Cayman that are best for you.

Fly from

Wisconsin

Fly to

Grand Cayman

Route

Depart

Return

Price

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

sáb. 9/6

4:41 pm-12:35 pm

2 stops19h 54m

George Town Owen Roberts Intl

sáb. 9/13

12:45 pm-11:09 pm

2 stops10h 24m

$451

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

sáb. 4/12

1:48 pm-6:04 pm

Nonstop4h 16m

George Town Owen Roberts Intl

lun. 4/14

7:00 am-1:40 pm

2 stops30h 40m

$453

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

mar. 5/13

5:40 am-11:20 am

1 stop5h 40m

George Town Owen Roberts Intl

mar. 5/20

12:35 pm-8:35 pm

1 stop8h 00m

$482

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

sáb. 5/3

5:55 am-11:40 am

2 stops29h 45m

George Town Owen Roberts Intl

sáb. 5/10

8:50 am-5:41 pm

1 stop8h 51m

$492

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

dom. 6/1

8:25 pm-11:55 am

1 stop15h 30m

George Town Owen Roberts Intl

jue. 6/5

12:50 pm-9:52 am

2 stops21h 02m

$518

MadisonGeorge Town

MSN - GCM

MSNGCM

Madison Truax Field

mié. 4/16

3:30 pm-11:09 am

2 stops19h 39m

George Town Owen Roberts Intl

lun. 4/21

2:00 pm-10:38 am

2 stops20h 38m

$578

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

mié. 5/28

5:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

mar. 6/3

2:10 pm-12:11 am

2 stops10h 01m

$614

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

jue. 5/15

5:30 am-11:20 am

1 stop5h 50m

George Town Owen Roberts Intl

jue. 5/22

12:35 pm-9:20 pm

1 stop8h 45m

$635

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

dom. 8/17

6:46 am-12:50 pm

1 stop6h 04m

George Town Owen Roberts Intl

dom. 8/24

12:45 pm-9:53 pm

1 stop9h 08m

$635

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

sáb. 8/23

6:00 am-1:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

sáb. 8/30

1:35 pm-8:59 am

2 stops19h 24m

$644

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 26 results
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Best time to book a flight from Wisconsin to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to Grand Cayman

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

Currently, January is the cheapest month in which you can book a flight from Wisconsin to Grand Cayman (average of $467). Flying from Wisconsin to Grand Cayman 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 WI to LAW?

Find hourly flight availability from Wisconsin to Grand Cayman. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 2, 2025.

When flying from Wisconsin to Grand Cayman, 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 Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated abril 2, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Wisconsin to Grand Cayman 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
8.0
Very good
4,272 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,898 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,616 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
WestJet
7.2
Good
2,789 reviews
Southwest
8.0
Very good
4,272 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Grand Cayman. 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 Grand Cayman one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $213. Southwest flights start at $231 while deals on Delta start at $293 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Wisconsin to Grand Cayman (average of $467). Flying from Wisconsin to Grand Cayman 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 Wisconsin to Grand Cayman

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Top 4 airlines flying from Wisconsin to Grand Cayman

Discover the top 4 airlines that operate flights from Wisconsin to Grand Cayman. 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 abril 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$273Average$614FlexibilityNo cancel feeOn-time69%
DeltaCheapest$310Average$648FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$486Average$653FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$526Average$668FlexibilityNo cancel feeOn-time63%

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