Grand Cayman

$110+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
ene. 27 — feb. 31
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Cheap flight deals from Wisconsin to Grand Cayman

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to Grand Cayman (zzLAW). 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 enero 22, 2025.

Round-trip from

$316
(eDestinos)

One-way from

$110
(Sun Country Air)
From Wisconsin to Grand Cayman
One-way flight from Wisconsin to Grand Cayman

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 enero 22, 2025.

This eDestinos 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 eDestinos 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 1/21$316
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.
vie. 2/289:05 amMSP - GCM
Nonstop4h 30mDelta
sáb. 3/83:55 pmGCM - MSP
Nonstop4h 48mDelta
Deal found 1/21$349
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/196:01 amMSP - GCM
1 stop7h 59mAmerican Airlines
mié. 2/264:00 pmGCM - MSP
1 stop8h 26mAmerican Airlines
Deal found 1/21$364
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/11:48 pmMSP - GCM
Nonstop4h 15mMultiple Airlines
lun. 3/107:00 amGCM - MSP
1 stop30h 39mMultiple Airlines
Deal found 1/21$409
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 5/197:14 amMSN - GCM
1 stop5h 46mAmerican Airlines
jue. 5/222:55 pmGCM - MSN
1 stop6h 17mAmerican Airlines
Deal found 1/21$525
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/46:15 amMKE - GCM
1 stop5h 35mSouthwest
vie. 4/1112:45 pmGCM - MKE
1 stop10h 00mSouthwest
Deal found 1/21$531
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/15:50 pmMSP - GCM
2 stops18h 05mSouthwest
sáb. 3/812:15 pmGCM - MSP
2 stops12h 30mSouthwest
Deal found 1/21$532
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/45:30 pmMKE - GCM
2 stops18h 50mUnited Airlines
vie. 4/111:35 pmGCM - MKE
2 stops22h 22mUnited Airlines
Deal found 1/21$540
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.
sáb. 5/102:22 pmMKE - GCM
2 stops20h 34mAmerican Airlines
sáb. 5/1712:45 pmGCM - MKE
1 stop10h 39mAmerican Airlines
Deal found 1/20$554
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 2/76:00 amMKE - GCM
1 stop7h 35mDelta
mar. 2/112:04 pmGCM - MKE
1 stop10h 49mDelta
Deal found 1/20$572
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 3/75:05 amORD - GCM
1 stop9h 40mMultiple Airlines
vie. 3/144:45 pmGCM - ORD
1 stop28h 48mMultiple Airlines
Deal found 1/21$578
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.
mié. 3/125:15 amORD - GCM
1 stop10h 10mUnited Airlines
mié. 3/191:50 pmGCM - ORD
Nonstop4h 16mUnited Airlines
Deal found 1/20$590

Find flights from Wisconsin to Grand Cayman within your budget

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 enero 22, 2025.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

sáb. 4/5

1:48 pm-6:03 pm

Nonstop4h 15m

George Town Owen Roberts Intl

sáb. 4/12

7:05 pm-11:54 pm

Nonstop4h 49m

$316

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

vie. 2/28

9:05 am-2:35 pm

Nonstop4h 30m

George Town Owen Roberts Intl

sáb. 3/8

3:55 pm-7:43 pm

Nonstop4h 48m

$349

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

mié. 2/19

6:01 am-3:00 pm

1 stop7h 59m

George Town Owen Roberts Intl

mié. 2/26

4:00 pm-11:26 pm

1 stop8h 26m

$364

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

sáb. 3/1

1:48 pm-7:03 pm

Nonstop4h 15m

George Town Owen Roberts Intl

lun. 3/10

7:00 am-1:39 pm

1 stop30h 39m

$409

MadisonGeorge Town

MSN - GCM

MSNGCM

Madison Truax Field

lun. 5/19

7:14 am-1:00 pm

1 stop5h 46m

George Town Owen Roberts Intl

jue. 5/22

2:55 pm-9:12 pm

1 stop6h 17m

$525

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

vie. 4/4

6:15 am-11:50 am

1 stop5h 35m

George Town Owen Roberts Intl

vie. 4/11

12:45 pm-10:45 pm

1 stop10h 00m

$531

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

sáb. 3/8

12:15 pm-11:45 pm

2 stops12h 30m

$532

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

vie. 4/4

5:30 pm-12:20 pm

2 stops18h 50m

George Town Owen Roberts Intl

vie. 4/11

1:35 pm-11:57 am

2 stops22h 22m

$540

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

sáb. 5/10

2:22 pm-10:56 am

2 stops20h 34m

George Town Owen Roberts Intl

sáb. 5/17

12:45 pm-11:24 pm

1 stop10h 39m

$554

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

vie. 2/7

6:00 am-2:35 pm

1 stop7h 35m

George Town Owen Roberts Intl

mar. 2/11

2:04 pm-11:53 pm

1 stop10h 49m

$572

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 38 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.

Travel insights for flights from Wisconsin to Grand Cayman

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

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 enero 22, 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 enero 22, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines and Air Canada 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.
8.1
Very good
4,654 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

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
4,654 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

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
8,514 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

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
8,975 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

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
4,654 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

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
2,829 reviews
8.1
Very good
4,654 reviews

Entertainment

7.7

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

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 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 Sun Country Air, which is currently one of the cheapest options available, starting at $110. Delta flights start at $125 while deals on American Airlines start at $130 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

See prices for flight routes from nearby airports that may be better suited for you.

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 enero 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$315Average$625FlexibilityNo cancel feeOn-time69%
DeltaCheapest$440Average$619FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$492Average$647FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$526Average$668FlexibilityNo cancel feeOn-time63%
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