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Cayman Islands

$524+ Cheap flights from Milwaukee (MKE) 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
Feb 27 — Mar 61
Thu 2/27
Thu 3/6
1 adult, Economy
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Cheap flight deals from Milwaukee to Cayman Islands

Keep the following information in mind while searching for Milwaukee to Cayman Islands flight deals. Data was last updated February 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$524

Popular in

March

Cheapest in

April

Average price

$527
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 Milwaukee-Mitchell to Cayman Islands
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Find flight deals from Milwaukee to Cayman Islands

Cheapest flights from Milwaukee to Cayman Islands
Explore the most affordable flight options available from Milwaukee to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 22, 2025.

This deal was found by Cheapflights users on 2/21. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/96:00 amMKE - GCM
1 stop5h 24mDelta
Wed 5/1412:51 pmGCM - MKE
1 stop10h 35mDelta
Deal found 2/21$524
This Southwest deal was found by Cheapflights users on 2/21. 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.
Sun 5/117:40 pmMKE - GCM
2 stops16h 10mSouthwest
Sat 5/173:50 pmGCM - MKE
1 stop6h 30mSouthwest
Deal found 2/21$528
This American Airlines deal was found by Cheapflights users on 2/21. 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.
Sun 6/296:46 pmMKE - GCM
1 stop16h 14mAmerican Airlines
Wed 7/23:45 pmGCM - MKE
1 stop18h 49mAmerican Airlines
Deal found 2/21$545
This Kiwi.com deal was found by Cheapflights users on 2/21. 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.
Fri 3/284:14 pmMKE - GCM
1 stop23h 51mMultiple Airlines
Sun 4/611:25 amGCM - MKE
1 stop27h 54mMultiple Airlines
Deal found 2/21$547
This United Airlines deal was found by Cheapflights users on 2/21. 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.
Sun 5/118:00 amMKE - GCM
1 stop28h 30mUnited Airlines
Sat 5/171:45 pmGCM - MKE
1 stop8h 30mUnited Airlines
Deal found 2/21$549

Find flights from Milwaukee to Cayman Islands within your budget

Customize your flight search to find flights from Milwaukee 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 February 22, 2025.

Fly from

Milwaukee

Fly to

Cayman Islands

Route

Depart

Return

Price

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 5/9

6:00 am-11:24 am

1 stop5h 24m

George Town Owen Roberts Intl

Wed 5/14

12:51 pm-11:26 pm

1 stop10h 35m

$524

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 5/11

7:40 pm-11:50 am

2 stops16h 10m

George Town Owen Roberts Intl

Sat 5/17

3:50 pm-10:20 pm

1 stop6h 30m

$528

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 6/29

6:46 pm-11:00 am

1 stop16h 14m

George Town Owen Roberts Intl

Wed 7/2

3:45 pm-10:34 am

1 stop18h 49m

$545

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 3/28

4:14 pm-4:05 pm

1 stop23h 51m

George Town Owen Roberts Intl

Sun 4/6

11:25 am-3:19 pm

1 stop27h 54m

$547

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 5/11

8:00 am-12:30 pm

1 stop28h 30m

George Town Owen Roberts Intl

Sat 5/17

1:45 pm-10:15 pm

1 stop8h 30m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/21

Best time to book a flight from Milwaukee to Cayman Islands

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

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

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

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

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 February 22, 2025.
Get a feel of what it's like to fly with Southwest, Delta and United Airlines from Milwaukee to Cayman Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,395 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,212 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,759 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,395 reviews

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Entertainment

7.6

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee 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 Milwaukee to Cayman Islands?

    Milwaukee-Mitchell (MKE) is the airport you will fly out of if you book a flight from Milwaukee to Cayman Islands. It is only a 6.4 mi journey to Milwaukee-Mitchell (MKE) from Milwaukee’s city center.

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

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

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

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

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

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

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

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Alternative routes for Milwaukee to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Milwaukee to Cayman Islands

Discover the top 4 airlines that operate flights from Milwaukee 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 February 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$212Average$564FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$273Average$613FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$492Average$633FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$526Average$668FlexibilityNo cancel feeOn-time63%
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