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Cayman Islands

$222+ Cheap flights from Milwaukee (MKE) 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 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheap 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 December 15, 2025.

This deal was found by Cheapflights users on 12/15. 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.
Thu 12/186:36 amMKE - GCM
1 stop6h 09mUnited Airlines
Mon 12/222:50 pmGCM - MKE
1 stop8h 23mUnited Airlines
Deal found 12/15$486

Find 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 December 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$376
(Delta)

One-way from

$222
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$686
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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One-way flight from Milwaukee-Mitchell to Cayman Islands
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Highest demand for flights based on searches. 7% potential increase in price ($48 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
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 December 15, 2025.
Use the filters below to find and compare flights from Milwaukee to the Cayman Islands that are best for you.

Fly from

Milwaukee

Fly to

Cayman Islands

Route

Depart

Return

Price

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 1/11

5:30 am-12:40 pm

1 stop6h 10m

George Town Owen Roberts Intl

Thu 1/22

2:05 pm-11:44 pm

1 stop10h 39m

$376

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Wed 1/14

6:30 am-8:20 pm

1 stop12h 50m

George Town Owen Roberts Intl

Wed 1/21

8:50 am-10:49 pm

1 stop14h 59m

$376

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 1/20

6:12 am-8:20 pm

2 stops13h 08m

George Town Owen Roberts Intl

Tue 1/27

1:05 pm-11:35 pm

2 stops11h 30m

$381

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 1/13

5:30 am-12:40 pm

1 stop6h 10m

George Town Owen Roberts Intl

Sat 1/24

12:45 pm-8:54 pm

1 stop9h 09m

$391

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 1/16

5:06 pm-11:18 am

1 stop17h 12m

George Town Owen Roberts Intl

Wed 1/21

2:05 pm-11:46 pm

1 stop10h 41m

$391

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 1/11

5:30 am-12:40 pm

1 stop6h 10m

George Town Owen Roberts Intl

Sat 1/24

12:45 pm-8:54 pm

1 stop9h 09m

$391

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 3/20

6:22 am-2:25 pm

1 stop8h 03m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

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.

Cheapflights Insights

Everything you need to know about your flight from Milwaukee to the Cayman Islands

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

Currently, March is the cheapest month in which you can book a flight from Milwaukee to Cayman Islands (average of $212). Flying from Milwaukee to Cayman Islands in September is currently the most expensive (average of $650). 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 December 15, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Milwaukee to the Cayman Islands. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,008 reviews

Overall

7.9

Crew

8.5

Food

7.3

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

  • How long is the flight from Milwaukee to Cayman Islands?

    There are many flights that can get you from Milwaukee to Cayman Islands in 6h 10m. Fly via Delta or American Airlines to get the fastest option. The distance between Milwaukee and Cayman Islands is about 1677 mi. This flight may include one or multiple stops.

  • 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, March is the cheapest month in which you can book a flight from Milwaukee to Cayman Islands (average of $212). Flying from Milwaukee to Cayman Islands in September is currently the most expensive (average of $650). 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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Top 3 airlines flying from Milwaukee to Cayman Islands

Discover the top 3 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 December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$212Average$581FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$315Average$537FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$470Average$796FlexibilityNo cancel feeOn-time71%

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