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Cayman Islands

$541+ 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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
Jul 10 — Jul 171
Fri 7/10
Fri 7/17
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 June 10, 2026.

This Delta deal was found by Cheapflights users on 6/6. 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.
Tue 8/115:34 am
MKE
-
GCM
1 stop6h 05m
Delta
Tue 8/181:04 pm
GCM
-
MKE
1 stop7h 01m
Delta
Deal found 6/6$541
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Tue 8/111:17 pm
MKE
-
GCM
2 stops21h 43m
American Airlines
Tue 8/1812:30 pm
GCM
-
MKE
1 stop10h 29m
American Airlines
Deal found 6/5$546
This American Airlines deal was found by Cheapflights users on 6/9. 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 8/164:25 pm
MKE
-
GCM
1 stop19h 02m
American Airlines
Fri 8/2112:30 pm
GCM
-
MKE
1 stop10h 29m
American Airlines
Deal found 6/9$562
This United Airlines deal was found by Cheapflights users on 6/6. 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.
Sat 10/178:00 am
MKE
-
GCM
1 stop28h 30m
United Airlines
Sat 10/241:35 pm
GCM
-
MKE
1 stop9h 10m
United Airlines
Deal found 6/6$563
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Sat 9/57:00 am
MKE
-
GCM
1 stop7h 17m
American Airlines
Sat 9/1211:55 am
GCM
-
MKE
2 stops24h 56m
American Airlines
Deal found 6/5$566
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Sat 12/56:01 am
MKE
-
GCM
2 stops13h 14m
American Airlines
Sat 12/129:00 am
GCM
-
MKE
2 stops15h 05m
American Airlines
Deal found 6/5$588
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 10/95:45 am
MKE
-
GCM
1 stop5h 55m
Delta
Sun 10/1112:55 pm
GCM
-
MKE
1 stop10h 54m
Delta
Deal found 6/7$592

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 June 10, 2026.

Round-trip from

$541
(Delta)

Popular in

June

Cheapest in

August

Average price

$888
From Milwaukee-Mitchell to Cayman Islands
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($117 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

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 June 10, 2026.
Use the filters below to find and compare flights from Milwaukee to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 8/11

5:34 am-11:39 am

1 stop6h 05m

George Town Owen Roberts Intl

Tue 8/18

1:04 pm-8:05 pm

1 stop7h 01m

$541

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 8/11

5:50 pm-11:27 am

2 stops17h 37m

George Town Owen Roberts Intl

Tue 8/18

12:00 pm-10:59 pm

2 stops10h 59m

$546

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 10/17

6:32 pm-12:30 pm

2 stops17h 58m

George Town Owen Roberts Intl

Sat 10/24

1:35 pm-10:45 pm

1 stop9h 10m

$551

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 11/14

7:00 am-4:35 pm

2 stops8h 35m

George Town Owen Roberts Intl

Sat 11/21

2:50 pm-10:39 pm

1 stop8h 49m

$551

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 12/5

5:00 am-12:56 pm

1 stop6h 56m

George Town Owen Roberts Intl

Sat 12/12

2:00 pm-11:05 pm

1 stop10h 05m

$551

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Sorted by cheapest first

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 $359). Flying from Milwaukee to Cayman Islands in June is currently the most expensive (average of $857). 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 June 10, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican 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
8,396 reviews

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Overall

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.9
Good
8,396 reviews
Delta
7.9
Good
8,396 reviews

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Overall

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
9,804 reviews
Delta
7.9
Good
8,396 reviews

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Overall

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,640 reviews
Delta
7.9
Good
8,396 reviews

Boarding

8.1

Entertainment

7.8

Comfort

7.8

Overall

7.9

Food

7.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 05m. 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 $359). Flying from Milwaukee to Cayman Islands in June is currently the most expensive (average of $857). 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

Browse thousands of different options on Cheapflights for your next trip

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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 June 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$399Average$562FlexibilityNo cancel feeOn-time69%
DeltaCheapest$406Average$564FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$470Average$799FlexibilityNo cancel feeOn-time71%

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