HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$538+ 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 6/28. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 April 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$538
(American Airlines)

Popular in

March

Cheapest in

February

Average price

$593
Provider with most accurate pricing for Milwaukee-Mitchell-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-George Town Owen Roberts Intl flights.
Search Deals
From Milwaukee-Mitchell to Cayman Islands
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 April 30, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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 6/287:24 amMKE - GCM
1 stop6h 36mAmerican Airlines
Wed 7/212:25 pmGCM - MKE
1 stop11h 34mAmerican Airlines
Deal found 4/29$538

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 April 30, 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

Sat 6/28

7:24 am-2:00 pm

1 stop6h 36m

George Town Owen Roberts Intl

Wed 7/2

12:25 pm-11:59 pm

1 stop11h 34m

$538

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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, 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 April 30, 2025.
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.2

Food

6.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2025

MYR - CLT

This flight was impacted by a nearly 4, yes 4 hour delay. They replaced a 777 with another one and it had to be cleaned and catered before we could depart. Great crew did it without complaint.
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Comfort

7.2

Food

6.5

Entertainment

6.9

Crew

8.0

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2025

MYR - CLT

This flight was impacted by a nearly 4, yes 4 hour delay. They replaced a 777 with another one and it had to be cleaned and catered before we could depart. Great crew did it without complaint.

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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Milwaukee to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Montego Bay flights
O'Hare Intl to Oranjestad flights
O'Hare Intl to Saint Thomas Island flights
Milwaukee to Luis Munoz Marin Intl flights
O'Hare Intl to Nassau flights
Minneapolis to Luis Munoz Marin Intl flights
O'Hare Intl to Castries flights
O'Hare Intl to Simpson Bay flights
O'Hare Intl to Willemstad flights
Minneapolis to Montego Bay flights
Minneapolis to Punta Cana flights
Minneapolis to Oranjestad flights
O'Hare Intl to Santo Domingo flights
O'Hare Intl to Christiansted flights
O'Hare Intl to Bridgetown flights
Minneapolis to Saint Thomas Island flights
Madison to Luis Munoz Marin Intl flights
O'Hare Intl to George Town flights
O'Hare Intl to Providenciales flights
O'Hare Intl to Puerto Plata flights
O'Hare Intl to Kingston flights
Minneapolis to Nassau flights
O'Hare Intl to Santiago de los Caballeros flights
Minneapolis to Providenciales flights
Milwaukee to Punta Cana flights
O'Hare Intl to Ponce flights
Milwaukee to Montego Bay flights
O'Hare Intl to St. John's flights
Minneapolis to George Town flights
Minneapolis to Willemstad flights
O'Hare Intl to Road Town flights
Minneapolis to Castries flights
Green Bay to Luis Munoz Marin Intl flights
Milwaukee to Saint Thomas Island flights
Minneapolis to Simpson Bay flights
Milwaukee to Oranjestad flights
Milwaukee to Nassau flights
Minneapolis to Kingston flights
Minneapolis to Bridgetown flights
O'Hare Intl to Castries flights
O'Hare Intl to Havana flights
Milwaukee to George Town flights
Madison to Punta Cana flights
O'Hare Intl to The Valley flights
Milwaukee to Providenciales flights
Madison to Nassau flights
O'Hare Intl to Port of Spain flights
Minneapolis to Santo Domingo flights

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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$273Average$623FlexibilityNo cancel feeOn-time69%
DeltaCheapest$310Average$604FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$476Average$640FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$526Average$668FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.