What airlines fly to Cayman Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Cayman Islands from Milwaukee according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 3 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Milwaukee-Mitchell to Cayman Islands?

American Airlines, Delta, and Southwest are the most popular carriers operating from Milwaukee-Mitchell to Cayman Islands

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Cayman Islands?

Prices for flights from Milwaukee-Mitchell Airport to Cayman Islands were last updated today.

How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Cayman Islands?

As of February 2026, there are 3 operators available to choose from for flights from Milwaukee-Mitchell Airport to Cayman Islands.

How old do you have to be to fly from Milwaukee-Mitchell Airport to Cayman Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Cayman Islands.

What documentation or ID do you need to fly to Cayman Islands?

The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$127 Cheap Flights from Milwaukee to the Cayman Islands in 2026

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Find the cheapest flights from Milwaukee to the Cayman Islands

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:25 am - 12:29 pm

MKE

GCM

6h 04m

1 stop

1:12 pm - 8:55 pm

GCM

MKE

7h 43m

1 stop

$359Delta

Tue, Mar 3 - Tue, Mar 10

5:40 pm - 12:55 pm

MKE

GCM

18h 15m

2 stops

12:40 pm - 10:05 pm

GCM

MKE

9h 25m

2 stops

$364Southwest

Tue, Mar 3 - Tue, Mar 10

4:47 pm - 2:35 pm

MKE

GCM

20h 48m

1 stop

3:35 pm - 10:57 pm

GCM

MKE

8h 22m

1 stop

$400American Airlines

Sat, Feb 28 - Tue, Mar 3

4:47 pm - 2:35 pm

MKE

GCM

20h 48m

1 stop

8:45 am - 11:24 pm

GCM

MKE

15h 39m

2 stops

$404American Airlines

Sat, Feb 28 - Tue, Mar 3

5:00 am - 1:45 pm

MKE

GCM

7h 45m

1 stop

1:50 pm - 9:50 pm

GCM

MKE

8h 00m

1 stop

$410United Airlines

Sun, Mar 1 - Mon, Mar 9

5:00 am - 1:45 pm

MKE

GCM

7h 45m

1 stop

4:45 pm - 10:30 am

GCM

MKE

17h 45m

2 stops

$415United Airlines

Sun, Mar 1 - Mon, Mar 9

5:55 pm - 1:01 pm

MKE

GCM

18h 06m

1 stop

1:54 pm - 11:47 pm

GCM

MKE

10h 53m

1 stop

$424Delta

Fri, Feb 27 - Wed, Mar 4

7:22 pm - 12:30 pm

MKE

GCM

17h 08m

2 stops

1:50 pm - 11:43 pm

GCM

MKE

9h 53m

1 stop

$425United Airlines

Sat, Apr 4 - Mon, Apr 13

5:00 am - 8:15 pm

MKE

GCM

14h 15m

2 stops

8:45 am - 11:24 pm

GCM

MKE

15h 39m

2 stops

$429American Airlines

Sat, Feb 28 - Tue, Mar 3

5:00 am - 2:14 pm

MKE

GCM

8h 14m

2 stops

2:35 pm - 11:45 pm

GCM

MKE

9h 10m

2 stops

$430American Airlines

Sun, Mar 1 - Mon, Mar 9

American Airlines flights from Milwaukee to Cayman Islands

Our best American Airlines deals on Milwaukee to Cayman Islands flight tickets

American Airlines

Feb 28

MKE4:47 pmMilwaukee-Mitchell

20h 48m

1 stop

GCM2:35 pmGeorge Town Owen Roberts Intl

Mar 3

GCM3:35 pmGeorge Town Owen Roberts Intl

8h 22m

1 stop

MKE10:57 pmMilwaukee-Mitchell

$400

American Airlines

Feb 28

MKE4:47 pmMilwaukee-Mitchell

20h 48m

1 stop

GCM2:35 pmGeorge Town Owen Roberts Intl

Mar 3

GCM8:45 amGeorge Town Owen Roberts Intl

15h 39m

2 stops

MKE11:24 pmMilwaukee-Mitchell

$404

American Airlines

Feb 28

MKE5:00 amMilwaukee-Mitchell

14h 15m

2 stops

GCM8:15 pmGeorge Town Owen Roberts Intl

Mar 3

GCM8:45 amGeorge Town Owen Roberts Intl

15h 39m

2 stops

MKE11:24 pmMilwaukee-Mitchell

$429

United Airlines flights from Milwaukee to Cayman Islands

Our best United Airlines deals on Milwaukee to Cayman Islands flight tickets

United Airlines

Mar 1

MKE5:00 amMilwaukee-Mitchell

7h 45m

1 stop

GCM1:45 pmGeorge Town Owen Roberts Intl

Mar 9

GCM1:50 pmGeorge Town Owen Roberts Intl

8h 00m

1 stop

MKE9:50 pmMilwaukee-Mitchell

$410

United Airlines

Mar 1

MKE5:00 amMilwaukee-Mitchell

7h 45m

1 stop

GCM1:45 pmGeorge Town Owen Roberts Intl

Mar 9

GCM4:45 pmGeorge Town Owen Roberts Intl

17h 45m

2 stops

MKE10:30 amMilwaukee-Mitchell

$415

United Airlines

Apr 4

MKE7:22 pmMilwaukee-Mitchell

17h 08m

2 stops

GCM12:30 pmGeorge Town Owen Roberts Intl

Apr 13

GCM1:50 pmGeorge Town Owen Roberts Intl

9h 53m

1 stop

MKE11:43 pmMilwaukee-Mitchell

$425

momondo Fare Finder

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

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 3/3

5:25 am-12:29 pm

1 stop6h 04m

George Town Owen Roberts Intl

Tue 3/10

1:12 pm-8:55 pm

1 stop7h 43m

$359

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 3/3

5:40 pm-12:55 pm

2 stops18h 15m

George Town Owen Roberts Intl

Tue 3/10

12:40 pm-10:05 pm

2 stops9h 25m

$364

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 2/28

4:47 pm-2:35 pm

1 stop20h 48m

George Town Owen Roberts Intl

Tue 3/3

3:35 pm-10:57 pm

1 stop8h 22m

$400

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 2/28

4:47 pm-2:35 pm

1 stop20h 48m

George Town Owen Roberts Intl

Tue 3/3

8:45 am-11:24 pm

2 stops15h 39m

$404

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 3/1

5:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 3/9

1:50 pm-9:50 pm

1 stop8h 00m

$410

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 3/1

5:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Mon 3/9

4:45 pm-10:30 am

2 stops17h 45m

$415

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 2/27

5:55 pm-1:01 pm

1 stop18h 06m

George Town Owen Roberts Intl

Wed 3/4

1:54 pm-11:47 pm

1 stop10h 53m

$424

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 4/4

7:22 pm-12:30 pm

2 stops17h 08m

George Town Owen Roberts Intl

Mon 4/13

1:50 pm-11:43 pm

1 stop9h 53m

$425

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 2/28

5:00 am-8:15 pm

2 stops14h 15m

George Town Owen Roberts Intl

Tue 3/3

8:45 am-11:24 pm

2 stops15h 39m

$429

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 3/1

5:00 am-2:14 pm

2 stops8h 14m

George Town Owen Roberts Intl

Mon 3/9

2:35 pm-11:45 pm

2 stops9h 10m

$430

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first

How to get the cheapest flight ticket from Milwaukee to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $535.

Cheap Milwaukee to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Cayman Islands

Fastest flight time	5h 30m
Direct flights	None

The fastest flight from Milwaukee to Cayman Islands takes 5h 30m

There are no direct flights from Milwaukee to Cayman Islands. There are no popular flight routes from Milwaukee to Cayman Islands.

Search flight deals

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Cayman Islands?
Prices for flights from Milwaukee-Mitchell Airport to Cayman Islands were last updated today.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Cayman Islands?
As of February 2026, there are 3 operators available to choose from for flights from Milwaukee-Mitchell Airport to Cayman Islands.
How old do you have to be to fly from Milwaukee-Mitchell Airport to Cayman Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Milwaukee-Mitchell Airport to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Milwaukee to Cayman Islands

Compare and see reviews for airlines that fly from Milwaukee to Cayman Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $212	Free Cancellation	Rating 7.9 8,159 reviews	Search Delta flights
United Airlines	PriceFrom $321	Free Cancellation	Rating 7.4 9,244 reviews	Search United Airlines flights
American Airlines	PriceFrom $470	Free Cancellation	Rating 7.2 11,246 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Cayman Islands?

It is quick and easy to find Milwaukee to Cayman Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Cayman Islands that suits you.

Can I find flights from Milwaukee to Cayman Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Cayman Islands from Milwaukee with this policy.

How can momondo help me find flights from Milwaukee to Cayman Islands?

Once you have performed a search for Milwaukee to Cayman Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Milwaukee to Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands from Milwaukee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Popular cities in the Cayman Islands

Flights to George Townfrom $185

Flights to Cayman Bracfrom $319

Flights to Little Caymanfrom $328

Cheap flights from Milwaukee to the Cayman Islands from $127

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to the Cayman Islands departing on 3/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

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Filter for what you want

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Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Milwaukee to the Cayman Islands

Cheap round-trip flights

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American Airlines flights from Milwaukee to Cayman Islands

Our best American Airlines deals on Milwaukee to Cayman Islands flight tickets

United Airlines flights from Milwaukee to Cayman Islands

Our best United Airlines deals on Milwaukee to Cayman Islands flight tickets

momondo Fare Finder

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

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Milwaukee to Cayman Islands

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $535.

What is the cheapest airline that flies from Milwaukee-Mitchell to Cayman Islands?

American Airlines, Delta, and Southwest are the most popular carriers operating from Milwaukee-Mitchell to Cayman Islands

What airlines fly to Cayman Islands?

Cheap Milwaukee to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Cayman Islands

Fastest flight time

Direct flights

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Cayman Islands?

How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Cayman Islands?

How old do you have to be to fly from Milwaukee-Mitchell Airport to Cayman Islands?

What documentation or ID do you need to fly to Cayman Islands?

Best airlines flying from Milwaukee to Cayman Islands

Compare and see reviews for airlines that fly from Milwaukee to Cayman Islands with momondo

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Cayman Islands?

Can I find flights from Milwaukee to Cayman Islands with flexible booking policies on momondo?

How can momondo help me find flights from Milwaukee to Cayman Islands?

I’m not ready to book a flight from Milwaukee to Cayman Islands right now. Can momondo alert me if prices change?

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo

Milwaukee flight routes

According to popular flight searches on momondo this year

Cayman Islands flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to the Cayman Islands

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to the Cayman Islands

List of cabin classes available on flights landing in the Cayman Islands. Availability may vary depending on flight origin and airline.

Complete your trip to the Cayman Islands

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According to popular flight searches on momondo this year