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.

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 December 2025, 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.

$376 Cheap Flights from Milwaukee to the Cayman Islands in 2025/26

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7:32 am - 2:35 pm

MKE

GCM

6h 03m1 stop

3:45 pm - 10:58 pm

GCM

MKE

8h 13m1 stop

$377American Airlines

Wed, Feb 4 - Wed, Feb 11

1:04 pm - 11:26 am

MKE

GCM

21h 22m2 stops

1:05 pm - 10:49 pm

GCM

MKE

10h 44m1 stop

$381American Airlines

Tue, Jan 20 - Tue, Jan 27

9:30 am - 2:35 pm

MKE

GCM

28h 05m1 stop

3:45 pm - 10:49 pm

GCM

MKE

8h 04m1 stop

$382American Airlines

Tue, Jan 20 - Tue, Jan 27

7:32 am - 2:35 pm

MKE

GCM

6h 03m1 stop

3:15 pm - 10:53 pm

GCM

MKE

8h 38m1 stop

$406American Airlines

Fri, Feb 6 - Fri, Feb 13

4:05 pm - 11:50 am

MKE

GCM

18h 45m2 stops

12:50 pm - 11:35 pm

GCM

MKE

11h 45m2 stops

$411American Airlines

Sat, Jan 24 - Sat, Jan 31

6:06 am - 11:26 am

MKE

GCM

28h 20m1 stop

3:51 pm - 10:02 pm

GCM

MKE

7h 11m1 stop

$414American Airlines

Sat, Jan 24 - Sat, Jan 31

4:05 pm - 11:50 am

MKE

GCM

18h 45m2 stops

12:55 pm - 10:59 pm

GCM

MKE

11h 04m2 stops

$451American Airlines

Fri, Feb 6 - Fri, Feb 13

6:36 am - 1:45 pm

MKE

GCM

6h 09m1 stop

2:50 pm - 10:56 pm

GCM

MKE

9h 06m1 stop

$486United Airlines

Mon, Jan 5 - Thu, Jan 8

6:36 am - 4:35 pm

MKE

GCM

8h 59m2 stops

2:50 pm - 8:48 pm

GCM

MKE

6h 58m1 stop

$491United Airlines

Mon, Jan 5 - Thu, Jan 8

5:00 am - 1:45 pm

MKE

GCM

7h 45m1 stop

2:50 pm - 8:48 pm

GCM

MKE

6h 58m1 stop

$526United Airlines

Mon, Jan 5 - Thu, Jan 8

United Airlines flights from Milwaukee to Cayman Islands

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

United Airlines

Dec 23

MKE6:36 amMilwaukee-Mitchell

8h 59m

2 stops

GCM4:35 pmGeorge Town Owen Roberts Intl

Dec 30

GCM5:45 pmGeorge Town Owen Roberts Intl

18h 42m

2 stops

MKE11:27 amMilwaukee-Mitchell

$414

Find similar

United Airlines

Jan 5

MKE6:36 amMilwaukee-Mitchell

6h 09m

1 stop

GCM1:45 pmGeorge Town Owen Roberts Intl

Jan 8

GCM2:50 pmGeorge Town Owen Roberts Intl

9h 06m

1 stop

MKE10:56 pmMilwaukee-Mitchell

$486

Find similar

United Airlines

Jan 5

MKE6:36 amMilwaukee-Mitchell

8h 59m

2 stops

GCM4:35 pmGeorge Town Owen Roberts Intl

Jan 8

GCM2:50 pmGeorge Town Owen Roberts Intl

6h 58m

1 stop

MKE8:48 pmMilwaukee-Mitchell

$491

Find similar

American Airlines flights from Milwaukee to Cayman Islands

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

American Airlines

Feb 4

MKE7:32 amMilwaukee-Mitchell

6h 03m

1 stop

GCM2:35 pmGeorge Town Owen Roberts Intl

Feb 11

GCM3:45 pmGeorge Town Owen Roberts Intl

8h 13m

1 stop

MKE10:58 pmMilwaukee-Mitchell

$377

Find similar

American Airlines

Jan 20

MKE6:12 amMilwaukee-Mitchell

13h 08m

2 stops

GCM8:20 pmGeorge Town Owen Roberts Intl

Jan 27

GCM1:05 pmGeorge Town Owen Roberts Intl

11h 30m

2 stops

MKE11:35 pmMilwaukee-Mitchell

$381

Find similar

American Airlines

Jan 20

MKE6:58 pmMilwaukee-Mitchell

18h 37m

1 stop

GCM2:35 pmGeorge Town Owen Roberts Intl

Jan 27

GCM3:45 pmGeorge Town Owen Roberts Intl

8h 04m

1 stop

MKE10:49 pmMilwaukee-Mitchell

$382

Find similar

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

Wed 2/4

7:32 am-2:35 pm

1 stop6h 03m

George Town Owen Roberts Intl

Wed 2/11

3:45 pm-10:58 pm

1 stop8h 13m

$377

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 1/20

1:04 pm-11:26 am

2 stops21h 22m

George Town Owen Roberts Intl

Tue 1/27

1:05 pm-10:49 pm

1 stop10h 44m

$381

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 1/20

9:30 am-2:35 pm

1 stop28h 05m

George Town Owen Roberts Intl

Tue 1/27

3:45 pm-10:49 pm

1 stop8h 04m

$382

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 2/6

7:32 am-2:35 pm

1 stop6h 03m

George Town Owen Roberts Intl

Fri 2/13

3:15 pm-10:53 pm

1 stop8h 38m

$406

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 1/24

4:05 pm-11:50 am

2 stops18h 45m

George Town Owen Roberts Intl

Sat 1/31

12:50 pm-11:35 pm

2 stops11h 45m

$411

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 1/24

6:06 am-11:26 am

1 stop28h 20m

George Town Owen Roberts Intl

Sat 1/31

3:51 pm-10:02 pm

1 stop7h 11m

$414

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 2/6

4:05 pm-11:50 am

2 stops18h 45m

George Town Owen Roberts Intl

Fri 2/13

12:55 pm-10:59 pm

2 stops11h 04m

$451

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 1/5

6:36 am-1:45 pm

1 stop6h 09m

George Town Owen Roberts Intl

Thu 1/8

2:50 pm-10:56 pm

1 stop9h 06m

$486

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 1/5

6:36 am-4:35 pm

2 stops8h 59m

George Town Owen Roberts Intl

Thu 1/8

2:50 pm-8:48 pm

1 stop6h 58m

$491

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 1/5

5:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Thu 1/8

2:50 pm-8:48 pm

1 stop6h 58m

$526

Flights are sorted by cheapest round-trip flights first.

Sorted 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.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Tuesday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $526. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Sunday is $742.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from Milwaukee to Cayman Islands in the afternoon for as low as $558. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are $612 on average. Flights to Cayman Islands from Milwaukee in the morning are generally more expensive because this time of day is more convenient for travelers’ schedules.

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	6h 02m
Direct flights	None

The fastest flight from Milwaukee to Cayman Islands takes 6h 02m

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 December 2025, 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 8,005 reviews	Search Delta flights
United Airlines	PriceFrom $315	Free Cancellation	Rating 7.4 9,091 reviews	Search United Airlines flights
American Airlines	PriceFrom $470	Free Cancellation	Rating 7.2 11,054 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

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Popular cities in the Cayman Islands

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Flights to Little Caymanfrom $328

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Cheap flights from Milwaukee to the Cayman Islands from $377

This is the cheapest round-trip 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 2/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

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Filter for what you want

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Find the cheapest flights from Milwaukee to the Cayman Islands

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United Airlines flights from Milwaukee to Cayman Islands

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

American Airlines flights from Milwaukee to Cayman Islands

Our best American 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 day to depart on your flight to Cayman Islands?

What is the cheapest time of day to depart on your flight 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