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 55% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 4 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 August 2025, there are 4 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.

$468 Cheap Flights from Milwaukee to the Cayman Islands in 2025

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Find the cheapest flights from Milwaukee to the Cayman Islands

Round-trip

Cheap round-trip flights

5:45 am - 12:35 pmMKE-GCM

5h 50m1 stop

2:00 pm - 11:27 pmGCM-MKE

10h 27m1 stop

$468Delta

Find Deal

Tue, Jan 20 - Tue, Jan 27

7:10 pm - 12:35 pmMKE-GCM

16h 25m2 stops

1:55 pm - 10:15 pmGCM-MKE

9h 20m1 stop

$521Southwest

Find Deal

Mon, Dec 1 - Sat, Dec 6

5:00 am - 1:45 pmMKE-GCM

7h 45m1 stop

2:50 pm - 9:08 pmGCM-MKE

7h 18m1 stop

$538United Airlines

Find Deal

Fri, Feb 6 - Fri, Feb 13

5:45 pm - 3:30 pmMKE-GCM

21h 45m2 stops

4:45 pm - 11:18 amGCM-MKE

18h 33m2 stops

$542United Airlines

Find Deal

Sat, Oct 25 - Sat, Nov 1

5:47 am - 11:35 amMKE-GCM

5h 48m1 stop

1:05 pm - 8:42 pmGCM-MKE

7h 37m1 stop

$548Delta

Find Deal

Sat, Oct 25 - Sat, Nov 1

6:49 pm - 2:00 pmMKE-GCM

18h 11m2 stops

8:30 am - 10:18 pmGCM-MKE

14h 48m1 stop

$552American Airlines

Find Deal

Fri, Feb 6 - Fri, Feb 13

6:49 pm - 12:00 pmMKE-GCM

16h 11m1 stop

2:00 pm - 10:36 amGCM-MKE

21h 36m1 stop

$554American Airlines

Find Deal

Sat, Jan 17 - Sat, Jan 24

6:41 pm - 2:00 pmMKE-GCM

18h 19m2 stops

4:15 pm - 10:32 amGCM-MKE

19h 17m2 stops

$557American Airlines

Find Deal

Sun, Jan 18 - Sun, Feb 1

8:00 am - 11:22 amMKE-GCM

27h 22m1 stop

3:05 pm - 10:30 pmGCM-MKE

7h 25m1 stop

$558American Airlines

Find Deal

Sat, Oct 4 - Sat, Oct 11

6:29 am - 2:10 pmMKE-GCM

6h 41m1 stop

12:55 pm - 10:56 pmGCM-MKE

11h 01m1 stop

$579American Airlines

Find Deal

Fri, Nov 7 - Tue, Nov 11

Delta flights from Milwaukee to Cayman Islands

Our best Delta deals on Milwaukee to Cayman Islands flight tickets

Delta

Jan 20

MKE5:45 amMilwaukee-Mitchell

5h 50m

1 stop

GCM12:35 pmGeorge Town Owen Roberts Intl

Jan 27

GCM2:00 pmGeorge Town Owen Roberts Intl

10h 27m

1 stop

MKE11:27 pmMilwaukee-Mitchell

$468

Find similar

Delta

Oct 25

MKE5:47 amMilwaukee-Mitchell

5h 48m

1 stop

GCM11:35 amGeorge Town Owen Roberts Intl

Nov 1

GCM1:05 pmGeorge Town Owen Roberts Intl

7h 37m

1 stop

MKE8:42 pmMilwaukee-Mitchell

$548

Find similar

Delta

Sep 11

MKE5:40 amMilwaukee-Mitchell

5h 56m

1 stop

GCM11:36 amGeorge Town Owen Roberts Intl

Sep 14

GCM12:52 pmGeorge Town Owen Roberts Intl

10h 56m

1 stop

MKE11:48 pmMilwaukee-Mitchell

$636

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 6

MKE6:49 pmMilwaukee-Mitchell

18h 11m

2 stops

GCM2:00 pmGeorge Town Owen Roberts Intl

Feb 13

GCM8:30 amGeorge Town Owen Roberts Intl

14h 48m

1 stop

MKE10:18 pmMilwaukee-Mitchell

$552

Find similar

American Airlines

Jan 17

MKE6:49 pmMilwaukee-Mitchell

16h 11m

1 stop

GCM12:00 pmGeorge Town Owen Roberts Intl

Jan 24

GCM2:00 pmGeorge Town Owen Roberts Intl

21h 36m

1 stop

MKE10:36 amMilwaukee-Mitchell

$554

Find similar

American Airlines

Jan 18

MKE6:41 pmMilwaukee-Mitchell

18h 19m

2 stops

GCM2:00 pmGeorge Town Owen Roberts Intl

Feb 1

GCM4:15 pmGeorge Town Owen Roberts Intl

19h 17m

2 stops

MKE10:32 amMilwaukee-Mitchell

$557

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

Tue 1/20

5:45 am-12:35 pm

1 stop5h 50m

George Town Owen Roberts Intl

Tue 1/27

2:00 pm-11:27 pm

1 stop10h 27m

$468

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 12/1

7:10 pm-12:35 pm

2 stops16h 25m

George Town Owen Roberts Intl

Sat 12/6

1:55 pm-10:15 pm

1 stop9h 20m

$521

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 2/6

5:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Fri 2/13

2:50 pm-9:08 pm

1 stop7h 18m

$538

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 10/25

5:45 pm-3:30 pm

2 stops21h 45m

George Town Owen Roberts Intl

Sat 11/1

4:45 pm-11:18 am

2 stops18h 33m

$542

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 10/25

5:47 am-11:35 am

1 stop5h 48m

George Town Owen Roberts Intl

Sat 11/1

1:05 pm-8:42 pm

1 stop7h 37m

$548

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 2/6

6:49 pm-2:00 pm

2 stops18h 11m

George Town Owen Roberts Intl

Fri 2/13

8:30 am-10:18 pm

1 stop14h 48m

$552

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 1/17

6:49 pm-12:00 pm

1 stop16h 11m

George Town Owen Roberts Intl

Sat 1/24

2:00 pm-10:36 am

1 stop21h 36m

$554

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 1/18

6:41 pm-2:00 pm

2 stops18h 19m

George Town Owen Roberts Intl

Sun 2/1

4:15 pm-10:32 am

2 stops19h 17m

$557

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 10/4

8:00 am-11:22 am

1 stop27h 22m

George Town Owen Roberts Intl

Sat 10/11

3:05 pm-10:30 pm

1 stop7h 25m

$558

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 11/7

6:29 am-2:10 pm

1 stop6h 41m

George Town Owen Roberts Intl

Tue 11/11

12:55 pm-10:56 pm

1 stop11h 01m

$579

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.

How far in advance should I book a flight to Cayman Islands?

You are more likely to see cheaper flights to Cayman Islands from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $612 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from Milwaukee for as low as $529 on momondo.

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

Direct flights	None

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 August 2025, there are 4 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
United Airlines	PriceFrom $273	Free Cancellation	Rating 7.4 8,945 reviews	Search United Airlines flights
Delta	PriceFrom $310	Free Cancellation	Rating 7.9 7,977 reviews	Search Delta flights
American Airlines	PriceFrom $512	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $526	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest 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.

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Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Flights to George Townfrom $287

Flights to Cayman Bracfrom $335

Flights to Little Caymanfrom $413

Cheap flights from Milwaukee to the Cayman Islands from $468

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

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Find the cheapest flights from Milwaukee to the Cayman Islands

Cheap round-trip flights

Delta flights from Milwaukee to Cayman Islands

Our best Delta 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

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

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?

How far in advance should I book a 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

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