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Cheap flights from Milwaukee to the Cayman Islands from $122

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 4/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Milwaukee to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
5:10 am - 12:45 pm
MKE
-
GCM
7h 35m
1 stop
United Airlines Logo
1:50 pm - 8:48 pm
GCM
-
MKE
6h 58m
1 stop
$379United Airlines
Thu, Apr 9 - Tue, Apr 14
American Airlines Logo
6:41 pm - 11:31 am
MKE
-
GCM
16h 50m
1 stop
American Airlines Logo
2:10 pm - 10:43 am
GCM
-
MKE
20h 33m
2 stops
$419American Airlines
Thu, Apr 9 - Tue, Apr 14
United Airlines Logo
5:10 am - 12:45 pm
MKE
-
GCM
7h 35m
1 stop
United Airlines Logo
1:50 pm - 11:43 pm
GCM
-
MKE
9h 53m
1 stop
$459United Airlines
Mon, Apr 13 - Thu, Apr 16
United Airlines Logo
6:50 am - 12:45 pm
MKE
-
GCM
5h 55m
1 stop
United Airlines Logo
1:35 pm - 11:32 am
GCM
-
MKE
21h 57m
2 stops
$464United Airlines
Mon, Apr 13 - Thu, Apr 16
Delta Logo
5:55 am - 11:40 am
MKE
-
GCM
5h 45m
1 stop
Delta Logo
12:55 pm - 11:25 pm
GCM
-
MKE
10h 30m
1 stop
$467Delta
Sun, Sep 20 - Thu, Sep 24
American Airlines Logo
5:51 pm - 11:10 am
MKE
-
GCM
17h 19m
2 stops
American Airlines Logo
12:35 pm - 12:10 am
GCM
-
MKE
11h 35m
1 stop
$472American Airlines
Sun, Sep 20 - Thu, Sep 24
American Airlines Logo
5:51 pm - 11:25 am
MKE
-
GCM
17h 34m
2 stops
American Airlines Logo
12:25 pm - 12:11 am
GCM
-
MKE
11h 46m
1 stop
$501American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
4:24 pm - 11:25 am
MKE
-
GCM
19h 01m
1 stop
American Airlines Logo
12:25 pm - 12:11 am
GCM
-
MKE
11h 46m
1 stop
$505American Airlines
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
7:37 pm - 1:10 pm
MKE
-
GCM
17h 33m
2 stops
American Airlines Logo
2:10 pm - 11:32 am
GCM
-
MKE
21h 22m
2 stops
$506American Airlines
Sun, Aug 23 - Sun, Aug 30
Delta Logo
5:55 am - 11:41 am
MKE
-
GCM
5h 46m
1 stop
Delta Logo
12:56 pm - 9:09 pm
GCM
-
MKE
8h 13m
1 stop
$520Delta
Sun, Aug 23 - Sun, Aug 30

United Airlines flights from Milwaukee to Cayman Islands

Our best United Airlines deals on Milwaukee to Cayman Islands flight tickets
United Airlines
Apr 9
MKE5:10 amMilwaukee-Mitchell
7h 35m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 14
GCM1:50 pmGeorge Town Owen Roberts Intl
6h 58m
1 stop
MKE8:48 pmMilwaukee-Mitchell
$379
United Airlines
Apr 13
MKE5:10 amMilwaukee-Mitchell
7h 35m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 16
GCM1:50 pmGeorge Town Owen Roberts Intl
9h 53m
1 stop
MKE11:43 pmMilwaukee-Mitchell
$459
United Airlines
Apr 13
MKE6:50 amMilwaukee-Mitchell
5h 55m
1 stop
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 16
GCM1:35 pmGeorge Town Owen Roberts Intl
21h 57m
2 stops
MKE11:32 amMilwaukee-Mitchell
$464

American Airlines flights from Milwaukee to Cayman Islands

Our best American Airlines deals on Milwaukee to Cayman Islands flight tickets
American Airlines
Apr 9
MKE6:41 pmMilwaukee-Mitchell
16h 50m
1 stop
GCM11:31 amGeorge Town Owen Roberts Intl
Apr 14
GCM2:10 pmGeorge Town Owen Roberts Intl
20h 33m
2 stops
MKE10:43 amMilwaukee-Mitchell
$419
American Airlines
Sep 20
MKE5:51 pmMilwaukee-Mitchell
17h 19m
2 stops
GCM11:10 amGeorge Town Owen Roberts Intl
Sep 24
GCM12:35 pmGeorge Town Owen Roberts Intl
11h 35m
1 stop
MKE12:10 amMilwaukee-Mitchell
$472
American Airlines
Aug 24
MKE5:51 pmMilwaukee-Mitchell
17h 34m
2 stops
GCM11:25 amGeorge Town Owen Roberts Intl
Aug 31
GCM12:25 pmGeorge Town Owen Roberts Intl
11h 46m
1 stop
MKE12:11 amMilwaukee-Mitchell
$501

momondo 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, momondo users made 832,500 searches. Data last updated March 24, 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

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Thu 4/9

5:10 am-12:45 pm

1 stop7h 35m

George Town Owen Roberts Intl

Tue 4/14

1:50 pm-8:48 pm

1 stop6h 58m

$379

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Thu 4/9

6:41 pm-11:31 am

1 stop16h 50m

George Town Owen Roberts Intl

Tue 4/14

2:10 pm-10:43 am

2 stops20h 33m

$419

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 4/13

5:10 am-12:45 pm

1 stop7h 35m

George Town Owen Roberts Intl

Thu 4/16

1:50 pm-11:43 pm

1 stop9h 53m

$459

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 4/13

6:50 am-12:45 pm

1 stop5h 55m

George Town Owen Roberts Intl

Thu 4/16

1:35 pm-11:32 am

2 stops21h 57m

$464

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 9/20

5:55 am-11:40 am

1 stop5h 45m

George Town Owen Roberts Intl

Thu 9/24

12:55 pm-11:25 pm

1 stop10h 30m

$467

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 9/20

5:51 pm-11:10 am

2 stops17h 19m

George Town Owen Roberts Intl

Thu 9/24

12:35 pm-12:10 am

1 stop11h 35m

$472

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 8/24

5:51 pm-11:25 am

2 stops17h 34m

George Town Owen Roberts Intl

Mon 8/31

12:25 pm-12:11 am

1 stop11h 46m

$501

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 8/24

4:24 pm-11:25 am

1 stop19h 01m

George Town Owen Roberts Intl

Mon 8/31

12:25 pm-12:11 am

1 stop11h 46m

$505

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 8/23

7:37 pm-1:10 pm

2 stops17h 33m

George Town Owen Roberts Intl

Sun 8/30

2:10 pm-11:32 am

2 stops21h 22m

$506
Quickest round-trip

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 8/23

5:55 am-11:41 am

1 stop5h 46m

George Town Owen Roberts Intl

Sun 8/30

12:56 pm-9:09 pm

1 stop8h 13m

$520

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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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 $486.

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 46m

Direct flights

None
The fastest flight from Milwaukee to Cayman Islands takes 5h 46m
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?

  • 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
DeltaPriceFrom $406Free CancellationRating
7.9
8,320 reviews
Search Delta flights
United AirlinesPriceFrom $412Free CancellationRating
7.4
9,469 reviews
Search United Airlines flights
American AirlinesPriceFrom $435Free CancellationRating
7.1
11,492 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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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
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Flights to Cayman Bracfrom $325
Flights to Little Caymanfrom $362