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Cheap flights from Milwaukee to Grand Cayman from $501

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 Grand Cayman departing on 9/5. 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 Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:37 pm - 1:10 pm
MKE
-
GCM
17h 33m
2 stops
American Airlines Logo
1:20 pm - 8:58 am
GCM
-
MKE
19h 38m
2 stops
$501American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
4:24 pm - 11:25 am
MKE
-
GCM
19h 01m
1 stop
American Airlines Logo
12:35 pm - 12:10 am
GCM
-
MKE
11h 35m
1 stop
$505American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
2:36 pm - 11:25 am
MKE
-
GCM
20h 49m
1 stop
American Airlines Logo
1:20 pm - 8:58 am
GCM
-
MKE
19h 38m
2 stops
$510American Airlines
Sat, Sep 5 - Sat, Sep 12
Delta Logo
5:23 am - 11:54 am
MKE
-
GCM
6h 31m
1 stop
Delta Logo
1:19 pm - 9:02 pm
GCM
-
MKE
7h 43m
1 stop
$520Delta
Fri, May 8 - Tue, May 12
American Airlines Logo
6:42 pm - 10:55 am
MKE
-
GCM
16h 13m
2 stops
American Airlines Logo
12:35 pm - 9:57 pm
GCM
-
MKE
9h 22m
1 stop
$525American Airlines
Fri, May 8 - Tue, May 12
Delta Logo
5:55 am - 11:41 am
MKE
-
GCM
5h 46m
1 stop
Delta Logo
12:55 pm - 9:59 pm
GCM
-
MKE
9h 04m
1 stop
$531Delta
Sat, Sep 5 - Sat, Sep 12
United Airlines Logo
8:15 am - 12:30 pm
MKE
-
GCM
28h 15m
1 stop
United Airlines Logo
1:35 pm - 10:45 pm
GCM
-
MKE
9h 10m
1 stop
$551United Airlines
Mon, May 18 - Fri, May 22
United Airlines Logo
8:45 pm - 12:30 pm
MKE
-
GCM
15h 45m
2 stops
United Airlines Logo
1:35 pm - 10:45 pm
GCM
-
MKE
9h 10m
1 stop
$567United Airlines
Sun, May 17 - Fri, May 22
United Airlines Logo
8:45 pm - 12:30 pm
MKE
-
GCM
15h 45m
2 stops
United Airlines Logo
1:35 pm - 9:57 am
GCM
-
MKE
20h 22m
2 stops
$572United Airlines
Sun, May 17 - Fri, May 22
American Airlines Logo
6:17 pm - 11:30 am
MKE
-
GCM
17h 13m
1 stop
American Airlines Logo
12:33 pm - 12:01 am
GCM
-
MKE
11h 28m
1 stop
$579American Airlines
Mon, May 25 - Mon, Jun 1

American Airlines flights from Milwaukee to Grand Cayman

Our best American Airlines deals on Milwaukee to Grand Cayman flight tickets
American Airlines
Sep 5
MKE7:37 pmMilwaukee-Mitchell
17h 33m
2 stops
GCM1:10 pmGeorge Town Owen Roberts Intl
Sep 12
GCM1:20 pmGeorge Town Owen Roberts Intl
19h 38m
2 stops
MKE8:58 amMilwaukee-Mitchell
$501
American Airlines
Sep 5
MKE4:24 pmMilwaukee-Mitchell
19h 01m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Sep 12
GCM12:35 pmGeorge Town Owen Roberts Intl
11h 35m
1 stop
MKE12:10 amMilwaukee-Mitchell
$505
American Airlines
Sep 5
MKE2:36 pmMilwaukee-Mitchell
20h 49m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Sep 12
GCM1:20 pmGeorge Town Owen Roberts Intl
19h 38m
2 stops
MKE8:58 amMilwaukee-Mitchell
$510

United Airlines flights from Milwaukee to Grand Cayman

Our best United Airlines deals on Milwaukee to Grand Cayman flight tickets
United Airlines
May 18
MKE8:15 amMilwaukee-Mitchell
28h 15m
1 stop
GCM12:30 pmGeorge Town Owen Roberts Intl
May 22
GCM1:35 pmGeorge Town Owen Roberts Intl
9h 10m
1 stop
MKE10:45 pmMilwaukee-Mitchell
$551
United Airlines
May 17
MKE8:45 pmMilwaukee-Mitchell
15h 45m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 22
GCM1:35 pmGeorge Town Owen Roberts Intl
9h 10m
1 stop
MKE10:45 pmMilwaukee-Mitchell
$567
United Airlines
May 17
MKE8:45 pmMilwaukee-Mitchell
15h 45m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 22
GCM1:35 pmGeorge Town Owen Roberts Intl
20h 22m
2 stops
MKE9:57 amMilwaukee-Mitchell
$572

momondo Fare Finder

 
Customize your flight search to find flights from Milwaukee to Grand Cayman 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 April 11, 2026.
Use the filters below to find and compare flights from Milwaukee to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 9/5

7:37 pm-1:10 pm

2 stops17h 33m

George Town Owen Roberts Intl

Sat 9/12

1:20 pm-8:58 am

2 stops19h 38m

$501

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 9/5

4:24 pm-11:25 am

1 stop19h 01m

George Town Owen Roberts Intl

Sat 9/12

12:35 pm-12:10 am

1 stop11h 35m

$505

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 9/5

2:36 pm-11:25 am

1 stop20h 49m

George Town Owen Roberts Intl

Sat 9/12

1:20 pm-8:58 am

2 stops19h 38m

$510
Quickest round-trip

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 5/8

5:23 am-11:54 am

1 stop6h 31m

George Town Owen Roberts Intl

Tue 5/12

1:19 pm-9:02 pm

1 stop7h 43m

$520

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 5/8

6:42 pm-10:55 am

2 stops16h 13m

George Town Owen Roberts Intl

Tue 5/12

12:35 pm-9:57 pm

1 stop9h 22m

$525

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 9/5

5:55 am-11:41 am

1 stop5h 46m

George Town Owen Roberts Intl

Sat 9/12

12:55 pm-9:59 pm

1 stop9h 04m

$531

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 5/18

8:15 am-12:30 pm

1 stop28h 15m

George Town Owen Roberts Intl

Fri 5/22

1:35 pm-10:45 pm

1 stop9h 10m

$551

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 5/17

8:45 pm-12:30 pm

2 stops15h 45m

George Town Owen Roberts Intl

Fri 5/22

1:35 pm-10:45 pm

1 stop9h 10m

$567

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sun 5/17

8:45 pm-12:30 pm

2 stops15h 45m

George Town Owen Roberts Intl

Fri 5/22

1:35 pm-9:57 am

2 stops20h 22m

$572

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 5/25

6:17 pm-11:30 am

1 stop17h 13m

George Town Owen Roberts Intl

Mon 6/1

12:33 pm-12:01 am

1 stop11h 28m

$579

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Grand Cayman from

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

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 Grand Cayman?

The cheapest month to fly to Grand Cayman from Milwaukee is in August. Flight prices, which tend to average around $483, are often lower during this time because this is during the off-season. If you don’t want to visit Grand Cayman in August, then you should wait until September to fly from Milwaukee, when ticket prices are also cheap, with an average price of $531.

Can stopping save me money on Milwaukee to Grand Cayman flights?

No. A direct flight is the cheapest option for a flight between Milwaukee to Grand Cayman.

Cheap Milwaukee to Grand Cayman flight deals and tips

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

Fastest flight time

5h 46m

Direct flights

None
The fastest flight from Milwaukee to Grand Cayman takes 5h 46m
There are no direct flights from Milwaukee to Grand Cayman. There are no popular flight routes from Milwaukee to Grand Cayman.
Search flight deals

Frequently asked questions about flying from Milwaukee to Grand Cayman

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

    Prices for flights from Milwaukee-Mitchell Airport to Grand Cayman refresh daily.

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

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

    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 Grand Cayman.

  • What documentation or ID do you need to fly to Grand Cayman?

    The required travel and health documents for your Grand Cayman trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Grand Cayman. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Milwaukee to Grand Cayman?

Best airlines flying from Milwaukee to Grand Cayman

Compare and see reviews for airlines that fly from Milwaukee to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $399Free CancellationRating
7.4
9,569 reviews
Search United Airlines flights
DeltaPriceFrom $406Free CancellationRating
7.9
8,406 reviews
Search Delta flights
American AirlinesPriceFrom $522Free CancellationRating
7.1
11,572 reviews
Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Grand Cayman from Milwaukee.

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

Yes. All flights to Grand Cayman from Milwaukee on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Milwaukee to Grand Cayman flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Price alerts on flights to Grand Cayman from Milwaukee are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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