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Grand Cayman

$140+ Cheap flights from Milwaukee (MKE) to Grand Cayman

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Milwaukee to Grand Cayman

Keep the following information in mind while searching for Milwaukee to Grand Cayman flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$447

One-way from

$140
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$557
Provider with most accurate pricing for Milwaukee-Mitchell-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Milwaukee-Mitchell-George Town Owen Roberts Intl flights.
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From Milwaukee-Mitchell to Grand Cayman
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One-way flight from Milwaukee-Mitchell to Grand Cayman
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Highest demand for flights based on searches. 10% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from Milwaukee to Grand Cayman

Cheapest flights from Milwaukee to Grand Cayman
Explore the most affordable flight options available from Milwaukee to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/285:30 amMKE - GCM
1 stop6h 10mDelta
Tue 2/32:05 pmGCM - MKE
1 stop6h 53mDelta
Deal found 1/6$447
This Delta deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:45 amMKE - GCM
1 stop6h 02mDelta
Sat 3/281:00 pmGCM - MKE
2 stops20h 04mDelta
Deal found 1/6$462
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/76:10 amMKE - GCM
1 stop7h 41mAmerican Airlines
Wed 2/113:45 pmGCM - MKE
1 stop8h 13mAmerican Airlines
Deal found 1/6$471
This American Airlines deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:37 pmMKE - GCM
1 stop16h 03mAmerican Airlines
Mon 4/63:50 pmGCM - MKE
1 stop19h 10mAmerican Airlines
Deal found 1/8$483
This deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/285:30 amMKE - GCM
1 stop6h 10mDelta
Mon 2/22:05 pmGCM - MKE
1 stop6h 53mDelta
Deal found 1/6$498
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:37 pmMKE - GCM
1 stop16h 03mAmerican Airlines
Wed 4/812:35 pmGCM - MKE
2 stops22h 25mAmerican Airlines
Deal found 1/7$514
This Delta deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/65:30 amMKE - GCM
1 stop6h 10mDelta
Fri 2/131:54 pmGCM - MKE
1 stop7h 44mDelta
Deal found 1/8$540
This deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/225:30 amMKE - GCM
1 stop6h 10mDelta
Tue 2/32:05 pmGCM - MKE
1 stop6h 53mDelta
Deal found 1/6$542
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/316:44 amMKE - GCM
1 stop7h 00mAmerican Airlines
Mon 4/612:00 pmGCM - MKE
2 stops11h 45mAmerican Airlines
Deal found 1/7$545
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/67:32 amMKE - GCM
1 stop6h 03mAmerican Airlines
Fri 2/1312:53 pmGCM - MKE
1 stop12h 02mAmerican Airlines
Deal found 1/6$549
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:06 amMKE - GCM
2 stops12h 14mAmerican Airlines
Wed 4/812:00 pmGCM - MKE
2 stops23h 00mAmerican Airlines
Deal found 1/7$551

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Milwaukee to Grand Cayman that are best for you.

Fly from

Milwaukee

Fly to

Grand Cayman

Route

Depart

Return

Price

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Wed 2/25

5:23 am-12:29 pm

1 stop6h 06m

George Town Owen Roberts Intl

Wed 3/4

1:54 pm-8:13 pm

1 stop7h 19m

$447

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 2/21

5:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sat 2/28

2:25 pm-10:26 pm

1 stop9h 01m

$471

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Wed 2/25

5:00 am-8:15 pm

2 stops14h 15m

George Town Owen Roberts Intl

Wed 3/4

3:45 pm-11:14 pm

1 stop8h 29m

$476

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Fri 3/20

6:46 pm-9:45 am

1 stop14h 59m

George Town Owen Roberts Intl

Sat 3/28

1:00 pm-9:04 am

2 stops20h 04m

$476

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Wed 1/28

5:30 am-12:40 pm

1 stop6h 10m

George Town Owen Roberts Intl

Mon 2/2

2:05 pm-7:58 pm

1 stop6h 53m

$498

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 3/30

6:37 pm-10:40 am

1 stop16h 03m

George Town Owen Roberts Intl

Tue 4/7

12:00 pm-11:00 am

2 stops23h 00m

$514

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Wed 4/1

6:20 am-7:20 pm

2 stops13h 00m

George Town Owen Roberts Intl

Tue 4/7

12:00 pm-11:00 am

2 stops23h 00m

$514

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Tue 3/31

5:00 am-1:30 pm

2 stops8h 30m

George Town Owen Roberts Intl

Tue 4/7

12:00 pm-11:00 am

2 stops23h 00m

$514

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 1/31

7:48 pm-1:53 pm

2 stops17h 05m

$140

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Sat 1/31

7:32 am-2:51 pm

1 stop6h 19m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 11 results
1
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Best time to book a flight from Milwaukee to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman from Milwaukee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Milwaukee to Grand Cayman

What is the cheapest month to book a flight from Milwaukee to Grand Cayman?

Currently, March is the cheapest month in which you can book a flight from Milwaukee to Grand Cayman (average of $212). Flying from Milwaukee to Grand Cayman in September is currently the most expensive (average of $650). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Grand Cayman. Reviews last updated January 8, 2026.
Read through reviews of airlines operating flights from Milwaukee to Grand Cayman, such as Delta, United Airlines, and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,025 reviews

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,025 reviews
Delta
7.9
Good
8,025 reviews

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,139 reviews
Delta
7.9
Good
8,025 reviews

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,095 reviews
Delta
7.9
Good
8,025 reviews

Crew

8.5

Comfort

7.9

Boarding

8.1

Food

7.2

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Milwaukee to Grand Cayman?

    Milwaukee-Mitchell (MKE) is the airport you will fly out of if you book a flight from Milwaukee to Grand Cayman. It is only a 6.4 mi journey to Milwaukee-Mitchell (MKE) from Milwaukee’s city center.

  • How long is the flight from Milwaukee to Grand Cayman?

    Delta, United Airlines, and American Airlines can get you from Milwaukee to Grand Cayman in just under 6h 06m. Your travel time can differ by up to 8h 09m. There are 1677 mi between Milwaukee and Grand Cayman. This flight may include one or multiple stops.

  • Can I find deals for flights from Milwaukee to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Grand Cayman.

  • Can I find deals for business class flights from Milwaukee to Grand Cayman?

    Yes. Cheapflights offers flight deals from Milwaukee to Grand Cayman by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Milwaukee to Grand Cayman?

    Currently, March is the cheapest month in which you can book a flight from Milwaukee to Grand Cayman (average of $212). Flying from Milwaukee to Grand Cayman in September is currently the most expensive (average of $650). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Milwaukee to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to George Town flights
Minneapolis to George Town flights
Milwaukee to George Town flights
Madison to George Town flights
O'Hare Intl to Cayman Brac flights

Top 3 airlines flying from Milwaukee to Grand Cayman

Discover the top 3 airlines that operate flights from Milwaukee to Grand Cayman. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$310Average$601FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$390Average$533FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$470Average$817FlexibilityNo cancel feeOn-time71%

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