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Grand Cayman

$209+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — GCM
ago. 25 — sep. 11
lun. 8/25
lun. 9/1
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 agosto 20, 2025.

Round-trip from

$396
(Delta)

One-way from

$209
(Southwest)

Popular in

March

Cheapest in

August

Average price

$483
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. 9% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 20, 2025.

This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/45:00 amMKE - GCM
2 stops10h 30mUnited Airlines
sáb. 11/82:50 pmGCM - MKE
1 stop7h 00mUnited Airlines
Deal found 8/20$467
This Southwest deal was found by Cheapflights users on 8/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/18:15 pmMKE - GCM
2 stops15h 20mSouthwest
sáb. 12/61:55 pmGCM - MKE
1 stop9h 20mSouthwest
Deal found 8/19$503
This Southwest deal was found by Cheapflights users on 8/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/45:50 amMKE - GCM
1 stop5h 45mSouthwest
sáb. 11/81:55 pmGCM - MKE
1 stop9h 20mSouthwest
Deal found 8/20$530
This Delta deal was found by Cheapflights users on 8/18. 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.
jue. 9/115:40 amMKE - GCM
1 stop5h 56mDelta
lun. 9/1512:52 pmGCM - MKE
1 stop7h 57mDelta
Deal found 8/18$538
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/296:05 amMKE - GCM
1 stop6h 40mUnited Airlines
sáb. 12/65:30 pmGCM - MKE
2 stops17h 49mUnited Airlines
Deal found 8/20$542
This American Airlines deal was found by Cheapflights users on 8/18. 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.
sáb. 11/296:48 pmMKE - GCM
2 stops16h 10mAmerican Airlines
sáb. 12/64:00 pmGCM - MKE
1 stop7h 56mAmerican Airlines
Deal found 8/18$552
This American Airlines deal was found by Cheapflights users on 8/18. 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.
mié. 9/108:00 amMKE - GCM
1 stop27h 22mAmerican Airlines
lun. 9/1512:25 pmGCM - MKE
1 stop10h 35mAmerican Airlines
Deal found 8/18$558
This American Airlines deal was found by Cheapflights users on 8/18. 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.
sáb. 10/43:47 pmMKE - GCM
1 stop19h 35mAmerican Airlines
sáb. 10/1112:10 pmGCM - MKE
2 stops12h 04mAmerican Airlines
Deal found 8/18$563

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 agosto 20, 2025.
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

mié. 1/21

5:45 am-12:35 pm

1 stop5h 50m

George Town Owen Roberts Intl

vie. 1/30

2:00 pm-11:27 pm

1 stop10h 27m

$396

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

dom. 1/18

5:45 am-12:35 pm

1 stop5h 50m

George Town Owen Roberts Intl

mié. 1/28

2:00 pm-11:27 pm

1 stop10h 27m

$396

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

mar. 1/20

5:45 am-12:35 pm

1 stop5h 50m

George Town Owen Roberts Intl

mar. 1/27

2:00 pm-11:27 pm

1 stop10h 27m

$396

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

dom. 1/18

5:45 am-12:35 pm

1 stop5h 50m

George Town Owen Roberts Intl

vie. 1/30

2:00 pm-11:27 pm

1 stop10h 27m

$396

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

mié. 1/21

5:45 am-12:35 pm

1 stop5h 50m

George Town Owen Roberts Intl

mié. 1/28

2:00 pm-11:27 pm

1 stop10h 27m

$396

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

dom. 1/18

5:45 am-12:35 pm

1 stop5h 50m

George Town Owen Roberts Intl

mar. 1/27

2:00 pm-11:27 pm

1 stop10h 27m

$396

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

mar. 11/4

5:50 am-12:35 pm

1 stop5h 45m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/20

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, January is the cheapest month in which you can book a flight from Milwaukee to Grand Cayman (average of $467). Flying from Milwaukee to Grand Cayman in March is currently the most expensive (average of $594). 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 agosto 20, 2025.
Read through reviews of airlines operating flights from Milwaukee to Grand Cayman, such as Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 can get you from Milwaukee to Grand Cayman in just under 5h 50m. Your travel time can differ by up to . There are 1677 mi between Milwaukee and Grand Cayman.

  • 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, January is the cheapest month in which you can book a flight from Milwaukee to Grand Cayman (average of $467). Flying from Milwaukee to Grand Cayman in March is currently the most expensive (average of $594). 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 4 airlines flying from Milwaukee to Grand Cayman

Discover the top 4 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 agosto 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$273Average$613FlexibilityNo cancel feeOn-time69%
DeltaCheapest$310Average$591FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$497Average$720FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$526Average$650FlexibilityNo cancel feeOn-time63%

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