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Cheap flights from Wisconsin to Grand Cayman from $75

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Grand Cayman departing on 4/4. 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 Wisconsin to Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:24 am - 4:11 pm
MSP
-
GCM
9h 47m
1 stop
American Airlines Logo
5:12 pm - 12:22 am
GCM
-
MSP
7h 10m
1 stop
$266American Airlines
Wed, May 27 - Tue, Jun 2
American Airlines Logo
6:24 am - 4:11 pm
MSP
-
GCM
9h 47m
1 stop
American Airlines Logo
5:12 pm - 12:53 pm
GCM
-
MSP
19h 41m
2 stops
$271American Airlines
Wed, May 27 - Tue, Jun 2
American Airlines Logo
6:00 am - 1:35 pm
MSP
-
GCM
7h 35m
1 stop
American Airlines Logo
5:12 pm - 12:24 am
GCM
-
MSP
7h 12m
1 stop
$276American Airlines
Wed, Jun 24 - Thu, Jul 2
United Airlines Logo
8:45 pm - 12:30 pm
MKE
-
GCM
15h 45m
2 stops
United Airlines Logo
1:35 pm - 7:49 am
GCM
-
MKE
18h 14m
2 stops
$354United Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
5:05 am - 12:20 pm
ORD
-
GCM
7h 15m
1 stop
Multiple Airlines Logo
12:30 pm - 9:10 am
GCM
-
ORD
20h 40m
1 stop
$359Multiple Airlines
Sat, Apr 11 - Tue, Apr 14
Air Canada Logo
8:20 pm - 10:00 am
ORD
-
GCM
13h 40m
1 stop
Air Canada Logo
12:25 pm - 9:05 am
GCM
-
ORD
20h 40m
1 stop
$363Air Canada
Fri, May 29 - Thu, Jun 4
Air Canada Logo
8:20 pm - 10:00 am
ORD
-
GCM
13h 40m
1 stop
Air Canada Logo
12:25 pm - 12:11 pm
GCM
-
ORD
23h 46m
2 stops
$368Air Canada
Fri, May 29 - Thu, Jun 4
Delta Logo
5:23 am - 11:54 am
MKE
-
GCM
6h 31m
1 stop
Delta Logo
1:19 pm - 11:53 pm
GCM
-
MKE
10h 34m
1 stop
$370Delta
Mon, May 11 - Mon, May 18
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
Delta Logo
5:55 am - 11:40 am
MKE
-
GCM
5h 45m
1 stop
Delta Logo
12:55 pm - 9:09 pm
GCM
-
MKE
8h 14m
1 stop
$461Delta
Sun, Sep 20 - Thu, Sep 24

Spirit Airlines flights from Wisconsin to Grand Cayman

Our best Spirit Airlines deals on Wisconsin to Grand Cayman flight tickets
Spirit Airlines
Apr 4
ORD5:05 amChicago O'Hare Intl
7h 15m
1 stop
GCM12:20 pmGeorge Town Owen Roberts Intl
Apr 9
GCM1:52 pmGeorge Town Owen Roberts Intl
9h 25m
1 stop
ORD11:17 pmChicago O'Hare Intl
$333
Spirit Airlines
Apr 4
ORD5:05 amChicago O'Hare Intl
7h 15m
1 stop
GCM12:20 pmGeorge Town Owen Roberts Intl
Apr 9
GCM1:52 pmGeorge Town Owen Roberts Intl
9h 25m
1 stop
ORD11:17 pmChicago O'Hare Intl
$341
Spirit Airlines
Apr 4
ORD5:05 amChicago O'Hare Intl
7h 15m
1 stop
GCM12:20 pmGeorge Town Owen Roberts Intl
Apr 9
GCM1:52 pmGeorge Town Owen Roberts Intl
9h 25m
1 stop
ORD11:17 pmChicago O'Hare Intl
$343

American Airlines flights from Wisconsin to Grand Cayman

Our best American Airlines deals on Wisconsin to Grand Cayman flight tickets
American Airlines
May 27
MSP6:24 amMinneapolis St Paul
9h 47m
1 stop
GCM4:11 pmGeorge Town Owen Roberts Intl
Jun 2
GCM5:12 pmGeorge Town Owen Roberts Intl
7h 10m
1 stop
MSP12:22 amMinneapolis St Paul
$266
American Airlines
May 27
MSP6:24 amMinneapolis St Paul
9h 47m
1 stop
GCM4:11 pmGeorge Town Owen Roberts Intl
Jun 2
GCM5:12 pmGeorge Town Owen Roberts Intl
19h 41m
2 stops
MSP12:53 pmMinneapolis St Paul
$271
American Airlines
Jun 24
MSP6:00 amMinneapolis St Paul
7h 35m
1 stop
GCM1:35 pmGeorge Town Owen Roberts Intl
Jul 2
GCM5:12 pmGeorge Town Owen Roberts Intl
7h 12m
1 stop
MSP12:24 amMinneapolis St Paul
$276

momondo Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 March 28, 2026.
Use the filters below to find and compare flights from Wisconsin to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

Wed 5/27

6:24 am-4:11 pm

1 stop9h 47m

George Town Owen Roberts Intl

Tue 6/2

5:12 pm-12:22 am

1 stop7h 10m

$266

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

Wed 5/27

6:24 am-4:11 pm

1 stop9h 47m

George Town Owen Roberts Intl

Tue 6/2

5:12 pm-12:53 pm

2 stops19h 41m

$271

MinneapolisGeorge Town

MSP - GCM

MSPGCM

Minneapolis St Paul

Wed 6/24

6:00 am-1:35 pm

1 stop7h 35m

George Town Owen Roberts Intl

Thu 7/2

5:12 pm-12:24 am

1 stop7h 12m

$276

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 5/11

8:45 pm-12:30 pm

2 stops15h 45m

George Town Owen Roberts Intl

Mon 5/18

1:35 pm-7:49 am

2 stops18h 14m

$354

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Sat 4/11

5:05 am-12:20 pm

1 stop7h 15m

George Town Owen Roberts Intl

Tue 4/14

12:30 pm-9:10 am

1 stop20h 40m

$359

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 5/29

8:20 pm-10:00 am

1 stop13h 40m

George Town Owen Roberts Intl

Thu 6/4

12:25 pm-9:05 am

1 stop20h 40m

$363

ChicagoGeorge Town

ORD - GCM

ORDGCM

Chicago O'Hare Intl

Fri 5/29

8:20 pm-10:00 am

1 stop13h 40m

George Town Owen Roberts Intl

Thu 6/4

12:25 pm-12:11 pm

2 stops23h 46m

$368

MilwaukeeGeorge Town

MKE - GCM

MKEGCM

Milwaukee-Mitchell

Mon 5/11

5:23 am-11:54 am

1 stop6h 31m

George Town Owen Roberts Intl

Mon 5/18

1:19 pm-11:53 pm

1 stop10h 34m

$370

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
Quickest round-trip

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-9:09 pm

1 stop8h 14m

$461

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Grand Cayman from

How to get the cheapest flight ticket from Wisconsin 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 Wisconsin 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 May to fly from Wisconsin, when ticket prices are also cheap, with an average price of $486.

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

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

Cheap Wisconsin to Grand Cayman flight deals and tips

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

Fastest flight time

4h 00m

Direct flights

Every day

Airports in Grand Cayman

1 airport
The fastest flight from Wisconsin to Grand Cayman takes 4h 00m
Direct flights go from Wisconsin to Grand Cayman every day.
There is 1 airport in Grand Cayman. From Wisconsin there are direct flights to George Town Owen Roberts Intl (GCM).
Search flight deals

  • When did momondo last update prices for flights from Wisconsin to Grand Cayman?

    Prices for flights from Wisconsin to Grand Cayman refresh daily.

  • How many operators does momondo search for flights from Wisconsin to Grand Cayman?

  • How old do you have to be to fly from Wisconsin to Grand Cayman?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin 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 Wisconsin to Grand Cayman?

Best airlines flying from Wisconsin to Grand Cayman

Compare and see reviews for airlines that fly from Wisconsin to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $383Free CancellationRating
7.4
9,499 reviews
Search United Airlines flights
DeltaPriceFrom $406Free CancellationRating
7.9
8,356 reviews
Search Delta flights
American AirlinesPriceFrom $435Free CancellationRating
7.1
11,520 reviews
Search American Airlines flights

Why use momondo?

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

Finding the right flight to Grand Cayman from Wisconsin is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Grand Cayman quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Grand Cayman from Wisconsin with this policy.

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

momondo provides multiple filters to help you find the best flight to Grand Cayman from Wisconsin. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Wisconsin to Grand Cayman flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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