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Cheap flights from Milwaukee to Caribbean Islands from $64

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 Caribbean Islands departing on 1/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Milwaukee to Caribbean Islands

Cheap round-trip flights

These are some of the best round-trip flight deals from Milwaukee to Caribbean Islands that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Milwaukee to Caribbean Islands.

Cheap last minute flights

Planning a quick getaway from Milwaukee to Caribbean Islands? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Caribbean Islands, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Milwaukee to Caribbean Islands

Find recent round-trip train or bus tickets from Milwaukee to Caribbean Islands.

All round-trip flight deals to Caribbean Islands

The cheapest plane tickets to Caribbean Islands found on KAYAK recently.
10:54 am - 2:21 amMKE-SJU
13h 27m1 stop
6:55 pm - 5:52 pmSJU-MKE
24h 57m1 stop
$138Frontier
Find Deal
Mon, Jan 13 - Thu, Jan 16
10:54 am - 2:19 amMKE-SJU
13h 25m1 stop
9:49 pm - 9:54 amSJU-MKE
14h 05m1 stop
$148Frontier
Find Deal
Mon, Jan 20 - Mon, Jan 27
6:32 pm - 10:46 amMKE-STT
14h 14m1 stop
11:41 am - 5:37 pmSTT-MKE
7h 56m1 stop
$192Spirit Airlines
Find Deal
Mon, Feb 17 - Mon, Feb 24
5:27 pm - 9:21 amMKE-SJU
13h 54m1 stop
9:34 pm - 5:37 pmSJU-MKE
22h 03m1 stop
$200Spirit Airlines
Find Deal
Fri, Feb 7 - Wed, Feb 19
6:15 am - 10:07 pmMKE-SJU
13h 52m2 stops
7:45 am - 7:30 pmSJU-MKE
13h 45m2 stops
$264American Airlines
Find Deal
Tue, Jan 28 - Tue, Feb 4
1:05 pm - 12:36 amMKE-SJU
9h 31m2 stops
2:05 am - 2:10 pmSJU-MKE
14h 05m2 stops
$273United Airlines
Find Deal
Mon, Jan 27 - Thu, Jan 30
9:00 am - 12:04 amMKE-SJU
13h 04m2 stops
8:05 am - 6:35 pmSJU-MKE
12h 30m2 stops
$274American Airlines
Find Deal
Sun, Jan 26 - Fri, Jan 31
1:05 pm - 12:36 amMKE-SJU
9h 31m2 stops
8:10 am - 6:59 pmSJU-MKE
12h 49m2 stops
$282United Airlines
Find Deal
Mon, Jan 27 - Fri, Jan 31
10:28 am - 11:46 pmMKE-SJU
11h 18m1 stop
6:15 am - 11:30 amSJU-MKE
7h 15m1 stop
$324Delta
Find Deal
Wed, Feb 19 - Fri, Feb 28
7:00 am - 7:39 pmMKE-SJU
11h 39m1 stop
6:15 am - 2:44 pmSJU-MKE
9h 29m1 stop
$354Delta
Find Deal
Tue, Mar 11 - Tue, Mar 18
10:54 am - 2:21 amMKE-SJU
13h 27m1 stop
$64Frontier
Find Deal
Mon, Jan 13
10:54 am - 2:21 amMKE-SJU
13h 27m1 stop
$69Frontier
Find Deal
Mon, Jan 13
6:32 pm - 10:45 amMKE-SJU
14h 13m1 stop
$101Spirit Airlines
Find Deal
Mon, Feb 24
5:27 pm - 2:30 pmMKE-SJU
19h 03m2 stops
$118Spirit Airlines
Find Deal
Fri, Jan 17
9:00 am - 12:04 amMKE-SJU
13h 04m2 stops
$132American Airlines
Find Deal
Sat, Jan 25
6:44 am - 5:30 pmMKE-SJU
8h 46m2 stops
$135American Airlines
Find Deal
Tue, Jan 21
7:00 am - 5:28 pmMKE-SJU
9h 28m1 stop
$162Delta
Find Deal
Mon, Apr 21
6:00 am - 3:13 pmMKE-SJU
7h 13m1 stop
$192Delta
Find Deal
Sat, Jan 11
3:59 pm - 6:12 amMKE-SJU
12h 13m2 stops
$251United Airlines
Find Deal
Sat, Jan 11
5:46 pm - 2:37 pmMKE-MBJ
19h 51m2 stops
$292United Airlines
Find Deal
Mon, Jan 6
6:30 am - 3:50 pmMKE-SJU
7h 20m1 stop
3:33 pm - 8:34 pmSJU-MKE
7h 01m1 stop
$453Delta
Find Deal
Thu, Dec 19 - Sun, Dec 22
8:20 pm - 8:17 pmMKE-SJU
21h 57m1 stop
9:10 pm - 7:32 pmSJU-MKE
24h 22m1 stop
$478Frontier
Find Deal
Sat, Dec 21 - Mon, Dec 23
5:00 am - 10:39 amMKE-STT
27h 39m1 stop
11:44 am - 10:45 pmSTT-MKE
13h 01m1 stop
$518Spirit Airlines
Find Deal
Mon, Dec 23 - Sun, Dec 29
6:25 am - 8:18 pmMKE-SJU
11h 53m2 stops
6:50 pm - 12:14 amSJU-MKE
7h 24m1 stop
$533American Airlines
Find Deal
Thu, Dec 19 - Sun, Dec 22
11:39 am - 12:26 amMKE-SJU
10h 47m2 stops
9:00 am - 9:58 pmSJU-MKE
14h 58m1 stop
$546American Airlines
Find Deal
Thu, Dec 19 - Thu, Dec 26
5:00 am - 4:50 pmMKE-STT
33h 50m2 stops
11:44 am - 10:45 pmSTT-MKE
13h 01m1 stop
$552Spirit Airlines
Find Deal
Mon, Dec 23 - Sun, Dec 29
7:20 pm - 10:25 amMKE-SJU
13h 05m1 stop
2:25 pm - 12:15 amSJU-MKE
11h 50m2 stops
$675Southwest
Find Deal
Sat, Dec 21 - Mon, Dec 23
5:00 am - 1:25 pmMKE-PUJ
6h 25m1 stop
3:45 pm - 11:10 pmPUJ-MKE
9h 25m2 stops
$787Southwest
Find Deal
Sat, Dec 21 - Mon, Dec 23
5:46 pm - 2:00 pmMKE-MBJ
19h 14m2 stops
3:20 pm - 8:47 pmMBJ-MKE
30h 27m2 stops
$862United Airlines
Find Deal
Sun, Dec 22 - Sun, Dec 29
5:46 pm - 2:00 pmMKE-MBJ
19h 14m2 stops
2:48 pm - 5:11 pmMBJ-MKE
27h 23m1 stop
$868United Airlines
Find Deal
Sun, Dec 22 - Sun, Dec 29
8:00 am - 1:16 pmMKE-MBJ
4h 16mnonstop
2:20 pm - 5:50 pmMBJ-MKE
4h 30mnonstop
$542Sun Country Air
Find Deal
Sat, Feb 1 - Sat, Feb 8
8:10 am - 2:38 pmMKE-PUJ
4h 28mnonstop
3:40 pm - 6:58 pmPUJ-MKE
5h 18mnonstop
$629Sun Country Air
Find Deal
Mon, Feb 24 - Thu, Feb 27
8:00 am - 1:06 pmMKE-MBJ
4h 06mnonstop
2:10 pm - 5:41 pmMBJ-MKE
4h 31mnonstop
$660Sun Country Air
Find Deal
Wed, Feb 26 - Wed, Mar 5
8:10 am - 2:38 pmMKE-PUJ
4h 28mnonstop
3:40 pm - 6:58 pmPUJ-MKE
5h 18mnonstop
$663Sun Country Air
Find Deal
Sun, Feb 23 - Sun, Mar 2
8:05 am - 2:38 pmMKE-PUJ
4h 33mnonstop
3:40 pm - 6:54 pmPUJ-MKE
5h 14mnonstop
$683Sun Country Air
Find Deal
Thu, Jan 2 - Thu, Jan 9
8:00 am - 2:40 pmMKE-PUJ
4h 40mnonstop
3:40 pm - 6:54 pmPUJ-MKE
5h 14mnonstop
$715Sun Country Air
Find Deal
Thu, Jan 30 - Fri, Jan 31
8:00 am - 12:06 pmMKE-MBJ
4h 06mnonstop
1:10 pm - 5:41 pmMBJ-MKE
4h 31mnonstop
$716Sun Country Air
Find Deal
Wed, Mar 26 - Wed, Apr 2
8:10 am - 2:38 pmMKE-PUJ
4h 28mnonstop
3:40 pm - 6:58 pmPUJ-MKE
5h 18mnonstop
$739Sun Country Air
Find Deal
Fri, Feb 21 - Thu, Feb 27
8:00 am - 2:40 pmMKE-PUJ
4h 40mnonstop
3:40 pm - 6:54 pmPUJ-MKE
5h 14mnonstop
$755Sun Country Air
Find Deal
Mon, Jan 27 - Thu, Jan 30
8:00 am - 2:40 pmMKE-PUJ
4h 40mnonstop
3:40 pm - 6:54 pmPUJ-MKE
5h 14mnonstop
$763Sun Country Air
Find Deal
Fri, Feb 7 - Mon, Feb 10

Frontier flights from Milwaukee to Caribbean Islands

Our best Frontier deals on Milwaukee to Caribbean Islands flight tickets
Frontier
Jan 13
MKE10:54 amMilwaukee-Mitchell
13h 27m
1 stop
SJU2:21 amSan Juan Luis Munoz Marin Intl
Jan 16
SJU6:55 pmSan Juan Luis Munoz Marin Intl
24h 57m
1 stop
MKE5:52 pmMilwaukee-Mitchell
Frontier
Jan 20
MKE10:54 amMilwaukee-Mitchell
13h 25m
1 stop
SJU2:19 amSan Juan Luis Munoz Marin Intl
Jan 27
SJU9:49 pmSan Juan Luis Munoz Marin Intl
14h 05m
1 stop
MKE9:54 amMilwaukee-Mitchell
Frontier
Jan 22
MKE10:54 amMilwaukee-Mitchell
20h 58m
1 stop
SJU9:52 amSan Juan Luis Munoz Marin Intl
Jan 27
SJU6:55 pmSan Juan Luis Munoz Marin Intl
16h 59m
1 stop
MKE9:54 amMilwaukee-Mitchell

Spirit Airlines flights from Milwaukee to Caribbean Islands

Our best Spirit Airlines deals on Milwaukee to Caribbean Islands flight tickets
Spirit Airlines
Feb 17
MKE6:32 pmMilwaukee-Mitchell
14h 14m
1 stop
STT10:46 amSaint Thomas Island Cyril E King
Feb 24
STT11:41 amSaint Thomas Island Cyril E King
7h 56m
1 stop
MKE5:37 pmMilwaukee-Mitchell
Spirit Airlines
Feb 7
MKE5:27 pmMilwaukee-Mitchell
13h 54m
1 stop
SJU9:21 amSan Juan Luis Munoz Marin Intl
Feb 19
SJU9:34 pmSan Juan Luis Munoz Marin Intl
22h 03m
1 stop
MKE5:37 pmMilwaukee-Mitchell
Spirit Airlines
Jan 24
MKE5:27 pmMilwaukee-Mitchell
19h 03m
2 stops
SJU2:30 pmSan Juan Luis Munoz Marin Intl
Jan 29
SJU8:40 pmSan Juan Luis Munoz Marin Intl
21h 42m
1 stop
MKE4:22 pmMilwaukee-Mitchell

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Milwaukee to Caribbean 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 Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Milwaukee, with most prices found around $349. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Milwaukee averaging around $359.

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Milwaukee to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $389. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $477. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Milwaukee to Caribbean Islands in the evening for as low as $360. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $458. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Milwaukee-Mitchell to Caribbean Islands flight route?

Fly from Milwaukee-Mitchell to Montego Bay Sangster Intl for the best Milwaukee-Mitchell - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

The ideal time to book your flight to Caribbean Islands is 41 days in advance when prices tend to average $440. Keep in mind that you might be able to find cheaper flights to Caribbean Islands at any time. In fact, our users found flights for as low as $274 in the past 72 hours.

What cabin class options are available on Milwaukee-Mitchell to Caribbean Islands flights?

There are 1 cabin classes available to choose from on Milwaukee-Mitchell to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Milwaukee to Caribbean Islands flights?

You could potentially save up to 75% on your flight if you consider stops on a Milwaukee to Caribbean Islands flight.

Cheap Milwaukee to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Milwaukee to Caribbean Islands

Best Price Found

$64

Fastest flight time

4h 06m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Caribbean Islands

6 airports
The best one-way flight to Caribbean Islands from Milwaukee in the past 72 hours is $64. The best round-trip flight deal from Milwaukee to Caribbean Islands found on momondo in the last 72 hours is $138.
The fastest flight from Milwaukee to Caribbean Islands takes 4h 06m
Direct flights go from Milwaukee to Caribbean Islands on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is Sun Country Air.
There are 6 airports near Caribbean Islands: George Town Owen Roberts Intl (GCM), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Simpson Bay Princess Juliana (SXM), San Juan Luis Munoz Marin Intl (SJU)

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

    Prices for flights from Milwaukee-Mitchell Airport to Caribbean Islands were last updated today.

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

  • How old do you have to be to fly from Milwaukee-Mitchell Airport to Caribbean 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 Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The required travel and health documents for your Caribbean Islands 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 Caribbean Islands. 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 Caribbean Islands?


Best airlines flying from Milwaukee to Caribbean Islands

Compare and see reviews for airlines that fly from Milwaukee to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $146Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $168Free CancellationRating
6.3
8,119 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $258Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $274Free CancellationRating
7.4
9,055 reviews
Search United Airlines flights
DeltaPriceFrom $324Free CancellationRating
8.0
8,604 reviews
Search Delta flights
JetBluePriceFrom $360Free CancellationRating
7.4
3,279 reviews
Search JetBlue flights
SouthwestPriceFrom $379Free CancellationRating
8.1
4,848 reviews
Search Southwest flights
Sun Country AirPriceFrom $498Free CancellationRating
6.9
399 reviews
Search Sun Country Air flights

Why use momondo?

Why should I use momondo to find a flight deal from Milwaukee to Caribbean Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Milwaukee to Caribbean Islands for you.

Can I find flights from Milwaukee to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Milwaukee to Caribbean Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Milwaukee to Caribbean Islands?

Once you have performed a search for Milwaukee to Caribbean 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 Caribbean Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean 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.


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Popular cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo