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Cheap flights from Caribbean Islands to Milwaukee from $118

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean Islands to Milwaukee departing on 11/27. 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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0 bags

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Find the cheapest flights from Caribbean Islands to Milwaukee

Cheap round-trip flights

United Airlines Logo
8:30 am - 4:32 pmSJU-MKE
10h 02m2 stops
United Airlines Logo
12:04 pm - 12:36 amMKE-SJU
10h 32m2 stops
$235United Airlines
Find Deal
Wed, Nov 12 - Tue, Nov 18
American Airlines Logo
5:59 pm - 10:56 pmSJU-MKE
6h 57m1 stop
American Airlines Logo
5:00 am - 5:05 pmMKE-SJU
10h 05m2 stops
$239American Airlines
Find Deal
Wed, Nov 12 - Tue, Nov 18
American Airlines Logo
7:20 am - 6:23 pmSJU-MKE
13h 03m1 stop
American Airlines Logo
6:49 pm - 1:30 pmMKE-SJU
16h 41m1 stop
$240American Airlines
Find Deal
Thu, Jan 29 - Mon, Feb 2
American Airlines Logo
5:25 am - 8:51 pmSJU-MKE
16h 26m1 stop
American Airlines Logo
6:45 am - 10:10 pmMKE-SJU
14h 25m2 stops
$241American Airlines
Find Deal
Sat, Oct 25 - Wed, Oct 29
United Airlines Logo
2:05 am - 11:29 amSJU-MKE
11h 24m2 stops
United Airlines Logo
10:53 am - 9:00 pmMKE-SJU
8h 07m1 stop
$264United Airlines
Find Deal
Tue, Nov 11 - Tue, Nov 18
Delta Logo
7:00 am - 4:17 pmSJU-MKE
11h 17m1 stop
Delta Logo
5:45 am - 2:14 pmMKE-SJU
6h 29m1 stop
$305Delta
Find Deal
Thu, Dec 4 - Wed, Dec 10
Frontier Logo
9:32 pm - 9:24 amSJU-MKE
13h 52m1 stop
Frontier Logo
10:19 am - 2:50 amMKE-SJU
14h 31m1 stop
$312Frontier
Find Deal
Sat, Dec 6 - Sun, Dec 14
Spirit Airlines Logo
2:49 am - 12:42 pmSJU-MKE
10h 53m1 stop
Spirit Airlines Logo
1:55 pm - 1:44 amMKE-SJU
10h 49m1 stop
$338Spirit Airlines
Find Deal
Wed, Oct 15 - Thu, Oct 23
Delta Logo
3:44 pm - 8:35 pmSJU-MKE
6h 51m1 stop
Delta Logo
10:33 am - 11:16 pmMKE-SJU
10h 43m1 stop
$375Delta
Find Deal
Sat, Dec 20 - Thu, Jan 1
Spirit Airlines Logo
2:59 am - 12:51 pmSJU-MKE
11h 52m1 stop
Spirit Airlines Logo
1:56 pm - 11:19 pmMKE-SJU
7h 23m1 stop
$378Spirit Airlines
Find Deal
Tue, Dec 23 - Tue, Jan 6

Delta flights from Caribbean Islands to Milwaukee

Our best Delta deals on Caribbean Islands to Milwaukee flight tickets
Delta
Dec 4
SJU7:00 amSan Juan Luis Munoz Marin Intl
11h 17m
1 stop
MKE4:17 pmMilwaukee-Mitchell
Dec 10
MKE5:45 amMilwaukee-Mitchell
6h 29m
1 stop
SJU2:14 pmSan Juan Luis Munoz Marin Intl
$305
Find similar
Delta
Dec 20
SJU3:44 pmSan Juan Luis Munoz Marin Intl
6h 51m
1 stop
MKE8:35 pmMilwaukee-Mitchell
Jan 1
MKE10:33 amMilwaukee-Mitchell
10h 43m
1 stop
SJU11:16 pmSan Juan Luis Munoz Marin Intl
$375
Find similar
Delta
Sep 26
SJU12:58 pmSan Juan Luis Munoz Marin Intl
8h 51m
1 stop
MKE8:49 pmMilwaukee-Mitchell
Sep 28
MKE5:40 amMilwaukee-Mitchell
9h 51m
1 stop
SJU4:31 pmSan Juan Luis Munoz Marin Intl
$399
Find similar

United Airlines flights from Caribbean Islands to Milwaukee

Our best United Airlines deals on Caribbean Islands to Milwaukee flight tickets
United Airlines
Nov 12
SJU8:30 amSan Juan Luis Munoz Marin Intl
10h 02m
2 stops
MKE4:32 pmMilwaukee-Mitchell
Nov 18
MKE12:04 pmMilwaukee-Mitchell
10h 32m
2 stops
SJU12:36 amSan Juan Luis Munoz Marin Intl
$235
Find similar
United Airlines
Nov 11
SJU2:05 amSan Juan Luis Munoz Marin Intl
11h 24m
2 stops
MKE11:29 amMilwaukee-Mitchell
Nov 18
MKE10:53 amMilwaukee-Mitchell
8h 07m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
$264
Find similar
United Airlines
Jan 28
SJU2:05 amSan Juan Luis Munoz Marin Intl
10h 41m
1 stop
MKE10:46 amMilwaukee-Mitchell
Feb 2
MKE11:30 amMilwaukee-Mitchell
7h 30m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
$304
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Milwaukee 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 September 17, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 11/12

8:30 am-4:32 pm

2 stops10h 02m

Milwaukee-Mitchell

Tue 11/18

12:04 pm-12:36 am

2 stops10h 32m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 11/12

5:59 pm-10:56 pm

1 stop6h 57m

Milwaukee-Mitchell

Tue 11/18

5:00 am-5:05 pm

2 stops10h 05m

$239

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

7:20 am-6:23 pm

1 stop13h 03m

Milwaukee-Mitchell

Mon 2/2

6:49 pm-1:30 pm

1 stop16h 41m

$240

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Sat 10/25

5:25 am-8:51 pm

1 stop16h 26m

Milwaukee-Mitchell

Wed 10/29

6:45 am-10:10 pm

2 stops14h 25m

$241

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 11/11

2:05 am-11:29 am

2 stops11h 24m

Milwaukee-Mitchell

Tue 11/18

10:53 am-9:00 pm

1 stop8h 07m

$264

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 12/4

7:00 am-4:17 pm

1 stop11h 17m

Milwaukee-Mitchell

Wed 12/10

5:45 am-2:14 pm

1 stop6h 29m

$305

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Sat 12/6

9:32 pm-9:24 am

1 stop13h 52m

Milwaukee-Mitchell

Sun 12/14

10:19 am-2:50 am

1 stop14h 31m

$312

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 10/15

2:49 am-12:42 pm

1 stop10h 53m

Milwaukee-Mitchell

Thu 10/23

1:55 pm-1:44 am

1 stop10h 49m

$338

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Sat 12/20

3:44 pm-8:35 pm

1 stop6h 51m

Milwaukee-Mitchell

Thu 1/1

10:33 am-11:16 pm

1 stop10h 43m

$375

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 12/23

2:59 am-12:51 pm

1 stop11h 52m

Milwaukee-Mitchell

Tue 1/6

1:56 pm-11:19 pm

1 stop7h 23m

$378

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 Milwaukee from

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

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 Milwaukee?

The cheapest month to fly to Milwaukee from Caribbean Islands is in February. Flight prices, which tend to average around $302, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Milwaukee, with average flight prices from Caribbean Islands averaging around $322.

What is the cheapest day to depart on your flight to Milwaukee?

According to our data, Thursday is the cheapest day to fly to Milwaukee from Caribbean Islands. The lowest ticket price found for a Thursday departure recently was $331. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Flights from Caribbean Islands to Milwaukee on a Sunday will generally be more expensive and average around $624. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

In the evening is the cheapest time of day to fly from Caribbean Islands to Milwaukee when you can find flight prices for as low as $404. Flying to Milwaukee in the evening is an ideal time because this is during off-peak travel hours. At noon is when there is more demand to fly to Milwaukee, so prices are often more expensive at around $429 per ticket.

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

Fly from Punta Cana to Milwaukee-Mitchell for the best Caribbean Islands - Milwaukee-Mitchell flight prices

How far in advance should I book a flight to Milwaukee?

You are more likely to see cheaper flights to Milwaukee from Caribbean Islands when booking weeks ahead of your departure date. In general, you can expect to find flights to Milwaukee for around $388 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milwaukee from Caribbean Islands for as low as $286 on momondo.

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

There is only 1 cabin class available to choose from on Caribbean Islands to Milwaukee-Mitchell 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 Caribbean Islands to Milwaukee flights?

No. A direct flight is the cheapest option for a flight between Caribbean Islands to Milwaukee.

Cheap Caribbean Islands to Milwaukee flight deals and tips

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

Fastest flight time

5h 17m

Direct flights

Fri and Sun

Airports in Milwaukee

1 airport
The fastest flight from Caribbean Islands to Milwaukee takes 5h 17m
Direct flights go from Caribbean Islands to Milwaukee on Friday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Milwaukee: Milwaukee-Mitchell (MKE)
Search flight deals

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

    Prices for flights from Caribbean Islands to Milwaukee-Mitchell Airport are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Caribbean Islands to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The travel and health documents you'll need for your trip to Milwaukee-Mitchell Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Milwaukee-Mitchell Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Caribbean Islands to Milwaukee?

Best airlines flying from Caribbean Islands to Milwaukee

Compare and see reviews for airlines that fly from Caribbean Islands to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $215Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
DeltaPriceFrom $215Free CancellationRating
7.9
7,961 reviews
Search Delta flights
American AirlinesPriceFrom $265Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $323Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Wauwatosa
Oak Creek
Mequon
Glendale
Kohler
Pewaukee
West Bend
Port Washington
Grafton
New Berlin

Why use momondo?

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

Finding the right flight to Milwaukee from Caribbean Islands 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 Milwaukee quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Milwaukee from Caribbean Islands with this policy.

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

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

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

If you are simply researching potential flights to Milwaukee, momondo offers a useful price alert feature which will track prices for flights to Milwaukee from Caribbean Islands and alert you when they change.

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