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Cheap flights from Caribbean Islands to Milwaukee from $101

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 3/10. 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
0 bags

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Find the cheapest flights from Caribbean Islands to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 am - 9:41 pm
SJU
-
MKE
16h 41m
1 stop
American Airlines Logo
6:00 am - 2:29 pm
MKE
-
SJU
7h 29m
1 stop
$216American Airlines
Wed, Apr 15 - Wed, Apr 29
Frontier Logo
3:08 am - 11:08 am
SJU
-
MKE
9h 00m
1 stop
Frontier Logo
12:03 pm - 2:01 am
MKE
-
SJU
12h 58m
1 stop
$223Frontier
Wed, May 13 - Sun, May 17
Delta Logo
7:30 am - 1:52 pm
SJU
-
MKE
7h 22m
1 stop
Delta Logo
2:50 pm - 11:13 pm
MKE
-
SJU
7h 23m
1 stop
$236Delta
Wed, Apr 15 - Wed, Apr 29
American Airlines Logo
11:59 pm - 10:59 am
SJU
-
MKE
12h 00m
1 stop
American Airlines Logo
6:00 am - 10:05 pm
MKE
-
SJU
15h 05m
1 stop
$243American Airlines
Wed, Apr 15 - Wed, Apr 29
American Airlines Logo
6:45 am - 10:27 pm
SJU
-
MKE
16h 42m
1 stop
American Airlines Logo
5:06 am - 6:10 pm
MKE
-
SJU
12h 04m
2 stops
$244American Airlines
Thu, Apr 23 - Tue, Apr 28
Frontier Logo
6:30 am - 5:50 pm
SJU
-
MKE
12h 20m
1 stop
Frontier Logo
7:44 pm - 2:13 am
MKE
-
SJU
29h 29m
1 stop
$249Frontier
Wed, Mar 11 - Sun, Mar 15
United Airlines Logo
1:00 am - 11:32 am
SJU
-
MKE
11h 32m
2 stops
United Airlines Logo
8:30 am - 9:24 pm
MKE
-
SJU
11h 54m
2 stops
$300United Airlines
Wed, Apr 22 - Tue, Apr 28
Delta Logo
5:34 pm - 11:57 pm
SJU
-
MKE
7h 23m
1 stop
Delta Logo
7:10 am - 4:31 pm
MKE
-
SJU
8h 21m
1 stop
$302Delta
Fri, Apr 24 - Wed, Apr 29
United Airlines Logo
4:12 pm - 5:53 pm
MBJ
-
MKE
25h 41m
2 stops
United Airlines Logo
8:45 pm - 1:30 pm
MKE
-
MBJ
16h 45m
2 stops
$460United Airlines
Tue, May 26 - Fri, Sep 4
Southwest Logo
4:00 pm - 11:10 pm
PUJ
-
MKE
8h 10m
1 stop
Southwest Logo
5:30 am - 1:05 pm
MKE
-
PUJ
6h 35m
1 stop
$1,586Southwest
Fri, Apr 10 - Fri, Apr 17

United Airlines flights from Caribbean Islands to Milwaukee

Our best United Airlines deals on Caribbean Islands to Milwaukee flight tickets
United Airlines
Apr 22
SJU1:00 amSan Juan Luis Munoz Marin Intl
11h 32m
2 stops
MKE11:32 amMilwaukee-Mitchell
Apr 28
MKE8:30 amMilwaukee-Mitchell
11h 54m
2 stops
SJU9:24 pmSan Juan Luis Munoz Marin Intl
$300
United Airlines
Jul 21
SJU1:00 amSan Juan Luis Munoz Marin Intl
9h 57m
2 stops
MKE9:57 amMilwaukee-Mitchell
Jul 27
MKE5:56 pmMilwaukee-Mitchell
10h 33m
1 stop
SJU5:29 amSan Juan Luis Munoz Marin Intl
$388
United Airlines
Mar 13
SJU7:30 amSan Juan Luis Munoz Marin Intl
7h 09m
1 stop
MKE1:39 pmMilwaukee-Mitchell
Mar 17
MKE9:44 amMilwaukee-Mitchell
10h 38m
2 stops
SJU9:22 pmSan Juan Luis Munoz Marin Intl
$430

Frontier flights from Caribbean Islands to Milwaukee

Our best Frontier deals on Caribbean Islands to Milwaukee flight tickets
Frontier
May 13
SJU3:08 amSan Juan Luis Munoz Marin Intl
9h 00m
1 stop
MKE11:08 amMilwaukee-Mitchell
May 17
MKE12:03 pmMilwaukee-Mitchell
12h 58m
1 stop
SJU2:01 amSan Juan Luis Munoz Marin Intl
$223
Frontier
Mar 11
SJU6:30 amSan Juan Luis Munoz Marin Intl
12h 20m
1 stop
MKE5:50 pmMilwaukee-Mitchell
Mar 15
MKE7:44 pmMilwaukee-Mitchell
29h 29m
1 stop
SJU2:13 amSan Juan Luis Munoz Marin Intl
$249
Frontier
Mar 12
SJU3:08 amSan Juan Luis Munoz Marin Intl
17h 58m
1 stop
MKE8:06 pmMilwaukee-Mitchell
Mar 17
MKE6:35 pmMilwaukee-Mitchell
6h 28m
1 stop
SJU2:03 amSan Juan Luis Munoz Marin Intl
$270

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 February 27, 2026.
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 4/15

6:00 am-9:41 pm

1 stop16h 41m

Milwaukee-Mitchell

Wed 4/29

6:00 am-2:29 pm

1 stop7h 29m

$216

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 5/13

3:08 am-11:08 am

1 stop9h 00m

Milwaukee-Mitchell

Sun 5/17

12:03 pm-2:01 am

1 stop12h 58m

$223

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 4/15

7:30 am-1:52 pm

1 stop7h 22m

Milwaukee-Mitchell

Wed 4/29

2:50 pm-11:13 pm

1 stop7h 23m

$236

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 4/15

11:59 pm-10:59 am

1 stop12h 00m

Milwaukee-Mitchell

Wed 4/29

6:00 am-10:05 pm

1 stop15h 05m

$243

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 4/23

6:45 am-10:27 pm

1 stop16h 42m

Milwaukee-Mitchell

Tue 4/28

5:06 am-6:10 pm

2 stops12h 04m

$244

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 3/11

6:30 am-5:50 pm

1 stop12h 20m

Milwaukee-Mitchell

Sun 3/15

7:44 pm-2:13 am

1 stop29h 29m

$249

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 4/22

1:00 am-11:32 am

2 stops11h 32m

Milwaukee-Mitchell

Tue 4/28

8:30 am-9:24 pm

2 stops11h 54m

$300

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 4/24

5:34 pm-11:57 pm

1 stop7h 23m

Milwaukee-Mitchell

Wed 4/29

7:10 am-4:31 pm

1 stop8h 21m

$302

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 5/26

4:12 pm-5:53 pm

2 stops25h 41m

Milwaukee-Mitchell

Fri 9/4

8:45 pm-1:30 pm

2 stops16h 45m

$460

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Fri 4/10

4:00 pm-11:10 pm

1 stop8h 10m

Milwaukee-Mitchell

Fri 4/17

5:30 am-1:05 pm

1 stop6h 35m

$1,586

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 January. Flight prices, which tend to average around $253, are often lower during this time because this is during the off-season. The month of February is another great option to travel to Milwaukee, with average flight prices from Caribbean Islands averaging around $286.

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 $378 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 $262 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 16m

Direct flights

Tue, Fri, Sat and Sun

Airports in Milwaukee

1 airport
The fastest flight from Caribbean Islands to Milwaukee takes 5h 16m
Direct flights go from Caribbean Islands to Milwaukee on Tuesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Milwaukee. From Caribbean Islands there are direct flights to 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
DeltaPriceFrom $112Free CancellationRating
7.9
8,245 reviews
Search Delta flights
Spirit AirlinesPriceFrom $140Free CancellationRating
6.3
8,492 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $215Free CancellationRating
7.4
9,363 reviews
Search United Airlines flights
American AirlinesPriceFrom $235Free CancellationRating
7.1
11,367 reviews
Search American Airlines flights
SouthwestPriceFrom $256Free CancellationRating
8.0
4,303 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
Pewaukee
Kohler
Port Washington
West Bend
New Berlin
Grafton

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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