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Cheap flights from Caribbean Islands to Milwaukee from $105

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 11/7. 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

Southwest Logo
4:05 pm - 11:00 pmSJU-MKE
7h 55m1 stop
Southwest Logo
5:45 am - 1:15 pmMKE-SJU
6h 30m1 stop
$215Southwest
Find Deal
Thu, Sep 18 - Sun, Sep 28
Delta Logo
6:43 pm - 11:55 pmSJU-MKE
7h 12m1 stop
Delta Logo
7:00 am - 5:10 pmMKE-SJU
8h 10m1 stop
$225Delta
Find Deal
Thu, Nov 6 - Tue, Nov 11
American Airlines Logo
1:40 pm - 11:26 pmSJU-MKE
10h 46m2 stops
American Airlines Logo
3:00 pm - 11:11 amMKE-SJU
19h 11m2 stops
$255American Airlines
Find Deal
Wed, Aug 27 - Sat, Sep 6
American Airlines Logo
3:50 pm - 12:09 amSJU-MKE
9h 19m1 stop
American Airlines Logo
6:23 pm - 12:47 pmMKE-SJU
17h 24m2 stops
$260American Airlines
Find Deal
Thu, Sep 25 - Mon, Sep 29
Spirit Airlines Logo
4:05 pm - 11:06 pmSJU-MKE
8h 01m1 stop
Spirit Airlines Logo
6:00 am - 11:57 pmMKE-SJU
16h 57m1 stop
$314Spirit Airlines
Find Deal
Fri, Aug 22 - Mon, Aug 25
Spirit Airlines Logo
2:11 am - 4:39 pmSJU-MKE
15h 28m2 stops
Spirit Airlines Logo
6:00 am - 3:10 pmMKE-SJU
8h 10m1 stop
$322Spirit Airlines
Find Deal
Thu, Aug 21 - Mon, Aug 25
United Airlines Logo
2:05 am - 10:44 amSJU-MKE
10h 39m1 stop
United Airlines Logo
10:45 am - 9:00 pmMKE-SJU
8h 15m1 stop
$407United Airlines
Find Deal
Mon, Dec 15 - Tue, Jan 13
United Airlines Logo
12:30 am - 8:46 pmPOS-MKE
21h 16m2 stops
United Airlines Logo
8:20 am - 11:23 pmMKE-POS
14h 03m2 stops
$637United Airlines
Find Deal
Fri, Oct 3 - Sat, Oct 18
Logo
2:50 pm - 4:39 pmMBJ-MKE
25h 49m3 stops
Logo
6:00 am - 11:00 amMKE-MBJ
29h 00m2 stops
$779
Find Deal
Sun, Aug 24 - Sun, Aug 31
Logo
2:50 pm - 11:06 pmMBJ-MKE
32h 16m3 stops
Logo
5:34 pm - 11:14 amMKE-MBJ
17h 40m3 stops
$848
Find Deal
Tue, Aug 12 - Fri, Aug 15

Delta flights from Caribbean Islands to Milwaukee

Our best Delta deals on Caribbean Islands to Milwaukee flight tickets
Delta
Nov 6
SJU6:43 pmSan Juan Luis Munoz Marin Intl
7h 12m
1 stop
MKE11:55 pmMilwaukee-Mitchell
Nov 11
MKE7:00 amMilwaukee-Mitchell
8h 10m
1 stop
SJU5:10 pmSan Juan Luis Munoz Marin Intl
$225
Find similar
Delta
Dec 5
SJU2:26 pmSan Juan Luis Munoz Marin Intl
7h 41m
1 stop
MKE8:07 pmMilwaukee-Mitchell
Dec 10
MKE7:00 amMilwaukee-Mitchell
8h 10m
1 stop
SJU5:10 pmSan Juan Luis Munoz Marin Intl
$285
Find similar
Delta
Dec 4
SJU2:26 pmSan Juan Luis Munoz Marin Intl
7h 41m
1 stop
MKE8:07 pmMilwaukee-Mitchell
Dec 10
MKE7:00 amMilwaukee-Mitchell
8h 10m
1 stop
SJU5:10 pmSan Juan Luis Munoz Marin Intl
$293
Find similar

American Airlines flights from Caribbean Islands to Milwaukee

Our best American Airlines deals on Caribbean Islands to Milwaukee flight tickets
American Airlines
Aug 27
SJU1:40 pmSan Juan Luis Munoz Marin Intl
10h 46m
2 stops
MKE11:26 pmMilwaukee-Mitchell
Sep 6
MKE3:00 pmMilwaukee-Mitchell
19h 11m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
$255
Find similar
American Airlines
Sep 25
SJU3:50 pmSan Juan Luis Munoz Marin Intl
9h 19m
1 stop
MKE12:09 amMilwaukee-Mitchell
Sep 29
MKE6:23 pmMilwaukee-Mitchell
17h 24m
2 stops
SJU12:47 pmSan Juan Luis Munoz Marin Intl
$260
Find similar
American Airlines
Dec 16
SJU4:45 pmSan Juan Luis Munoz Marin Intl
6h 37m
1 stop
MKE9:22 pmMilwaukee-Mitchell
Jan 13
MKE6:18 amMilwaukee-Mitchell
8h 57m
2 stops
SJU5:15 pmSan Juan Luis Munoz Marin Intl
$295
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 August 1, 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

Thu 9/18

4:05 pm-11:00 pm

1 stop7h 55m

Milwaukee-Mitchell

Sun 9/28

5:45 am-1:15 pm

1 stop6h 30m

$215

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 11/6

6:43 pm-11:55 pm

1 stop7h 12m

Milwaukee-Mitchell

Tue 11/11

7:00 am-5:10 pm

1 stop8h 10m

$225

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 8/27

1:40 pm-11:26 pm

2 stops10h 46m

Milwaukee-Mitchell

Sat 9/6

3:00 pm-11:11 am

2 stops19h 11m

$255

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 9/25

3:50 pm-12:09 am

1 stop9h 19m

Milwaukee-Mitchell

Mon 9/29

6:23 pm-12:47 pm

2 stops17h 24m

$260

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 8/22

4:05 pm-11:06 pm

1 stop8h 01m

Milwaukee-Mitchell

Mon 8/25

6:00 am-11:57 pm

1 stop16h 57m

$314

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 8/21

2:11 am-4:39 pm

2 stops15h 28m

Milwaukee-Mitchell

Mon 8/25

6:00 am-3:10 pm

1 stop8h 10m

$322

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Mon 12/15

2:05 am-10:44 am

1 stop10h 39m

Milwaukee-Mitchell

Tue 1/13

10:45 am-9:00 pm

1 stop8h 15m

$407

Port of SpainMilwaukee

POS - MKE

POSMKE

Port of Spain Piarco Intl

Fri 10/3

12:30 am-8:46 pm

2 stops21h 16m

Milwaukee-Mitchell

Sat 10/18

8:20 am-11:23 pm

2 stops14h 03m

$637

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Sun 8/24

2:50 pm-4:39 pm

3 stops25h 49m

Milwaukee-Mitchell

Sun 8/31

6:00 am-11:00 am

2 stops29h 00m

$779

Montego BayMilwaukee

MBJ - MKE

MBJMKE

Montego Bay Sangster Intl

Tue 8/12

2:50 pm-11:06 pm

3 stops32h 16m

Milwaukee-Mitchell

Fri 8/15

5:34 pm-11:14 am

3 stops17h 40m

$848

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 $303, 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 $321.

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 $382 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 $270 on momondo.

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

There are 1 cabin classes 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

Best Price Found

$105

Fastest flight time

6h 27m

Direct flights

None

Airports in Milwaukee

1 airport
The best one-way flight to Milwaukee from Caribbean Islands in the past 72 hours is $105. The best round-trip flight deal from Caribbean Islands to Milwaukee found on momondo in the last 72 hours is $215.
The fastest flight from Caribbean Islands to Milwaukee takes 6h 27m
There are no direct flights from Caribbean Islands to Milwaukee. Popular non-direct route for this connection is San Juan Luis Munoz Marin Intl Airport - Milwaukee-Mitchell Airport.
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
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $265Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $265Free CancellationRating
8.0
7,981 reviews
Search Delta flights
SouthwestPriceFrom $323Free CancellationRating
8.0
4,246 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
Oak Creek
Mequon
Wauwatosa
Glendale
Pewaukee
Kohler
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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