Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Caribbean Islands to Milwaukee from $163

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 8/19. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Caribbean Islands to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
2:59 pm - 8:53 pm
SJU
-
MKE
6h 54m
1 stop
Delta Logo
7:03 am - 4:38 pm
MKE
-
SJU
8h 35m
1 stop
$326Delta
Thu, Aug 27 - Mon, Aug 31
American Airlines Logo
7:00 am - 5:17 pm
SJU
-
MKE
11h 17m
1 stop
American Airlines Logo
6:20 am - 6:34 pm
MKE
-
SJU
11h 14m
2 stops
$332American Airlines
Tue, Aug 4 - Fri, Sep 4
Delta Logo
5:49 pm - 11:53 pm
SJU
-
MKE
7h 04m
1 stop
Delta Logo
12:51 pm - 10:29 pm
MKE
-
SJU
8h 38m
1 stop
$336Delta
Wed, Aug 5 - Fri, Aug 14
American Airlines Logo
1:38 pm - 11:14 pm
SJU
-
MKE
10h 36m
2 stops
American Airlines Logo
5:00 am - 4:57 pm
MKE
-
SJU
10h 57m
2 stops
$357American Airlines
Thu, Sep 3 - Sun, Sep 6
American Airlines Logo
7:00 am - 11:59 pm
SJU
-
MKE
17h 59m
1 stop
American Airlines Logo
5:00 am - 6:25 pm
MKE
-
SJU
12h 25m
2 stops
$366American Airlines
Fri, Jun 26 - Sun, Jun 28
American Airlines Logo
6:21 am - 5:23 pm
SJU
-
MKE
12h 02m
1 stop
American Airlines Logo
6:00 am - 11:00 pm
MKE
-
SJU
16h 00m
1 stop
$373American Airlines
Thu, Jun 25 - Mon, Jun 29
Frontier Logo
8:37 pm - 7:58 am
SJU
-
MKE
12h 21m
1 stop
Frontier Logo
8:43 am - 7:42 pm
MKE
-
SJU
9h 59m
1 stop
$376Frontier
Wed, Jul 8 - Tue, Jul 21
Delta Logo
5:50 pm - 11:56 pm
SJU
-
MKE
7h 06m
1 stop
Delta Logo
12:58 pm - 10:30 pm
MKE
-
SJU
8h 32m
1 stop
$380Delta
Thu, Jul 23 - Wed, Jul 29
United Airlines Logo
6:32 pm - 9:46 am
PUJ
-
MKE
17h 14m
1 stop
United Airlines Logo
8:45 pm - 4:02 pm
MKE
-
PUJ
17h 17m
1 stop
$658United Airlines
Thu, Dec 3 - Sun, Dec 6
United Airlines Logo
2:55 pm - 10:39 pm
PUJ
-
MKE
9h 44m
1 stop
United Airlines Logo
7:00 pm - 12:59 pm
MKE
-
PUJ
15h 59m
2 stops
$662United Airlines
Thu, Dec 3 - Sun, Dec 6

American Airlines flights from Caribbean Islands to Milwaukee

Our best American Airlines deals on Caribbean Islands to Milwaukee flight tickets
American Airlines
Aug 4
SJU7:00 amSan Juan Luis Munoz Marin Intl
11h 17m
1 stop
MKE5:17 pmMilwaukee-Mitchell
Sep 4
MKE6:20 amMilwaukee-Mitchell
11h 14m
2 stops
SJU6:34 pmSan Juan Luis Munoz Marin Intl
$332
American Airlines
Sep 3
SJU1:38 pmSan Juan Luis Munoz Marin Intl
10h 36m
2 stops
MKE11:14 pmMilwaukee-Mitchell
Sep 6
MKE5:00 amMilwaukee-Mitchell
10h 57m
2 stops
SJU4:57 pmSan Juan Luis Munoz Marin Intl
$357
American Airlines
Jun 26
SJU7:00 amSan Juan Luis Munoz Marin Intl
17h 59m
1 stop
MKE11:59 pmMilwaukee-Mitchell
Jun 28
MKE5:00 amMilwaukee-Mitchell
12h 25m
2 stops
SJU6:25 pmSan Juan Luis Munoz Marin Intl
$366

Delta flights from Caribbean Islands to Milwaukee

Our best Delta deals on Caribbean Islands to Milwaukee flight tickets
Delta
Aug 27
SJU2:59 pmSan Juan Luis Munoz Marin Intl
6h 54m
1 stop
MKE8:53 pmMilwaukee-Mitchell
Aug 31
MKE7:03 amMilwaukee-Mitchell
8h 35m
1 stop
SJU4:38 pmSan Juan Luis Munoz Marin Intl
$326
Delta
Aug 5
SJU5:49 pmSan Juan Luis Munoz Marin Intl
7h 04m
1 stop
MKE11:53 pmMilwaukee-Mitchell
Aug 14
MKE12:51 pmMilwaukee-Mitchell
8h 38m
1 stop
SJU10:29 pmSan Juan Luis Munoz Marin Intl
$336
Delta
Jul 23
SJU5:50 pmSan Juan Luis Munoz Marin Intl
7h 06m
1 stop
MKE11:56 pmMilwaukee-Mitchell
Jul 29
MKE12:58 pmMilwaukee-Mitchell
8h 32m
1 stop
SJU10:30 pmSan Juan Luis Munoz Marin Intl
$380

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 June 7, 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

Cheapest round-trip
Quickest round-trip

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 8/27

2:59 pm-8:53 pm

1 stop6h 54m

Milwaukee-Mitchell

Mon 8/31

7:03 am-4:38 pm

1 stop8h 35m

$326

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 8/4

7:00 am-5:17 pm

1 stop11h 17m

Milwaukee-Mitchell

Fri 9/4

6:20 am-6:34 pm

2 stops11h 14m

$332

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 8/5

5:49 pm-11:53 pm

1 stop7h 04m

Milwaukee-Mitchell

Fri 8/14

12:51 pm-10:29 pm

1 stop8h 38m

$336

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 9/3

1:38 pm-11:14 pm

2 stops10h 36m

Milwaukee-Mitchell

Sun 9/6

5:00 am-4:57 pm

2 stops10h 57m

$357

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 6/26

7:00 am-11:59 pm

1 stop17h 59m

Milwaukee-Mitchell

Sun 6/28

5:00 am-6:25 pm

2 stops12h 25m

$366

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 6/25

6:21 am-5:23 pm

1 stop12h 02m

Milwaukee-Mitchell

Mon 6/29

6:00 am-11:00 pm

1 stop16h 00m

$373

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 7/8

8:37 pm-7:58 am

1 stop12h 21m

Milwaukee-Mitchell

Tue 7/21

8:43 am-7:42 pm

1 stop9h 59m

$376

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 7/23

5:50 pm-11:56 pm

1 stop7h 06m

Milwaukee-Mitchell

Wed 7/29

12:58 pm-10:30 pm

1 stop8h 32m

$380

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Thu 12/3

6:32 pm-9:46 am

1 stop17h 14m

Milwaukee-Mitchell

Sun 12/6

8:45 pm-4:02 pm

1 stop17h 17m

$658

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Thu 12/3

2:55 pm-10:39 pm

1 stop9h 44m

Milwaukee-Mitchell

Sun 12/6

7:00 pm-12:59 pm

2 stops15h 59m

$662

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 November. Flight prices, which tend to average around $412, are often lower during this time because this is during the off-season. The month of July is another great option to travel to Milwaukee, with average flight prices from Caribbean Islands averaging around $456.

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 from Caribbean Islands 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 $372 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 $215 on momondo.

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

There is only 1 cabin class available to choose from on Caribbean Islands to Milwaukee 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

6h 53m

Direct flights

None
The fastest flight from Caribbean Islands to Milwaukee takes 6h 53m
There are no direct flights from Caribbean Islands to Milwaukee. There are no popular flight routes from Caribbean Islands to Milwaukee.
Search flight deals

Frequently asked questions about flying from Caribbean Islands to Milwaukee

  • 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 $108Free CancellationRating
7.9
8,396 reviews
Search Delta flights
United AirlinesPriceFrom $235Free CancellationRating
7.4
9,777 reviews
Search United Airlines flights
American AirlinesPriceFrom $235Free CancellationRating
7.1
11,649 reviews
Search American Airlines flights
SouthwestPriceFrom $256Free CancellationRating
8.0
4,257 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
Port Washington
West Bend
Kohler
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.

An easier way to manage your Milwaukee trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 7/7
Tue 7/14
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States