Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Caribbean Islands to Milwaukee from $84

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 1/22. 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

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.
Frontier Logo
3:55 am - 5:09 pmSJU-MKE
15h 14m1 stop
Frontier Logo
7:40 pm - 4:55 pmMKE-SJU
19h 15m1 stop
$153Frontier
Find Deal
Sat, Dec 13 - Sun, Jan 18
Frontier Logo
11:05 am - 6:45 pmSJU-MKE
9h 40m1 stop
Frontier Logo
7:40 pm - 9:55 amMKE-SJU
12h 15m1 stop
$231Frontier
Find Deal
Thu, Feb 19 - Mon, Feb 23
Delta Logo
6:27 pm - 11:46 pmSJU-MKE
7h 19m1 stop
Delta Logo
12:17 pm - 8:57 pmMKE-SJU
6h 40m1 stop
$235Delta
Find Deal
Thu, Jan 29 - Mon, Feb 2
American Airlines Logo
2:28 pm - 8:24 pmSJU-MKE
7h 56m1 stop
American Airlines Logo
6:00 am - 8:50 pmMKE-SJU
12h 50m2 stops
$241American Airlines
Find Deal
Thu, Jan 29 - Mon, Feb 2
American Airlines Logo
8:19 am - 11:59 pmSJU-MKE
17h 40m1 stop
American Airlines Logo
4:46 pm - 1:33 pmMKE-SJU
18h 47m2 stops
$295American Airlines
Find Deal
Thu, Feb 19 - Mon, Feb 23
American Airlines Logo
3:58 pm - 11:05 pmSJU-MKE
9h 07m1 stop
American Airlines Logo
7:10 am - 10:09 pmMKE-SJU
12h 59m1 stop
$308American Airlines
Find Deal
Thu, Dec 4 - Wed, Dec 10
Multiple Airlines Logo
9:37 pm - 7:20 pmSJU-MKE
23h 43m1 stop
Multiple Airlines Logo
7:48 pm - 1:37 amMKE-SJU
27h 49m2 stops
$312Multiple Airlines
Find Deal
Tue, Dec 23 - Sat, Jan 3
Multiple Airlines Logo
9:37 pm - 7:20 pmSJU-MKE
23h 43m1 stop
Multiple Airlines Logo
7:48 pm - 1:37 amMKE-SJU
27h 49m2 stops
$313Multiple Airlines
Find Deal
Tue, Dec 23 - Sat, Jan 3
United Airlines Logo
8:35 am - 3:35 pmSJU-MKE
9h 00m1 stop
United Airlines Logo
3:30 pm - 6:11 amMKE-SJU
12h 41m2 stops
$314United Airlines
Find Deal
Thu, Feb 12 - Sun, Feb 15
United Airlines Logo
2:05 am - 10:46 amSJU-MKE
10h 41m1 stop
United Airlines Logo
10:30 am - 9:00 pmMKE-SJU
8h 30m1 stop
$325United Airlines
Find Deal
Wed, Jan 28 - Mon, Feb 2

Frontier flights from Caribbean Islands to Milwaukee

Our best Frontier deals on Caribbean Islands to Milwaukee flight tickets
Frontier
Dec 13
SJU3:55 amSan Juan Luis Munoz Marin Intl
15h 14m
1 stop
MKE5:09 pmMilwaukee-Mitchell
Jan 18
MKE7:40 pmMilwaukee-Mitchell
19h 15m
1 stop
SJU4:55 pmSan Juan Luis Munoz Marin Intl
$153
Find similar
Frontier
Feb 19
SJU11:05 amSan Juan Luis Munoz Marin Intl
9h 40m
1 stop
MKE6:45 pmMilwaukee-Mitchell
Feb 23
MKE7:40 pmMilwaukee-Mitchell
12h 15m
1 stop
SJU9:55 amSan Juan Luis Munoz Marin Intl
$231
Find similar
Frontier
Feb 11
SJU3:55 amSan Juan Luis Munoz Marin Intl
16h 50m
1 stop
MKE6:45 pmMilwaukee-Mitchell
Feb 15
MKE7:40 pmMilwaukee-Mitchell
29h 10m
1 stop
SJU2:50 amSan Juan Luis Munoz Marin Intl
$366
Find similar

American Airlines flights from Caribbean Islands to Milwaukee

Our best American Airlines deals on Caribbean Islands to Milwaukee flight tickets
American Airlines
Jan 29
SJU2:28 pmSan Juan Luis Munoz Marin Intl
7h 56m
1 stop
MKE8:24 pmMilwaukee-Mitchell
Feb 2
MKE6:00 amMilwaukee-Mitchell
12h 50m
2 stops
SJU8:50 pmSan Juan Luis Munoz Marin Intl
$241
Find similar
American Airlines
Feb 19
SJU8:19 amSan Juan Luis Munoz Marin Intl
17h 40m
1 stop
MKE11:59 pmMilwaukee-Mitchell
Feb 23
MKE4:46 pmMilwaukee-Mitchell
18h 47m
2 stops
SJU1:33 pmSan Juan Luis Munoz Marin Intl
$295
Find similar
American Airlines
Dec 4
SJU3:58 pmSan Juan Luis Munoz Marin Intl
9h 07m
1 stop
MKE11:05 pmMilwaukee-Mitchell
Dec 10
MKE7:10 amMilwaukee-Mitchell
12h 59m
1 stop
SJU10:09 pmSan Juan Luis Munoz Marin Intl
$308
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 November 6, 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

Sat 12/13

3:55 am-5:09 pm

1 stop15h 14m

Milwaukee-Mitchell

Sun 1/18

7:40 pm-4:55 pm

1 stop19h 15m

$153

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/19

11:05 am-6:45 pm

1 stop9h 40m

Milwaukee-Mitchell

Mon 2/23

7:40 pm-9:55 am

1 stop12h 15m

$231

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

6:27 pm-11:46 pm

1 stop7h 19m

Milwaukee-Mitchell

Mon 2/2

12:17 pm-8:57 pm

1 stop6h 40m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

2:28 pm-8:24 pm

1 stop7h 56m

Milwaukee-Mitchell

Mon 2/2

6:00 am-8:50 pm

2 stops12h 50m

$241

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/19

8:19 am-11:59 pm

1 stop17h 40m

Milwaukee-Mitchell

Mon 2/23

4:46 pm-1:33 pm

2 stops18h 47m

$295

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 12/4

3:58 pm-11:05 pm

1 stop9h 07m

Milwaukee-Mitchell

Wed 12/10

7:10 am-10:09 pm

1 stop12h 59m

$308

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 12/23

9:37 pm-7:20 pm

1 stop23h 43m

Milwaukee-Mitchell

Sat 1/3

7:48 pm-1:37 am

2 stops27h 49m

$312

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 12/23

9:37 pm-7:20 pm

1 stop23h 43m

Milwaukee-Mitchell

Sat 1/3

7:48 pm-1:37 am

2 stops27h 49m

$313

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/12

8:35 am-3:35 pm

1 stop9h 00m

Milwaukee-Mitchell

Sun 2/15

3:30 pm-6:11 am

2 stops12h 41m

$314

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-10:46 am

1 stop10h 41m

Milwaukee-Mitchell

Mon 2/2

10:30 am-9:00 pm

1 stop8h 30m

$325

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 February. Flight prices, which tend to average around $297, are often lower during this time because this is during the off-season. The month of September is another great option to travel to Milwaukee, with average flight prices from Caribbean Islands averaging around $299.

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 $385 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 14m

Direct flights

Fri and Sun

Airports in Milwaukee

1 airport
The fastest flight from Caribbean Islands to Milwaukee takes 5h 14m
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
9,007 reviews
Search United Airlines flights
DeltaPriceFrom $215Free CancellationRating
7.9
8,001 reviews
Search Delta flights
American AirlinesPriceFrom $235Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
SouthwestPriceFrom $305Free CancellationRating
8.0
4,241 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
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
Sat 12/6
Sat 12/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States