Latest deals
Insights
FAQs
Reviews
Price Alerts

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 1/30. 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
8:00 am - 6:16 pm
SJU
-
MKE
12h 16m1 stop
Frontier Logo
7:01 pm - 11:59 pm
MKE
-
SJU
26h 58m1 stop
$180Frontier
Thu, Jan 29 - Mon, Feb 2
Frontier Logo
3:55 am - 6:26 pm
SJU
-
MKE
16h 31m1 stop
Frontier Logo
12:08 pm - 11:16 am
MKE
-
SJU
21h 08m1 stop
$213Frontier
Mon, Dec 22 - Mon, Jan 5
American Airlines Logo
7:00 am - 8:24 pm
SJU
-
MKE
15h 24m1 stop
American Airlines Logo
6:00 am - 8:50 pm
MKE
-
SJU
12h 50m2 stops
$235American Airlines
Thu, Jan 29 - Mon, Feb 2
American Airlines Logo
1:24 pm - 11:35 pm
SJU
-
MKE
12h 11m2 stops
American Airlines Logo
6:00 am - 6:22 pm
MKE
-
SJU
10h 22m2 stops
$240American Airlines
Thu, Jan 29 - Mon, Feb 2
Delta Logo
6:27 pm - 11:48 pm
SJU
-
MKE
7h 21m1 stop
Delta Logo
12:20 pm - 11:58 pm
MKE
-
SJU
9h 38m1 stop
$245Delta
Thu, Feb 12 - Mon, Feb 16
Multiple Airlines Logo
6:00 am - 6:26 pm
SJU
-
MKE
14h 26m1 stop
Multiple Airlines Logo
8:15 pm - 2:20 pm
MKE
-
SJU
16h 05m1 stop
$261Multiple Airlines
Tue, Dec 23 - Tue, Jan 6
United Airlines Logo
5:20 pm - 10:34 am
PUJ
-
MKE
19h 14m2 stops
United Airlines Logo
2:32 pm - 12:59 pm
MKE
-
PUJ
20h 27m2 stops
$420United Airlines
Mon, Jan 26 - Mon, Feb 2
Delta Logo
4:55 pm - 11:46 pm
PUJ
-
MKE
8h 51m1 stop
Delta Logo
7:05 am - 4:21 pm
MKE
-
PUJ
7h 16m1 stop
$453Delta
Mon, Jan 26 - Mon, Feb 2
United Airlines Logo
5:20 pm - 11:27 am
PUJ
-
MKE
20h 07m2 stops
United Airlines Logo
6:36 am - 3:47 pm
MKE
-
PUJ
7h 11m1 stop
$579United Airlines
Mon, Dec 29 - Thu, Jan 1
Multiple Airlines Logo
3:19 pm - 6:36 pm
PUJ
-
MKE
5h 17mnonstop
Multiple Airlines Logo
6:00 am - 10:03 pm
MKE
-
PUJ
14h 03m1 stop
$1,046Multiple Airlines
Mon, Jan 26 - Mon, Feb 2

Frontier flights from Caribbean Islands to Milwaukee

Our best Frontier deals on Caribbean Islands to Milwaukee flight tickets
Frontier
Jan 29
SJU8:00 amSan Juan Luis Munoz Marin Intl
12h 16m
1 stop
MKE6:16 pmMilwaukee-Mitchell
Feb 2
MKE7:01 pmMilwaukee-Mitchell
26h 58m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$180
Find similar
Frontier
Dec 22
SJU3:55 amSan Juan Luis Munoz Marin Intl
16h 31m
1 stop
MKE6:26 pmMilwaukee-Mitchell
Jan 5
MKE12:08 pmMilwaukee-Mitchell
21h 08m
1 stop
SJU11:16 amSan Juan Luis Munoz Marin Intl
$213
Find similar
Frontier
Jan 28
SJU4:36 pmSan Juan Luis Munoz Marin Intl
27h 40m
1 stop
MKE6:16 pmMilwaukee-Mitchell
Feb 6
MKE7:28 pmMilwaukee-Mitchell
17h 58m
1 stop
SJU3:26 pmSan Juan Luis Munoz Marin Intl
$215
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
SJU7:00 amSan Juan Luis Munoz Marin Intl
15h 24m
1 stop
MKE8:24 pmMilwaukee-Mitchell
Feb 2
MKE6:00 amMilwaukee-Mitchell
12h 50m
2 stops
SJU8:50 pmSan Juan Luis Munoz Marin Intl
$235
Find similar
American Airlines
Jan 29
SJU1:24 pmSan Juan Luis Munoz Marin Intl
12h 11m
2 stops
MKE11:35 pmMilwaukee-Mitchell
Feb 2
MKE6:00 amMilwaukee-Mitchell
10h 22m
2 stops
SJU6:22 pmSan Juan Luis Munoz Marin Intl
$240
Find similar
American Airlines
Feb 12
SJU4:07 pmSan Juan Luis Munoz Marin Intl
8h 52m
1 stop
MKE10:59 pmMilwaukee-Mitchell
Feb 16
MKE6:38 pmMilwaukee-Mitchell
16h 22m
1 stop
SJU1:00 pmSan Juan Luis Munoz Marin Intl
$260
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 December 11, 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 1/29

8:00 am-6:16 pm

1 stop12h 16m

Milwaukee-Mitchell

Mon 2/2

7:01 pm-11:59 pm

1 stop26h 58m

$180

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Mon 12/22

3:55 am-6:26 pm

1 stop16h 31m

Milwaukee-Mitchell

Mon 1/5

12:08 pm-11:16 am

1 stop21h 08m

$213

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

7:00 am-8:24 pm

1 stop15h 24m

Milwaukee-Mitchell

Mon 2/2

6:00 am-8:50 pm

2 stops12h 50m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

1:24 pm-11:35 pm

2 stops12h 11m

Milwaukee-Mitchell

Mon 2/2

6:00 am-6:22 pm

2 stops10h 22m

$240

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/12

6:27 pm-11:48 pm

1 stop7h 21m

Milwaukee-Mitchell

Mon 2/16

12:20 pm-11:58 pm

1 stop9h 38m

$245

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Tue 12/23

6:00 am-6:26 pm

1 stop14h 26m

Milwaukee-Mitchell

Tue 1/6

8:15 pm-2:20 pm

1 stop16h 05m

$261

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Mon 1/26

5:20 pm-10:34 am

2 stops19h 14m

Milwaukee-Mitchell

Mon 2/2

2:32 pm-12:59 pm

2 stops20h 27m

$420

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Mon 1/26

4:55 pm-11:46 pm

1 stop8h 51m

Milwaukee-Mitchell

Mon 2/2

7:05 am-4:21 pm

1 stop7h 16m

$453

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Mon 12/29

5:20 pm-11:27 am

2 stops20h 07m

Milwaukee-Mitchell

Thu 1/1

6:36 am-3:47 pm

1 stop7h 11m

$579

Punta CanaMilwaukee

PUJ - MKE

PUJMKE

Punta Cana

Mon 1/26

3:19 pm-6:36 pm

Nonstop5h 17m

Milwaukee-Mitchell

Mon 2/2

6:00 am-10:03 pm

1 stop14h 03m

$1,046

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 September. Flight prices, which tend to average around $298, 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 $301.

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 $383 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 16m

Direct flights

Tue, Fri 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 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 $118Free CancellationRating
7.9
8,008 reviews
Search Delta flights
Spirit AirlinesPriceFrom $182Free CancellationRating
6.3
8,179 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $215Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
American AirlinesPriceFrom $235Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
SouthwestPriceFrom $305Free CancellationRating
7.9
4,253 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.

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 1/10
Sat 1/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States