Puerto Rico

$118+ Cheap flights from Milwaukee (MKE) to Puerto Rico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jul 16 — Jul 231
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Milwaukee to Puerto Rico with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Milwaukee to Puerto Rico

Cheapest flights from Milwaukee to Puerto Rico
Explore the most affordable flight options available from Milwaukee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2026.

This deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:10 pm
MKE
-
SJU
1 stop10h 48m
Frontier
Sun 10/49:03 am
SJU
-
MKE
1 stop11h 12m
Frontier
Deal found 6/16$187
This deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:10 pm
MKE
-
SJU
1 stop10h 48m
Frontier
Thu 10/89:03 am
SJU
-
MKE
1 stop11h 12m
Frontier
Deal found 6/16$205
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:25 pm
MKE
-
SJU
1 stop6h 50m
American Airlines
Thu 8/271:38 pm
SJU
-
MKE
2 stops9h 09m
American Airlines
Deal found 6/12$226
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:05 am
MKE
-
SJU
1 stop8h 00m
Southwest
Wed 9/91:45 pm
SJU
-
MKE
1 stop8h 20m
Southwest
Deal found 6/11$276
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:15 am
MKE
-
SJU
1 stop7h 29m
United Airlines
Wed 10/281:05 am
SJU
-
MKE
1 stop9h 41m
United Airlines
Deal found 6/11$305
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:20 am
MKE
-
SJU
1 stop15h 04m
American Airlines
Tue 8/2510:33 am
SJU
-
MKE
2 stops13h 26m
American Airlines
Deal found 6/11$316
This Southwest deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:50 am
MKE
-
SJU
1 stop7h 10m
Southwest
Wed 9/26:00 am
SJU
-
MKE
1 stop7h 00m
Southwest
Deal found 6/13$321
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:30 am
MKE
-
SJU
1 stop10h 01m
Delta
Mon 10/512:58 pm
SJU
-
MKE
1 stop8h 54m
Delta
Deal found 6/16$326
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:28 am
MKE
-
SJU
2 stops14h 27m
American Airlines
Sat 9/512:55 am
SJU
-
MKE
1 stop14h 31m
American Airlines
Deal found 6/12$331
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/58:16 pm
MKE
-
SJU
1 stop16h 29m
American Airlines
Fri 10/303:50 pm
SJU
-
MKE
1 stop9h 21m
American Airlines
Deal found 6/16$332
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/97:00 pm
MKE
-
SJU
1 stop13h 10m
Southwest
Wed 8/122:25 pm
SJU
-
MKE
1 stop7h 30m
Southwest
Deal found 6/15$336
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:00 am
MKE
-
CPX
2 stops11h 21m
United Airlines
Wed 9/2310:48 am
CPX
-
MKE
2 stops12h 51m
United Airlines
Deal found 6/15$1,558

Find flight deals from Milwaukee to Puerto Rico

Keep the following information in mind while searching for Milwaukee to Puerto Rico flight deals. Data was last updated June 16, 2026.

Round-trip from

$187

One-way from

$118
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$475
From Milwaukee-Mitchell to Puerto Rico
One-way flight from Milwaukee-Mitchell to Puerto Rico
Highest demand for flights based on searches. 17% potential increase in price ($100 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
Average for round-trip flights in June 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to Puerto Rico 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, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2026.
Use the filters below to find and compare flights from Milwaukee to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 8/23

11:50 am-11:50 pm

1 stop11h 00m

San Juan Luis Munoz Marin Intl

Thu 8/27

11:35 am-7:50 pm

2 stops9h 15m

$326
Quickest round-trip

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 8/23

7:03 am-4:38 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Tue 8/25

5:49 pm-11:53 pm

1 stop7h 04m

$326

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 8/12

12:51 pm-10:29 pm

1 stop8h 38m

San Juan Luis Munoz Marin Intl

Tue 8/18

5:49 pm-11:53 pm

1 stop7h 04m

$326

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 8/22

7:03 am-4:38 pm

1 stop8h 35m

San Juan Luis Munoz Marin Intl

Mon 8/31

5:49 pm-11:53 pm

1 stop7h 04m

$326

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 9/14

5:30 am-4:31 pm

1 stop10h 01m

San Juan Luis Munoz Marin Intl

Fri 10/2

5:41 pm-11:52 pm

1 stop7h 11m

$326

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Thu 8/20

12:30 pm-11:05 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Sun 8/23

6:00 am-1:35 pm

1 stop8h 35m

$401

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 8/10

6:45 am-4:33 pm

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Sat 8/15

5:49 pm-11:53 pm

1 stop7h 04m

$401

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 9/6

5:00 am-8:38 pm

2 stops14h 38m

San Juan Luis Munoz Marin Intl

Wed 9/9

4:20 pm-11:37 pm

1 stop8h 17m

$416

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 6/30

10:28 am-8:34 pm

1 stop9h 06m

San Juan Luis Munoz Marin Intl

Tue 7/7

1:00 am-9:53 am

2 stops9h 53m

$447

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Fri 7/17

3:15 pm-11:40 pm

1 stop7h 25m

San Juan Luis Munoz Marin Intl

Sat 7/25

6:30 am-4:00 pm

1 stop10h 30m

$490

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Milwaukee to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Milwaukee with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Milwaukee to Puerto Rico

What is the cheapest month to book a flight from Milwaukee to Puerto Rico?

Currently, January is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $90). Flying from Milwaukee to Puerto Rico in June is currently the most expensive (average of $326). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How far ahead should I book a flight from Milwaukee to Puerto Rico?

To ensure you get the cheapest price possible for a flight from Milwaukee to Puerto Rico, you should look to book at least 52 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated June 16, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Milwaukee to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Milwaukee to Puerto Rico?

    Milwaukee-Mitchell (MKE) is the airport you will fly out of if you book a flight from Milwaukee to Puerto Rico. It is only a 6.4 mi journey to Milwaukee-Mitchell (MKE) from Milwaukee’s city center.

  • How long is the flight from Milwaukee to Puerto Rico?

    Departing from Milwaukee to Puerto Rico will take you 8h 35m. Milwaukee and Puerto Rico are separated by a distance of 2120 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Milwaukee to Puerto Rico one-way?

    The cheapest airlines for a one-way flight from Milwaukee to Puerto Rico are Frontier ($90), Southwest ($108), and Delta ($112).

  • Can I find deals for flights from Milwaukee to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Puerto Rico.

  • Can I find deals for business class flights from Milwaukee to Puerto Rico?

    Yes. Cheapflights offers flight deals from Milwaukee to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Milwaukee to Puerto Rico?

    Currently, January is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $90). Flying from Milwaukee to Puerto Rico in June is currently the most expensive (average of $326). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 5 airlines flying from Milwaukee to Puerto Rico

Discover the top 5 airlines that operate flights from Milwaukee to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$117Average$423FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$390FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$235Average$461FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$256Average$491FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$316Average$488FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.