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Puerto Rico

$91+ 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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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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 January 28, 2026.

This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:37 pm
MKE
-
SJU
1 stop13h 17m
Frontier
Wed 2/255:25 pm
SJU
-
MKE
1 stop27h 17m
Frontier
Deal found 1/26$236
This Frontier deal was found by Cheapflights users on 1/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:03 pm
MKE
-
SJU
1 stop9h 45m
Frontier
Sat 4/253:08 am
SJU
-
MKE
1 stop9h 00m
Frontier
Deal found 1/25$237
This Priceline deal was found by Cheapflights users on 1/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/217:47 pm
MKE
-
SJU
1 stop29h 06m
Frontier
Tue 2/245:25 pm
SJU
-
MKE
1 stop24h 19m
Frontier
Deal found 1/27$239
This Frontier deal was found by Cheapflights users on 1/26. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:11 pm
MKE
-
SJU
1 stop11h 43m
Frontier
Tue 3/33:53 am
SJU
-
MKE
1 stop13h 51m
Frontier
Deal found 1/26$243
This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:39 pm
MKE
-
SJU
1 stop13h 30m
Frontier
Thu 3/126:30 am
SJU
-
MKE
1 stop14h 36m
Frontier
Deal found 1/27$246
This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:11 pm
MKE
-
SJU
1 stop11h 43m
Frontier
Fri 3/65:30 am
SJU
-
MKE
1 stop13h 32m
Frontier
Deal found 1/27$251
This Delta deal was found by Cheapflights users on 1/27. 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.
Sun 2/2210:10 am
MKE
-
SJU
1 stop9h 02m
Delta
Fri 2/276:42 pm
SJU
-
MKE
1 stop7h 05m
Delta
Deal found 1/27$256
This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:26 pm
MKE
-
SJU
1 stop7h 26m
Frontier
Mon 5/47:15 am
SJU
-
MKE
1 stop12h 32m
Frontier
Deal found 1/27$258
This CheapOair deal was found by Cheapflights users on 1/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/317:48 pm
MKE
-
SJU
1 stop12h 06m
Frontier
Mon 2/911:15 am
SJU
-
MKE
1 stop30h 32m
Frontier
Deal found 1/26$262
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/46:01 am
MKE
-
SJU
1 stop15h 33m
American Airlines
Tue 3/105:28 am
SJU
-
MKE
1 stop7h 16m
American Airlines
Deal found 1/27$263
This Frontier deal was found by Cheapflights users on 1/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/317:48 pm
MKE
-
SJU
1 stop12h 06m
Frontier
Sat 2/78:00 am
SJU
-
MKE
1 stop12h 53m
Frontier
Deal found 1/27$264
This American Airlines deal was found by Cheapflights users on 1/26. 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 2/254:47 pm
MKE
-
SJU
1 stop10h 37m
American Airlines
Wed 3/48:00 am
SJU
-
MKE
2 stops10h 56m
American Airlines
Deal found 1/26$267

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 January 28, 2026.

Round-trip from

$236
(CheapOair)

One-way from

$91
(Priceline)

Popular in

December

Cheapest in

September

Average price

$401
From Milwaukee-Mitchell to Puerto Rico
Search Deals
One-way flight from Milwaukee-Mitchell to Puerto Rico
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 28, 2026.
Use the filters below to find and compare flights from Milwaukee to Puerto Rico that are best for you.

Fly from

Milwaukee

Fly to

Puerto Rico

Route

Depart

Return

Price

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 4/25

12:32 pm-8:24 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Thu 4/30

6:15 am-1:52 pm

1 stop8h 37m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 4/25

10:45 am-9:24 pm

2 stops9h 39m

San Juan Luis Munoz Marin Intl

Fri 5/1

1:00 am-9:45 am

2 stops9h 45m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 2/22

12:26 pm-5:24 am

1 stop14h 58m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:00 am-4:56 pm

2 stops10h 56m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 2/21

11:30 am-9:00 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Tue 2/24

2:05 am-10:58 am

1 stop10h 53m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 2/22

10:10 am-9:12 pm

1 stop9h 02m

San Juan Luis Munoz Marin Intl

Fri 2/27

6:42 pm-11:47 pm

1 stop7h 05m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Thu 4/30

2:50 pm-11:13 pm

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Tue 5/5

2:34 pm-8:35 pm

1 stop7h 01m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 2/23

5:00 am-3:40 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

Wed 2/25

2:05 am-12:35 pm

2 stops12h 30m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 4/19

12:32 pm-8:24 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Fri 4/24

1:25 pm-8:25 pm

1 stop8h 00m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 2/9

7:01 pm-12:57 pm

1 stop15h 56m

$91

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 2/10

4:42 pm-2:53 am

1 stop8h 11m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 19 results
1
2

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, March is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $92). Flying from Milwaukee to Puerto Rico in December is currently the most expensive (average of $224). 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.

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 January 28, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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.
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,124 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,212 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,201 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 6h 52m. 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 ($85), United Airlines ($108), and Southwest ($108).

  • 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, March is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $92). Flying from Milwaukee to Puerto Rico in December is currently the most expensive (average of $224). 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

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Alternative routes for Milwaukee to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Milwaukee to Puerto Rico

Discover the top 6 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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$85Average$338FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$378FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$158Average$452FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$208Average$402FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$266Average$496FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$525FlexibilityNo cancel feeOn-time63%

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