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Puerto Rico

$107+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheap 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 August 1, 2025.

Round-trip from

$215
(Southwest)

One-way from

$107
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$391
From Milwaukee-Mitchell to Puerto Rico
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One-way flight from Milwaukee-Mitchell to Puerto Rico
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Highest demand for flights based on searches. 10% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 1, 2025.

This Southwest deal was found by Cheapflights users on 7/31. 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 9/163:00 pmMKE - SJU
1 stop6h 45mSouthwest
Tue 9/233:05 pmSJU - MKE
1 stop7h 45mSouthwest
Deal found 7/31$215
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/216:23 pmMKE - SJU
2 stops17h 24mAmerican Airlines
Sat 9/274:45 pmSJU - MKE
2 stops18h 19mAmerican Airlines
Deal found 7/30$220
This Delta deal was found by Cheapflights users on 7/30. 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.
Sat 9/1312:13 pmMKE - SJU
1 stop8h 47mDelta
Sat 9/205:41 pmSJU - MKE
1 stop7h 07mDelta
Deal found 7/30$225
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 9/175:00 amMKE - SJU
1 stop8h 44mUnited Airlines
Tue 9/231:05 amSJU - MKE
2 stops10h 08mUnited Airlines
Deal found 7/30$230
This Booking.com deal was found by Cheapflights users on 7/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/156:00 amMKE - SJU
1 stop16h 57mSpirit Airlines
Thu 8/214:05 pmSJU - MKE
1 stop8h 01mSpirit Airlines
Deal found 7/30$290

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 August 1, 2025.
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

Tue 9/16

3:00 pm-10:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

Tue 9/23

3:05 pm-9:50 pm

1 stop7h 45m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 9/21

6:23 pm-12:47 pm

2 stops17h 24m

San Juan Luis Munoz Marin Intl

Sat 9/27

4:45 pm-10:04 am

2 stops18h 19m

$220

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 1/21

7:00 am-4:51 pm

1 stop7h 51m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:10 pm-11:27 pm

1 stop11h 17m

$225

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 9/17

5:00 am-2:44 pm

1 stop8h 44m

San Juan Luis Munoz Marin Intl

Tue 9/23

1:05 am-10:13 am

2 stops10h 08m

$230

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Fri 8/15

6:00 am-11:57 pm

1 stop16h 57m

San Juan Luis Munoz Marin Intl

Thu 8/21

4:05 pm-11:06 pm

1 stop8h 01m

$290

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 9/24

8:00 am-6:14 pm

2 stops9h 14m

$107

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 11/11

7:00 am-5:10 pm

1 stop8h 10m

$113

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 8/16

6:00 am-11:57 pm

1 stop16h 57m

$124

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 11/11

8:44 am-10:22 pm

2 stops11h 38m

$146

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 8/25

6:00 am-6:45 pm

2 stops11h 45m

$158

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 12 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, September is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $254). Flying from Milwaukee to Puerto Rico in June is currently the most expensive (average of $339). 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.

What is the cheapest time of day to fly from MKE to PR?

Find hourly flight availability from Milwaukee to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2025.

When flying from Milwaukee to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 1, 2025.
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
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
JetBlue
7.3
Good
2,914 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 American Airlines ($107), Delta ($113), and Spirit Airlines ($124).

  • 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, September is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $254). Flying from Milwaukee to Puerto Rico in June is currently the most expensive (average of $339). 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

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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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$307FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$208Average$402FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$482FlexibilityNo cancel feeOn-time69%
DeltaCheapest$225Average$389FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$270Average$469FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$325Average$605FlexibilityNo cancel feeOn-time63%

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