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Puerto Rico

$90+ 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
ene. 14 — ene. 211
mié. 1/14
mié. 1/21
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 diciembre 15, 2025.

This Priceline deal was found by Cheapflights users on 12/14. 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.
mar. 12/237:21 pmMKE - SJU
1 stop18h 38mFrontier
lun. 12/293:55 amSJU - MKE
1 stop16h 31mFrontier
Deal found 12/14$305
This Frontier deal was found by Cheapflights users on 12/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/207:48 pmMKE - SJU
1 stop11h 10mFrontier
dom. 12/213:55 amSJU - MKE
1 stop9h 18mFrontier
Deal found 12/15$334
This Frontier deal was found by Cheapflights users on 12/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2212:08 pmMKE - SJU
1 stop12h 42mFrontier
mar. 12/2310:33 amSJU - MKE
1 stop9h 53mFrontier
Deal found 12/13$350
This Priceline deal was found by Cheapflights users on 12/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2212:08 pmMKE - SJU
1 stop12h 42mFrontier
dom. 12/283:55 amSJU - MKE
1 stop9h 18mFrontier
Deal found 12/13$353
This Frontier deal was found by Cheapflights users on 12/14. 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.
lun. 12/2212:08 pmMKE - SJU
1 stop12h 42mFrontier
mar. 12/306:00 amSJU - MKE
1 stop14h 26mFrontier
Deal found 12/14$355
This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2212:08 pmMKE - SJU
1 stop12h 42mFrontier
sáb. 12/279:58 pmSJU - MKE
1 stop23h 23mFrontier
Deal found 12/14$359
This Frontier deal was found by Cheapflights users on 12/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2912:08 pmMKE - SJU
1 stop12h 42mFrontier
jue. 1/810:33 amSJU - MKE
1 stop10h 12mFrontier
Deal found 12/13$373
This Frontier deal was found by Cheapflights users on 12/14. 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.
sáb. 12/207:48 pmMKE - SJU
1 stop11h 10mFrontier
dom. 12/283:55 amSJU - MKE
1 stop9h 18mFrontier
Deal found 12/14$375
This Southwest deal was found by Cheapflights users on 12/13. 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.
mar. 12/166:40 amMKE - SJU
2 stops13h 25mSouthwest
mar. 2/312:10 pmSJU - MKE
1 stop12h 05mSouthwest
Deal found 12/13$376
This Priceline deal was found by Cheapflights users on 12/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/318:15 pmMKE - SJU
1 stop12h 18mMultiple Airlines
mar. 1/67:18 pmSJU - MKE
1 stop20h 57mMultiple Airlines
Deal found 12/13$382
This Priceline deal was found by Cheapflights users on 12/14. 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.
dom. 12/218:06 pmMKE - SJU
1 stop17h 53mFrontier
sáb. 12/273:55 amSJU - MKE
1 stop17h 26mFrontier
Deal found 12/14$389
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/2212:08 pmMKE - SJU
1 stop12h 42mFrontier
mié. 1/73:55 amSJU - MKE
1 stop16h 50mFrontier
Deal found 12/15$393

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 diciembre 15, 2025.

Round-trip from

$235
(Delta)

One-way from

$90
(Priceline)

Popular in

June

Cheapest in

September

Average price

$532
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. 9% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 diciembre 15, 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

lun. 2/16

12:20 pm-11:58 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

mar. 2/24

2:16 pm-8:36 pm

1 stop8h 20m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mar. 2/3

10:30 am-12:36 am

2 stops12h 06m

San Juan Luis Munoz Marin Intl

vie. 2/6

4:52 pm-10:56 pm

1 stop8h 04m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mar. 1/6

7:05 am-4:50 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

jue. 2/5

6:27 pm-11:44 pm

1 stop7h 17m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

lun. 2/23

12:20 pm-9:12 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

vie. 2/27

2:16 pm-8:36 pm

1 stop8h 20m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

dom. 2/22

5:23 am-2:32 pm

1 stop7h 09m

San Juan Luis Munoz Marin Intl

jue. 3/5

6:27 pm-11:48 pm

1 stop7h 21m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mar. 2/3

7:05 am-4:50 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

jue. 2/26

3:10 pm-8:21 pm

1 stop7h 11m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

lun. 1/5

10:48 am-10:15 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

dom. 1/11

3:55 am-6:45 pm

1 stop16h 50m

$252

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mar. 2/3

10:30 am-10:22 pm

2 stops9h 52m

San Juan Luis Munoz Marin Intl

lun. 2/9

2:05 am-12:09 pm

2 stops12h 04m

$253

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

sáb. 1/31

7:48 pm-9:54 am

1 stop12h 06m

San Juan Luis Munoz Marin Intl

dom. 2/8

6:00 am-6:03 pm

1 stop14h 03m

$276

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mar. 1/13

6:00 am-9:26 pm

2 stops13h 26m

San Juan Luis Munoz Marin Intl

mié. 1/21

4:52 pm-10:56 pm

1 stop8h 04m

$304

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 20 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 $221). 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 diciembre 15, 2025.

A simple way to save on the total cost of your ticket is to fly from Milwaukee to Puerto Rico in the evening. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Milwaukee to Puerto Rico?

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to Puerto Rico. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Milwaukee to Puerto Rico flight should consider departing on Tuesday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 diciembre 15, 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
7.9
Good
4,250 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

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
8,008 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

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
9,092 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

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
11,052 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

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
5.8
Fair
3,080 reviews
Southwest
7.9
Good
4,250 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Overall

7.9

Food

7.0

Entertainment

7.5

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 9h 38m. 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 ($43), 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 $221). 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 diciembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$371FlexibilityNo cancel feeOn-time62%
DeltaCheapest$191Average$383FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$215Average$474FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$226Average$406FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$274Average$483FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$543FlexibilityNo cancel feeOn-time63%

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