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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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

Round-trip from

$235
(Delta)

One-way from

$118
(United Airlines)

Popular in

June

Cheapest in

September

Average price

$338
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. 11% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 30, 2025.

This Delta deal was found by Cheapflights users on 10/28. 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 12/710:25 amMKE - SJU
1 stop10h 55mDelta
Fri 12/127:00 amSJU - MKE
1 stop9h 21mDelta
Deal found 10/28$235
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:34 amMKE - SJU
1 stop11h 42mMultiple Airlines
Mon 12/229:37 pmSJU - MKE
1 stop22h 49mMultiple Airlines
Deal found 10/29$271
This Delta deal was found by Cheapflights users on 10/28. 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 12/67:05 amMKE - SJU
1 stop8h 15mDelta
Tue 12/92:08 pmSJU - MKE
1 stop8h 14mDelta
Deal found 10/28$300
This American Airlines deal was found by Cheapflights users on 10/28. 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 12/66:34 pmMKE - SJU
2 stops13h 35mAmerican Airlines
Tue 12/96:00 amSJU - MKE
2 stops13h 16mAmerican Airlines
Deal found 10/28$308
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Fri 11/286:14 amMKE - SJU
1 stop12h 44mAmerican Airlines
Sat 12/68:18 amSJU - MKE
1 stop7h 59mAmerican Airlines
Deal found 10/30$314
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 12/610:54 amMKE - SJU
1 stop8h 06mUnited Airlines
Mon 12/82:05 amSJU - MKE
1 stop10h 39mUnited Airlines
Deal found 10/28$320
This Southwest deal was found by Cheapflights users on 10/29. 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.
Fri 12/1212:10 pmMKE - SJU
1 stop11h 15mSouthwest
Sat 12/1311:25 amSJU - MKE
1 stop13h 05mSouthwest
Deal found 10/29$359
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/246:29 amMKE - SJU
1 stop12h 19mAmerican Airlines
Sat 12/68:18 amSJU - MKE
1 stop11h 46mAmerican Airlines
Deal found 10/29$360
This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1210:34 amMKE - SJU
1 stop11h 42mSpirit Airlines
Sat 12/136:00 amSJU - MKE
2 stops29h 39mSpirit Airlines
Deal found 10/29$366

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 October 30, 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

Sun 1/25

10:13 am-11:44 pm

1 stop11h 31m

San Juan Luis Munoz Marin Intl

Wed 1/28

6:27 pm-11:46 pm

1 stop7h 19m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 1/20

2:55 pm-11:44 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:27 pm-11:46 pm

1 stop7h 19m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Fri 1/23

12:17 pm-11:44 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:27 pm-11:46 pm

1 stop7h 19m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 1/20

2:55 pm-11:44 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Fri 1/30

6:27 pm-11:46 pm

1 stop7h 19m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 1/11

7:02 am-4:52 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Fri 1/23

6:15 am-11:10 am

1 stop6h 55m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 1/11

7:02 am-4:52 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Sat 1/17

7:30 am-4:29 pm

1 stop10h 59m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 1/19

5:20 am-2:30 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Wed 2/4

6:27 pm-11:46 pm

1 stop7h 19m

$276

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 1/11

7:02 am-4:52 pm

1 stop7h 50m

San Juan Luis Munoz Marin Intl

Tue 1/20

6:27 pm-11:46 pm

1 stop7h 19m

$276

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 1/20

2:55 pm-11:44 pm

1 stop6h 49m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:15 am-1:55 pm

1 stop9h 40m

$300

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 1/12

2:34 pm-11:44 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Sat 1/17

7:30 am-4:29 pm

1 stop10h 59m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

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 $87). Flying from Milwaukee to Puerto Rico in December is currently the most expensive (average of $188). 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 October 30, 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 November 24, 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 October 30, 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
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,243 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,998 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,035 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,122 reviews
Southwest
8.0
Very good
4,243 reviews

Crew

8.6

Comfort

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 11h 31m. Milwaukee and Puerto Rico are separated by a distance of 2120 mi.

  • 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 $87). Flying from Milwaukee to Puerto Rico in December is currently the most expensive (average of $188). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$314FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$202Average$473FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$393FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$226Average$414FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$273Average$484FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$573FlexibilityNo cancel feeOn-time63%

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