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$118+ Cheap flights from Puerto Rico to Wisconsin

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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Oct 31 — Nov 71
Fri 10/31
Fri 11/7
1 adult, Economy
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Cheap flight deals from Puerto Rico to Wisconsin

Keep the following information in mind while searching for Puerto Rico to Wisconsin flight deals. Data was last updated October 1, 2025.

Round-trip from

$191
(OneTravel)

One-way from

$118
(United Airlines)

Popular in

July

Cheapest in

February

Average price

$338
From Puerto Rico to Wisconsin
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One-way flight from Puerto Rico to Wisconsin
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Highest demand for flights based on searches. 21% potential increase in price ($104 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 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 Puerto Rico to Wisconsin

Cheapest flights from Puerto Rico to Wisconsin
Explore the most affordable flight options available from Puerto Rico to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 1, 2025.

This OneTravel deal was found by Cheapflights users on 9/29. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:43 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Mon 10/277:51 pmORD - SJU
1 stop17h 21mSpirit Airlines
Deal found 9/29$191
This Priceline deal was found by Cheapflights users on 9/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:43 pmSJU - ORD
Nonstop5h 14mMultiple Airlines
Sun 10/265:05 amORD - SJU
1 stop8h 04mMultiple Airlines
Deal found 9/30$203
This eDestinos deal was found by Cheapflights users on 9/29. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/14:15 pmSJU - MSP
Nonstop5h 54mSun Country Air
Sat 11/89:00 amMSP - SJU
Nonstop5h 14mSun Country Air
Deal found 9/29$205
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/42:38 pmSJU - ORD
Nonstop5h 22mSpirit Airlines
Mon 12/86:55 amORD - SJU
Nonstop4h 38mSpirit Airlines
Deal found 9/29$205
This Mytrip deal was found by Cheapflights users on 9/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/173:40 amSJU - ORD
1 stop12h 59mMultiple Airlines
Sat 10/253:00 pmORD - SJU
Nonstop4h 40mMultiple Airlines
Deal found 9/30$206
This Mytrip deal was found by Cheapflights users on 9/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:43 pmSJU - ORD
Nonstop5h 14mMultiple Airlines
Mon 10/275:05 amORD - SJU
1 stop8h 01mMultiple Airlines
Deal found 9/30$207
This Priceline deal was found by Cheapflights users on 10/1. 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.
Thu 10/231:59 amSJU - ORD
1 stop16h 41mMultiple Airlines
Sat 10/257:43 pmORD - SJU
1 stop14h 13mMultiple Airlines
Deal found 10/1$209
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/73:41 pmSJU - ORD
Nonstop5h 10mSpirit Airlines
Mon 11/108:00 amORD - SJU
Nonstop4h 36mSpirit Airlines
Deal found 9/30$215
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1611:51 amSJU - ORD
1 stop7h 47mSpirit Airlines
Mon 10/209:06 pmORD - SJU
Nonstop4h 45mSpirit Airlines
Deal found 9/29$218
This OneTravel deal was found by Cheapflights users on 9/30. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2311:51 amSJU - ORD
2 stops11h 35mSpirit Airlines
Tue 10/285:28 pmORD - SJU
1 stop7h 16mSpirit Airlines
Deal found 9/30$219
This Delta deal was found by Cheapflights users on 10/1. 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.
Thu 11/67:15 amSJU - MKE
1 stop7h 54mDelta
Sun 11/911:37 amMKE - SJU
1 stop9h 36mDelta
Deal found 10/1$235
This American Airlines deal was found by Cheapflights users on 9/28. 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.
Thu 10/231:35 pmSJU - MKE
2 stops11h 39mAmerican Airlines
Sun 10/267:12 amMKE - SJU
1 stop15h 42mAmerican Airlines
Deal found 9/28$240

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Wisconsin 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 1, 2025.
Use the filters below to find and compare flights from Puerto Rico to Wisconsin that are best for you.

Fly from

Puerto Rico

Fly to

Wisconsin

Route

Depart

Return

Price

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 11/6

2:47 pm-11:42 pm

2 stops10h 55m

Milwaukee-Mitchell

Sun 11/9

6:48 pm-10:17 am

2 stops13h 29m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 11/6

4:52 pm-10:43 pm

1 stop7h 51m

Milwaukee-Mitchell

Sun 11/9

12:05 pm-9:00 pm

1 stop6h 55m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 11/6

1:46 pm-8:42 pm

1 stop8h 56m

Milwaukee-Mitchell

Sun 11/9

11:37 am-11:13 pm

1 stop9h 36m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 11/5

7:15 am-10:09 pm

1 stop16h 54m

Milwaukee-Mitchell

Sat 11/8

6:14 am-9:24 pm

1 stop13h 10m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 12/4

7:00 am-4:16 pm

1 stop11h 16m

Milwaukee-Mitchell

Wed 12/10

11:39 am-11:20 pm

1 stop9h 41m

$235

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Fri 10/31

2:46 pm-10:59 pm

1 stop9h 13m

Minneapolis St Paul

Sat 11/8

9:55 am-9:00 pm

1 stop9h 05m

$247

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Fri 10/24

2:31 pm-12:41 am

1 stop11h 10m

Minneapolis St Paul

Sun 10/26

6:55 am-4:25 pm

1 stop8h 30m

$247

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Sat 11/1

3:30 pm-8:04 pm

Nonstop5h 34m

Minneapolis St Paul

Sun 1/25

8:02 am-3:20 pm

Nonstop5h 18m

$263

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-10:46 am

1 stop10h 41m

Milwaukee-Mitchell

Mon 2/2

11:30 am-9:00 pm

1 stop7h 30m

$269

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Sat 11/1

5:43 pm-12:41 am

1 stop7h 58m

Minneapolis St Paul

Sun 11/16

6:55 am-5:20 pm

1 stop8h 25m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

Showing 1-10 of 60 results
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Best time to book a flight from Puerto Rico to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Puerto Rico 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 Puerto Rico to Wisconsin

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

Currently, February is the cheapest month in which you can book a flight from Puerto Rico to Wisconsin (average of $280). Flying from Puerto Rico to Wisconsin in June is currently the most expensive (average of $376). 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 PR to WI?

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

When flying from Puerto Rico to Wisconsin, 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 Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated October 1, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Puerto Rico to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
8,929 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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
11,030 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

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 Puerto Rico to Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Airlines like American Airlines, United Airlines, and Delta fly from Puerto Rico to Wisconsin in about 7h 51m. The time it takes to get you to your destination can typically vary by up to 3h 04m. Puerto Rico and Wisconsin are separated by a distance of 2120 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airlines for a one-way flight from Puerto Rico to Wisconsin are United Airlines ($118), American Airlines ($118), and Delta ($118).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Puerto Rico to Wisconsin 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 Puerto Rico to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from Puerto Rico to Wisconsin (average of $280). Flying from Puerto Rico to Wisconsin in June is currently the most expensive (average of $376). 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 Puerto Rico to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Puerto Rico to Wisconsin

Discover the top 4 airlines that operate flights from Puerto Rico to Wisconsin. 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 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$215Average$399FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$390FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$422FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$323Average$490FlexibilityNo cancel feeOn-time63%

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