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Wisconsin

$69+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
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 November 17, 2025.

Round-trip from

$183
(Orbitz)

One-way from

$69
(Frontier)

Popular in

July

Cheapest in

September

Average price

$399
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 ($107 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Fri 12/124:31 pmSJU - ORD
1 stop7h 53mMultiple Airlines
Mon 12/153:26 pmORD - SJU
1 stop7h 19mMultiple Airlines
Deal found 11/16$185
This Cheapflightsfares deal was found by Cheapflights users on 11/16. 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 12/118:45 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Mon 12/155:40 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 11/16$187
This Cheapflightsfares deal was found by Cheapflights users on 11/16. 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 12/126:14 pmSJU - ORD
1 stop7h 55mSpirit Airlines
Mon 12/155:40 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 11/16$188
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Wed 12/243:54 amSJU - ORD
1 stop15h 06mMultiple Airlines
Wed 12/316:05 pmORD - SJU
1 stop12h 34mMultiple Airlines
Deal found 11/17$190
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Fri 12/54:31 pmSJU - ORD
1 stop7h 53mMultiple Airlines
Thu 12/111:52 pmORD - SJU
1 stop7h 33mMultiple Airlines
Deal found 11/17$191
This Cheapflightsfares deal was found by Cheapflights users on 11/17. 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 12/44:10 amSJU - ORD
1 stop8h 58mSpirit Airlines
Mon 12/87:10 amORD - SJU
1 stop15h 35mSpirit Airlines
Deal found 11/17$192
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
Tue 12/236:00 amSJU - ORD
1 stop31h 14mMultiple Airlines
Wed 12/316:05 pmORD - SJU
1 stop12h 34mMultiple Airlines
Deal found 11/17$195
This Cheapflightsfares deal was found by Cheapflights users on 11/17. 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 12/58:45 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Tue 12/95:40 amORD - SJU
Nonstop4h 42mSpirit Airlines
Deal found 11/17$196
This Cheapflightsfares deal was found by Cheapflights users on 11/17. 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 12/48:45 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Mon 12/87:10 amORD - SJU
1 stop15h 35mSpirit Airlines
Deal found 11/17$197
This Travelocity deal was found by Cheapflights users on 11/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:14 pmSJU - MSP
Nonstop6h 04mMultiple Airlines
Thu 1/85:54 pmMSP - SJU
1 stop10h 40mMultiple Airlines
Deal found 11/16$227
This Priceline deal was found by Cheapflights users on 11/16. 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 12/209:58 pmSJU - MKE
1 stop23h 23mFrontier
Sat 1/107:59 pmMKE - SJU
1 stop28h 51mFrontier
Deal found 11/16$231
This American Airlines deal was found by Cheapflights users on 11/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/248:25 amSJU - MKE
1 stop11h 21mAmerican Airlines
Wed 12/317:10 amMKE - SJU
1 stop12h 41mAmerican Airlines
Deal found 11/15$241

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 November 17, 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 1/29

8:35 am-1:53 pm

1 stop7h 18m

Milwaukee-Mitchell

Mon 2/2

6:00 am-3:40 pm

1 stop7h 40m

$235

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 1/15

5:55 pm-11:41 pm

1 stop7h 46m

Madison Truax Field

Wed 1/21

7:25 am-8:50 pm

2 stops11h 25m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 12/24

8:25 am-8:02 pm

2 stops13h 37m

Milwaukee-Mitchell

Wed 12/31

7:10 am-9:51 pm

1 stop12h 41m

$241

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 1/22

2:05 am-10:53 am

1 stop10h 48m

Chicago O'Hare Intl

Sun 1/25

2:20 pm-9:00 pm

Nonstop4h 40m

$250

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Wed 2/25

3:55 am-10:05 am

1 stop8h 10m

Minneapolis St Paul

Mon 3/2

11:00 am-2:50 am

1 stop13h 50m

$251

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 2/19

11:05 am-6:45 pm

1 stop9h 40m

Milwaukee-Mitchell

Mon 2/23

7:40 pm-9:55 am

1 stop12h 15m

$286

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Wed 12/24

5:14 pm-9:18 pm

Nonstop6h 04m

Minneapolis St Paul

Thu 1/8

8:54 am-4:08 pm

Nonstop5h 14m

$290

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Thu 12/18

5:14 pm-9:18 pm

Nonstop6h 04m

Minneapolis St Paul

Mon 1/5

10:09 pm-12:26 pm

1 stop12h 17m

$311

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 1/14

2:05 am-9:40 am

1 stop9h 35m

Chicago O'Hare Intl

Mon 1/19

2:20 pm-9:00 pm

Nonstop4h 40m

$313

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 12/4

1:55 pm-12:01 am

1 stop12h 06m

Chicago O'Hare Intl

Tue 12/9

1:20 pm-11:20 pm

1 stop8h 00m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/15

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, September is the cheapest month in which you can book a flight from Puerto Rico to Wisconsin (average of $113). Flying from Puerto Rico to Wisconsin in July is currently the most expensive (average of $290). 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 November 17, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 10% on flights from Puerto Rico to Wisconsin by exploring options for tickets in the morning.

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

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

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

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 November 17, 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
4,245 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

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
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

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
7.9
Good
8,008 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

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
9,014 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

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
11,048 reviews
Southwest
8.0
Very good
4,245 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

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 United Airlines, American Airlines, and Frontier fly from Puerto Rico to Wisconsin in about 7h 18m. The time it takes to get you to your destination can typically vary by up to 52m. 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 Frontier ($90), United Airlines ($109), and Delta ($113).

  • 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, September is the cheapest month in which you can book a flight from Puerto Rico to Wisconsin (average of $113). Flying from Puerto Rico to Wisconsin in July is currently the most expensive (average of $290). 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 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 November 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$215Average$399FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$398FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$235Average$424FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$305Average$485FlexibilityNo cancel feeOn-time63%

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