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$108+ 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 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
ago. 18 — ago. 251
lun. 8/18
lun. 8/25
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 agosto 13, 2025.

Round-trip from

$215
(Delta)

One-way from

$108
(United Airlines)

Popular in

July

Cheapest in

February

Average price

$485
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. 20% potential increase in price ($101 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 August 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 agosto 13, 2025.

This Delta deal was found by Cheapflights users on 8/12. 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.
mié. 12/33:30 pmSJU - MKE
1 stop9h 55mDelta
mié. 12/107:00 amMKE - SJU
1 stop8h 10mDelta
Deal found 8/12$215
This American Airlines deal was found by Cheapflights users on 8/12. 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.
vie. 9/194:43 pmSJU - MKE
2 stops18h 21mAmerican Airlines
lun. 9/226:23 pmMKE - SJU
2 stops17h 24mAmerican Airlines
Deal found 8/12$220
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
jue. 8/217:40 pmSJU - ORD
Nonstop5h 03mSpirit Airlines
sáb. 8/236:56 amORD - SJU
1 stop16h 01mSpirit Airlines
Deal found 8/12$220
This FlightHub deal was found by Cheapflights users on 8/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/288:00 pmSJU - ORD
1 stop14h 22mSpirit Airlines
dom. 8/315:05 amORD - SJU
1 stop15h 43mSpirit Airlines
Deal found 8/11$225
This Priceline deal was found by Cheapflights users on 8/11. 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. 8/203:59 amSJU - ORD
1 stop15h 42mMultiple Airlines
lun. 8/256:56 amORD - SJU
1 stop7h 14mMultiple Airlines
Deal found 8/11$231
This SmartFares deal was found by Cheapflights users on 8/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/1111:59 amSJU - ORD
1 stop6h 40mSpirit Airlines
mar. 9/166:30 amORD - SJU
1 stop13h 26mSpirit Airlines
Deal found 8/12$235
This SmartFares deal was found by Cheapflights users on 8/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/215:42 pmSJU - ORD
1 stop7h 17mSpirit Airlines
lun. 8/256:56 amORD - SJU
1 stop7h 14mSpirit Airlines
Deal found 8/12$236
This CheapOair deal was found by Cheapflights users on 8/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/2511:59 amSJU - ORD
1 stop6h 40mSpirit Airlines
dom. 9/286:10 amORD - SJU
1 stop17h 33mSpirit Airlines
Deal found 8/11$237
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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.
jue. 8/288:00 pmSJU - ORD
1 stop14h 22mSpirit Airlines
mar. 9/26:10 amORD - SJU
Nonstop4h 41mSpirit Airlines
Deal found 8/11$238
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
mié. 8/271:39 pmSJU - ORD
Nonstop5h 11mSpirit Airlines
dom. 8/315:05 amORD - SJU
1 stop15h 43mSpirit Airlines
Deal found 8/12$239
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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.
vie. 8/2910:16 pmSJU - ORD
1 stop12h 06mSpirit Airlines
lun. 9/812:55 pmORD - SJU
Nonstop4h 39mSpirit Airlines
Deal found 8/11$240
This Cheapflightsfares deal was found by Cheapflights users on 8/11. 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.
jue. 8/215:42 pmSJU - ORD
1 stop7h 17mSpirit Airlines
dom. 8/246:56 amORD - SJU
1 stop17h 00mSpirit Airlines
Deal found 8/11$242

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 agosto 13, 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

mié. 9/10

5:46 pm-11:36 pm

1 stop6h 50m

Milwaukee-Mitchell

dom. 9/14

10:29 am-10:00 pm

1 stop10h 31m

$215

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

vie. 10/24

3:00 pm-9:24 pm

1 stop7h 24m

Milwaukee-Mitchell

vie. 10/31

6:00 am-11:59 pm

1 stop16h 59m

$215

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

jue. 9/25

5:50 am-3:45 pm

1 stop10h 55m

Milwaukee-Mitchell

lun. 9/29

12:20 pm-11:30 pm

1 stop10h 10m

$215

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

mié. 12/3

3:30 pm-11:25 pm

1 stop9h 55m

Milwaukee-Mitchell

mié. 12/10

7:00 am-5:10 pm

1 stop8h 10m

$215

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

sáb. 12/6

7:30 am-1:44 pm

1 stop8h 14m

Milwaukee-Mitchell

mié. 12/10

7:00 am-5:10 pm

1 stop8h 10m

$215

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

jue. 12/25

1:05 pm-6:02 pm

1 stop6h 57m

Milwaukee-Mitchell

mié. 12/31

7:10 am-7:50 pm

1 stop10h 40m

$215

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

vie. 12/5

6:20 pm-11:25 pm

1 stop7h 05m

Milwaukee-Mitchell

mié. 12/10

7:00 am-5:10 pm

1 stop8h 10m

$215

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 8/28

8:00 pm-9:22 am

1 stop14h 22m

Chicago O'Hare Intl

dom. 8/31

6:20 am-6:51 pm

1 stop11h 31m

$229

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

jue. 9/25

11:59 am-5:39 pm

1 stop6h 40m

Chicago O'Hare Intl

dom. 9/28

6:10 am-12:43 am

1 stop17h 33m

$237

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

mié. 8/27

1:39 pm-5:50 pm

Nonstop5h 11m

Chicago O'Hare Intl

dom. 8/31

5:05 am-9:48 pm

1 stop15h 43m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

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 agosto 13, 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 agosto 13, 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
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,979 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,920 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Entertainment

7.5

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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 ($108), Delta ($108), and Spirit Airlines ($112).

  • 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 agosto 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$215Average$404FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$387FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$458FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$323Average$485FlexibilityNo cancel feeOn-time63%

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