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Puerto Rico

$108+ Cheap flights from Wisconsin 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Wisconsin to Puerto Rico

Keep the following information in mind while searching for Wisconsin to Puerto Rico flight deals. Data was last updated April 17, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$108
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$370
From Wisconsin to Puerto Rico
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One-way flight from Wisconsin to Puerto Rico
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Highest demand for flights based on searches. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Wisconsin to Puerto Rico

Cheapest flights from Wisconsin to Puerto Rico
Explore the most affordable flight options available from Wisconsin to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/186:36 pmGRB - SJU
2 stops18h 44mAmerican Airlines
Sat 11/13:50 pmSJU - GRB
2 stops20h 57mAmerican Airlines
Deal found 4/17$215
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/74:41 pmMKE - SJU
2 stops17h 34mAmerican Airlines
Sat 9/133:55 pmSJU - MKE
1 stop8h 34mAmerican Airlines
Deal found 4/16$215
This eDestinos deal was found by Cheapflights users on 4/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1111:30 amORD - SJU
Nonstop4h 46mSpirit Airlines
Thu 5/156:09 amSJU - ORD
Nonstop5h 16mSpirit Airlines
Deal found 4/17$216
This American Airlines deal was found by Cheapflights users on 4/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/34:14 pmATW - SJU
2 stops18h 01mAmerican Airlines
Tue 10/73:50 pmSJU - ATW
2 stops19h 57mAmerican Airlines
Deal found 4/16$221
This Flightnetwork deal was found by Cheapflights users on 4/16. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/104:35 pmORD - SJU
1 stop17h 10mMultiple Airlines
Sat 5/179:58 pmSJU - ORD
1 stop11h 45mMultiple Airlines
Deal found 4/16$264
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/38:00 amMSP - SJU
Nonstop5h 02mDelta
Sat 5/104:15 pmSJU - MSP
Nonstop5h 45mDelta
Deal found 4/17$272
This Cheapflightsfares deal was found by Cheapflights users on 4/16. 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.
Sat 5/39:00 amMSP - SJU
Nonstop5h 11mSun Country Air
Sat 5/104:15 pmSJU - MSP
Nonstop6h 11mSun Country Air
Deal found 4/16$291
This FlightHub deal was found by Cheapflights users on 4/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/268:54 amMSP - SJU
Nonstop5h 11mMultiple Airlines
Wed 4/305:10 pmSJU - MSP
2 stops21h 30mMultiple Airlines
Deal found 4/16$294
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/2510:00 amMKE - SJU
1 stop8h 48mDelta
Sat 5/316:15 amSJU - MKE
1 stop8h 39mDelta
Deal found 4/16$297
This Frontier deal was found by Cheapflights users on 4/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/44:15 pmORD - SJU
1 stop6h 50mFrontier
Fri 5/92:34 pmSJU - ORD
1 stop9h 58mFrontier
Deal found 4/17$298
This CheapOair deal was found by Cheapflights users on 4/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/199:15 amMKE - SJU
1 stop12h 23mSpirit Airlines
Fri 6/61:59 amSJU - MKE
1 stop10h 28mSpirit Airlines
Deal found 4/16$298
This CheapOair deal was found by Cheapflights users on 4/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/36:00 amMSP - SJU
2 stops16h 39mSpirit Airlines
Sat 5/108:12 pmSJU - MSP
2 stops18h 16mSpirit Airlines
Deal found 4/16$299

Cheapflights Fare Finder

Customize your flight search to find flights from Wisconsin 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 April 17, 2025.
Use the filters below to find and compare flights from Wisconsin to Puerto Rico that are best for you.

Fly from

Wisconsin

Fly to

Puerto Rico

Route

Depart

Return

Price

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Sat 9/13

6:10 pm-2:19 pm

2 stops19h 09m

San Juan Luis Munoz Marin Intl

Sat 9/27

1:55 pm-9:21 am

2 stops20h 26m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 9/7

4:41 pm-11:15 am

2 stops17h 34m

San Juan Luis Munoz Marin Intl

Sat 9/13

3:55 pm-11:29 pm

1 stop8h 34m

$215

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 5/11

11:30 am-5:16 pm

Nonstop4h 46m

San Juan Luis Munoz Marin Intl

Thu 5/15

6:09 am-10:25 am

Nonstop5h 16m

$216

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Fri 10/3

4:14 pm-11:15 am

2 stops18h 01m

San Juan Luis Munoz Marin Intl

Tue 10/7

3:50 pm-10:47 am

2 stops19h 57m

$221

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 5/10

4:35 pm-10:45 am

1 stop17h 10m

San Juan Luis Munoz Marin Intl

Sat 5/17

9:58 pm-8:43 am

1 stop11h 45m

$264

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 5/3

8:00 am-2:02 pm

Nonstop5h 02m

San Juan Luis Munoz Marin Intl

Sat 5/10

4:15 pm-9:00 pm

Nonstop5h 45m

$272

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 5/3

9:00 am-3:11 pm

Nonstop5h 11m

San Juan Luis Munoz Marin Intl

Sat 5/10

4:15 pm-9:26 pm

Nonstop6h 11m

$291

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 4/26

8:54 am-3:05 pm

Nonstop5h 11m

San Juan Luis Munoz Marin Intl

Wed 4/30

5:10 pm-1:40 pm

2 stops21h 30m

$294

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 5/25

10:00 am-7:48 pm

1 stop8h 48m

San Juan Luis Munoz Marin Intl

Sat 5/31

6:15 am-1:54 pm

1 stop8h 39m

$297

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 5/4

4:15 pm-12:05 am

1 stop6h 50m

San Juan Luis Munoz Marin Intl

Fri 5/9

2:34 pm-11:32 pm

1 stop9h 58m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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

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

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Puerto Rico (average of $254). Flying from Wisconsin to Puerto Rico in December is currently the most expensive (average of $336). 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 WI to PR?

Find hourly flight availability from Wisconsin 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 April 17, 2025.

When flying from Wisconsin to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 17, 2025.
Read through reviews of airlines operating flights from Wisconsin to Puerto Rico, such as Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,882 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,280 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,917 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,667 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,926 reviews
Alaska Airlines
8.0
Very good
9,882 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Food

7.1

Boarding

8.2

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Wisconsin 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 are the cheapest airlines to fly from Wisconsin to Puerto Rico one-way?

    The cheapest airlines for a one-way flight from Wisconsin to Puerto Rico are Spirit Airlines ($108), American Airlines ($108), and Frontier ($144).

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Puerto Rico (average of $254). Flying from Wisconsin to Puerto Rico in December is currently the most expensive (average of $336). 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 Wisconsin to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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John F Kennedy Intl to Luis Munoz Marin Intl flights
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John F Kennedy Intl to St. John's flights
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LaGuardia to Oranjestad flights
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Top 7 airlines flying from Wisconsin to Puerto Rico

Discover the top 7 airlines that operate flights from Wisconsin 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$204Average$388FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$248Average$463FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$258Average$624FlexibilityNo cancel feeOn-time69%
DeltaCheapest$264Average$519FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$556FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$375Average$621FlexibilityNo cancel feeOn-time63%

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