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Puerto Rico

$81+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
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 2, 2025.

Round-trip from

$188
(Cheapflightsfares)

One-way from

$81
(Cheapflightsfares)

Popular in

December

Cheapest in

September

Average price

$380
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. 3% potential price decrease ($16 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 2, 2025.

This eDestinos deal was found by Cheapflights users on 4/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/84:32 pmORD - SJU
1 stop14h 54mSpirit Airlines
Wed 4/235:59 pmSJU - ORD
1 stop7h 21mSpirit Airlines
Deal found 4/1$177
This American Airlines deal was found by Cheapflights users on 4/1. 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 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 11/111:50 amSJU - GRB
2 stops24h 57mAmerican Airlines
Deal found 4/1$215
This Southwest deal was found by Cheapflights users on 4/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/33:45 pmMKE - SJU
1 stop6h 50mSouthwest
Sat 5/103:20 pmSJU - MKE
1 stop8h 10mSouthwest
Deal found 4/1$215
This Delta deal was found by Cheapflights users on 4/1. 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.
Sat 5/37:00 amMKE - SJU
1 stop8h 27mDelta
Sat 5/107:30 amSJU - MKE
1 stop7h 24mDelta
Deal found 4/1$225
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/310:15 amMKE - SJU
2 stops12h 42mUnited Airlines
Sat 5/103:56 pmSJU - MKE
1 stop7h 19mUnited Airlines
Deal found 4/1$227
This Trip.com deal was found by Cheapflights users on 3/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/297:00 pmORD - SJU
1 stop12h 26mMultiple Airlines
Tue 5/66:20 amSJU - ORD
1 stop12h 57mMultiple Airlines
Deal found 3/31$232
This American Airlines deal was found by Cheapflights users on 3/31. 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.
Tue 9/25:07 pmCWA - SJU
2 stops18h 38mAmerican Airlines
Wed 9/105:25 pmSJU - CWA
2 stops16h 45mAmerican Airlines
Deal found 3/31$255
This American Airlines deal was found by Cheapflights users on 4/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/49:49 amATW - SJU
2 stops27h 56mAmerican Airlines
Tue 10/144:05 pmSJU - ATW
2 stops19h 42mAmerican Airlines
Deal found 4/1$255
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/52:45 pmMSP - SJU
1 stop18h 47mMultiple Airlines
Thu 5/81:39 pmSJU - MSP
2 stops24h 07mMultiple Airlines
Deal found 4/1$256
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Tue 9/165:43 pmMKE - SJU
2 stops18h 02mAmerican Airlines
Tue 9/231:55 pmSJU - MKE
2 stops10h 34mAmerican Airlines
Deal found 4/2$258
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/311:20 amMSP - SJU
2 stops11h 37mUnited Airlines
Fri 5/91:05 amSJU - MSP
1 stop11h 17mUnited Airlines
Deal found 4/1$261
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/266:00 amMSP - SJU
2 stops16h 39mSpirit Airlines
Wed 4/305:10 pmSJU - MSP
2 stops31h 15mSpirit Airlines
Deal found 4/1$272

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 2, 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

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 4/12

11:45 am-11:46 pm

1 stop11h 01m

San Juan Luis Munoz Marin Intl

Sat 4/26

6:38 pm-12:58 am

1 stop7h 20m

$200

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 5/3

11:25 am-11:57 pm

2 stops11h 32m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-11:57 am

2 stops11h 52m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 5/3

7:00 am-4:27 pm

1 stop8h 27m

San Juan Luis Munoz Marin Intl

Sat 5/10

7:30 am-1:54 pm

1 stop7h 24m

$225

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 4/29

7:00 pm-8:26 am

1 stop12h 26m

San Juan Luis Munoz Marin Intl

Tue 5/6

6:20 am-6:17 pm

1 stop12h 57m

$232

WausauSan Juan

CWA - SJU

CWASJU

Wausau Central Wisconsin

Tue 9/2

5:07 pm-12:45 pm

2 stops18h 38m

San Juan Luis Munoz Marin Intl

Wed 9/10

5:25 pm-9:10 am

2 stops16h 45m

$255

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 9/2

6:10 pm-12:45 pm

2 stops17h 35m

San Juan Luis Munoz Marin Intl

Tue 9/9

3:55 pm-9:21 am

2 stops18h 26m

$255

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Mon 5/5

2:45 pm-10:32 am

1 stop18h 47m

San Juan Luis Munoz Marin Intl

Thu 5/8

1:39 pm-12:46 pm

2 stops24h 07m

$256

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 9/16

5:43 pm-12:45 pm

2 stops18h 02m

San Juan Luis Munoz Marin Intl

Tue 9/23

1:55 pm-11:29 pm

2 stops10h 34m

$258

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 5/3

3:22 pm-11:54 pm

1 stop7h 32m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-3:54 pm

2 stops15h 49m

$261

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 4/26

6:00 am-11:39 pm

2 stops16h 39m

San Juan Luis Munoz Marin Intl

Wed 4/30

5:10 pm-11:25 pm

2 stops31h 15m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 2, 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 2, 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
9,820 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,820 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,272 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,898 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,616 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
JetBlue
7.3
Good
2,922 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 ($81), American Airlines ($108), and Delta ($113).

  • 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.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
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John F Kennedy Intl to Nassau flights
LaGuardia to Punta Cana flights
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Dulles Intl to Punta Cana flights
John F Kennedy Intl to Bridgetown flights
Atlanta to Montego Bay flights
Newark to Simpson Bay flights
LaGuardia to Montego Bay flights
John F Kennedy Intl to Saint Thomas Island flights
O'Hare Intl to Punta Cana flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Dulles Intl to Montego Bay flights
John F Kennedy Intl to Kingston flights
John F Kennedy Intl to Simpson Bay flights
John F Kennedy Intl to St. John's flights
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Atlanta to Punta Cana flights
Newark to Providenciales flights
LaGuardia to Oranjestad flights
Philadelphia to Punta Cana flights
John F Kennedy Intl to Providenciales flights
Newark to Saint Thomas Island flights
Boston to Punta Cana flights
Hobby to Luis Munoz Marin Intl flights

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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$203Average$386FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$519FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$264Average$643FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$565FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$375Average$623FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$384Average$445FlexibilityNo cancel feeOn-time62%

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