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Wisconsin

$113+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$191
(Priceline)

One-way from

$113
(Delta)

Popular in

June

Cheapest in

February

Average price

$510
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. 18% potential increase in price ($88 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 June 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 June 12, 2025.

This Priceline deal was found by Cheapflights users on 6/10. 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 9/263:20 amBQN - ORD
1 stop12h 33mFrontier
Sun 10/56:10 amORD - BQN
1 stop19h 15mFrontier
Deal found 6/10$191
This Booking.com deal was found by Cheapflights users on 6/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/153:50 pmSJU - ORD
1 stop8h 23mSpirit Airlines
Tue 7/225:05 amORD - SJU
1 stop9h 25mSpirit Airlines
Deal found 6/11$191
This Priceline deal was found by Cheapflights users on 6/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/53:40 amSJU - ORD
1 stop12h 13mFrontier
Thu 9/116:20 amORD - SJU
1 stop16h 38mFrontier
Deal found 6/12$194
This Priceline deal was found by Cheapflights users on 6/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/268:24 pmSJU - ORD
1 stop13h 26mMultiple Airlines
Thu 8/286:35 amORD - SJU
1 stop16h 19mMultiple Airlines
Deal found 6/12$214
This Delta deal was found by Cheapflights users on 6/10. 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 9/412:50 pmSJU - MKE
1 stop11h 46mDelta
Sun 9/75:25 amMKE - SJU
1 stop10h 11mDelta
Deal found 6/10$225
This American Airlines deal was found by Cheapflights users on 6/10. 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 9/104:42 pmSJU - MKE
2 stops18h 22mAmerican Airlines
Wed 9/242:45 pmMKE - SJU
2 stops21h 01mAmerican Airlines
Deal found 6/10$230
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/53:56 pmSJU - MKE
1 stop7h 00mUnited Airlines
Mon 9/86:00 amMKE - SJU
1 stop7h 44mUnited Airlines
Deal found 6/11$244
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
Thu 9/251:10 amSJU - MSP
1 stop13h 07mSpirit Airlines
Mon 9/295:30 amMSP - SJU
1 stop10h 16mSpirit Airlines
Deal found 6/11$255
This JetBlue deal was found by Cheapflights users on 6/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:01 amSJU - ORD
1 stop11h 07mJetBlue
Wed 11/194:05 pmORD - SJU
1 stop8h 40mJetBlue
Deal found 6/10$307
This SmartFares deal was found by Cheapflights users on 6/10. 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.
Fri 6/278:24 pmSJU - MKE
2 stops22h 45mSpirit Airlines
Mon 6/309:01 amMKE - SJU
1 stop12h 26mSpirit Airlines
Deal found 6/10$310
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/244:42 pmSJU - MSN
2 stops18h 17mAmerican Airlines
Sun 9/287:10 amMSN - SJU
2 stops15h 27mAmerican Airlines
Deal found 6/11$310
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:30 amSJU - MKE
1 stop11h 50mSouthwest
Tue 7/2210:35 amMKE - SJU
1 stop10h 35mSouthwest
Deal found 6/11$315

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 June 12, 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

AguadillaChicago

BQN - ORD

BQNORD

Aguadilla Borinquen

Fri 9/26

3:20 am-2:53 pm

1 stop12h 33m

Chicago O'Hare Intl

Sun 10/5

6:10 am-2:25 am

1 stop19h 15m

$191

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 7/15

3:50 pm-11:13 pm

1 stop8h 23m

Chicago O'Hare Intl

Tue 7/22

5:05 am-3:30 pm

1 stop9h 25m

$191

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 9/5

3:40 am-2:53 pm

1 stop12h 13m

Chicago O'Hare Intl

Thu 9/11

6:20 am-11:58 pm

1 stop16h 38m

$194

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 6/26

8:24 pm-8:50 am

1 stop13h 26m

Chicago O'Hare Intl

Thu 8/28

6:35 am-11:54 pm

1 stop16h 19m

$214

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 9/4

12:50 pm-11:36 pm

1 stop11h 46m

Milwaukee-Mitchell

Sun 9/7

5:25 am-4:36 pm

1 stop10h 11m

$225

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 9/10

4:42 pm-10:04 am

2 stops18h 22m

Milwaukee-Mitchell

Wed 9/24

2:45 pm-12:46 pm

2 stops21h 01m

$230

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 9/5

3:56 pm-9:56 pm

1 stop7h 00m

Milwaukee-Mitchell

Mon 9/8

6:00 am-2:44 pm

1 stop7h 44m

$244

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 8/20

3:19 pm-11:12 pm

1 stop8h 53m

Milwaukee-Mitchell

Wed 8/27

6:00 am-12:44 am

1 stop17h 44m

$295

San JuanMinneapolis

SJU - MSP

SJUMSP

San Juan Luis Munoz Marin Intl

Thu 8/14

5:41 pm-12:31 am

1 stop7h 50m

Minneapolis St Paul

Mon 8/18

2:22 pm-1:11 am

2 stops9h 49m

$296

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 11/12

6:01 am-3:08 pm

1 stop11h 07m

Chicago O'Hare Intl

Wed 11/19

4:05 pm-2:45 am

1 stop8h 40m

$307

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 55 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 June 12, 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.

Rainfall in Wisconsin by month

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

In terms of precipitation, rainfall in Wisconsin ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Wisconsin when rainfall is around 1.4 in.

Temperature in Wisconsin by month

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

If weather is an important factor for your trip to Wisconsin, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 June 12, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Puerto Rico to Wisconsin have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Overall

8.0

Boarding

8.1

Comfort

7.8

Food

7.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 Delta ($113), Frontier ($115), and Spirit Airlines ($117).

  • 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

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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 5 airlines flying from Puerto Rico to Wisconsin

Discover the top 5 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$182Average$324FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$419FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$472FlexibilityNo cancel feeOn-time71%
DeltaCheapest$275Average$390FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$378Average$485FlexibilityNo cancel feeOn-time63%

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