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Wisconsin

$99+ Cheap flights from San Juan 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from San Juan to Wisconsin

Keep the following information in mind while searching for San Juan to Wisconsin flight deals. Data was last updated September 15, 2025.

Round-trip from

$181
(Cheapflightsfares)

One-way from

$99
(Sun Country Air)

Popular in

July

Cheapest in

February

Average price

$328
From San Juan to Wisconsin
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One-way flight from San Juan to Wisconsin
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Highest demand for flights based on searches. 21% potential increase in price ($104 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 September 2025
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Find flight deals from San Juan to Wisconsin

Cheapest flights from San Juan to Wisconsin
Explore the most affordable flight options available from San Juan to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/119:48 amSJU - ORD
Nonstop5h 08mSpirit Airlines
Fri 10/177:51 pmORD - SJU
1 stop17h 21mSpirit Airlines
Deal found 9/13$181
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 10/211:59 amSJU - ORD
1 stop6h 40mSpirit Airlines
Mon 10/69:06 pmORD - SJU
Nonstop4h 45mSpirit Airlines
Deal found 9/14$186
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/247:43 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Fri 10/319:06 pmORD - SJU
Nonstop4h 45mSpirit Airlines
Deal found 9/13$187
This eDestinos deal was found by Cheapflights users on 9/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/263:19 pmSJU - ORD
1 stop7h 39mSpirit Airlines
Tue 9/306:30 amORD - SJU
1 stop6h 41mSpirit Airlines
Deal found 9/12$190
This eDestinos deal was found by Cheapflights users on 9/13. 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.
Sat 9/276:44 amSJU - ORD
1 stop10h 28mSpirit Airlines
Sun 9/2812:55 pmORD - SJU
Nonstop4h 39mSpirit Airlines
Deal found 9/13$195
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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.
Mon 10/277:43 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Sat 11/12:03 pmORD - SJU
Nonstop4h 39mSpirit Airlines
Deal found 9/12$196
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Wed 10/16:44 amSJU - ORD
1 stop10h 28mSpirit Airlines
Wed 10/86:00 amORD - SJU
1 stop7h 12mSpirit Airlines
Deal found 9/13$201
This eDestinos deal was found by Cheapflights users on 9/13. 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.
Thu 9/253:19 pmSJU - ORD
1 stop7h 39mSpirit Airlines
Wed 10/16:30 amORD - SJU
1 stop13h 26mSpirit Airlines
Deal found 9/13$203
This Frontier deal was found by Cheapflights users on 9/13. 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.
Fri 10/315:51 pmSJU - ORD
2 stops18h 39mFrontier
Sun 11/25:40 amORD - SJU
1 stop9h 14mFrontier
Deal found 9/13$207
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 10/247:43 pmSJU - ORD
Nonstop5h 14mSpirit Airlines
Sun 10/266:00 amORD - SJU
1 stop7h 12mSpirit Airlines
Deal found 9/13$208
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/233:50 pmSJU - MKE
1 stop9h 24mAmerican Airlines
Sun 10/262:05 pmMKE - SJU
1 stop8h 49mAmerican Airlines
Deal found 9/14$235
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 10/255:25 amSJU - MKE
1 stop16h 26mAmerican Airlines
Wed 10/296:45 amMKE - SJU
2 stops14h 25mAmerican Airlines
Deal found 9/15$241

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Juan 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 September 15, 2025.
Use the filters below to find and compare flights from San Juan to Wisconsin that are best for you.

Fly from

San Juan

Fly to

Wisconsin

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 11/14

4:52 pm-8:20 pm

Nonstop5h 28m

Chicago O'Hare Intl

Mon 11/17

2:20 pm-9:00 pm

Nonstop4h 40m

$218

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 10/23

3:56 pm-8:03 pm

Nonstop5h 07m

Chicago O'Hare Intl

Mon 10/27

2:20 pm-8:00 pm

Nonstop4h 40m

$218

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 9/26

7:40 pm-11:56 pm

Nonstop5h 16m

Chicago O'Hare Intl

Sun 9/28

12:55 pm-6:34 pm

Nonstop4h 39m

$222

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Tue 11/4

3:46 pm-11:10 pm

1 stop9h 24m

Chicago O'Hare Intl

Sun 11/9

2:20 pm-9:00 pm

Nonstop4h 40m

$223

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 10/30

5:50 am-12:45 pm

1 stop7h 55m

Chicago O'Hare Intl

Mon 11/3

6:05 am-11:20 pm

2 stops15h 15m

$227

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 10/24

5:43 pm-11:58 pm

1 stop7h 15m

Chicago O'Hare Intl

Mon 10/27

7:00 am-4:25 pm

1 stop8h 25m

$227

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Sat 10/25

7:00 am-5:22 pm

1 stop11h 22m

Chicago O'Hare Intl

Fri 10/31

5:20 am-4:33 pm

1 stop10h 13m

$227

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 11/13

7:15 am-5:45 pm

1 stop12h 30m

Chicago O'Hare Intl

Mon 11/17

5:32 am-5:26 pm

1 stop9h 54m

$227

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Thu 10/23

4:55 pm-11:15 pm

1 stop7h 20m

Chicago O'Hare Intl

Wed 10/29

1:00 pm-9:22 pm

1 stop7h 22m

$227

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 10/22

1:06 pm-8:07 pm

1 stop8h 01m

Milwaukee-Mitchell

Tue 10/28

7:00 am-4:25 pm

1 stop8h 25m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 60 results
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Best time to book a flight from San Juan to Wisconsin

Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San Juan 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 San Juan to Wisconsin

What is the cheapest month to book a flight from San Juan to Wisconsin?

Currently, February is the cheapest month in which you can book a flight from San Juan to Wisconsin (average of $280). Flying from San Juan 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 SJU to WI?

Find hourly flight availability from San Juan 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Juan to Wisconsin as you normally would.

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 September 15, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from San Juan to Wisconsin by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

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 San Juan 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 San Juan to Wisconsin?

    Airlines like United Airlines, Spirit Airlines, and Delta fly from San Juan to Wisconsin in about 5h 16m. The time it takes to get you to your destination can typically vary by up to 2h 45m. San Juan and Wisconsin are separated by a distance of 2073 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from San Juan to Wisconsin one-way?

    To fly one-way, consider booking your trip with Sun Country Air, which is currently one of the cheapest options available, starting at $99. Delta flights start at $118 while deals on American Airlines start at $118 one-way.

  • What are the most popular routes from San Juan to Wisconsin?

    Most travelers choose San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl, San Juan Luis Munoz Marin Intl - Milwaukee-Mitchell or San Juan Luis Munoz Marin Intl - Minneapolis St Paul when deciding on the best route from San Juan to Wisconsin.

  • Can I find deals for flights from San Juan to Wisconsin that include hotel bookings?

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

  • How can I find direct flights from San Juan to Wisconsin?

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

  • Can I find deals for business class flights from San Juan to Wisconsin?

    Yes. Cheapflights offers flight deals from San Juan 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 San Juan to Wisconsin?

    Currently, February is the cheapest month in which you can book a flight from San Juan to Wisconsin (average of $280). Flying from San Juan 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 San Juan 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 San Juan to Wisconsin

Discover the top 4 airlines that operate flights from San Juan 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$215Average$404FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$390FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$265Average$452FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$323Average$490FlexibilityNo cancel feeOn-time63%

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