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$80+ Cheap flights from Wisconsin to San Juan

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Wisconsin to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$160
(Booking.com)

One-way from

$80
(Cheapflightsfares)
From Wisconsin to San Juan
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One-way flight from Wisconsin to San Juan
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Find flight deals from Wisconsin to San Juan

Cheapest flights from Wisconsin to San Juan
Explore the most affordable flight options available from Wisconsin to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Tue 2/2512:21 pmORD - SJU
Nonstop4h 31mSpirit Airlines
Thu 3/67:00 amSJU - ORD
Nonstop5h 36mSpirit Airlines
Deal found 1/21$160
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Tue 3/43:14 pmORD - SJU
1 stop16h 35mMultiple Airlines
Wed 3/125:45 pmSJU - ORD
1 stop7h 22mMultiple Airlines
Deal found 1/20$161
This Frontier deal was found by Cheapflights users on 1/21. 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 2/217:18 pmORD - SJU
1 stop12h 31mFrontier
Tue 2/259:30 pmSJU - ORD
1 stop13h 57mFrontier
Deal found 1/21$170
This Frontier deal was found by Cheapflights users on 1/21. 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.
Tue 2/1810:39 amMSP - SJU
1 stop9h 57mFrontier
Thu 2/2710:31 pmSJU - MSP
1 stop12h 53mFrontier
Deal found 1/21$205
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Wed 3/264:10 pmMSP - SJU
1 stop16h 22mMultiple Airlines
Thu 4/105:45 amSJU - MSP
1 stop8h 57mMultiple Airlines
Deal found 1/21$209
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Tue 3/46:00 amMSP - SJU
2 stops16h 27mSpirit Airlines
Tue 3/1112:49 pmSJU - MSP
1 stop25h 50mSpirit Airlines
Deal found 1/21$217
This CheapOair deal was found by Cheapflights users on 1/21. 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 3/36:47 pmMKE - SJU
2 stops38h 15mMultiple Airlines
Mon 3/105:35 amSJU - MKE
1 stop12h 55mMultiple Airlines
Deal found 1/21$222
This Frontier deal was found by Cheapflights users on 1/20. 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.
Mon 3/32:14 pmMKE - SJU
1 stop10h 40mFrontier
Fri 3/76:35 amSJU - MKE
1 stop13h 10mFrontier
Deal found 1/20$229
This CheapOair deal was found by Cheapflights users on 1/21. 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.
Thu 5/810:30 amMKE - SJU
2 stops15h 20mSpirit Airlines
Thu 5/155:05 pmSJU - MKE
1 stop17h 25mSpirit Airlines
Deal found 1/21$237
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Sun 2/210:35 amORD - SJU
1 stop8h 53mUnited Airlines
Wed 2/52:05 amSJU - ORD
1 stop9h 35mUnited Airlines
Deal found 1/21$245
This Frontier deal was found by Cheapflights users on 1/21. 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.
Mon 3/103:59 pmMSN - SJU
1 stop8h 50mFrontier
Sun 3/162:44 amSJU - MSN
1 stop13h 15mFrontier
Deal found 1/21$260
This American Airlines deal was found by Cheapflights users on 1/21. 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 2/1111:43 amMSN - SJU
2 stops10h 21mAmerican Airlines
Wed 2/128:05 amSJU - MSN
1 stop17h 45mAmerican Airlines
Deal found 1/21$270

Find flights from Wisconsin to San Juan within your budget

Customize your flight search to find flights from Wisconsin to San Juan 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 2/25

12:21 pm-6:52 pm

Nonstop4h 31m

San Juan Luis Munoz Marin Intl

Thu 3/6

7:00 am-10:36 am

Nonstop5h 36m

$160

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 3/4

3:14 pm-9:49 am

1 stop16h 35m

San Juan Luis Munoz Marin Intl

Wed 3/12

5:45 pm-12:07 am

1 stop7h 22m

$161

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 2/21

7:18 pm-9:49 am

1 stop12h 31m

San Juan Luis Munoz Marin Intl

Tue 2/25

9:30 pm-9:27 am

1 stop13h 57m

$170

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Tue 2/18

10:39 am-10:36 pm

1 stop9h 57m

San Juan Luis Munoz Marin Intl

Thu 2/27

10:31 pm-9:24 am

1 stop12h 53m

$205

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Wed 3/26

4:10 pm-9:32 am

1 stop16h 22m

San Juan Luis Munoz Marin Intl

Thu 4/10

5:45 am-1:42 pm

1 stop8h 57m

$209

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Tue 3/4

6:00 am-12:27 am

2 stops16h 27m

San Juan Luis Munoz Marin Intl

Tue 3/11

12:49 pm-1:39 pm

1 stop25h 50m

$217

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 3/3

6:47 pm-11:02 am

2 stops38h 15m

San Juan Luis Munoz Marin Intl

Mon 3/10

5:35 am-5:30 pm

1 stop12h 55m

$222

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 3/3

2:14 pm-2:54 am

1 stop10h 40m

San Juan Luis Munoz Marin Intl

Fri 3/7

6:35 am-5:45 pm

1 stop13h 10m

$229

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Thu 5/8

10:30 am-2:50 am

2 stops15h 20m

San Juan Luis Munoz Marin Intl

Thu 5/15

5:05 pm-9:30 am

1 stop17h 25m

$237

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sun 2/2

10:35 am-9:28 pm

1 stop8h 53m

San Juan Luis Munoz Marin Intl

Mon 12/8

2:05 am-9:37 am

1 stop9h 32m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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

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

Travel insights for flights from Wisconsin to San Juan

Get recent, data-driven insights about flights from Wisconsin to San Juan including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to San Juan (average of $254). Flying from Wisconsin to San Juan in March is currently the most expensive (average of $378). 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 SJU?

Find hourly flight availability from Wisconsin to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

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

Rainfall in San Juan by month

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

In terms of precipitation, rainfall in San Juan 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 San Juan when rainfall is around 2.2 in.

Temperature in San Juan by month

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

If weather is an important factor for your trip to San Juan, 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 San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated January 21, 2025.
To help decide which airline to fly from Wisconsin to San Juan, see what other customers have to say about Southwest, Frontier and Spirit Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to San Juan. 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 San Juan one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $80. However, be on the lookout for offers from Frontier and American Airlines, as they are both options that can get you from Wisconsin to San Juan for a low price.

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

    The most popular flight routes from Wisconsin to San Juan are Chicago O'Hare Intl - San Juan Luis Munoz Marin Intl, Minneapolis St Paul - San Juan Luis Munoz Marin Intl and Milwaukee-Mitchell - San Juan Luis Munoz Marin Intl.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to San Juan (average of $254). Flying from Wisconsin to San Juan in March is currently the most expensive (average of $378). 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 Wisconsin to San Juan

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Wisconsin to San Juan

Discover the top 7 airlines that operate flights from Wisconsin to San Juan. 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$138Average$320FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$167Average$310FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$261Average$554FlexibilityNo cancel feeOn-time71%
DeltaCheapest$266Average$474FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$274Average$687FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$360Average$462FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$379Average$608FlexibilityNo cancel feeOn-time63%
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