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San Juan

$108+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Wisconsin to San Juan

Keep the following information in mind while searching for Wisconsin to San Juan flight deals. Data was last updated August 18, 2025.

Round-trip from

$215
(American Airlines)

One-way from

$108
(Delta)

Popular in

June

Cheapest in

September

Average price

$399
From Wisconsin to San Juan
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One-way flight from Wisconsin to San Juan
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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. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 August 18, 2025.

This Delta deal was found by Cheapflights users on 8/16. 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.
Tue 9/301:23 pmMSN - SJU
2 stops9h 24mDelta
Tue 10/77:00 amSJU - MSN
2 stops14h 21mDelta
Deal found 8/16$215
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/266:16 pmCWA - SJU
2 stops19h 37mAmerican Airlines
Tue 9/301:37 pmSJU - CWA
2 stops20h 44mAmerican Airlines
Deal found 8/18$215
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 10/218:08 pmGRB - SJU
2 stops18h 47mAmerican Airlines
Tue 10/284:45 pmSJU - GRB
2 stops17h 29mAmerican Airlines
Deal found 8/17$215
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Sat 10/256:13 pmATW - SJU
2 stops17h 26mAmerican Airlines
Tue 10/285:00 pmSJU - ATW
2 stops17h 23mAmerican Airlines
Deal found 8/16$215
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Tue 9/162:45 pmMKE - SJU
2 stops19h 26mAmerican Airlines
Tue 9/236:10 amSJU - MKE
2 stops18h 33mAmerican Airlines
Deal found 8/17$215
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/176:30 amORD - SJU
1 stop13h 26mSpirit Airlines
Sat 9/206:44 amSJU - ORD
1 stop10h 28mSpirit Airlines
Deal found 8/17$217
This Cheapflightsfares deal was found by Cheapflights users on 8/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/256:56 amORD - SJU
1 stop7h 14mSpirit Airlines
Thu 9/257:40 pmSJU - ORD
Nonstop5h 16mSpirit Airlines
Deal found 8/15$220
This American Airlines deal was found by Cheapflights users on 8/16. 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 10/33:45 pmATW - SJU
2 stops18h 26mAmerican Airlines
Tue 10/74:45 pmSJU - ATW
2 stops17h 38mAmerican Airlines
Deal found 8/16$220
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Wed 9/243:47 pmMKE - SJU
2 stops18h 24mAmerican Airlines
Mon 9/294:43 pmSJU - MKE
2 stops18h 21mAmerican Airlines
Deal found 8/17$221
This Spirit deal was found by Cheapflights users on 8/17. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/166:30 amORD - SJU
1 stop6h 41mSpirit Airlines
Wed 9/173:19 pmSJU - ORD
1 stop7h 39mSpirit Airlines
Deal found 8/17$225
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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 9/138:56 pmORD - SJU
1 stop16h 21mSpirit Airlines
Sat 9/203:19 pmSJU - ORD
1 stop7h 39mSpirit Airlines
Deal found 8/16$227
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2510:26 amORD - SJU
1 stop10h 22mSpirit Airlines
Thu 8/287:40 pmSJU - ORD
Nonstop5h 03mSpirit Airlines
Deal found 8/17$230

Cheapflights Fare Finder

 
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 August 18, 2025.
Use the filters below to find and compare flights from Wisconsin to San Juan that are best for you.

Fly from

Wisconsin

Fly to

San Juan

Route

Depart

Return

Price

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Fri 10/24

6:30 am-11:59 pm

1 stop16h 29m

San Juan Luis Munoz Marin Intl

Wed 10/29

5:30 am-4:39 pm

1 stop12h 09m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sun 9/28

5:40 am-1:16 pm

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Sat 10/11

3:30 pm-10:29 pm

1 stop7h 59m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 10/25

1:00 pm-11:54 pm

2 stops9h 54m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:45 am-8:29 pm

2 stops13h 44m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 11/11

7:00 am-11:17 pm

2 stops14h 17m

San Juan Luis Munoz Marin Intl

Fri 11/14

7:30 am-4:35 pm

1 stop11h 05m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Wed 9/17

2:48 pm-11:11 am

2 stops19h 23m

San Juan Luis Munoz Marin Intl

Wed 9/24

4:43 pm-9:59 am

2 stops18h 16m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 9/30

5:40 am-1:16 pm

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Sat 10/11

3:30 pm-10:29 pm

1 stop7h 59m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Wed 9/17

3:51 pm-11:11 am

2 stops18h 20m

San Juan Luis Munoz Marin Intl

Sat 9/20

4:45 pm-9:59 am

2 stops18h 14m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 10/25

6:00 am-2:11 pm

1 stop7h 11m

San Juan Luis Munoz Marin Intl

Wed 10/29

7:00 am-8:21 pm

2 stops14h 21m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sun 9/28

5:40 am-1:16 pm

1 stop6h 36m

San Juan Luis Munoz Marin Intl

Tue 10/7

7:00 am-8:21 pm

2 stops14h 21m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Wed 10/1

2:48 pm-11:11 am

2 stops19h 23m

San Juan Luis Munoz Marin Intl

Wed 10/8

5:30 am-4:39 pm

1 stop12h 09m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

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.

Cheapflights Insights

Everything you need to know about your flight from Wisconsin to San Juan

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 June is currently the most expensive (average of $339). 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 August 18, 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.

How much does it cost to fly round-trip from Wisconsin to San Juan?

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.

  • How long is the flight from Wisconsin to San Juan?

    A quick flight from Wisconsin to San Juan can take about 6h 36m. American Airlines provides one of the quickest options available for as low as $215. The distance between Wisconsin and San Juan is about 2180 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $108. However, be on the lookout for offers from American Airlines and Delta, 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 June is currently the most expensive (average of $339). 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 6 airlines flying from Wisconsin to San Juan

Discover the top 6 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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$233FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$208Average$402FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$652FlexibilityNo cancel feeOn-time69%
DeltaCheapest$225Average$509FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$271Average$564FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$323Average$603FlexibilityNo cancel feeOn-time63%

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