San Juan

$113+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jul 8 — Jul 151
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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 July 3, 2025.

Round-trip from

$216
(Priceline)

One-way from

$113
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$479
From Wisconsin to San Juan
One-way flight from Wisconsin to San Juan
Highest demand for flights based on searches. 8% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/1. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:10 amORD - SJU
1 stop9h 41mMultiple Airlines
Tue 9/163:19 pmSJU - ORD
1 stop7h 39mMultiple Airlines
Deal found 7/1$216
This Priceline deal was found by Cheapflights users on 6/30. 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 8/295:10 amORD - SJU
1 stop8h 16mFrontier
Sat 8/303:21 pmSJU - ORD
1 stop9h 12mFrontier
Deal found 6/30$217
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/215:05 amORD - SJU
1 stop15h 04mSpirit Airlines
Sat 8/24:30 pmSJU - ORD
1 stop15h 34mSpirit Airlines
Deal found 7/1$220
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Thu 9/256:30 amMSN - SJU
1 stop7h 14mUnited Airlines
Wed 10/11:30 pmSJU - MSN
1 stop9h 33mUnited Airlines
Deal found 7/3$225
This American Airlines deal was found by Cheapflights users on 7/3. 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.
Sun 9/216:16 pmCWA - SJU
2 stops22h 59mAmerican Airlines
Tue 9/303:55 pmSJU - CWA
2 stops18h 26mAmerican Airlines
Deal found 7/3$225
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/167:05 amMKE - SJU
1 stop8h 26mDelta
Tue 9/235:41 pmSJU - MKE
1 stop7h 07mDelta
Deal found 7/2$225
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 9/205:00 amMSN - SJU
2 stops17h 37mAmerican Airlines
Wed 9/244:43 pmSJU - MSN
2 stops18h 16mAmerican Airlines
Deal found 7/2$265
This Southwest deal was found by Cheapflights users on 7/3. 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.
Mon 9/226:00 amMKE - SJU
2 stops13h 45mSouthwest
Mon 9/294:05 pmSJU - MKE
1 stop7h 55mSouthwest
Deal found 7/3$270
This Cheapflightsfares deal was found by Cheapflights users on 7/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/46:00 amMSP - SJU
1 stop6h 58mSpirit Airlines
Sun 9/72:53 pmSJU - MSP
1 stop7h 42mSpirit Airlines
Deal found 7/1$276
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Mon 9/298:00 amMKE - SJU
1 stop6h 52mAmerican Airlines
Thu 10/21:36 pmSJU - MKE
2 stops11h 33mAmerican Airlines
Deal found 7/2$276
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/216:00 amMSP - SJU
1 stop6h 58mMultiple Airlines
Sat 9/274:15 pmSJU - MSP
Nonstop5h 38mMultiple Airlines
Deal found 7/2$280
This Delta deal was found by Cheapflights users on 7/3. 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.
Wed 10/225:45 amMSN - SJU
1 stop6h 38mDelta
Mon 10/272:15 pmSJU - MSN
1 stop7h 29mDelta
Deal found 7/3$302

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 July 3, 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

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 9/12

5:10 am-3:51 pm

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Tue 9/16

3:19 pm-9:58 pm

1 stop7h 39m

$216

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 8/29

5:10 am-2:26 pm

1 stop8h 16m

San Juan Luis Munoz Marin Intl

Sat 8/30

3:21 pm-11:33 pm

1 stop9h 12m

$217

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Mon 7/21

5:05 am-9:09 pm

1 stop15h 04m

San Juan Luis Munoz Marin Intl

Sat 8/2

4:30 pm-7:04 am

1 stop15h 34m

$220

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Thu 9/25

6:30 am-2:44 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Wed 10/1

1:30 pm-10:03 pm

1 stop9h 33m

$225

WausauSan Juan

CWA - SJU

CWASJU

Wausau Central Wisconsin

Sun 9/21

6:16 pm-6:15 pm

2 stops22h 59m

San Juan Luis Munoz Marin Intl

Tue 9/30

3:55 pm-9:21 am

2 stops18h 26m

$225

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 9/16

7:05 am-4:31 pm

1 stop8h 26m

San Juan Luis Munoz Marin Intl

Tue 9/23

5:41 pm-11:48 pm

1 stop7h 07m

$225

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/20

5:00 am-11:37 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Wed 9/24

4:43 pm-9:59 am

2 stops18h 16m

$265

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 9/22

6:00 am-8:45 pm

2 stops13h 45m

San Juan Luis Munoz Marin Intl

Mon 9/29

4:05 pm-11:00 pm

1 stop7h 55m

$270

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Thu 9/4

6:00 am-1:58 pm

1 stop6h 58m

San Juan Luis Munoz Marin Intl

Sun 9/7

2:53 pm-9:35 pm

1 stop7h 42m

$276

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 9/29

8:00 am-3:52 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Thu 10/2

1:36 pm-12:09 am

2 stops11h 33m

$276

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 50 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 July 3, 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?

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 July 3, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Wisconsin to San Juan have to say. 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.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Comfort

8.0

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 United Airlines, with whom users have recently found tickets for as low as $113. However, be on the lookout for offers from Spirit 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?

  • 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.

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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$239FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$208Average$388FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$225Average$655FlexibilityNo cancel feeOn-time69%
DeltaCheapest$255Average$512FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$273Average$567FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$325Average$596FlexibilityNo cancel feeOn-time63%

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