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 7/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jun 17 — Jun 241
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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 June 12, 2025.

Round-trip from

$210
(FlightHub)

One-way from

$113
(SmartFares)

Popular in

June

Cheapest in

September

Average price

$571
From Wisconsin to San Juan
One-way flight from Wisconsin to San Juan
Highest demand for flights based on searches. 9% potential increase in price ($45 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 June 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 June 12, 2025.

This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/187:45 amORD - SJU
1 stop7h 58mFrontier
Thu 8/213:21 pmSJU - ORD
1 stop9h 33mFrontier
Deal found 6/10$210
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.
Tue 7/810:43 amORD - SJU
1 stop12h 22mSpirit Airlines
Tue 7/154:43 pmSJU - ORD
1 stop15h 21mSpirit Airlines
Deal found 6/11$214
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1212:20 pmORD - SJU
1 stop11h 07mMultiple Airlines
Tue 7/224:43 pmSJU - ORD
1 stop15h 21mMultiple Airlines
Deal found 6/11$220
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/302:20 pmMSN - SJU
1 stop7h 29mAmerican Airlines
Fri 9/54:42 pmSJU - MSN
2 stops17h 23mAmerican Airlines
Deal found 6/12$225
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.
Tue 9/166:00 amMKE - SJU
1 stop9h 08mDelta
Tue 9/235:19 pmSJU - MKE
1 stop7h 06mDelta
Deal found 6/10$225
This American Airlines 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 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 stops20h 01mAmerican Airlines
Tue 10/73:37 pmSJU - ATW
2 stops18h 38mAmerican Airlines
Deal found 6/12$230
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:30 amATW - SJU
2 stops13h 52mUnited Airlines
Sat 11/158:10 amSJU - ATW
1 stop7h 58mUnited Airlines
Deal found 6/12$250
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/810:53 amMKE - SJU
2 stops9h 29mUnited Airlines
Fri 11/142:05 amSJU - MKE
1 stop10h 14mUnited Airlines
Deal found 6/12$250
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 9/252:22 pmMSP - SJU
1 stop8h 50mSpirit Airlines
Sun 9/281:10 amSJU - MSP
1 stop13h 07mSpirit Airlines
Deal found 6/11$256
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/96:30 amMSN - SJU
1 stop7h 14mUnited Airlines
Sat 9/131:25 pmSJU - MSN
2 stops9h 58mUnited Airlines
Deal found 6/12$260
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.
Sun 9/77:04 amMKE - SJU
1 stop6h 55mAmerican Airlines
Sat 9/134:45 pmSJU - MKE
2 stops18h 47mAmerican Airlines
Deal found 6/11$275
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/77:48 amMSP - SJU
2 stops27h 09mMultiple Airlines
Wed 7/94:43 pmSJU - MSP
2 stops20h 33mMultiple Airlines
Deal found 6/10$276

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 June 12, 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

Mon 8/18

7:45 am-4:43 pm

1 stop7h 58m

San Juan Luis Munoz Marin Intl

Thu 8/21

3:21 pm-11:54 pm

1 stop9h 33m

$210

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 7/8

10:43 am-12:05 am

1 stop12h 22m

San Juan Luis Munoz Marin Intl

Tue 7/15

4:43 pm-7:04 am

1 stop15h 21m

$214

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 7/12

12:20 pm-12:27 am

1 stop11h 07m

San Juan Luis Munoz Marin Intl

Tue 7/22

4:43 pm-7:04 am

1 stop15h 21m

$220

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/27

6:30 am-2:44 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Tue 9/30

1:05 am-11:45 am

2 stops11h 40m

$225

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 8/30

6:00 am-4:36 pm

1 stop9h 36m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:30 am-1:51 pm

1 stop7h 21m

$225

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Fri 10/3

3:45 pm-12:46 pm

2 stops20h 01m

San Juan Luis Munoz Marin Intl

Tue 10/7

3:37 pm-9:15 am

2 stops18h 38m

$230

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sat 11/8

6:30 am-10:22 pm

2 stops13h 52m

San Juan Luis Munoz Marin Intl

Sat 11/15

8:10 am-2:08 pm

1 stop7h 58m

$250

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sun 9/7

7:04 am-2:59 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Sat 9/13

4:45 pm-10:32 am

2 stops18h 47m

$275

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Mon 7/7

7:48 am-11:57 am

2 stops27h 09m

San Juan Luis Munoz Marin Intl

Wed 7/9

4:43 pm-12:16 pm

2 stops20h 33m

$276

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Mon 8/18

2:22 pm-1:11 am

2 stops9h 49m

San Juan Luis Munoz Marin Intl

Mon 8/25

5:41 pm-12:31 am

1 stop7h 50m

$286

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

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 June 12, 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 June 12, 2025.
To help decide which airline to fly from Wisconsin to San Juan, see what other customers have to say about Southwest, Delta and United 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.

Food

7.1

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Crew

8.6

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.

Food

7.1

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Crew

8.6

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

Food

7.1

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Crew

8.6

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.

Food

7.1

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Crew

8.6

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.

Food

7.1

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Crew

8.6

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.

Food

7.1

Entertainment

7.6

Overall

8.0

Boarding

8.2

Comfort

8.0

Crew

8.6

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

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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 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$239FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$195Average$399FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$225Average$662FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$248Average$445FlexibilityNo cancel feeOn-time62%
DeltaCheapest$264Average$513FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$269Average$565FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$332Average$608FlexibilityNo cancel feeOn-time63%

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