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$76+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Round-trip from

$167
(Cheapflightsfares)

One-way from

$76
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$396
From Wisconsin to San Juan
Search Deals
One-way flight from Wisconsin to San Juan
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($46 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 23, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/22. 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 4/18:42 pmORD - SJU
Nonstop4h 41mSpirit Airlines
Mon 4/76:25 pmSJU - ORD
1 stop15h 04mSpirit Airlines
Deal found 2/22$167
This Kiwi.com deal was found by Cheapflights users on 2/22. 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 4/19:22 amORD - SJU
1 stop6h 59mMultiple Airlines
Thu 4/34:30 amSJU - ORD
Nonstop5h 36mMultiple Airlines
Deal found 2/22$168
This Frontier deal was found by Cheapflights users on 2/22. 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.
Sat 3/81:30 pmORD - SJU
1 stop10h 10mFrontier
Sat 3/155:25 amSJU - ORD
1 stop7h 45mFrontier
Deal found 2/22$171
This CheapOair deal was found by Cheapflights users on 2/21. 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.
Sat 4/122:42 pmMSP - SJU
1 stop10h 08mMultiple Airlines
Tue 4/157:49 pmSJU - MSP
2 stops20h 46mMultiple Airlines
Deal found 2/21$190
This Frontier deal was found by Cheapflights users on 2/21. 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.
Sun 4/132:42 pmMSP - SJU
1 stop10h 27mFrontier
Sat 4/192:45 amSJU - MSP
1 stop11h 57mFrontier
Deal found 2/21$191
This Booking.com deal was found by Cheapflights users on 2/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/16:37 pmMKE - SJU
1 stop26h 01mMultiple Airlines
Sun 4/63:05 amSJU - MKE
1 stop7h 04mMultiple Airlines
Deal found 2/22$196
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/142:22 pmMSP - SJU
1 stop8h 50mSpirit Airlines
Tue 5/204:46 pmSJU - MSP
2 stops21h 31mSpirit Airlines
Deal found 2/20$198
This FlightHub deal was found by Cheapflights users on 2/22. 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 3/314:05 pmMKE - SJU
1 stop23h 29mSpirit Airlines
Thu 4/35:39 pmSJU - MKE
1 stop22h 21mSpirit Airlines
Deal found 2/22$198
This Priceline deal was found by Cheapflights users on 2/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:45 pmMKE - SJU
1 stop28h 55mFrontier
Mon 3/109:37 pmSJU - MKE
1 stop15h 42mFrontier
Deal found 2/21$209
This Frontier deal was found by Cheapflights users on 2/22. 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 2/22$261
This United Airlines deal was found by Cheapflights users on 2/22. 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 3/29:20 amORD - SJU
1 stop10h 26mUnited Airlines
Sun 3/22:05 amSJU - ORD
1 stop9h 00mUnited Airlines
Deal found 2/22$266
This American Airlines deal was found by Cheapflights users on 2/22. 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 3/27:00 amORD - SJU
1 stop6h 45mAmerican Airlines
Thu 3/63:29 pmSJU - ORD
Nonstop5h 25mAmerican Airlines
Deal found 2/22$267

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 February 23, 2025.

Fly from

Wisconsin

Fly to

San Juan

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 4/1

8:42 pm-2:23 am

Nonstop4h 41m

San Juan Luis Munoz Marin Intl

Tue 4/8

9:51 pm-8:04 am

1 stop11h 13m

$167

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 4/1

9:22 am-5:21 pm

1 stop6h 59m

San Juan Luis Munoz Marin Intl

Thu 4/3

4:30 am-9:06 am

Nonstop5h 36m

$168

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 3/8

1:30 pm-1:40 am

1 stop10h 10m

San Juan Luis Munoz Marin Intl

Sat 3/15

5:25 am-12:10 pm

1 stop7h 45m

$171

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 4/12

2:42 pm-1:50 am

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Tue 4/15

7:49 pm-3:35 pm

2 stops20h 46m

$190

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sun 4/13

2:42 pm-2:09 am

1 stop10h 27m

San Juan Luis Munoz Marin Intl

Sat 4/19

2:45 am-1:42 pm

1 stop11h 57m

$191

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 4/1

6:37 pm-9:38 pm

1 stop26h 01m

San Juan Luis Munoz Marin Intl

Sun 4/6

3:05 am-9:09 am

1 stop7h 04m

$196

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Wed 5/14

2:22 pm-12:12 am

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Tue 5/20

4:46 pm-1:17 pm

2 stops21h 31m

$198

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 3/31

4:05 pm-4:34 pm

1 stop23h 29m

San Juan Luis Munoz Marin Intl

Thu 4/3

5:39 pm-3:00 pm

1 stop22h 21m

$198

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Fri 3/7

6:45 pm-1:40 am

1 stop28h 55m

San Juan Luis Munoz Marin Intl

Mon 3/10

9:37 pm-12:19 pm

1 stop15h 42m

$209

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Mon 3/10

3:59 pm-1:49 am

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Sun 3/16

2:44 am-2:59 pm

1 stop13h 15m

$261

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/22

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 $363). 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 February 23, 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 February 23, 2025.
To help decide which airline to fly from Wisconsin to San Juan, see what other customers have to say about Southwest, Alaska Airlines and Delta. 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
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,396 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,702 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,203 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,068 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,754 reviews
Southwest
8.1
Very good
4,396 reviews

Comfort

8.1

Entertainment

7.6

Food

7.1

Crew

8.7

Overall

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 Frontier, with whom users have recently found tickets for as low as $76. However, be on the lookout for offers from Spirit Airlines and United 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 $363). 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$258FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$168Average$339FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$515FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$264Average$578FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$704FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$379Average$624FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$397Average$463FlexibilityNo cancel feeOn-time62%
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