San José

$104+ Cheap flights from Wisconsin to San José (SJO)

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jan 26 — Feb 21
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Cheap flight deals from Wisconsin to San José

Discover tips and strategies to find the most affordable flight options for your journey from Wisconsin (USWI) to San José (SJO). 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

$288
(CheapOair)

One-way from

$104
(Cheapflightsfares)
From Wisconsin to San José Juan Santamaria Intl
One-way flight from Wisconsin to San José Juan Santamaria Intl

Find flight deals from Wisconsin to San José

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

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 3/55:40 pmMKE - SJO
1 stop7h 10mSpirit Airlines
Tue 3/1112:26 pmSJO - MKE
1 stop27h 19mSpirit Airlines
Deal found 1/21$288
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 2/252:14 pmMKE - SJO
1 stop21h 10mMultiple Airlines
Tue 3/41:25 pmSJO - MKE
1 stop27h 20mMultiple Airlines
Deal found 1/21$302
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/87:42 pmORD - SJO
1 stop15h 39mSpirit Airlines
Wed 3/1212:26 pmSJO - ORD
2 stops20h 18mSpirit Airlines
Deal found 1/20$340
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/15:45 pmORD - SJO
1 stop17h 39mMultiple Airlines
Wed 3/192:47 pmSJO - ORD
1 stop13h 50mMultiple Airlines
Deal found 1/20$341
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.
Fri 2/216:00 amMSP - SJO
1 stop29h 31mMultiple Airlines
Sat 3/112:55 pmSJO - MSP
1 stop11h 14mMultiple Airlines
Deal found 1/21$374
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/71:35 pmORD - SJO
1 stop10h 40mAvianca
Thu 2/132:15 amSJO - ORD
1 stop10h 00mAvianca
Deal found 1/20$384
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 2/256:00 amMSP - SJO
2 stops30h 20mSpirit Airlines
Wed 3/51:50 amSJO - MSP
2 stops21h 16mSpirit Airlines
Deal found 1/21$390
This Air Canada 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/18:45 amMSP - SJO
1 stop13h 40mAir Canada
Sat 2/86:15 amSJO - MSP
1 stop14h 03mAir Canada
Deal found 1/21$405
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.
Thu 3/66:30 amATW - SJO
1 stop18h 20mMultiple Airlines
Wed 3/1212:50 amSJO - ATW
1 stop12h 30mMultiple Airlines
Deal found 1/20$478
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.
Wed 3/511:11 amMKE - SJO
1 stop8h 42mUnited Airlines
Wed 3/125:30 amSJO - MKE
2 stops10h 29mUnited Airlines
Deal found 1/21$479
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/316:15 amMKE - SJO
1 stop7h 40mSouthwest
Sat 4/52:00 pmSJO - MKE
2 stops17h 45mSouthwest
Deal found 1/21$489
This American Airlines deal was found by Cheapflights users on 1/19. 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 2/246:20 amMSN - SJO
1 stop14h 45mAmerican Airlines
Wed 3/53:10 pmSJO - MSN
1 stop8h 04mAmerican Airlines
Deal found 1/19$520

Find flights from Wisconsin to San José within your budget

Customize your flight search to find flights from Wisconsin to San José 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

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 3/5

5:40 pm-12:50 am

1 stop7h 10m

San José Juan Santamaria Intl

Tue 3/11

12:26 pm-4:45 pm

1 stop27h 19m

$288

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 2/25

2:14 pm-11:24 am

1 stop21h 10m

San José Juan Santamaria Intl

Tue 3/4

1:25 pm-4:45 pm

1 stop27h 20m

$302

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 3/8

7:42 pm-11:21 am

1 stop15h 39m

San José Juan Santamaria Intl

Wed 3/12

12:26 pm-9:44 am

2 stops20h 18m

$340

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 3/1

8:44 pm-11:24 am

1 stop14h 40m

San José Juan Santamaria Intl

Mon 3/10

12:50 am-4:27 pm

1 stop14h 37m

$341

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/7

1:35 pm-12:15 am

1 stop10h 40m

San José Juan Santamaria Intl

Thu 2/13

2:15 am-12:15 pm

1 stop10h 00m

$384

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Tue 2/25

3:00 pm-11:24 am

1 stop20h 24m

San José Juan Santamaria Intl

Tue 3/4

1:25 pm-4:26 pm

1 stop27h 01m

$385

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Wed 3/12

6:00 am-11:50 pm

2 stops18h 50m

San José Juan Santamaria Intl

Mon 3/17

12:26 pm-3:39 pm

2 stops26h 13m

$389

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Tue 2/4

8:45 am-10:25 pm

1 stop13h 40m

San José Juan Santamaria Intl

Tue 2/11

6:15 am-8:18 pm

1 stop14h 03m

$393

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 3/5

11:11 am-7:53 pm

1 stop8h 42m

San José Juan Santamaria Intl

Wed 3/12

5:30 am-4:59 pm

2 stops10h 29m

$479

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 3/31

6:15 am-12:55 pm

1 stop7h 40m

San José Juan Santamaria Intl

Sat 4/5

2:00 pm-8:45 am

2 stops17h 45m

$489

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 53 results
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Best time to book a flight from Wisconsin to San José

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

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

What is the cheapest month to book a flight from Wisconsin to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Wisconsin to San José, San José Province (average of $398). Flying from Wisconsin to San José, San José Province in March is currently the most expensive (average of $555). 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 SJO?

Find hourly flight availability from Wisconsin to San José. 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 José, San José Province as you normally would.

Rainfall in San José by month

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

In terms of precipitation, rainfall in San José, San José Province ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit San José, San José Province when rainfall is around 0.0 in.

Temperature in San José by month

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

If weather is an important factor for your trip to San José, San José Province, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 José. Reviews last updated January 21, 2025.
To help decide which airline to fly from Wisconsin to San José, see what other customers have to say about Spirit Airlines, United 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.
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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.

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

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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.

8.0
Very good
9,706 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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.

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

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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.

7.5
Good
1,849 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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.

7.4
Good
8,985 reviews
8.1
Very good
4,662 reviews

Crew

8.7

Overall

8.1

Food

7.2

Boarding

8.2

Comfort

8.1

Entertainment

7.7

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 José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to San José from Wisconsin?

    Most people fly into San José Juan Santamaria Intl (SJO) if they book a flight to San José from Wisconsin. Juan Santamaria Intl is conveniently located just 8.8 mi from San José’s city center.

  • What are the cheapest airlines to fly from Wisconsin to San José, San José Province one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $104. However, be on the lookout for offers from Avianca and Air Canada, as they are both options that can get you from Wisconsin to San José, San José Province for a low price.

  • What are the most popular routes from Wisconsin to San José, San José Province?

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Wisconsin to San José 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 José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to San José, San José Province (average of $398). Flying from Wisconsin to San José, San José Province in March is currently the most expensive (average of $555). 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

Traveling to a place near Wisconsin?

Book flights to Wisconsin if you plan to visit one of these locations
Manuel Antonio
Heredia
Jacó
Monteverde
Alajuela

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Alternative routes for Wisconsin to San José

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Wisconsin to San José

Discover the top 5 airlines that operate flights from Wisconsin to San José. 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
Spirit AirlinesCheapest$272Average$417FlexibilityNo cancel feeOn-time65%
DeltaCheapest$366Average$812FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$388Average$713FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$433Average$614FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$463Average$682FlexibilityNo cancel feeOn-time63%
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