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Wisconsin

$144+ Cheap flights from San José (SJO) to Wisconsin

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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Aug 24 — Aug 311
Mon 8/24
Mon 8/31
1 adult, Economy
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Cheap flight deals from San José to Wisconsin

Cheapest flights from San José to Wisconsin
Explore the most affordable flight options available from San José to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.

This Viva deal was found by Cheapflights users on 7/20. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/271:20 pm
SJO
-
ORD
1 stop24h 30m
Viva
Sun 8/304:20 pm
ORD
-
SJO
1 stop21h 00m
Viva
Deal found 7/20$402
This Copa Airlines deal was found by Cheapflights users on 7/24. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/145:45 am
SJO
-
ORD
1 stop18h 12m
Copa Airlines
Sun 10/183:20 pm
ORD
-
SJO
1 stop18h 44m
Copa Airlines
Deal found 7/24$410
This Copa Airlines deal was found by Cheapflights users on 7/25. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:45 am
SJO
-
ORD
1 stop15h 12m
Copa Airlines
Thu 10/88:01 am
ORD
-
SJO
1 stop26h 03m
Copa Airlines
Deal found 7/25$423
This Mytrip deal was found by Cheapflights users on 7/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:07 am
SJO
-
MSP
1 stop8h 31m
Multiple Airlines
Tue 10/207:00 am
MSP
-
SJO
1 stop9h 11m
Multiple Airlines
Deal found 7/21$439
This Volaris deal was found by Cheapflights users on 7/22. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:15 pm
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Sun 9/61:49 pm
ORD
-
SJO
1 stop11h 10m
Multiple Airlines
Deal found 7/22$443
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Thu 10/151:15 pm
SJO
-
ORD
1 stop22h 55m
Multiple Airlines
Mon 10/197:45 am
ORD
-
SJO
2 stops49h 10m
Multiple Airlines
Deal found 7/22$445
This Volaris deal was found by Cheapflights users on 7/22. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/154:15 pm
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Tue 10/201:49 pm
ORD
-
SJO
1 stop11h 10m
Multiple Airlines
Deal found 7/22$463
This Copa Airlines deal was found by Cheapflights users on 7/24. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:55 pm
SJO
-
ORD
1 stop18h 51m
Copa Airlines
Mon 1/47:35 am
ORD
-
SJO
1 stop25h 29m
Copa Airlines
Deal found 7/24$464
This Volaris deal was found by Cheapflights users on 7/23. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/34:15 pm
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Sat 9/192:53 am
ORD
-
SJO
1 stop22h 06m
Multiple Airlines
Deal found 7/23$466
This Viva deal was found by Cheapflights users on 7/24. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:20 pm
SJO
-
ORD
1 stop24h 30m
Viva
Sun 8/234:20 pm
ORD
-
SJO
1 stop21h 00m
Viva
Deal found 7/24$474
This Volaris deal was found by Cheapflights users on 7/21. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:15 pm
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Sun 8/306:21 am
ORD
-
SJO
1 stop18h 38m
Multiple Airlines
Deal found 7/21$479
This Volaris deal was found by Cheapflights users on 7/22. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:15 pm
SJO
-
ORD
1 stop18h 54m
Multiple Airlines
Sat 9/262:53 am
ORD
-
SJO
1 stop22h 06m
Multiple Airlines
Deal found 7/22$480

Find flight deals from San José to Wisconsin

Keep the following information in mind while searching for San José to Wisconsin flight deals. Data was last updated July 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$402
(Viva)

One-way from

$144
(Viva)

Popular in

June

Cheapest in

February

Average price

$655
Provider with most accurate pricing for San José Juan Santamaria Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Milwaukee-Mitchell flights.
Search Deals
From San José Juan Santamaria Intl to Wisconsin
Search Deals
One-way flight from San José Juan Santamaria Intl to Wisconsin
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($106 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José to Wisconsin 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 25, 2026.
Use the filters below to find and compare flights from San José to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 11/19

5:55 pm-12:46 pm

1 stop18h 51m

Chicago O'Hare Intl

Wed 11/25

2:13 pm-9:07 am

1 stop18h 54m

$423

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 10/15

4:15 pm-12:09 pm

1 stop18h 54m

Chicago O'Hare Intl

Sat 10/17

2:53 am-11:59 pm

1 stop22h 06m

$486

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 9/13

8:45 am-1:02 am

1 stop15h 17m

Chicago O'Hare Intl

Thu 9/17

8:01 am-7:10 am

1 stop24h 09m

$489

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

7:55 am-7:07 am

2 stops22h 12m

Milwaukee-Mitchell

Sun 11/1

8:30 am-11:25 am

2 stops26h 55m

$491

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 12/24

5:53 pm-12:46 pm

1 stop18h 53m

Chicago O'Hare Intl

Thu 12/31

2:13 pm-11:00 am

1 stop20h 47m

$494

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 11/1

3:59 am-12:46 pm

1 stop8h 47m

Chicago O'Hare Intl

Fri 11/6

2:13 pm-10:59 am

1 stop20h 46m

$494

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 9/9

3:45 am-1:02 am

1 stop20h 17m

Chicago O'Hare Intl

Sat 9/19

8:01 am-8:19 am

1 stop25h 18m

$494

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 11/14

2:45 pm-12:11 am

1 stop9h 26m

Chicago O'Hare Intl

Sat 11/28

2:13 pm-10:59 am

1 stop20h 46m

$494

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 9/23

1:25 pm-10:39 pm

1 stop8h 14m

Milwaukee-Mitchell

Tue 9/29

10:42 am-12:21 pm

2 stops26h 39m

$506

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 9/24

1:25 pm-7:10 pm

2 stops28h 45m

Milwaukee-Mitchell

Tue 9/29

10:42 am-7:37 pm

2 stops9h 55m

$506

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from San José to Wisconsin

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

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

Currently, February is the cheapest month in which you can book a flight from San José to Wisconsin (average of $501). Flying from San José to Wisconsin in June is currently the most expensive (average of $732). 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.

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

Airfare is below average for this route at the moment.
San José to Wisconsin flights typically cost between $548 and $660 in October.
The cheapest round-trip price found within the last 5 days was $491 on United Airlines (Oct 22-Nov 1).

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated July 25, 2026.
Read through reviews of airlines operating flights from San José to Wisconsin, such as American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,847 reviews

Food

6.4

Crew

7.9

Boarding

7.5

Entertainment

6.8

Overall

7.1

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go
American Airlines
7.1
Good
11,847 reviews
American Airlines
7.1
Good
11,847 reviews

Food

6.4

Crew

7.9

Boarding

7.5

Entertainment

6.8

Overall

7.1

Comfort

7.2

Reviews

1 / 20
10.0
Excellent

Linda,Jul 2026

ROA - CLT

Very helpful and friendly people who pushed me where I needed to go

Related info for your journey

Find useful and relevant information for your journey from San José to Wisconsin. 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 from for flights from San José to Wisconsin?

    Located just 8.8 mi from the city center, San José Juan Santamaria Intl (SJO) is the airport most travelers will use when flying to Wisconsin from San José.

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

    A quick flight from San José to Wisconsin can take about 12h 20m. Copa Airlines provides one of the quickest options available for as low as $519. Airlines will cover a distance of 2468 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    The most popular route from San José to Wisconsin is San José Juan Santamaria Intl - Chicago O'Hare Intl. You may also consider San José Juan Santamaria Intl - Minneapolis St Paul or San José Juan Santamaria Intl - Milwaukee-Mitchell.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from San José to Wisconsin (average of $501). Flying from San José to Wisconsin in June is currently the most expensive (average of $732). 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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Top airline flying from San José to Wisconsin

Discover the top airline that operate flights from San José to Wisconsin. 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 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$488Average$646FlexibilityNo cancel feeOn-time71%

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