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Cheap flights from Wisconsin to San José from $137

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to San José departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Wisconsin to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:13 pm - 8:20 am
ORD
-
SJO
16h 07m
1 stop
Frontier Logo
9:35 am - 11:10 pm
SJO
-
ORD
12h 35m
1 stop
$488Frontier
Sat, Aug 8 - Thu, Aug 13
Copa Airlines Logo
3:21 pm - 8:19 am
ORD
-
SJO
17h 58m
1 stop
Copa Airlines Logo
6:17 pm - 1:59 pm
SJO
-
ORD
18h 42m
1 stop
$490Copa Airlines
Wed, Aug 19 - Sun, Aug 23
Multiple Airlines Logo
2:53 am - 11:59 pm
ORD
-
SJO
22h 06m
1 stop
Multiple Airlines Logo
4:15 pm - 12:09 pm
SJO
-
ORD
18h 54m
1 stop
$492Multiple Airlines
Mon, Jul 6 - Tue, Jul 21
Multiple Airlines Logo
7:44 pm - 3:11 pm
ORD
-
SJO
20h 27m
1 stop
Multiple Airlines Logo
7:07 am - 9:34 pm
SJO
-
ORD
13h 27m
2 stops
$496Multiple Airlines
Tue, Sep 1 - Wed, Sep 30
American Airlines Logo
6:00 am - 12:59 pm
ORD
-
SJO
7h 59m
1 stop
American Airlines Logo
2:57 pm - 7:29 am
SJO
-
ORD
15h 32m
1 stop
$502American Airlines
Tue, Sep 15 - Tue, Sep 22
American Airlines Logo
8:19 am - 7:53 pm
ORD
-
SJO
12h 34m
2 stops
American Airlines Logo
1:03 pm - 12:18 am
SJO
-
ORD
10h 15m
1 stop
$507American Airlines
Thu, Aug 27 - Tue, Sep 1
Southwest Logo
6:25 pm - 12:00 pm
MSP
-
SJO
18h 35m
2 stops
Southwest Logo
9:00 am - 9:50 pm
SJO
-
MSP
12h 50m
2 stops
$516Southwest
Wed, Oct 28 - Tue, Nov 10
United Airlines Logo
7:35 am - 7:39 pm
DLH
-
SJO
13h 04m
2 stops
United Airlines Logo
7:45 am - 11:04 pm
SJO
-
DLH
14h 19m
2 stops
$579United Airlines
Tue, Oct 27 - Fri, Oct 30
Southwest Logo
7:00 am - 6:40 pm
MSP
-
SJO
12h 40m
2 stops
Southwest Logo
9:00 am - 11:20 pm
SJO
-
MSP
13h 20m
2 stops
$586Southwest
Sun, Aug 23 - Sun, Sep 6
United Airlines Logo
10:46 am - 7:37 pm
MKE
-
SJO
9h 51m
1 stop
United Airlines Logo
1:25 pm - 10:45 pm
SJO
-
MKE
8h 20m
1 stop
$590United Airlines
Fri, Sep 25 - Sat, Oct 3

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Avianca flights from Wisconsin to San José

Our best Avianca deals on Wisconsin to San José flight tickets
Avianca
Jul 23
ORD8:45 amChicago O'Hare Intl
11h 05m
2 stops
SJO6:50 pmSan José Juan Santamaria Intl
Jul 25
SJO1:40 amSan José Juan Santamaria Intl
18h 40m
1 stop
ORD9:20 pmChicago O'Hare Intl
$529
Avianca
Jul 24
ORD11:20 pmChicago O'Hare Intl
25h 35m
1 stop
SJO11:55 pmSan José Juan Santamaria Intl
Jul 28
SJO5:05 amSan José Juan Santamaria Intl
10h 52m
2 stops
ORD4:57 pmChicago O'Hare Intl
$535
Avianca
Jul 14
ORD11:20 pmChicago O'Hare Intl
10h 30m
1 stop
SJO8:50 amSan José Juan Santamaria Intl
Jul 18
SJO4:35 pmSan José Juan Santamaria Intl
13h 52m
2 stops
ORD7:27 amChicago O'Hare Intl
$536

Copa Airlines flights from Wisconsin to San José

Our best Copa Airlines deals on Wisconsin to San José flight tickets
Copa Airlines
Aug 19
ORD3:21 pmChicago O'Hare Intl
17h 58m
1 stop
SJO8:19 amSan José Juan Santamaria Intl
Aug 23
SJO6:17 pmSan José Juan Santamaria Intl
18h 42m
1 stop
ORD1:59 pmChicago O'Hare Intl
$490
Copa Airlines
Aug 1
ORD3:21 pmChicago O'Hare Intl
17h 58m
1 stop
SJO8:19 amSan José Juan Santamaria Intl
Aug 7
SJO5:45 amSan José Juan Santamaria Intl
18h 17m
1 stop
ORD1:02 amChicago O'Hare Intl
$505
Copa Airlines
Aug 2
ORD8:02 amChicago O'Hare Intl
24h 08m
1 stop
SJO7:10 amSan José Juan Santamaria Intl
Aug 8
SJO5:55 pmSan José Juan Santamaria Intl
19h 04m
1 stop
ORD1:59 pmChicago O'Hare Intl
$525

momondo Fare Finder

 
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, momondo users made 832,500 searches. Data last updated July 1, 2026.
Use the filters below to find and compare flights from Wisconsin to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 8/8

5:13 pm-8:20 am

1 stop16h 07m

San José Juan Santamaria Intl

Thu 8/13

9:35 am-11:10 pm

1 stop12h 35m

$488

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 8/19

3:21 pm-8:19 am

1 stop17h 58m

San José Juan Santamaria Intl

Sun 8/23

6:17 pm-1:59 pm

1 stop18h 42m

$490

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 7/6

2:53 am-11:59 pm

1 stop22h 06m

San José Juan Santamaria Intl

Tue 7/21

4:15 pm-12:09 pm

1 stop18h 54m

$492

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/1

7:44 pm-3:11 pm

1 stop20h 27m

San José Juan Santamaria Intl

Wed 9/30

7:07 am-9:34 pm

2 stops13h 27m

$496

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/15

6:00 am-12:59 pm

1 stop7h 59m

San José Juan Santamaria Intl

Tue 9/22

2:57 pm-7:29 am

1 stop15h 32m

$502

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 8/27

8:19 am-7:53 pm

2 stops12h 34m

San José Juan Santamaria Intl

Tue 9/1

1:03 pm-12:18 am

1 stop10h 15m

$507

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Wed 10/28

6:25 pm-12:00 pm

2 stops18h 35m

San José Juan Santamaria Intl

Tue 11/10

9:00 am-9:50 pm

2 stops12h 50m

$516

DuluthSan José

DLH - SJO

DLHSJO

Duluth Intl

Tue 10/27

7:35 am-7:39 pm

2 stops13h 04m

San José Juan Santamaria Intl

Fri 10/30

7:45 am-11:04 pm

2 stops14h 19m

$579

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Sun 8/23

7:00 am-6:40 pm

2 stops12h 40m

San José Juan Santamaria Intl

Sun 9/6

9:00 am-11:20 pm

2 stops13h 20m

$586
Quickest round-trip

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 9/25

10:46 am-7:37 pm

1 stop9h 51m

San José Juan Santamaria Intl

Sat 10/3

1:25 pm-10:45 pm

1 stop8h 20m

$590

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to San José from

How to get the cheapest flight ticket from Wisconsin to San José

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to San José?

In general, August is the cheapest month to fly from Wisconsin to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $179. If you don’t want to visit San José in August, then you should wait until February to fly from Wisconsin, when ticket prices are also cheap, with an average price of $193.

How far in advance should I book a flight from Wisconsin to San José?

You are more likely to see cheaper flights to San José from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to San José for around $680 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José from Wisconsin for as low as $517 on momondo.

Can stopping save me money on Wisconsin to San José flights?

You could potentially save up to 2% on your flight if you consider stops on a Wisconsin to San José flight.

Cheap Wisconsin to San José flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to San José

Fastest flight time

5h 17m

Direct flights

Wed, Fri, Sat and Sun

Airports in San José

1 airport
The fastest flight from Wisconsin to San José takes 5h 17m
Direct flights go from Wisconsin to San José on Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport in San José. From Wisconsin there are direct flights to San José Juan Santamaria Intl (SJO).
Search flight deals

Frequently asked questions about flying from Wisconsin to San José

  • When did momondo last update prices for flights from Wisconsin to San José Juan Santamaria Intl Airport?

    Prices for flights from Wisconsin to San José Juan Santamaria Intl Airport are updated daily.

  • How many operators does momondo search for flights from Wisconsin to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Wisconsin to San José Juan Santamaria Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Wisconsin to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The travel and health documents you'll need for your trip to San José Juan Santamaria Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at San José Juan Santamaria Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Wisconsin to San José

Compare and see reviews for airlines that fly from Wisconsin to San José with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $179Free CancellationRating
7.8
8,452 reviews
Search Delta flights
American AirlinesPriceFrom $378Free CancellationRating
7.1
11,766 reviews
Search American Airlines flights
SouthwestPriceFrom $426Free CancellationRating
7.9
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $505Free CancellationRating
7.4
9,909 reviews
Search United Airlines flights

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Monteverde
Alajuela
Heredia
Santa Elena
Dominical
San Gerardo de Dota
Esterillos Este

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to San José?

It is quick and easy to find Wisconsin to San José flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to San José that suits you.

Can I find flights from Wisconsin to San José with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to San José from Wisconsin with this policy.

How can momondo help me find flights from Wisconsin to San José?

Once you have performed a search for Wisconsin to San José flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Wisconsin to San José right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Wisconsin to San José flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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