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Cheap flights from Wisconsin to San José from $125

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 11/8. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Wisconsin to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:49 pm - 11:59 pm
ORD
-
SJO
11h 10m
1 stop
Multiple Airlines Logo
4:15 pm - 12:09 pm
SJO
-
ORD
18h 54m
1 stop
$428Multiple Airlines
Tue, Oct 20 - Sun, Oct 25
Air Canada Logo
3:40 pm - 8:35 pm
ORD
-
SJO
29h 55m
1 stop
Air Canada Logo
7:15 am - 10:18 am
SJO
-
ORD
26h 03m
1 stop
$429Air Canada
Sat, May 30 - Mon, Jun 8
Frontier Logo
9:28 am - 8:20 am
ORD
-
SJO
23h 52m
2 stops
Frontier Logo
9:35 am - 11:14 pm
SJO
-
ORD
12h 39m
1 stop
$431Frontier
Fri, Aug 14 - Sat, Aug 22
JetBlue Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
JetBlue Logo
2:02 pm - 11:44 pm
SJO
-
ORD
8h 42m
1 stop
$438JetBlue
Tue, Aug 11 - Mon, Aug 17
JetBlue Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
JetBlue Logo
2:02 pm - 11:44 pm
SJO
-
ORD
8h 42m
1 stop
$440JetBlue
Sun, Aug 23 - Sun, Aug 30
Delta Logo
5:43 am - 11:49 am
MSN
-
SJO
7h 06m
1 stop
Delta Logo
1:21 pm - 10:35 pm
SJO
-
MSN
8h 14m
1 stop
$510Delta
Wed, Aug 26 - Wed, Sep 2
Frontier Logo
4:59 pm - 8:20 am
MSP
-
SJO
40h 21m
2 stops
Frontier Logo
9:35 am - 9:21 am
SJO
-
MSP
46h 46m
2 stops
$516Frontier
Fri, Jul 3 - Thu, Jul 9
American Airlines Logo
7:03 am - 1:52 pm
MSN
-
SJO
7h 49m
1 stop
American Airlines Logo
6:00 am - 11:30 pm
SJO
-
MSN
16h 30m
2 stops
$525American Airlines
Wed, Aug 26 - Wed, Sep 2
American Airlines Logo
5:47 pm - 11:34 am
MSN
-
SJO
18h 47m
2 stops
American Airlines Logo
1:29 pm - 8:22 am
SJO
-
MSN
17h 53m
1 stop
$569American Airlines
Sat, Aug 15 - Sat, Aug 22
Delta Logo
5:31 am - 11:54 am
ATW
-
SJO
7h 23m
1 stop
Delta Logo
1:19 pm - 10:30 pm
SJO
-
ATW
8h 11m
1 stop
$872Delta
Tue, Jun 9 - Tue, Jun 16

Air Canada flights from Wisconsin to San José

Our best Air Canada deals on Wisconsin to San José flight tickets
Air Canada
May 30
ORD3:40 pmChicago O'Hare Intl
29h 55m
1 stop
SJO8:35 pmSan José Juan Santamaria Intl
Jun 8
SJO7:15 amSan José Juan Santamaria Intl
26h 03m
1 stop
ORD10:18 amChicago O'Hare Intl
$429
Air Canada
May 30
ORD3:40 pmChicago O'Hare Intl
29h 55m
1 stop
SJO8:35 pmSan José Juan Santamaria Intl
Jun 8
SJO7:15 amSan José Juan Santamaria Intl
23h 30m
2 stops
ORD7:45 amChicago O'Hare Intl
$434
Air Canada
Jun 3
ORD6:22 pmChicago O'Hare Intl
28h 38m
2 stops
SJO10:00 pmSan José Juan Santamaria Intl
Jun 8
SJO7:15 amSan José Juan Santamaria Intl
26h 03m
1 stop
ORD10:18 amChicago O'Hare Intl
$439

American Airlines flights from Wisconsin to San José

Our best American Airlines deals on Wisconsin to San José flight tickets
American Airlines
Aug 24
ORD8:54 amChicago O'Hare Intl
11h 58m
2 stops
SJO7:52 pmSan José Juan Santamaria Intl
Aug 31
SJO1:29 pmSan José Juan Santamaria Intl
9h 28m
1 stop
ORD11:57 pmChicago O'Hare Intl
$497
American Airlines
Aug 26
MSN7:03 amMadison Truax Field
7h 49m
1 stop
SJO1:52 pmSan José Juan Santamaria Intl
Sep 2
SJO6:00 amSan José Juan Santamaria Intl
16h 30m
2 stops
MSN11:30 pmMadison Truax Field
$525
American Airlines
May 15
ORD5:00 amChicago O'Hare Intl
7h 25m
1 stop
SJO11:25 amSan José Juan Santamaria Intl
May 21
SJO12:50 pmSan José Juan Santamaria Intl
10h 34m
1 stop
ORD12:24 amChicago O'Hare Intl
$568

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 May 14, 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

Tue 10/20

1:49 pm-11:59 pm

1 stop11h 10m

San José Juan Santamaria Intl

Sun 10/25

4:15 pm-12:09 pm

1 stop18h 54m

$428

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/30

3:40 pm-8:35 pm

1 stop29h 55m

San José Juan Santamaria Intl

Mon 6/8

7:15 am-10:18 am

1 stop26h 03m

$429

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 8/14

9:28 am-8:20 am

2 stops23h 52m

San José Juan Santamaria Intl

Sat 8/22

9:35 am-11:14 pm

1 stop12h 39m

$431

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 8/11

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Mon 8/17

2:02 pm-11:44 pm

1 stop8h 42m

$438

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 8/23

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Sun 8/30

2:02 pm-11:44 pm

1 stop8h 42m

$440
Quickest round-trip

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 8/26

5:43 am-11:49 am

1 stop7h 06m

San José Juan Santamaria Intl

Wed 9/2

1:21 pm-10:35 pm

1 stop8h 14m

$510

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Fri 7/3

4:59 pm-8:20 am

2 stops40h 21m

San José Juan Santamaria Intl

Thu 7/9

9:35 am-9:21 am

2 stops46h 46m

$516

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Wed 8/26

7:03 am-1:52 pm

1 stop7h 49m

San José Juan Santamaria Intl

Wed 9/2

6:00 am-11:30 pm

2 stops16h 30m

$525

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Sat 8/15

5:47 pm-11:34 am

2 stops18h 47m

San José Juan Santamaria Intl

Sat 8/22

1:29 pm-8:22 am

1 stop17h 53m

$569

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Tue 6/9

5:31 am-11:54 am

1 stop7h 23m

San José Juan Santamaria Intl

Tue 6/16

1:19 pm-10:30 pm

1 stop8h 11m

$872

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 $670 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 $534 on momondo.

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

You could potentially save up to 17% 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

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 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
7.9
8,454 reviews
Search Delta flights
American AirlinesPriceFrom $378Free CancellationRating
7.1
11,664 reviews
Search American Airlines flights
SouthwestPriceFrom $426Free CancellationRating
8.0
4,299 reviews
Search Southwest flights
United AirlinesPriceFrom $503Free CancellationRating
7.4
9,711 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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