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Cheap flights from Wisconsin to San José from $132

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 12/10. 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
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.
Spirit Airlines Logo
3:26 pm - 12:25 pmORD-SJO
20h 59m1 stop
Spirit Airlines Logo
1:31 pm - 8:01 pmSJO-ORD
30h 30m1 stop
$261Spirit Airlines
Find Deal
Wed, Dec 10 - Mon, Dec 15
Spirit Airlines Logo
5:15 am - 12:22 pmORD-SJO
7h 07m1 stop
Spirit Airlines Logo
12:33 pm - 12:18 amSJO-ORD
11h 45m2 stops
$264Spirit Airlines
Find Deal
Wed, Jan 28 - Wed, Feb 4
Multiple Airlines Logo
1:24 pm - 12:25 pmORD-SJO
23h 01m2 stops
Multiple Airlines Logo
1:31 pm - 12:09 amSJO-ORD
10h 38m1 stop
$265Multiple Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Spirit Airlines Logo
3:26 pm - 12:25 pmORD-SJO
20h 59m1 stop
Spirit Airlines Logo
1:31 pm - 12:09 amSJO-ORD
10h 38m1 stop
$267Spirit Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
Multiple Airlines Logo
7:25 am - 3:20 pmORD-SJO
7h 55m1 stop
Multiple Airlines Logo
1:30 pm - 12:18 amSJO-ORD
10h 48m1 stop
$270Multiple Airlines
Find Deal
Wed, Jan 14 - Wed, Jan 21
Frontier Logo
4:20 pm - 1:52 pmORD-SJO
21h 32m1 stop
Frontier Logo
3:07 pm - 8:16 amSJO-ORD
17h 09m1 stop
$279Frontier
Find Deal
Fri, Dec 5 - Sat, Dec 13
Delta Logo
5:38 am - 10:15 pmMSN-SJO
16h 37m1 stop
Delta Logo
7:00 am - 10:37 pmSJO-MSN
15h 37m1 stop
$420Delta
Find Deal
Mon, Jan 26 - Fri, Feb 6
Delta Logo
7:00 am - 10:15 pmMKE-SJO
15h 15m1 stop
Delta Logo
7:00 am - 7:58 pmSJO-MKE
12h 58m1 stop
$420Delta
Find Deal
Sun, Feb 1 - Tue, Feb 17
American Airlines Logo
6:12 am - 10:30 pmMKE-SJO
16h 18m2 stops
American Airlines Logo
3:56 pm - 11:42 amSJO-MKE
19h 46m2 stops
$424American Airlines
Find Deal
Tue, Feb 10 - Tue, Feb 24
American Airlines Logo
6:22 am - 2:53 pmMKE-SJO
8h 31m1 stop
American Airlines Logo
12:01 am - 8:46 pmSJO-MKE
19h 45m1 stop
$428American Airlines
Find Deal
Tue, Mar 3 - Mon, Mar 9

Spirit Airlines flights from Wisconsin to San José

Our best Spirit Airlines deals on Wisconsin to San José flight tickets
Spirit Airlines
Dec 10
ORD3:26 pmChicago O'Hare Intl
20h 59m
1 stop
SJO12:25 pmSan José Juan Santamaria Intl
Dec 15
SJO1:31 pmSan José Juan Santamaria Intl
30h 30m
1 stop
ORD8:01 pmChicago O'Hare Intl
$261
Find similar
Spirit Airlines
Jan 28
ORD5:15 amChicago O'Hare Intl
7h 07m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
Feb 4
SJO12:33 pmSan José Juan Santamaria Intl
11h 45m
2 stops
ORD12:18 amChicago O'Hare Intl
$264
Find similar
Spirit Airlines
Dec 6
ORD3:26 pmChicago O'Hare Intl
20h 59m
1 stop
SJO12:25 pmSan José Juan Santamaria Intl
Dec 13
SJO1:31 pmSan José Juan Santamaria Intl
10h 38m
1 stop
ORD12:09 amChicago O'Hare Intl
$267
Find similar

Delta flights from Wisconsin to San José

Our best Delta deals on Wisconsin to San José flight tickets
Delta
Jan 26
MSN5:38 amMadison Truax Field
16h 37m
1 stop
SJO10:15 pmSan José Juan Santamaria Intl
Feb 6
SJO7:00 amSan José Juan Santamaria Intl
15h 37m
1 stop
MSN10:37 pmMadison Truax Field
$420
Find similar
Delta
Jan 28
MSN4:30 pmMadison Truax Field
29h 45m
2 stops
SJO10:15 pmSan José Juan Santamaria Intl
Feb 6
SJO2:31 pmSan José Juan Santamaria Intl
8h 06m
1 stop
MSN10:37 pmMadison Truax Field
$424
Find similar
Delta
Dec 9
MSN6:18 pmMadison Truax Field
28h 02m
2 stops
SJO10:20 pmSan José Juan Santamaria Intl
Dec 19
SJO2:31 pmSan José Juan Santamaria Intl
7h 55m
1 stop
MSN10:26 pmMadison Truax Field
$455
Find similar

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 November 10, 2025.
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

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 12/10

3:26 pm-12:25 pm

1 stop20h 59m

San José Juan Santamaria Intl

Mon 12/15

1:31 pm-8:01 pm

1 stop30h 30m

$261

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/28

5:15 am-12:22 pm

1 stop7h 07m

San José Juan Santamaria Intl

Wed 2/4

12:33 pm-12:18 am

2 stops11h 45m

$264

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 12/6

1:24 pm-12:25 pm

2 stops23h 01m

San José Juan Santamaria Intl

Sat 12/13

1:31 pm-12:09 am

1 stop10h 38m

$265

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 12/6

3:26 pm-12:25 pm

1 stop20h 59m

San José Juan Santamaria Intl

Sat 12/13

1:31 pm-12:09 am

1 stop10h 38m

$267

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/14

7:25 am-3:20 pm

1 stop7h 55m

San José Juan Santamaria Intl

Wed 1/21

1:30 pm-12:18 am

1 stop10h 48m

$270

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 12/5

4:20 pm-1:52 pm

1 stop21h 32m

San José Juan Santamaria Intl

Sat 12/13

3:07 pm-8:16 am

1 stop17h 09m

$279

MadisonSan José

MSN - SJO

MSNSJO

Madison Truax Field

Mon 1/26

5:38 am-10:15 pm

1 stop16h 37m

San José Juan Santamaria Intl

Fri 2/6

7:00 am-10:37 pm

1 stop15h 37m

$420

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 2/1

7:00 am-10:15 pm

1 stop15h 15m

San José Juan Santamaria Intl

Tue 2/17

7:00 am-7:58 pm

1 stop12h 58m

$420

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 2/10

6:12 am-10:30 pm

2 stops16h 18m

San José Juan Santamaria Intl

Tue 2/24

3:56 pm-11:42 am

2 stops19h 46m

$424

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 3/3

6:22 am-2:53 pm

1 stop8h 31m

San José Juan Santamaria Intl

Mon 3/9

12:01 am-8:46 pm

1 stop19h 45m

$428

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, September 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 $552. If you don’t want to visit San José in September, then you should wait until August to fly from Wisconsin, when ticket prices are also cheap, with an average price of $553.

What is the cheapest day to depart on your flight to San José?

On average, the least expensive day to fly to San José from Wisconsin is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $516. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Wisconsin to San José on a Saturday will generally be more expensive and average around $656. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to San José?

Our data shows that the cheapest Wisconsin to San José flights are usually those with departure times in the afternoon. Our users have found flights to San José in the afternoon for as low as $524. Flights at noon are often more expensive with an average ticket price of $587.

How far in advance should I book a flight 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 $644 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 $486 on momondo.

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

You could potentially save up to 23% 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 00m

Direct flights

Every day

Airports in San José

1 airport
The fastest flight from Wisconsin to San José takes 5h 00m
Direct flights go from Wisconsin to San José every day.
There is 1 airport near San José: San José Juan Santamaria Intl (SJO)
Search flight deals

  • 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 $273Free CancellationRating
7.9
8,004 reviews
Search Delta flights
Spirit AirlinesPriceFrom $279Free CancellationRating
6.3
8,132 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $426Free CancellationRating
8.0
4,238 reviews
Search Southwest flights
American AirlinesPriceFrom $486Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights
United AirlinesPriceFrom $505Free CancellationRating
7.4
9,012 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
Alajuela
Monteverde
Heredia
Dominical
Santa Elena
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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