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Cheap flights from Wisconsin to San José from $94

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 4/9. 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

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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.
Frontier Logo
8:46 am - 8:19 am
MKE
-
SJO
24h 33m
1 stop
Frontier Logo
9:35 am - 7:58 am
SJO
-
MKE
21h 23m
1 stop
$275Frontier
Sun, May 24 - Mon, Jun 8
Frontier Logo
8:46 am - 8:19 am
MKE
-
SJO
24h 33m
1 stop
Frontier Logo
9:35 am - 7:58 am
SJO
-
MKE
21h 23m
1 stop
$310Frontier
Sun, May 24 - Mon, Jun 8
Spirit Airlines Logo
7:15 pm - 11:33 am
ORD
-
SJO
17h 18m
1 stop
Spirit Airlines Logo
12:38 pm - 9:36 am
SJO
-
ORD
19h 58m
1 stop
$320Spirit Airlines
Wed, Apr 15 - Mon, Apr 20
Spirit Airlines Logo
5:05 am - 11:14 am
ORD
-
SJO
7h 09m
1 stop
Spirit Airlines Logo
12:38 pm - 12:24 am
SJO
-
ORD
10h 46m
1 stop
$322Spirit Airlines
Wed, Apr 8 - Thu, Apr 16
Multiple Airlines Logo
5:05 pm - 10:42 am
ORD
-
SJO
18h 37m
1 stop
Multiple Airlines Logo
12:38 pm - 10:54 pm
SJO
-
ORD
9h 16m
1 stop
$324Multiple Airlines
Fri, Apr 10 - Fri, Apr 17
Multiple Airlines Logo
5:05 pm - 10:42 am
ORD
-
SJO
18h 37m
1 stop
Multiple Airlines Logo
12:19 pm - 9:36 am
SJO
-
ORD
20h 17m
1 stop
$325Multiple Airlines
Fri, Apr 10 - Tue, Apr 14
American Airlines Logo
7:08 am - 9:36 pm
MKE
-
SJO
15h 28m
1 stop
American Airlines Logo
11:35 pm - 5:01 pm
SJO
-
MKE
16h 26m
1 stop
$342American Airlines
Sun, May 3 - Fri, May 8
American Airlines Logo
5:24 pm - 11:07 am
GRB
-
SJO
18h 43m
2 stops
American Airlines Logo
11:35 pm - 9:58 pm
SJO
-
GRB
21h 23m
2 stops
$347American Airlines
Sun, Apr 26 - Wed, Apr 29
GOL Logo
5:37 pm - 1:04 pm
MKE
-
SJO
20h 27m
2 stops
GOL Logo
2:09 pm - 12:50 pm
SJO
-
MKE
21h 41m
2 stops
$419GOL
Sun, May 10 - Mon, Jun 8
GOL Logo
7:06 am - 1:26 pm
ATW
-
SJO
31h 20m
2 stops
GOL Logo
2:09 pm - 10:28 am
SJO
-
ATW
19h 19m
2 stops
$432GOL
Tue, May 19 - Tue, May 26

LATAM Airlines flights from Wisconsin to San José

Our best LATAM Airlines deals on Wisconsin to San José flight tickets
LATAM Airlines
May 4
MKE5:30 amMilwaukee-Mitchell
7h 26m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
May 9
SJO2:40 pmSan José Juan Santamaria Intl
17h 28m
1 stop
MKE9:08 amMilwaukee-Mitchell
$430
LATAM Airlines
Mar 29
MKE10:09 amMilwaukee-Mitchell
12h 06m
1 stop
SJO9:15 pmSan José Juan Santamaria Intl
Apr 4
SJO2:40 pmSan José Juan Santamaria Intl
17h 24m
1 stop
MKE9:04 amMilwaukee-Mitchell
$768
LATAM Airlines
Apr 26
GRB5:15 amGreen Bay Austin-Straubel
7h 41m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
Apr 29
SJO1:21 pmSan José Juan Santamaria Intl
8h 40m
1 stop
GRB11:01 pmGreen Bay Austin-Straubel
$777

Delta flights from Wisconsin to San José

Our best Delta deals on Wisconsin to San José flight tickets
Delta
May 1
MKE5:30 amMilwaukee-Mitchell
7h 26m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
May 8
SJO1:20 pmSan José Juan Santamaria Intl
9h 33m
1 stop
MKE11:53 pmMilwaukee-Mitchell
$470
Delta
May 26
MSN6:15 pmMadison Truax Field
18h 37m
2 stops
SJO11:52 amSan José Juan Santamaria Intl
Jun 2
SJO1:20 pmSan José Juan Santamaria Intl
18h 29m
2 stops
MSN8:49 amMadison Truax Field
$475
Delta
Sep 3
MSN5:45 amMadison Truax Field
7h 11m
1 stop
SJO11:56 amSan José Juan Santamaria Intl
Sep 16
SJO1:25 pmSan José Juan Santamaria Intl
8h 10m
1 stop
MSN10:35 pmMadison Truax Field
$542

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 March 27, 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

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 5/24

8:46 am-8:19 am

1 stop24h 33m

San José Juan Santamaria Intl

Mon 6/8

9:35 am-7:58 am

1 stop21h 23m

$275

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 5/24

8:46 am-8:19 am

1 stop24h 33m

San José Juan Santamaria Intl

Mon 6/8

9:35 am-7:58 am

1 stop21h 23m

$310

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 4/15

7:15 pm-11:33 am

1 stop17h 18m

San José Juan Santamaria Intl

Mon 4/20

12:38 pm-9:36 am

1 stop19h 58m

$320
Quickest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 4/8

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Thu 4/16

12:38 pm-12:24 am

1 stop10h 46m

$322

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 4/10

5:05 pm-10:42 am

1 stop18h 37m

San José Juan Santamaria Intl

Fri 4/17

12:38 pm-10:54 pm

1 stop9h 16m

$324

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 4/10

5:05 pm-10:42 am

1 stop18h 37m

San José Juan Santamaria Intl

Tue 4/14

12:19 pm-9:36 am

1 stop20h 17m

$325

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 5/3

7:08 am-9:36 pm

1 stop15h 28m

San José Juan Santamaria Intl

Fri 5/8

11:35 pm-5:01 pm

1 stop16h 26m

$342

Green BaySan José

GRB - SJO

GRBSJO

Green Bay Austin-Straubel

Sun 4/26

5:24 pm-11:07 am

2 stops18h 43m

San José Juan Santamaria Intl

Wed 4/29

11:35 pm-9:58 pm

2 stops21h 23m

$347

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 5/10

5:37 pm-1:04 pm

2 stops20h 27m

San José Juan Santamaria Intl

Mon 6/8

2:09 pm-12:50 pm

2 stops21h 41m

$419

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Tue 5/19

7:06 am-1:26 pm

2 stops31h 20m

San José Juan Santamaria Intl

Tue 5/26

2:09 pm-10:28 am

2 stops19h 19m

$432

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 $525. If you don’t want to visit San José in September, then you should wait until June to fly from Wisconsin, when ticket prices are also cheap, with an average price of $540.

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 $640 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 $494 on momondo.

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 02m

Direct flights

Mon, Tue and Sun

Airports in San José

1 airport
The fastest flight from Wisconsin to San José takes 5h 02m
Direct flights go from Wisconsin to San José on Monday, Tuesday 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

  • 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 $252Free CancellationRating
7.9
8,341 reviews
Search Delta flights
American AirlinesPriceFrom $378Free CancellationRating
7.1
11,504 reviews
Search American Airlines flights
SouthwestPriceFrom $426Free CancellationRating
8.0
4,331 reviews
Search Southwest flights
United AirlinesPriceFrom $475Free CancellationRating
7.4
9,491 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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