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Cheap flights from San José to Wisconsin from $116

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José to Wisconsin departing on 2/9. 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
0 bags

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Find the cheapest flights from San José to Wisconsin

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
1:30 pm - 11:46 pm
SJO
-
ORD
10h 16m1 stop
Spirit Airlines Logo
3:28 pm - 11:40 am
ORD
-
SJO
20h 12m2 stops
$266Spirit Airlines
vie., feb. 6 - dom., feb. 15
Spirit Airlines Logo
1:30 pm - 11:46 pm
SJO
-
ORD
10h 16m1 stop
Spirit Airlines Logo
5:15 am - 12:22 pm
ORD
-
SJO
7h 07m1 stop
$267Spirit Airlines
jue., feb. 5 - dom., feb. 22
Spirit Airlines Logo
12:33 pm - 11:46 pm
SJO
-
ORD
11h 13m2 stops
Spirit Airlines Logo
3:28 pm - 11:40 am
ORD
-
SJO
20h 12m2 stops
$271Spirit Airlines
jue., feb. 5 - dom., feb. 22
Volaris Logo
2:50 pm - 4:36 am
SJO
-
ORD
13h 46m1 stop
Volaris Logo
12:59 pm - 12:07 am
ORD
-
SJO
11h 08m1 stop
$273Volaris
mié., feb. 25 - lun., mar. 2
Multiple Airlines Logo
1:30 pm - 11:46 pm
SJO
-
ORD
10h 16m1 stop
Multiple Airlines Logo
5:50 am - 1:36 pm
ORD
-
SJO
7h 46m1 stop
$286Multiple Airlines
jue., ene. 8 - lun., ene. 12
United Airlines Logo
12:35 pm - 12:35 pm
SJO
-
MKE
24h 00m2 stops
United Airlines Logo
1:25 pm - 1:15 pm
MKE
-
SJO
23h 50m2 stops
$401United Airlines
jue., feb. 26 - lun., mar. 2
United Airlines Logo
12:35 pm - 12:35 pm
SJO
-
MKE
24h 00m2 stops
United Airlines Logo
1:25 pm - 1:15 pm
MKE
-
SJO
23h 50m2 stops
$429United Airlines
jue., feb. 26 - lun., mar. 2
Multiple Airlines Logo
7:22 am - 10:59 pm
SJO
-
MSP
39h 37m2 stops
Multiple Airlines Logo
5:50 pm - 3:20 pm
MSP
-
SJO
21h 30m2 stops
$448Multiple Airlines
mar., feb. 17 - lun., feb. 23
American Airlines Logo
7:00 am - 9:43 pm
SJO
-
MKE
13h 43m2 stops
American Airlines Logo
5:00 am - 1:14 pm
MKE
-
SJO
9h 14m2 stops
$526American Airlines
mar., mar. 17 - mar., mar. 24
American Airlines Logo
6:00 am - 10:58 pm
SJO
-
MKE
16h 58m1 stop
American Airlines Logo
6:30 am - 9:02 pm
MKE
-
SJO
14h 32m1 stop
$529American Airlines
lun., ene. 12 - lun., ene. 19

Spirit Airlines flights from San José to Wisconsin

Our best Spirit Airlines deals on San José to Wisconsin flight tickets
Spirit Airlines
Feb 6
SJO1:30 pmSan José Juan Santamaria Intl
10h 16m
1 stop
ORD11:46 pmChicago O'Hare Intl
Feb 15
ORD3:28 pmChicago O'Hare Intl
20h 12m
2 stops
SJO11:40 amSan José Juan Santamaria Intl
$266
Find similar
Spirit Airlines
Feb 5
SJO1:30 pmSan José Juan Santamaria Intl
10h 16m
1 stop
ORD11:46 pmChicago O'Hare Intl
Feb 22
ORD5:15 amChicago O'Hare Intl
7h 07m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
$267
Find similar
Spirit Airlines
Feb 5
SJO12:33 pmSan José Juan Santamaria Intl
11h 13m
2 stops
ORD11:46 pmChicago O'Hare Intl
Feb 22
ORD3:28 pmChicago O'Hare Intl
20h 12m
2 stops
SJO11:40 amSan José Juan Santamaria Intl
$271
Find similar

United Airlines flights from San José to Wisconsin

Our best United Airlines deals on San José to Wisconsin flight tickets
United Airlines
Dec 25
SJO2:05 pmSan José Juan Santamaria Intl
5h 30m
ORD7:35 pmChicago O'Hare Intl
Jan 4
ORD7:39 amChicago O'Hare Intl
5h 17m
SJO12:56 pmSan José Juan Santamaria Intl
$340
Find similar
United Airlines
Dec 20
SJO2:05 pmSan José Juan Santamaria Intl
5h 30m
ORD7:35 pmChicago O'Hare Intl
Jan 20
ORD7:35 amChicago O'Hare Intl
13h 04m
1 stop
SJO8:39 pmSan José Juan Santamaria Intl
$344
Find similar
United Airlines
Dec 24
SJO12:35 pmSan José Juan Santamaria Intl
11h 39m
1 stop
ORD12:14 amChicago O'Hare Intl
Dec 31
ORD9:23 pmChicago O'Hare Intl
23h 16m
1 stop
SJO8:39 pmSan José Juan Santamaria Intl
$345
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated diciembre 15, 2025.
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

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

vie. 2/6

1:30 pm-11:46 pm

1 stop10h 16m

Chicago O'Hare Intl

dom. 2/15

3:28 pm-11:40 am

2 stops20h 12m

$266

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

jue. 2/5

1:30 pm-11:46 pm

1 stop10h 16m

Chicago O'Hare Intl

dom. 2/22

5:15 am-12:22 pm

1 stop7h 07m

$267

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

jue. 2/5

12:33 pm-11:46 pm

2 stops11h 13m

Chicago O'Hare Intl

dom. 2/22

3:28 pm-11:40 am

2 stops20h 12m

$271

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

mié. 2/25

2:50 pm-4:36 am

1 stop13h 46m

Chicago O'Hare Intl

lun. 3/2

12:59 pm-12:07 am

1 stop11h 08m

$273

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

jue. 1/8

1:30 pm-11:46 pm

1 stop10h 16m

Chicago O'Hare Intl

lun. 1/12

5:50 am-1:36 pm

1 stop7h 46m

$286

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

jue. 2/26

12:35 pm-12:35 pm

2 stops24h 00m

Milwaukee-Mitchell

lun. 3/2

1:25 pm-1:15 pm

2 stops23h 50m

$401

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

jue. 2/26

12:35 pm-12:35 pm

2 stops24h 00m

Milwaukee-Mitchell

lun. 3/2

1:25 pm-1:15 pm

2 stops23h 50m

$429

San JoséMinneapolis

SJO - MSP

SJOMSP

San José Juan Santamaria Intl

mar. 2/17

7:22 am-10:59 pm

2 stops39h 37m

Minneapolis St Paul

lun. 2/23

5:50 pm-3:20 pm

2 stops21h 30m

$448

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

mar. 3/17

7:00 am-9:43 pm

2 stops13h 43m

Milwaukee-Mitchell

mar. 3/24

5:00 am-1:14 pm

2 stops9h 14m

$526

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

lun. 1/12

6:00 am-10:58 pm

1 stop16h 58m

Milwaukee-Mitchell

lun. 1/19

6:30 am-9:02 pm

1 stop14h 32m

$529

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 Wisconsin from

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

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 Wisconsin?

If you aren’t able to travel during the month of January, then book flights to Wisconsin from San José during April instead. Flights to Wisconsin in April, while not as cheap as those in January, still average around $468.

What is the cheapest day to depart on your flight to Wisconsin?

The cheapest day to depart from San José to Wisconsin is on a Tuesday. Travelers who choose to depart for Wisconsin on a Tuesday will often find tickets for as low as $461. The most expensive day to fly to Wisconsin is Friday, with ticket prices averaging around $674.

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

Our most recent data shows that the best time of day to fly to Wisconsin is at noon. Flights from San José to Wisconsin during this time can be as low as $470. Flights in the morning are often more expensive with an average ticket price of $552.

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

You could potentially save up to 20% on your flight if you consider stops on a San José to Wisconsin flight.

Cheap San José to Wisconsin flight deals and tips

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

Fastest flight time

5h 30m

Direct flights

Every day

Airports in Wisconsin

80 airports
The fastest flight from San José to Wisconsin takes 5h 30m
Direct flights go from San José to Wisconsin every day.
There are 80 airports in Wisconsin. From San José there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

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

    Prices for flights from San José Juan Santamaria Intl Airport to Wisconsin were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San José Juan Santamaria Intl Airport to Wisconsin.

  • What documentation or ID do you need to fly to Wisconsin?

    The necessary travel and health documents for your Wisconsin trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from San José to Wisconsin

Compare and see reviews for airlines that fly from San José to Wisconsin with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $399Free CancellationRating
7.2
11,052 reviews
Search American Airlines flights
United AirlinesPriceFrom $458Free CancellationRating
7.4
9,092 reviews
Search United Airlines flights

Why use momondo?

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

Finding the right flight to Wisconsin from San José is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Wisconsin quick and easy, saving you time and money.

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

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

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

momondo provides multiple filters to help you find the best flight to Wisconsin from San José. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from San José to Wisconsin now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Wisconsin and let you know when they change.

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