How many flights depart from San José to Wisconsin on average per week?

The number of flights available between San José and Wisconsin is 1 per week as of May 2026. The most frequent departure day is Sat, with 100% of weekly flights leaving on this day.

What is the cheapest airline that flies from San José Juan Santamaria Intl to Wisconsin?

JetBlue, Viva, and Southwest are the most popular carriers operating from San José Juan Santamaria Intl to Wisconsin

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?

The number of operators available for flights from San José Juan Santamaria Intl Airport to Wisconsin is 5 as of May 2026.

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.

$230 Cheap Flights from San José to Wisconsin in 2026

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Find the cheapest flights from San José to Wisconsin

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:02 pm - 11:44 pm

SJO

ORD

8h 42m

1 stop

7:00 am - 12:57 pm

ORD

SJO

6h 57m

1 stop

$348JetBlue

Tue, Sep 1 - Tue, Sep 8

2:02 pm - 11:44 pm

SJO

ORD

8h 42m

1 stop

7:00 am - 12:57 pm

ORD

SJO

6h 57m

1 stop

$375JetBlue

Thu, Aug 27 - Sun, Aug 30

2:02 pm - 11:44 pm

SJO

ORD

8h 42m

1 stop

7:00 am - 12:57 pm

ORD

SJO

6h 57m

1 stop

$388JetBlue

Tue, Sep 1 - Tue, Sep 8

7:15 am - 7:45 am

SJO

ORD

23h 30m

2 stops

6:22 pm - 10:00 pm

ORD

SJO

28h 38m

2 stops

$420Air Canada

Mon, Jun 15 - Wed, Jun 17

9:35 am - 1:12 pm

SJO

MSP

26h 37m

1 stop

7:05 am - 3:11 pm

MSP

SJO

9h 06m

1 stop

$463Multiple Airlines

Sat, Aug 29 - Mon, Sep 7

2:20 am - 9:23 am

SJO

MSP

30h 03m

2 stops

7:20 am - 8:20 am

MSP

SJO

26h 00m

1 stop

$494Multiple Airlines

Mon, Aug 17 - Sat, Aug 29

1:21 pm - 11:25 pm

SJO

MKE

9h 04m

1 stop

5:55 am - 11:54 am

MKE

SJO

6h 59m

1 stop

$516Delta

Tue, Sep 8 - Wed, Sep 16

1:05 pm - 12:11 pm

SJO

MKE

22h 06m

2 stops

6:48 pm - 12:09 pm

MKE

SJO

17h 21m

2 stops

$530American Airlines

Thu, Oct 22 - Mon, Nov 2

2:52 pm - 11:37 am

SJO

MKE

19h 45m

2 stops

6:16 am - 7:52 pm

MKE

SJO

14h 36m

2 stops

$536American Airlines

Tue, Aug 18 - Mon, Aug 31

7:00 am - 5:45 pm

SJO

MKE

10h 45m

1 stop

12:20 pm - 10:15 pm

MKE

SJO

9h 55m

1 stop

$570Delta

Sat, Nov 14 - Tue, Nov 17

Air Canada flights from San José to Wisconsin

Our best Air Canada deals on San José to Wisconsin flight tickets

Air Canada

Jun 15

SJO7:15 amSan José Juan Santamaria Intl

23h 30m

2 stops

ORD7:45 amChicago O'Hare Intl

Jun 17

ORD6:22 pmChicago O'Hare Intl

28h 38m

2 stops

SJO10:00 pmSan José Juan Santamaria Intl

$420

Air Canada

Jun 15

SJO7:15 amSan José Juan Santamaria Intl

23h 30m

2 stops

ORD7:45 amChicago O'Hare Intl

Jun 17

ORD8:25 pmChicago O'Hare Intl

26h 35m

1 stop

SJO10:00 pmSan José Juan Santamaria Intl

$446

Air Canada

May 25

SJO7:15 amSan José Juan Santamaria Intl

27h 45m

2 stops

ORD12:00 pmChicago O'Hare Intl

May 31

ORD8:45 amChicago O'Hare Intl

12h 50m

1 stop

SJO8:35 pmSan José Juan Santamaria Intl

$447

JetBlue flights from San José to Wisconsin

Our best JetBlue deals on San José to Wisconsin flight tickets

JetBlue

Sep 1

SJO2:02 pmSan José Juan Santamaria Intl

8h 42m

1 stop

ORD11:44 pmChicago O'Hare Intl

Sep 8

ORD7:00 amChicago O'Hare Intl

6h 57m

1 stop

SJO12:57 pmSan José Juan Santamaria Intl

$348

JetBlue

Aug 27

SJO2:02 pmSan José Juan Santamaria Intl

8h 42m

1 stop

ORD11:44 pmChicago O'Hare Intl

Aug 30

ORD7:00 amChicago O'Hare Intl

6h 57m

1 stop

SJO12:57 pmSan José Juan Santamaria Intl

$375

JetBlue

Sep 1

SJO2:02 pmSan José Juan Santamaria Intl

8h 42m

1 stop

ORD11:44 pmChicago O'Hare Intl

Sep 8

ORD7:00 amChicago O'Hare Intl

6h 57m

1 stop

SJO12:57 pmSan José Juan Santamaria Intl

$388

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 9/1

2:02 pm-11:44 pm

1 stop8h 42m

Chicago O'Hare Intl

Tue 9/8

7:00 am-12:57 pm

1 stop6h 57m

$348

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 8/27

2:02 pm-11:44 pm

1 stop8h 42m

Chicago O'Hare Intl

Sun 8/30

7:00 am-12:57 pm

1 stop6h 57m

$375

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 9/1

2:02 pm-11:44 pm

1 stop8h 42m

Chicago O'Hare Intl

Tue 9/8

7:00 am-12:57 pm

1 stop6h 57m

$388

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 6/15

7:15 am-7:45 am

2 stops23h 30m

Chicago O'Hare Intl

Wed 6/17

6:22 pm-10:00 pm

2 stops28h 38m

$420

San JoséMinneapolis

SJO - MSP

SJOMSP

San José Juan Santamaria Intl

Sat 8/29

9:35 am-1:12 pm

1 stop26h 37m

Minneapolis St Paul

Mon 9/7

7:05 am-3:11 pm

1 stop9h 06m

$463

San JoséMinneapolis

SJO - MSP

SJOMSP

San José Juan Santamaria Intl

Mon 8/17

2:20 am-9:23 am

2 stops30h 03m

Minneapolis St Paul

Sat 8/29

7:20 am-8:20 am

1 stop26h 00m

$494

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Tue 9/8

1:21 pm-11:25 pm

1 stop9h 04m

Milwaukee-Mitchell

Wed 9/16

5:55 am-11:54 am

1 stop6h 59m

$516

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

1:05 pm-12:11 pm

2 stops22h 06m

Milwaukee-Mitchell

Mon 11/2

6:48 pm-12:09 pm

2 stops17h 21m

$530

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Tue 8/18

2:52 pm-11:37 am

2 stops19h 45m

Milwaukee-Mitchell

Mon 8/31

6:16 am-7:52 pm

2 stops14h 36m

$536

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sat 11/14

7:00 am-5:45 pm

1 stop10h 45m

Milwaukee-Mitchell

Tue 11/17

12:20 pm-10:15 pm

1 stop9h 55m

$570

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of May, then book flights to Wisconsin from San José during June instead. Flights to Wisconsin in June, while not as cheap as those in May, still average around $317.

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

You could potentially save up to 34% 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	Sun
Airports in Wisconsin	80 airports

The fastest flight from San José to Wisconsin takes 5h 30m

Direct flights go from San José to Wisconsin on Sunday. There are no airlines offering direct flights.

There are 80 airports in Wisconsin. From San José there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from San José to Wisconsin

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?
The number of operators available for flights from San José Juan Santamaria Intl Airport to Wisconsin is 5 as of May 2026.
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 Airlines	PriceFrom $399	Free Cancellation	Rating 7.1 11,648 reviews		Search American 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.