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

Viva, American Airlines, and Frontier 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 4 as of August 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.

$158 Cheap Flights from San José to Wisconsin in 2026

Discover deals from 900+ travel sites with momondo.

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.

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

5:30 am - 10:32 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

17h 02m1 stop Houston George Bush Intcntl

$365United Airlines

Thu, Dec 24 - Sun, Jan 3

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:40 am - 10:32 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

14h 52m1 stop Houston George Bush Intcntl

$365United Airlines

Thu, Dec 24 - Wed, Dec 30

1:25 pm - 7:41 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

17h 16m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

5:27 am - 12:00 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

7h 33m1 stop Atlanta Hartsfield-Jackson

$366Delta

Wed, Oct 7 - Thu, Oct 22

2:25 pm - 12:59 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

22h 34m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

6:45 am - 10:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

15h 30m1 stop Atlanta Hartsfield-Jackson

$366Delta

Mon, Nov 2 - Mon, Nov 23

5:55 pm - 1:02 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

30h 07m1 stop Panama City Tocumen Intl

3:20 pm - 7:10 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

16h 50m1 stop Panama City Tocumen Intl

$370Copa Airlines

Wed, Sep 9 - Sat, Sep 12

5:55 pm - 1:02 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

30h 07m1 stop Panama City Tocumen Intl

3:20 pm - 7:10 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

16h 50m1 stop Panama City Tocumen Intl

$374Copa Airlines

Tue, Sep 15 - Mon, Sep 21

1:00 pm - 7:35 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

17h 35m1 stop Dallas/Fort Worth

10:01 am - 8:21 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

11h 20m1 stop Miami

$375American Airlines

Thu, Oct 15 - Tue, Oct 20

6:00 am - 7:55 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

12h 55m1 stop Miami

9:30 pm - 2:00 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

17h 30m1 stop Dallas/Fort Worth

$375American Airlines

Fri, Oct 16 - Sat, Oct 24

1:25 pm - 11:27 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

9h 02m1 stop Houston George Bush Intcntl

7:55 pm - 12:21 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

17h 26m1 stop Houston George Bush Intcntl

$425Avianca

Sat, Oct 10 - Thu, Oct 15

2:25 pm - 11:24 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

8h 59m1 stop Houston George Bush Intcntl

9:43 pm - 8:39 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

22h 56m1 stop Houston George Bush Intcntl

$433Avianca

Mon, Dec 21 - Fri, Jan 1

Cheap last minute flights

Enter your travel dates to find the best prices.

9:25 am - 9:20 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

10h 55m1 stop Bogotá El Dorado

3:40 pm - 8:30 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

17h 50m1 stop Guatemala City La Aurora

$622Avianca

Mon, Aug 24 - Mon, Aug 31

1:40 am - 9:20 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 40m1 stop Bogotá El Dorado

3:40 pm - 11:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

8h 35m1 stop Guatemala City La Aurora

$622Avianca

Sun, Aug 23 - Mon, Aug 31

7:15 am - 8:05 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

11h 50m1 stop Montreal Pierre Elliott Trudeau Intl

3:40 pm - 8:20 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

29h 40m1 stop Montreal Pierre Elliott Trudeau Intl

$649Air Canada

Mon, Aug 24 - Tue, Sep 1

7:15 am - 10:16 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

26h 01m1 stop Montreal Pierre Elliott Trudeau Intl

8:40 am - 10:00 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

14h 20m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

$649Air Canada

Mon, Aug 24 - Mon, Aug 31

6:00 am - 12:35 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

17h 35m1 stop Miami

7:00 am - 1:52 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

7h 52m1 stop Dallas/Fort Worth

$756American Airlines

Sun, Aug 23 - Sat, Aug 29

4:08 am - 7:07 amSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

25h 59m2 stops Panama City Tocumen Intl Chicago O'Hare Intl

11:18 am - 10:58 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

24h 40m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

$802Copa Airlines

Sun, Aug 23 - Sat, Sep 5

4:08 am - 7:07 amSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

25h 59m2 stops Panama City Tocumen Intl Chicago O'Hare Intl

10:19 am - 10:58 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

25h 39m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

$802Copa Airlines

Sun, Aug 23 - Sun, Sep 6

1:25 pm - 12:59 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

10h 34m1 stop Houston George Bush Intcntl

10:40 am - 7:37 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

9h 57m1 stop Houston George Bush Intcntl

$847United Airlines

Thu, Aug 20 - Sat, Aug 22

7:55 am - 9:32 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

12h 37m1 stop Houston George Bush Intcntl

5:30 am - 12:21 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

7h 51m1 stop Houston George Bush Intcntl

$857United Airlines

Sat, Aug 22 - Mon, Aug 24

6:00 am - 5:28 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

10h 28m1 stop Miami

8:53 pm - 12:26 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

16h 33m1 stop Charlotte Douglas

$896American Airlines

Sat, Aug 22 - Sun, Aug 30

Cheap direct flights

Enter your travel dates to find the best prices.

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$410Multiple Airlines

Fri, Dec 18 - Thu, Dec 31

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$410Multiple Airlines

Mon, Dec 21 - Fri, Jan 1

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$435United Airlines

Tue, Dec 22 - Wed, Jan 13

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$449United Airlines

Tue, Dec 22 - Mon, Jan 11

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$449United Airlines

Wed, Dec 23 - Fri, Jan 8

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$578Multiple Airlines

Wed, Jan 27 - Sat, Jan 30

2:05 pm - 7:35 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 30mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$647Avianca

Sat, Dec 12 - Fri, Jan 8

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$735Copa Airlines

Wed, Dec 23 - Sat, Jan 2

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$915Copa Airlines

Mon, Dec 21 - Thu, Dec 31

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$1,166Avianca

Tue, Dec 22 - Thu, Dec 31

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Delta flights from San José to Wisconsin

Our best Delta deals on San José to Wisconsin flight tickets

Delta

Nov 16

SJO2:30 pmSan José Juan Santamaria Intl

17h 16m

2 stops

ORD7:46 amChicago O'Hare Intl

Nov 23

ORD6:45 amChicago O'Hare Intl

15h 30m

1 stop

SJO10:15 pmSan José Juan Santamaria Intl

$366

Delta

Oct 14

SJO1:25 pmSan José Juan Santamaria Intl

17h 16m

2 stops

ORD7:41 amChicago O'Hare Intl

Oct 18

ORD5:27 amChicago O'Hare Intl

7h 33m

1 stop

SJO12:00 pmSan José Juan Santamaria Intl

$402

Delta

Oct 13

SJO1:25 pmSan José Juan Santamaria Intl

17h 16m

2 stops

ORD7:41 amChicago O'Hare Intl

Oct 23

ORD5:27 amChicago O'Hare Intl

7h 33m

1 stop

SJO12:00 pmSan José Juan Santamaria Intl

$448

United Airlines flights from San José to Wisconsin

Our best United Airlines deals on San José to Wisconsin flight tickets

United Airlines

Oct 9

SJO7:55 amSan José Juan Santamaria Intl

23h 00m

1 stop

ORD7:55 amChicago O'Hare Intl

Oct 12

ORD9:38 pmChicago O'Hare Intl

22h 59m

1 stop

SJO7:37 pmSan José Juan Santamaria Intl

$392

United Airlines

Oct 7

SJO1:25 pmSan José Juan Santamaria Intl

9h 02m

1 stop

ORD11:27 pmChicago O'Hare Intl

Oct 12

ORD9:38 pmChicago O'Hare Intl

22h 59m

1 stop

SJO7:37 pmSan José Juan Santamaria Intl

$401

United Airlines

Sep 25

SJO7:55 amSan José Juan Santamaria Intl

12h 47m

1 stop

ORD9:42 pmChicago O'Hare Intl

Oct 3

ORD5:30 amChicago O'Hare Intl

7h 51m

1 stop

SJO12:21 pmSan José Juan Santamaria Intl

$427

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Thu 12/24

1:25 pm-6:57 pm

Nonstop5h 32m

Chicago O'Hare Intl

Sun 1/3

5:30 am-10:32 pm

1 stop17h 02m

$365

Quickest round-trip

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Thu 12/24

1:25 pm-6:57 pm

Nonstop5h 32m

Chicago O'Hare Intl

Wed 12/30

7:40 am-10:32 pm

1 stop14h 52m

$365

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Wed 10/7

1:25 pm-7:41 am

2 stops17h 16m

Chicago O'Hare Intl

Thu 10/22

5:27 am-12:00 pm

1 stop7h 33m

$366

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Mon 11/2

2:25 pm-12:59 pm

2 stops22h 34m

Chicago O'Hare Intl

Mon 11/23

6:45 am-10:15 pm

1 stop15h 30m

$366

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Wed 9/9

5:55 pm-1:02 am

1 stop30h 07m

Chicago O'Hare Intl

Sat 9/12

3:20 pm-7:10 am

1 stop16h 50m

$370

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Tue 9/15

5:55 pm-1:02 am

1 stop30h 07m

Chicago O'Hare Intl

Mon 9/21

3:20 pm-7:10 am

1 stop16h 50m

$374

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Thu 10/15

1:00 pm-7:35 am

1 stop17h 35m

Chicago O'Hare Intl

Tue 10/20

10:01 am-8:21 pm

1 stop11h 20m

$375

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Fri 10/16

6:00 am-7:55 pm

1 stop12h 55m

Chicago O'Hare Intl

Sat 10/24

9:30 pm-2:00 pm

1 stop17h 30m

$375

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Sat 10/10

1:25 pm-11:27 pm

1 stop9h 02m

Chicago O'Hare Intl

Thu 10/15

7:55 pm-12:21 pm

1 stop17h 26m

$425

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Mon 12/21

2:25 pm-11:24 pm

1 stop8h 59m

Chicago O'Hare Intl

Fri 1/1

9:43 pm-8:39 pm

1 stop22h 56m

$433

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

What is the cheapest month to fly to Wisconsin?

If you aren’t able to travel during the month of February, then book flights to Wisconsin from San José during March instead. Flights to Wisconsin in March, while not as cheap as those in February, still average around $526.

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

You could potentially save up to 24% 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

Best Price Found	$158
Fastest flight time	5h 32m
Direct flights	Every day
Airports in Wisconsin	80 airports

The best one-way flight to Wisconsin from San José in the past 72 hours is $158. The best round-trip flight deal from San José to Wisconsin found on momondo in the last 72 hours is $365.

The fastest flight from San José to Wisconsin takes 5h 32m

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

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 4 as of August 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 $488	Free Cancellation	Rating 7.1 11,963 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.