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

United Airlines and American Airlines 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 1 as of October 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.

$247 Cheap Flights from San José to Wisconsin in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San José to Wisconsin

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:25 pm - 11:34 amSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

21h 09m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

5:00 am - 6:16 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

13h 16m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

$448United Airlines

Thu, Feb 25 - Mon, Mar 1

2:25 pm - 8:06 amSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

17h 41m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

6:00 am - 6:16 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

12h 16m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

$448United Airlines

Thu, Feb 25 - Mon, Mar 1

2:25 pm - 9:49 amSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

19h 24m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

5:00 am - 12:15 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

7h 15m1 stop Chicago O'Hare Intl

$448United Airlines

Thu, Feb 25 - Mon, Mar 1

6:00 am - 9:55 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

15h 55m2 stops Miami Dallas/Fort Worth

5:00 am - 8:59 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

15h 59m2 stops Washington, D.C. Reagan-National Miami

$464American Airlines

Thu, Jan 14 - Wed, Jan 27

1:31 pm - 10:34 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

21h 03m1 stop Charlotte Douglas

5:45 pm - 1:51 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

20h 06m1 stop Dallas/Fort Worth

$522American Airlines

Wed, Dec 23 - Sun, Jan 10

11:35 am - 12:21 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

12h 46m2 stops Miami Chicago O'Hare Intl

5:45 pm - 1:51 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

20h 06m1 stop Dallas/Fort Worth

$526American Airlines

Wed, Dec 23 - Sun, Jan 10

12:35 pm - 10:46 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

10h 11m1 stop Houston George Bush Intcntl

5:00 am - 12:15 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

7h 15m1 stop Chicago O'Hare Intl

$530United Airlines

Thu, Feb 25 - Mon, Mar 1

11:35 am - 11:52 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

12h 17m2 stops Miami Charlotte Douglas

8:36 pm - 1:51 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

17h 15m2 stops Chicago O'Hare Intl Dallas/Fort Worth

$535American Airlines

Wed, Dec 23 - Sun, Jan 10

11:35 am - 11:52 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

12h 17m2 stops Miami Charlotte Douglas

8:36 pm - 1:51 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

17h 15m2 stops Chicago O'Hare Intl Dallas/Fort Worth

$536American Airlines

Wed, Dec 23 - Sun, Jan 10

3:08 pm - 10:44 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

19h 36m1 stop Dallas/Fort Worth

8:36 pm - 1:51 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

17h 15m2 stops Chicago O'Hare Intl Dallas/Fort Worth

$536American Airlines

Wed, Dec 23 - Sun, Jan 10

Cheap last minute flights

Enter your travel dates to find the best prices.

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

8:50 am - 9:51 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

14h 01m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

$667Copa Airlines

Fri, Oct 23 - Wed, Oct 28

10:28 pm - 5:02 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

17h 34m2 stops Newark Chicago O'Hare Intl

5:00 am - 8:39 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

15h 39m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

$698United Airlines

Wed, Oct 28 - Wed, Nov 4

1:25 pm - 10:46 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

8h 21m1 stop Houston George Bush Intcntl

7:03 pm - 7:53 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

24h 50m1 stop Newark

$698United Airlines

Wed, Oct 28 - Wed, Nov 4

1:25 pm - 10:46 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

8h 21m1 stop Houston George Bush Intcntl

6:18 pm - 1:22 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

19h 04m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

$698United Airlines

Wed, Oct 28 - Wed, Nov 4

12:55 pm - 11:37 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

9h 42m1 stop Newark

3:52 pm - 1:22 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

21h 30m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

$698United Airlines

Wed, Oct 28 - Tue, Nov 3

1:25 pm - 10:01 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

19h 36m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

3:52 pm - 1:22 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

21h 30m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

$698United Airlines

Wed, Oct 28 - Tue, Nov 3

1:00 pm - 10:32 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

8h 32m1 stop Dallas/Fort Worth

5:47 pm - 1:46 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

19h 59m1 stop Dallas/Fort Worth

$733American Airlines

Wed, Oct 28 - Tue, Nov 3

1:00 pm - 4:57 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

26h 57m1 stop Dallas/Fort Worth

6:05 am - 8:21 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

15h 16m2 stops Washington, D.C. Reagan-National Miami

$740American Airlines

Fri, Oct 23 - Wed, Oct 28

1:25 pm - 11:53 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

9h 28m1 stop Atlanta Hartsfield-Jackson

5:30 am - 12:00 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

7h 30m1 stop Atlanta Hartsfield-Jackson

$806Delta

Tue, Oct 27 - Thu, Oct 29

1:25 pm - 10:46 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

8h 21m1 stop Houston George Bush Intcntl

6:47 am - 7:39 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

13h 52m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

$828United Airlines

Tue, Oct 27 - Thu, Oct 29

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American Airlines flights from San José to Wisconsin

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

American Airlines

Jan 14

SJO6:00 amSan José Juan Santamaria Intl

15h 55m

2 stops

MKE9:55 pmMilwaukee-Mitchell

Jan 27

MKE5:00 amMilwaukee-Mitchell

15h 59m

2 stops

SJO8:59 pmSan José Juan Santamaria Intl

$464

American Airlines

Dec 23

SJO1:31 pmSan José Juan Santamaria Intl

21h 03m

1 stop

MSN10:34 amMadison Truax Field

Jan 10

MSN5:45 pmMadison Truax Field

20h 06m

1 stop

SJO1:51 pmSan José Juan Santamaria Intl

$522

American Airlines

Dec 23

SJO11:35 amSan José Juan Santamaria Intl

12h 46m

2 stops

MSN12:21 amMadison Truax Field

Jan 10

MSN5:45 pmMadison Truax Field

20h 06m

1 stop

SJO1:51 pmSan José Juan Santamaria Intl

$526

Copa Airlines flights from San José to Wisconsin

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

Copa Airlines

Nov 3

SJO5:55 pmSan José Juan Santamaria Intl

23h 48m

2 stops

MKE5:43 pmMilwaukee-Mitchell

Nov 11

MKE9:17 amMilwaukee-Mitchell

23h 02m

2 stops

SJO8:19 amSan José Juan Santamaria Intl

$641

Copa Airlines

Oct 30

SJO2:48 pmSan José Juan Santamaria Intl

29h 02m

2 stops

MKE8:50 pmMilwaukee-Mitchell

Nov 11

MKE8:50 amMilwaukee-Mitchell

29h 01m

2 stops

SJO1:51 pmSan José Juan Santamaria Intl

$646

Copa Airlines

Oct 30

SJO5:55 pmSan José Juan Santamaria Intl

25h 55m

2 stops

MKE8:50 pmMilwaukee-Mitchell

Nov 2

MKE9:17 amMilwaukee-Mitchell

28h 34m

2 stops

SJO1:51 pmSan José Juan Santamaria Intl

$667

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 2/25

2:25 pm-11:34 am

2 stops21h 09m

Milwaukee-Mitchell

Mon 3/1

5:00 am-6:16 pm

2 stops13h 16m

$448

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 2/25

2:25 pm-8:06 am

2 stops17h 41m

Milwaukee-Mitchell

Mon 3/1

6:00 am-6:16 pm

2 stops12h 16m

$448

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 2/25

2:25 pm-9:49 am

2 stops19h 24m

Milwaukee-Mitchell

Mon 3/1

5:00 am-12:15 pm

1 stop7h 15m

$448

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 1/14

6:00 am-9:55 pm

2 stops15h 55m

Milwaukee-Mitchell

Wed 1/27

5:00 am-8:59 pm

2 stops15h 59m

$464

San JoséMadison

SJO San José Juan Santamaria Intl - MSN Madison Truax Field

SJOMSN

San José Juan Santamaria Intl

Wed 12/23

1:31 pm-10:34 am

1 stop21h 03m

Madison Truax Field

Sun 1/10

5:45 pm-1:51 pm

1 stop20h 06m

$522

San JoséMadison

SJO San José Juan Santamaria Intl - MSN Madison Truax Field

SJOMSN

San José Juan Santamaria Intl

Wed 12/23

11:35 am-12:21 am

2 stops12h 46m

Madison Truax Field

Sun 1/10

5:45 pm-1:51 pm

1 stop20h 06m

$526

Quickest round-trip

San JoséMilwaukee

SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell

SJOMKE

San José Juan Santamaria Intl

Thu 2/25

12:35 pm-10:46 pm

1 stop10h 11m

Milwaukee-Mitchell

Mon 3/1

5:00 am-12:15 pm

1 stop7h 15m

$530

San JoséMadison

SJO San José Juan Santamaria Intl - MSN Madison Truax Field

SJOMSN

San José Juan Santamaria Intl

Wed 12/23

11:35 am-11:52 pm

2 stops12h 17m

Madison Truax Field

Sun 1/10

8:36 pm-1:51 pm

2 stops17h 15m

$535

San JoséMadison

SJO San José Juan Santamaria Intl - MSN Madison Truax Field

SJOMSN

San José Juan Santamaria Intl

Wed 12/23

11:35 am-11:52 pm

2 stops12h 17m

Madison Truax Field

Sun 1/10

8:36 pm-1:51 pm

2 stops17h 15m

$536

San JoséMadison

SJO San José Juan Santamaria Intl - MSN Madison Truax Field

SJOMSN

San José Juan Santamaria Intl

Wed 12/23

3:08 pm-10:44 am

1 stop19h 36m

Madison Truax Field

Sun 1/10

8:36 pm-1:51 pm

2 stops17h 15m

$536

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 23% 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	$247
Fastest flight time	5h 32m
Direct flights	None

The best one-way flight to Wisconsin from San José in the past 72 hours is $247. The best round-trip flight deal from San José to Wisconsin found on momondo in the last 72 hours is $448.

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

There are no direct flights from San José to Wisconsin. There are no popular flight routes from San José to Wisconsin.

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 1 as of October 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 7.0 12,186 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.