What is the cheapest airline that flies from Costa Rica to Wisconsin?

Viva, Air Canada, and Sun Country Air are the most popular carriers operating from Costa Rica to Wisconsin

When did momondo last update prices for flights from Costa Rica to Wisconsin?

Prices for flights from Costa Rica to Wisconsin are refreshed on a daily basis.

How many operators does momondo search for flights from Costa Rica to Wisconsin?

As of August 2026, there are 5 operators available to choose from for flights from Costa Rica to Wisconsin.

How old do you have to be to fly from Costa Rica to Wisconsin?

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 Costa Rica 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.

$179 Cheap Flights from Costa Rica to Wisconsin in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Costa Rica to Wisconsin

Round-trip

One-way

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Direct

Recent round-trip flight deals from Costa Rica to Wisconsin

Enter your travel dates to find the best prices.

1:00 pm - 9:00 amLIR Liberia-ORD Chicago O'Hare Intl

19h 00m1 stop Toronto Pearson Intl

8:40 pm - 1:10 pmORD Chicago O'Hare Intl-LIR Liberia

17h 30m1 stop Toronto Pearson Intl

$362Air Canada

Sat, Oct 17 - Sat, Oct 24

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

5h 32mnonstop

9:25 am - 8:39 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

11h 14m1 stop Houston George Bush Intcntl

$365United Airlines

Fri, Feb 12 - Thu, Feb 18

1:25 pm - 11:52 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

9h 27m1 stop Atlanta Hartsfield-Jackson

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 21 - Sun, Oct 25

1:25 pm - 11:52 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

9h 27m1 stop Atlanta Hartsfield-Jackson

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

7h 33m1 stop Atlanta Hartsfield-Jackson

$366Delta

Thu, Oct 22 - Sun, Oct 25

1:00 pm - 10:17 amLIR Liberia-ORD Chicago O'Hare Intl

20h 17m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

8:40 pm - 1:10 pmORD Chicago O'Hare Intl-LIR Liberia

17h 30m1 stop Toronto Pearson Intl

$366Air Canada

Sat, Oct 17 - Sat, Oct 24

7:55 am - 10:16 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

25h 21m1 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

$366United Airlines

Fri, Sep 25 - Wed, Sep 30

4:08 am - 1:02 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

19h 54m1 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

$369Copa Airlines

Sun, Sep 27 - Sun, Oct 4

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

1:00 pm - 8:34 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 34m1 stop Dallas/Fort Worth

6:00 am - 2:00 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

9h 00m1 stop Dallas/Fort Worth

$375American Airlines

Thu, Oct 15 - Tue, Oct 20

3:01 pm - 7:47 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

15h 46m1 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

Thu, Oct 8 - Tue, Oct 13

Recent last minute flight deals from Costa Rica to Wisconsin

Enter your travel dates to find the best prices.

6:17 pm - 11:27 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

52h 10m2 stops Panama City Tocumen Intl San Juan Luis Munoz Marin Intl

4:20 pm - 12:20 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

21h 00m1 stop Monterrey Gen Mariano Escobedo

$604Multiple Airlines

Thu, Aug 20 - Sun, Aug 30

1:50 am - 9:20 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 30m1 stop Bogotá El Dorado

11:20 pm - 3:25 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

17h 05m1 stop Bogotá El Dorado

$624Avianca

Mon, Aug 17 - Thu, Aug 20

1:50 am - 9:20 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 30m1 stop Bogotá El Dorado

5:15 pm - 11:40 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

7h 25m1 stop San Salvador El Salvador Intl

$626Avianca

Mon, Aug 17 - Tue, Aug 25

4:20 pm - 5:38 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

36h 18m2 stops Cancun Santiago de Querétaro

7:35 am - 3:55 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

9h 20m1 stop Mexico City Benito Juarez

$671Multiple Airlines

Fri, Aug 21 - Fri, Aug 28

1:25 pm - 9:09 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 44m1 stop Houston George Bush Intcntl

6:00 am - 8:19 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

15h 19m1 stop Newark

$726United Airlines

Thu, Aug 20 - Mon, Aug 31

1:25 pm - 7:55 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

17h 30m1 stop Houston George Bush Intcntl

7:30 am - 7:37 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

13h 07m1 stop Houston George Bush Intcntl

$743United Airlines

Thu, Aug 20 - Sun, Aug 30

6:00 am - 10:31 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

15h 31m1 stop Miami

5:59 pm - 12:03 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

19h 04m1 stop Miami

$750American Airlines

Fri, Aug 21 - Wed, Aug 26

6:00 am - 11:30 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

16h 30m1 stop Miami

5:00 am - 1:52 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

9h 52m1 stop Dallas/Fort Worth

$751American Airlines

Fri, Aug 21 - Mon, Aug 31

5:55 pm - 9:00 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

26h 05m2 stops Panama City Tocumen Intl Chicago O'Hare Intl

8:30 am - 8:19 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

24h 49m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

$794Copa Airlines

Tue, Aug 18 - Mon, Aug 31

5:55 pm - 1:59 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

19h 04m1 stop Panama City Tocumen Intl

3:21 pm - 7:10 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

16h 49m1 stop Panama City Tocumen Intl

$876Copa Airlines

Tue, Aug 18 - Fri, Aug 21

Recent direct flight deals from Costa Rica to Wisconsin

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

$382United Airlines

Fri, Jan 22 - Sun, Jan 24

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

$382United Airlines

Fri, Feb 12 - Thu, Feb 18

1:50 pm - 7:25 pmLIR Liberia-MSP Minneapolis St Paul

5h 35mnonstop

7:05 am - 12:35 pmMSP Minneapolis St Paul-LIR Liberia

5h 30mnonstop

$458JetBlue

Wed, Dec 23 - Wed, Dec 30

3:55 pm - 9:24 pmLIR Liberia-MSP Minneapolis St Paul

5h 29mnonstop

9:30 am - 3:06 pmMSP Minneapolis St Paul-LIR Liberia

5h 36mnonstop

$499Sun Country Air

Sun, Dec 13 - Sun, Jan 10

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

$578Avianca

Mon, Dec 21 - Wed, Dec 30

3:15 pm - 8:55 pmLIR Liberia-ORD Chicago O'Hare Intl

5h 40mnonstop

9:00 am - 2:15 pmORD Chicago O'Hare Intl-LIR Liberia

5h 15mnonstop

$617American Airlines

Wed, Dec 23 - Sun, Jan 3

3:15 pm - 8:55 pmLIR Liberia-ORD Chicago O'Hare Intl

5h 40mnonstop

9:00 am - 2:15 pmORD Chicago O'Hare Intl-LIR Liberia

5h 15mnonstop

$620American Airlines

Tue, Dec 22 - Wed, Dec 30

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

$889Avianca

Mon, Jan 25 - Thu, Jan 28

1:50 pm - 7:25 pmLIR Liberia-MSP Minneapolis St Paul

5h 35mnonstop

7:05 am - 12:35 pmMSP Minneapolis St Paul-LIR Liberia

5h 30mnonstop

$984Delta

Fri, Dec 25 - Sat, Jan 16

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

$1,378Copa Airlines

Mon, Dec 21 - Mon, Dec 28

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Copa Airlines flights from Costa Rica to Wisconsin

Our best Copa Airlines deals on Costa Rica to Wisconsin flight tickets

Copa Airlines

Sep 27

SJO4:08 amSan José Juan Santamaria Intl

19h 54m

1 stop

ORD1:02 amChicago O'Hare Intl

Oct 4

ORD3:20 pmChicago O'Hare Intl

16h 50m

1 stop

SJO7:10 amSan José Juan Santamaria Intl

$369

Copa Airlines

Sep 9

SJO5:55 pmSan José Juan Santamaria Intl

30h 07m

1 stop

ORD1:02 amChicago O'Hare Intl

Sep 12

ORD3:20 pmChicago O'Hare Intl

16h 50m

1 stop

SJO7:10 amSan José Juan Santamaria Intl

$370

Copa Airlines

Sep 15

SJO5:55 pmSan José Juan Santamaria Intl

30h 07m

1 stop

ORD1:02 amChicago O'Hare Intl

Sep 21

ORD3:20 pmChicago O'Hare Intl

16h 50m

1 stop

SJO7:10 amSan José Juan Santamaria Intl

$374

United Airlines flights from Costa Rica to Wisconsin

Our best United Airlines deals on Costa Rica to Wisconsin flight tickets

United Airlines

Feb 12

SJO1:25 pmSan José Juan Santamaria Intl

5h 32m

ORD6:57 pmChicago O'Hare Intl

Feb 18

ORD9:25 amChicago O'Hare Intl

11h 14m

1 stop

SJO8:39 pmSan José Juan Santamaria Intl

$365

United Airlines

Sep 25

SJO1:25 pmSan José Juan Santamaria Intl

17h 30m

1 stop

ORD7:55 amChicago O'Hare Intl

Oct 2

ORD6:29 pmChicago O'Hare Intl

18h 52m

1 stop

SJO12:21 pmSan José Juan Santamaria Intl

$366

United Airlines

Dec 23

SJO1:15 amSan José Juan Santamaria Intl

13h 39m

1 stop

ORD2:54 pmChicago O'Hare Intl

Dec 31

ORD7:02 amChicago O'Hare Intl

5h 13m

SJO12:15 pmSan José Juan Santamaria Intl

$371

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LiberiaChicago

LIR Liberia - ORD Chicago O'Hare Intl

LIRORD

Liberia

Sat 10/17

1:00 pm-9:00 am

1 stop19h 00m

Chicago O'Hare Intl

Sat 10/24

8:40 pm-1:10 pm

1 stop17h 30m

$362

Quickest round-trip

San JoséChicago

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

SJOORD

San José Juan Santamaria Intl

Fri 2/12

1:25 pm-6:57 pm

Nonstop5h 32m

Chicago O'Hare Intl

Thu 2/18

9:25 am-8:39 pm

1 stop11h 14m

$365

San JoséChicago

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

SJOORD

San José Juan Santamaria Intl

Wed 10/21

1:25 pm-11:52 pm

1 stop9h 27m

Chicago O'Hare Intl

Sun 10/25

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

Thu 10/22

1:25 pm-11:52 pm

1 stop9h 27m

Chicago O'Hare Intl

Sun 10/25

5:27 am-12:00 pm

1 stop7h 33m

$366

LiberiaChicago

LIR Liberia - ORD Chicago O'Hare Intl

LIRORD

Liberia

Sat 10/17

1:00 pm-10:17 am

2 stops20h 17m

Chicago O'Hare Intl

Sat 10/24

8:40 pm-1:10 pm

1 stop17h 30m

$366

San JoséChicago

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

SJOORD

San José Juan Santamaria Intl

Fri 9/25

7:55 am-10:16 am

1 stop25h 21m

Chicago O'Hare Intl

Wed 9/30

5:30 am-12:21 pm

1 stop7h 51m

$366

San JoséChicago

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

SJOORD

San José Juan Santamaria Intl

Sun 9/27

4:08 am-1:02 am

1 stop19h 54m

Chicago O'Hare Intl

Sun 10/4

3:20 pm-7:10 am

1 stop16h 50m

$369

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

Thu 10/15

1:00 pm-8:34 am

1 stop18h 34m

Chicago O'Hare Intl

Tue 10/20

6:00 am-2:00 pm

1 stop9h 00m

$375

San JoséChicago

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

SJOORD

San José Juan Santamaria Intl

Thu 10/8

3:01 pm-7:47 am

1 stop15h 46m

Chicago O'Hare Intl

Tue 10/13

9:30 pm-2:00 pm

1 stop17h 30m

$375

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 Costa Rica 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 Costa Rica 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 Costa Rica to Wisconsin flights?

You could potentially save up to 9% on your flight if you consider stops on a Costa Rica to Wisconsin flight.

Cheap Costa Rica to Wisconsin flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Costa Rica to Wisconsin

Fastest flight time	5h 23m
Direct flights	Every day
Airports in Wisconsin	80 airports

The fastest flight from Costa Rica to Wisconsin takes 5h 23m

Direct flights go from Costa Rica to Wisconsin every day.

There are 80 airports in Wisconsin. From Costa Rica there are direct flights to Chicago O'Hare Intl (ORD), Minneapolis St Paul (MSP).

Search flight deals

Frequently asked questions about flying from Costa Rica to Wisconsin

When did momondo last update prices for flights from Costa Rica to Wisconsin?
Prices for flights from Costa Rica to Wisconsin are refreshed on a daily basis.
How many operators does momondo search for flights from Costa Rica to Wisconsin?
As of August 2026, there are 5 operators available to choose from for flights from Costa Rica to Wisconsin.
How old do you have to be to fly from Costa Rica to Wisconsin?
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 Costa Rica 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 Costa Rica to Wisconsin

Compare and see reviews for airlines that fly from Costa Rica to Wisconsin with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $488	Free Cancellation	Rating 7.1 11,941 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Costa Rica to Wisconsin?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Wisconsin from Costa Rica.

Can I find flights from Costa Rica to Wisconsin with flexible booking policies on momondo?

All flight searches from Costa Rica to Wisconsin on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Costa Rica to Wisconsin?

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

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

Yes. momondo can track prices for Costa Rica to Wisconsin 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.