What airlines fly to Costa Rica?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Costa Rica from Wisconsin according to our data. American Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 4 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.

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

American Airlines, United Airlines, and Delta are the most popular carriers operating from Wisconsin to Costa Rica

How long is the flight from Wisconsin to Costa Rica?

Flight times vary depending on what airport in Wisconsin you fly out of and what airport in Costa Rica you fly into. For example, flying from Milwaukee to San José takes 7h on average. On the other hand, flying from Madison to San José takes 10h 40m on average. Keep in mind that it’s always quicker to opt for a non-stop flight, so be sure to check momondo if there are any available for your route.

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

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

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

As of November 2026, there are 4 operators available to choose from for flights from Wisconsin to Costa Rica.

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

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 Wisconsin to Costa Rica.

What documentation or ID do you need to fly to Costa Rica?

The necessary travel and health documents for your Costa Rica 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.

$196 Cheap Flights from Wisconsin to Costa Rica in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Wisconsin to Costa Rica

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:08 am - 1:40 pmMKE Milwaukee-Mitchell-LIR Liberia

7h 32m1 stop Dallas/Fort Worth

12:28 pm - 10:47 pmLIR Liberia-MKE Milwaukee-Mitchell

9h 19m1 stop Charlotte Douglas

$425American Airlines

Mon, Apr 19 - Thu, Apr 22

6:40 am - 2:42 pmMKE Milwaukee-Mitchell-LIR Liberia

8h 02m1 stop Dallas/Fort Worth

1:39 pm - 11:40 pmLIR Liberia-MKE Milwaukee-Mitchell

10h 01m1 stop Miami

$425American Airlines

Tue, Jan 12 - Tue, Jan 26

6:35 pm - 1:45 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

19h 10m2 stops Orlando Houston Hobby

1:50 pm - 10:05 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

8h 15m1 stop Orlando

$525Southwest

Sun, Jan 24 - Tue, Feb 2

5:30 am - 9:49 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

16h 19m1 stop Atlanta Hartsfield-Jackson

7:00 am - 5:44 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

10h 44m1 stop Atlanta Hartsfield-Jackson

$530Delta

Tue, Jan 12 - Fri, Jan 22

10:19 am - 9:49 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

11h 30m1 stop Atlanta Hartsfield-Jackson

2:23 pm - 11:59 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

9h 36m1 stop Atlanta Hartsfield-Jackson

$530Delta

Tue, Jan 12 - Thu, Jan 28

9:20 am - 8:39 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

11h 19m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

1:15 am - 12:05 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

10h 50m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$543United Airlines

Sun, Jan 24 - Mon, Feb 1

6:35 pm - 1:45 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

19h 10m2 stops Orlando Houston Hobby

1:50 pm - 10:05 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

8h 15m1 stop Orlando

$557Southwest

Tue, Jan 26 - Tue, Feb 2

7:39 am - 8:39 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

13h 00m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

2:25 pm - 10:45 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

8h 20m1 stop Houston George Bush Intcntl

$586United Airlines

Thu, Jan 21 - Wed, Jan 27

6:35 am - 11:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

16h 40m2 stops Chicago O'Hare Intl Guatemala City La Aurora

5:35 am - 5:31 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

11h 56m2 stops Guatemala City La Aurora Chicago O'Hare Intl

$624Multiple Airlines

Sat, Jan 16 - Tue, Jan 26

6:06 am - 11:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

17h 09m2 stops Chicago O'Hare Intl Guatemala City La Aurora

5:35 am - 5:31 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

11h 56m2 stops Guatemala City La Aurora Chicago O'Hare Intl

$624Multiple Airlines

Sun, Jan 17 - Wed, Jan 27

Cheap last minute flights

Enter your travel dates to find the best prices.

12:42 pm - 10:15 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

9h 33m1 stop Atlanta Hartsfield-Jackson

7:00 am - 5:36 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

10h 36m1 stop Atlanta Hartsfield-Jackson

$767Delta

Tue, Nov 10 - Thu, Nov 19

7:09 pm - 1:07 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

17h 58m2 stops Chicago O'Hare Intl Charlotte Douglas

12:37 am - 4:55 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

16h 18m1 stop Dallas/Fort Worth

$781American Airlines

Sat, Nov 14 - Thu, Nov 19

7:09 pm - 1:46 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

18h 37m2 stops Chicago O'Hare Intl Dallas/Fort Worth

6:00 am - 10:26 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

16h 26m2 stops Miami Washington, D.C. Reagan-National

$781American Airlines

Sat, Nov 14 - Fri, Nov 20

11:35 am - 10:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

10h 40m1 stop Atlanta Hartsfield-Jackson

2:37 pm - 10:50 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

8h 13m1 stop Atlanta Hartsfield-Jackson

$787Delta

Wed, Nov 11 - Wed, Nov 25

5:30 am - 10:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

16h 45m1 stop Atlanta Hartsfield-Jackson

7:00 am - 4:25 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

9h 25m1 stop Atlanta Hartsfield-Jackson

$787Delta

Wed, Nov 11 - Tue, Nov 24

7:00 am - 10:15 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

15h 15m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson

7:00 am - 4:25 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

9h 25m1 stop Atlanta Hartsfield-Jackson

$791Delta

Wed, Nov 11 - Tue, Nov 24

7:09 pm - 1:46 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

18h 37m2 stops Chicago O'Hare Intl Dallas/Fort Worth

6:00 am - 10:26 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

16h 26m2 stops Miami Washington, D.C. Reagan-National

$825American Airlines

Sat, Nov 14 - Fri, Nov 20

12:30 pm - 10:30 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

34h 00m2 stops Chicago O'Hare Intl Toronto Pearson Intl

9:20 am - 11:49 amSJO San José Juan Santamaria Intl-MSN Madison Truax Field

26h 29m2 stops Montreal Pierre Elliott Trudeau Intl Chicago O'Hare Intl

$2,198Air Canada

Fri, Nov 13 - Mon, Nov 23

10:42 am - 8:39 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

9h 57m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

8:45 am - 11:07 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

14h 22m3 stops Houston George Bush Intcntl Lambert-St Louis Chicago O'Hare Intl

$4,712United Airlines

Thu, Nov 12 - Tue, Nov 24

10:42 am - 8:39 pmMSN Madison Truax Field-SJO San José Juan Santamaria Intl

9h 57m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

8:45 am - 11:07 pmSJO San José Juan Santamaria Intl-MSN Madison Truax Field

14h 22m3 stops Houston George Bush Intcntl Lambert-St Louis Chicago O'Hare Intl

$4,972United Airlines

Fri, Nov 13 - Fri, Nov 27

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Southwest flights from Wisconsin to Costa Rica

Our best Southwest deals on Wisconsin to Costa Rica flight tickets

Southwest

Jan 24

MKE6:35 pmMilwaukee-Mitchell

19h 10m

2 stops

SJO1:45 pmSan José Juan Santamaria Intl

Feb 2

SJO1:50 pmSan José Juan Santamaria Intl

8h 15m

1 stop

MKE10:05 pmMilwaukee-Mitchell

$525

Southwest

Jan 26

MKE6:35 pmMilwaukee-Mitchell

19h 10m

2 stops

SJO1:45 pmSan José Juan Santamaria Intl

Feb 2

SJO1:50 pmSan José Juan Santamaria Intl

8h 15m

1 stop

MKE10:05 pmMilwaukee-Mitchell

$557

Southwest

Jan 26

MKE6:35 pmMilwaukee-Mitchell

19h 10m

2 stops

SJO1:45 pmSan José Juan Santamaria Intl

Feb 2

SJO1:50 pmSan José Juan Santamaria Intl

8h 15m

1 stop

MKE10:05 pmMilwaukee-Mitchell

$581

Delta flights from Wisconsin to Costa Rica

Our best Delta deals on Wisconsin to Costa Rica flight tickets

Delta

Jan 11

MKE7:00 amMilwaukee-Mitchell

14h 49m

1 stop

SJO9:49 pmSan José Juan Santamaria Intl

Jan 26

SJO7:00 amSan José Juan Santamaria Intl

13h 30m

1 stop

MKE8:30 pmMilwaukee-Mitchell

$530

Delta

Jan 24

MKE3:22 pmMilwaukee-Mitchell

6h 27m

1 stop

SJO9:49 pmSan José Juan Santamaria Intl

Feb 4

SJO7:00 amSan José Juan Santamaria Intl

16h 59m

1 stop

MKE11:59 pmMilwaukee-Mitchell

$539

Delta

Jan 14

MKE5:30 amMilwaukee-Mitchell

16h 19m

1 stop

SJO9:49 pmSan José Juan Santamaria Intl

Jan 27

SJO2:23 pmSan José Juan Santamaria Intl

9h 36m

1 stop

MKE11:59 pmMilwaukee-Mitchell

$577

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

MilwaukeeLiberia

MKE Milwaukee-Mitchell - LIR Liberia

MKELIR

Milwaukee-Mitchell

Mon 4/19

7:08 am-1:40 pm

1 stop7h 32m

Liberia

Thu 4/22

12:28 pm-10:47 pm

1 stop9h 19m

$425

MilwaukeeLiberia

MKE Milwaukee-Mitchell - LIR Liberia

MKELIR

Milwaukee-Mitchell

Tue 1/12

6:40 am-2:42 pm

1 stop8h 02m

Liberia

Tue 1/26

1:39 pm-11:40 pm

1 stop10h 01m

$425

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Sun 1/24

6:35 pm-1:45 pm

2 stops19h 10m

San José Juan Santamaria Intl

Tue 2/2

1:50 pm-10:05 pm

1 stop8h 15m

$525

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Tue 1/12

5:30 am-9:49 pm

1 stop16h 19m

San José Juan Santamaria Intl

Fri 1/22

7:00 am-5:44 pm

1 stop10h 44m

$530

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Tue 1/12

10:19 am-9:49 pm

1 stop11h 30m

San José Juan Santamaria Intl

Thu 1/28

2:23 pm-11:59 pm

1 stop9h 36m

$530

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Sun 1/24

9:20 am-8:39 pm

2 stops11h 19m

San José Juan Santamaria Intl

Mon 2/1

1:15 am-12:05 pm

2 stops10h 50m

$543

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Tue 1/26

6:35 pm-1:45 pm

2 stops19h 10m

San José Juan Santamaria Intl

Tue 2/2

1:50 pm-10:05 pm

1 stop8h 15m

$557

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Thu 1/21

7:39 am-8:39 pm

2 stops13h 00m

San José Juan Santamaria Intl

Wed 1/27

2:25 pm-10:45 pm

1 stop8h 20m

$586

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Sat 1/16

6:35 am-11:15 pm

2 stops16h 40m

San José Juan Santamaria Intl

Tue 1/26

5:35 am-5:31 pm

2 stops11h 56m

$624

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Sun 1/17

6:06 am-11:15 pm

2 stops17h 09m

San José Juan Santamaria Intl

Wed 1/27

5:35 am-5:31 pm

2 stops11h 56m

$624

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 Wisconsin to Costa Rica

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 Costa Rica?

The cheapest month to fly to Costa Rica from Wisconsin is in May. Flight prices, which tend to average around $679, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in May, then February is your next best option. Flight prices from Wisconsin to Costa Rica during February average around $686.

How far in advance should I book a flight from Wisconsin to Costa Rica?

You are more likely to see cheaper flights to Costa Rica from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $691 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Wisconsin for as low as $455 on momondo.

Can stopping save me money on Wisconsin to Costa Rica flights?

You could potentially save up to 31% on your flight if you consider stops on a Wisconsin to Costa Rica flight.

Cheap Wisconsin to Costa Rica flight deals and tips

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

Best Price Found	$196
Fastest flight time	5h 05m
Direct flights	None

The best one-way flight to Costa Rica from Wisconsin in the past 72 hours is $196. The best round-trip flight deal from Wisconsin to Costa Rica found on momondo in the last 72 hours is $425.

The fastest flight from Wisconsin to Costa Rica takes 5h 05m

There are no direct flights from Wisconsin to Costa Rica. There are no popular flight routes from Wisconsin to Costa Rica.

Search flight deals

Frequently asked questions about flying from Wisconsin to Costa Rica

When did momondo last update prices for flights from Wisconsin to Costa Rica?
Prices for flights from Wisconsin to Costa Rica are refreshed on a daily basis.
How many operators does momondo search for flights from Wisconsin to Costa Rica?
As of November 2026, there are 4 operators available to choose from for flights from Wisconsin to Costa Rica.
How old do you have to be to fly from Wisconsin to Costa Rica?
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 Wisconsin to Costa Rica.
What documentation or ID do you need to fly to Costa Rica?
The necessary travel and health documents for your Costa Rica 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 Wisconsin to Costa Rica

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $206	Free Cancellation	Rating 7.3 10,470 reviews	Search United Airlines flights
Delta	PriceFrom $288	Free Cancellation	Rating 7.8 8,699 reviews	Search Delta flights
American Airlines	PriceFrom $378	Free Cancellation	Rating 7.0 12,228 reviews	Search American Airlines flights
Southwest	PriceFrom $520	Free Cancellation	Rating 8.0 4,216 reviews	Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Wisconsin to Costa Rica. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Costa Rica from Wisconsin which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Wisconsin to Costa Rica.

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

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

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Popular cities in Costa Rica

Flights to San Joséfrom $166

Flights to Liberiafrom $297

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Flights to Golfito

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Cheap flights from Wisconsin to Costa Rica from $196

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Costa Rica departing on 4/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Southwest flights from Wisconsin to Costa Rica

Our best Southwest deals on Wisconsin to Costa Rica flight tickets

Delta flights from Wisconsin to Costa Rica

Our best Delta deals on Wisconsin to Costa Rica flight tickets

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See travel insights to Costa Rica from

How to get the cheapest flight ticket from Wisconsin to Costa Rica

What is the cheapest month to fly to Costa Rica?

How far in advance should I book a flight from Wisconsin to Costa Rica?

Can stopping save me money on Wisconsin to Costa Rica flights?

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

What airlines fly to Costa Rica?

How long is the flight from Wisconsin to Costa Rica?

Cheap Wisconsin to Costa Rica flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Wisconsin to Costa Rica

Best airlines flying from Wisconsin to Costa Rica

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

Why use momondo?

An easier way to manage your Costa Rica trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Costa Rica

Popular cities in Costa Rica

Popular flights according to clicks in the last 7 days on momondo

Wisconsin flight routes

According to popular flight searches on momondo this year

Costa Rica flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Costa Rica

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Costa Rica

List of cabin classes available on flights landing in Costa Rica. Availability may vary depending on flight origin and airline.

Complete your trip to Costa Rica

Explore popular destinations other users love

According to popular flight searches on momondo this year