What airlines fly to Costa Rica?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Costa Rica from Milwaukee according to our data. American Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 9 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 Milwaukee-Mitchell to Costa Rica?

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

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Costa Rica?

Prices for flights from Milwaukee-Mitchell Airport to Costa Rica were last updated today.

How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Costa Rica?

As of September 2026, there are 4 operators available to choose from for flights from Milwaukee-Mitchell Airport to Costa Rica.

How old do you have to be to fly from Milwaukee-Mitchell Airport 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 Milwaukee-Mitchell Airport to Costa Rica.

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

The required travel and health documents for your Costa Rica trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Costa Rica. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$260 Cheap Flights from Milwaukee to Costa Rica in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Milwaukee to Costa Rica

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:52 am - 7:55 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

13h 03m1 stop Dallas/Fort Worth

6:20 am - 11:14 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

16h 54m1 stop Miami

$434American Airlines

Tue, Jan 19 - Thu, Jan 28

7:51 am - 9:04 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

13h 13m2 stops Chicago O'Hare Intl Miami

6:20 am - 10:29 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

16h 09m2 stops Miami Chicago O'Hare Intl

$439American Airlines

Mon, Jan 25 - Wed, Feb 3

10:25 am - 10:05 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

11h 40m1 stop Atlanta Hartsfield-Jackson

7:05 am - 5:45 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

10h 40m1 stop Atlanta Hartsfield-Jackson

$488Delta

Sun, Jan 24 - Tue, Feb 2

5:55 am - 10:05 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

16h 10m1 stop Atlanta Hartsfield-Jackson

2:10 pm - 11:49 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

9h 39m1 stop Atlanta Hartsfield-Jackson

$488Delta

Wed, Jan 20 - Thu, Jan 28

8:00 am - 6:16 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

10h 16m1 stop Houston George Bush Intcntl

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

9h 46m1 stop Chicago O'Hare Intl

$488United Airlines

Mon, Jan 18 - Thu, Jan 28

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

7h 15m1 stop Chicago O'Hare Intl

8:45 am - 11:11 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

14h 26m2 stops Houston George Bush Intcntl Chicago O'Hare Intl

$493United Airlines

Mon, Jan 18 - Thu, Jan 28

5:45 am - 12:05 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

7h 20m1 stop Orlando

1:20 pm - 11:50 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

10h 30m1 stop Orlando

$528Southwest

Wed, Oct 28 - Thu, Nov 5

7:30 am - 7:40 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

13h 10m2 stops Dallas Love Field Houston Hobby

1:20 pm - 11:55 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

10h 35m2 stops Orlando Nashville Intl

$533Southwest

Wed, Oct 28 - Thu, Nov 5

7:10 am - 8:17 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

25h 07m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

6:02 pm - 6:41 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

24h 39m2 stops Panama City Tocumen Intl Chicago O'Hare Intl

$621Copa Airlines

Mon, Jan 18 - Mon, Jan 25

8:40 am - 8:17 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

23h 37m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

2:51 pm - 6:41 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

27h 50m2 stops Panama City Tocumen Intl Chicago O'Hare Intl

$621Copa Airlines

Fri, Jan 8 - Tue, Jan 19

Cheap last minute flights

Enter your travel dates to find the best prices.

8:14 pm - 1:57 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

18h 43m2 stops Chicago O'Hare Intl Dallas/Fort Worth

6:00 am - 10:42 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

15h 42m2 stops Miami Chicago O'Hare Intl

$697American Airlines

Sat, Sep 19 - Tue, Oct 6

5:43 pm - 1:57 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

21h 14m1 stop Dallas/Fort Worth

6:00 am - 9:52 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

14h 52m2 stops Miami Dallas/Fort Worth

$709American Airlines

Sat, Sep 19 - Tue, Oct 6

5:30 am - 11:54 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

7h 24m1 stop Atlanta Hartsfield-Jackson

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

9h 28m1 stop Atlanta Hartsfield-Jackson

$721Delta

Sat, Sep 19 - Tue, Oct 6

10:30 am - 7:10 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

21h 40m2 stops Chicago O'Hare Intl Panama City Tocumen Intl

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

$729Copa Airlines

Sat, Sep 19 - Sat, Oct 10

10:43 am - 7:37 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

9h 54m1 stop Houston George Bush Intcntl

7:55 am - 10:45 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

13h 50m1 stop Houston George Bush Intcntl

$737United Airlines

Sat, Sep 19 - Sat, Oct 10

5:00 am - 7:37 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

15h 37m2 stops Chicago O'Hare Intl Houston George Bush Intcntl

7:55 am - 5:13 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

8h 18m1 stop Houston George Bush Intcntl

$737United Airlines

Sat, Sep 19 - Sat, Oct 10

5:43 pm - 1:57 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

21h 14m1 stop Dallas/Fort Worth

6:00 am - 11:34 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

16h 34m2 stops Miami Philadelphia

$754American Airlines

Sat, Sep 19 - Sat, Oct 10

10:43 am - 7:37 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

9h 54m1 stop Houston George Bush Intcntl

7:55 am - 10:45 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

13h 50m1 stop Houston George Bush Intcntl

$814United Airlines

Sat, Sep 19 - Sat, Oct 10

10:43 am - 7:37 pmMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

9h 54m1 stop Houston George Bush Intcntl

7:55 am - 10:45 pmSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

13h 50m1 stop Houston George Bush Intcntl

$941Multiple Airlines

Sat, Sep 19 - Sat, Oct 10

10:55 am - 8:30 amMKE Milwaukee-Mitchell-SJO San José Juan Santamaria Intl

46h 35m3 stops Boston Logan Intl New York John F Kennedy Intl Guatemala City La Aurora

7:45 pm - 9:55 amSJO San José Juan Santamaria Intl-MKE Milwaukee-Mitchell

37h 10m2 stops San Salvador El Salvador Intl Boston Logan Intl

$1,506Multiple Airlines

Sat, Sep 19 - Sat, Oct 10

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

United Airlines flights from Milwaukee to Costa Rica

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

United Airlines

Jan 18

MKE5:00 amMilwaukee-Mitchell

7h 15m

1 stop

SJO12:15 pmSan José Juan Santamaria Intl

Jan 28

SJO8:45 amSan José Juan Santamaria Intl

14h 26m

2 stops

MKE11:11 pmMilwaukee-Mitchell

$493

United Airlines

Jan 18

MKE5:00 amMilwaukee-Mitchell

7h 15m

1 stop

SJO12:15 pmSan José Juan Santamaria Intl

Jan 24

SJO1:15 amSan José Juan Santamaria Intl

12h 46m

2 stops

MKE2:01 pmMilwaukee-Mitchell

$555

United Airlines

Jan 8

MKE5:00 amMilwaukee-Mitchell

7h 15m

1 stop

SJO12:15 pmSan José Juan Santamaria Intl

Jan 18

SJO1:15 amSan José Juan Santamaria Intl

13h 51m

2 stops

MKE3:06 pmMilwaukee-Mitchell

$574

Delta flights from Milwaukee to Costa Rica

Our best Delta deals on Milwaukee to Costa Rica flight tickets

Delta

Jan 24

MKE12:20 pmMilwaukee-Mitchell

9h 45m

1 stop

SJO10:05 pmSan José Juan Santamaria Intl

Feb 4

SJO7:05 amSan José Juan Santamaria Intl

10h 40m

1 stop

MKE5:45 pmMilwaukee-Mitchell

$488

Delta

Jan 18

MKE12:20 pmMilwaukee-Mitchell

9h 45m

1 stop

SJO10:05 pmSan José Juan Santamaria Intl

Jan 21

SJO7:05 amSan José Juan Santamaria Intl

16h 44m

1 stop

MKE11:49 pmMilwaukee-Mitchell

$525

Delta

Jan 26

MKE5:55 amMilwaukee-Mitchell

6h 50m

1 stop

SJO12:45 pmSan José Juan Santamaria Intl

Feb 3

SJO7:05 amSan José Juan Santamaria Intl

16h 44m

1 stop

MKE11:49 pmMilwaukee-Mitchell

$543

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Tue 1/19

6:52 am-7:55 pm

1 stop13h 03m

San José Juan Santamaria Intl

Thu 1/28

6:20 am-11:14 pm

1 stop16h 54m

$434

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Mon 1/25

7:51 am-9:04 pm

2 stops13h 13m

San José Juan Santamaria Intl

Wed 2/3

6:20 am-10:29 pm

2 stops16h 09m

$439

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Sun 1/24

10:25 am-10:05 pm

1 stop11h 40m

San José Juan Santamaria Intl

Tue 2/2

7:05 am-5:45 pm

1 stop10h 40m

$488

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Wed 1/20

5:55 am-10:05 pm

1 stop16h 10m

San José Juan Santamaria Intl

Thu 1/28

2:10 pm-11:49 pm

1 stop9h 39m

$488

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Mon 1/18

8:00 am-6:16 pm

1 stop10h 16m

San José Juan Santamaria Intl

Thu 1/28

1:25 pm-11:11 pm

1 stop9h 46m

$488

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Mon 1/18

5:00 am-12:15 pm

1 stop7h 15m

San José Juan Santamaria Intl

Thu 1/28

8:45 am-11:11 pm

2 stops14h 26m

$493

Quickest round-trip

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Wed 10/28

5:45 am-12:05 pm

1 stop7h 20m

San José Juan Santamaria Intl

Thu 11/5

1:20 pm-11:50 pm

1 stop10h 30m

$528

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Wed 10/28

7:30 am-7:40 pm

2 stops13h 10m

San José Juan Santamaria Intl

Thu 11/5

1:20 pm-11:55 pm

2 stops10h 35m

$533

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Mon 1/18

7:10 am-8:17 am

2 stops25h 07m

San José Juan Santamaria Intl

Mon 1/25

6:02 pm-6:41 pm

2 stops24h 39m

$621

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Fri 1/8

8:40 am-8:17 am

2 stops23h 37m

San José Juan Santamaria Intl

Tue 1/19

2:51 pm-6:41 pm

2 stops27h 50m

$621

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 Milwaukee 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

What is the cheapest month to fly to Costa Rica?

The cheapest month to fly to Costa Rica from Milwaukee is in May. Flight prices, which tend to average around $561, 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 January is your next best option. Flight prices from Milwaukee to Costa Rica during January average around $619.

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

You are more likely to see cheaper flights to Costa Rica from Milwaukee when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $690 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Milwaukee for as low as $519 on momondo.

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

You could potentially save up to 30% on your flight if you consider stops on a Milwaukee to Costa Rica flight.

Cheap Milwaukee to Costa Rica flight deals and tips

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

Best Price Found	$260
Fastest flight time	6h 50m
Direct flights	None

The best one-way flight to Costa Rica from Milwaukee in the past 72 hours is $260. The best round-trip flight deal from Milwaukee to Costa Rica found on momondo in the last 72 hours is $434.

The fastest flight from Milwaukee to Costa Rica takes 6h 50m

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

Search flight deals

Frequently asked questions about flying from Milwaukee to Costa Rica

When did momondo last update prices for flights from Milwaukee-Mitchell Airport to Costa Rica?
Prices for flights from Milwaukee-Mitchell Airport to Costa Rica were last updated today.
How many operators does momondo search for flights from Milwaukee-Mitchell Airport to Costa Rica?
As of September 2026, there are 4 operators available to choose from for flights from Milwaukee-Mitchell Airport to Costa Rica.
How old do you have to be to fly from Milwaukee-Mitchell Airport 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 Milwaukee-Mitchell Airport to Costa Rica.
What documentation or ID do you need to fly to Costa Rica?
The required travel and health documents for your Costa Rica trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Costa Rica. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Milwaukee to Costa Rica

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $206	Free Cancellation	Rating 7.4 10,213 reviews	Search United Airlines flights
American Airlines	PriceFrom $402	Free Cancellation	Rating 7.1 12,053 reviews	Search American Airlines flights
Delta	PriceFrom $433	Free Cancellation	Rating 7.8 8,564 reviews	Search Delta flights
Southwest	PriceFrom $520	Free Cancellation	Rating 8.0 4,189 reviews	Search Southwest flights

Why use momondo?

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

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 Costa Rica from Milwaukee.

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

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

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

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

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

Yes momondo offers price alerts on flights to Costa Rica from Milwaukee. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Thu 10/15

Thu 10/22

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Costa Rica

Popular cities

Other flights from Milwaukee

Other flights to Costa Rica

Airlines

Cabin classes

Complete your trip

Feeling lucky

Popular cities in Costa Rica

Flights to San Joséfrom $202

Flights to Liberiafrom $299

Flights to Limon

Flights to Tamarindo

Flights to Tortuguero

Flights to Golfito

Flights to Tambor

Cheap flights from Milwaukee to Costa Rica from $260

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milwaukee to Costa Rica departing on 9/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Milwaukee to Costa Rica

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

United Airlines flights from Milwaukee to Costa Rica

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

Delta flights from Milwaukee to Costa Rica

Our best Delta deals on Milwaukee to Costa Rica flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.

See travel insights to Costa Rica from

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

What is the cheapest month to fly to Costa Rica?

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

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

What is the cheapest airline that flies from Milwaukee-Mitchell to Costa Rica?

What airlines fly to Costa Rica?

Cheap Milwaukee to Costa Rica flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Milwaukee to Costa Rica

Best airlines flying from Milwaukee to Costa Rica

Compare and see reviews for airlines that fly from Milwaukee 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

Milwaukee 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