What is the most punctual flight time for Chicago to Costa Rica flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

What airlines fly to Costa Rica?

United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Costa Rica from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Costa Rica. Keep in mind that there are 8 different airlines that fly to Costa Rica on a routine basis, so you have a few additional options to choose from.

How often are flights from Chicago to Costa Rica delayed?

Historically, on average around 9% of flights between Chicago and Costa Rica have experienced a delay on any given week. The average delay length over the past 12 months has been 174 minutes.

How many flights depart from Chicago O'Hare Intl Airport to Costa Rica on average per day?

The number of flights available between Chicago O'Hare Intl Airport and Costa Rica is 5 per day as of December 2025. The most frequent departure time is 9:00AM, with 75% of daily flights leaving at noon.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Costa Rica flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.

What is the cheapest airline that flies from Chicago O'Hare Intl to Costa Rica?

Frontier, Spirit Airlines, and Air Canada are the most popular carriers operating from Chicago O'Hare Intl to Costa Rica

How many flights depart from Chicago O'Hare Intl Airport to Costa Rica on average per week?

As of December 2025, 38 flights take off from Chicago O'Hare Intl Airport and land in Costa Rica each week. The most common flight departure day for this route is Wed, with 16% of weekly flights taking off on this day.

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Costa Rica?

There are 8 operators available for flights from Chicago O'Hare Intl Airport to Costa Rica as of December 2025.

How old do you have to be to fly from Chicago O'Hare Intl Airport to Costa Rica?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Costa Rica.

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

The travel and health documents you'll need for your trip to Costa Rica may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Costa Rica. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$90 Cheap Flights from Chicago O'Hare Intl Airport to Costa Rica in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

5:32 pm - 11:37 am

ORD

SJO

18h 05m2 stops

12:33 pm - 11:47 pm

SJO

ORD

11h 14m2 stops

$338Spirit Airlines

Tue, Feb 3 - Sun, Feb 8

5:15 am - 12:22 pm

ORD

SJO

7h 07m1 stop

1:31 pm - 9:13 pm

SJO

ORD

7h 42m1 stop

$339Spirit Airlines

Fri, Feb 13 - Fri, Feb 27

4:38 pm - 3:20 pm

ORD

SJO

22h 42m2 stops

5:00 am - 2:50 pm

SJO

ORD

9h 50m1 stop

$340Multiple Airlines

Sat, Jan 17 - Sat, Jan 24

5:32 pm - 11:37 am

ORD

SJO

18h 05m2 stops

12:33 pm - 11:47 pm

SJO

ORD

11h 14m2 stops

$341Spirit Airlines

Wed, Feb 4 - Sun, Feb 8

5:30 pm - 10:30 pm

ORD

SJO

5h 00mnonstop

7:09 am - 12:38 pm

SJO

ORD

5h 29mnonstop

$344American Airlines

Mon, Jan 19 - Wed, Feb 4

2:22 pm - 9:52 pm

ORD

SJO

7h 30m1 stop

5:50 am - 12:04 am

SJO

ORD

18h 14m1 stop

$346Copa Airlines

Thu, Feb 12 - Tue, Feb 17

9:18 am - 11:40 pm

ORD

SJO

14h 22m3 stops

1:31 pm - 9:13 pm

SJO

ORD

7h 42m1 stop

$347Multiple Airlines

Sat, Feb 28 - Mon, Mar 2

7:30 pm - 12:43 pm

ORD

SJO

17h 13m1 stop

7:09 am - 12:38 pm

SJO

ORD

5h 29mnonstop

$348American Airlines

Mon, Jan 19 - Wed, Feb 4

5:40 am - 6:37 pm

ORD

LIR

12h 57m1 stop

2:01 pm - 7:20 pm

LIR

ORD

5h 19mnonstop

$463United Airlines

Sun, Jan 18 - Thu, Jan 22

7:49 am - 12:55 pm

ORD

LIR

5h 06mnonstop

8:35 am - 9:28 pm

LIR

ORD

12h 53m1 stop

$468United Airlines

Sun, Feb 22 - Wed, Feb 25

American Airlines flights from Chicago O'Hare Intl Airport to Costa Rica

Our best American Airlines deals on Chicago O'Hare Intl Airport to Costa Rica flight tickets

American Airlines

Jan 19

ORD5:30 pmChicago O'Hare Intl

5h 00m

SJO10:30 pmSan José Juan Santamaria Intl

Feb 4

SJO7:09 amSan José Juan Santamaria Intl

5h 29m

ORD12:38 pmChicago O'Hare Intl

$344

Find similar

American Airlines

Feb 6

ORD5:05 amChicago O'Hare Intl

18h 38m

1 stop

SJO11:43 pmSan José Juan Santamaria Intl

Feb 11

SJO7:09 amSan José Juan Santamaria Intl

5h 29m

ORD12:38 pmChicago O'Hare Intl

$374

Find similar

American Airlines

Feb 1

ORD5:30 pmChicago O'Hare Intl

5h 00m

SJO10:30 pmSan José Juan Santamaria Intl

Feb 9

SJO4:02 pmSan José Juan Santamaria Intl

17h 03m

1 stop

ORD9:05 amChicago O'Hare Intl

$380

Find similar

Spirit Airlines flights from Chicago O'Hare Intl Airport to Costa Rica

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to Costa Rica flight tickets

Spirit Airlines

Jan 19

ORD8:43 pmChicago O'Hare Intl

14h 54m

2 stops

SJO11:37 amSan José Juan Santamaria Intl

Feb 7

SJO1:30 pmSan José Juan Santamaria Intl

10h 17m

1 stop

ORD11:47 pmChicago O'Hare Intl

$345

Find similar

Spirit Airlines

Jan 22

ORD8:43 pmChicago O'Hare Intl

15h 39m

1 stop

SJO12:22 pmSan José Juan Santamaria Intl

Jan 27

SJO12:33 pmSan José Juan Santamaria Intl

11h 13m

2 stops

ORD11:46 pmChicago O'Hare Intl

$350

Find similar

Spirit Airlines

Apr 7

ORD7:41 pmChicago O'Hare Intl

16h 38m

1 stop

SJO11:19 amSan José Juan Santamaria Intl

Apr 16

SJO12:31 pmSan José Juan Santamaria Intl

10h 10m

1 stop

ORD11:41 pmChicago O'Hare Intl

$353

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 2/3

5:32 pm-11:37 am

2 stops18h 05m

San José Juan Santamaria Intl

Sun 2/8

12:33 pm-11:47 pm

2 stops11h 14m

$338

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 2/13

5:15 am-12:22 pm

1 stop7h 07m

San José Juan Santamaria Intl

Fri 2/27

1:31 pm-9:13 pm

1 stop7h 42m

$339

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 1/17

4:38 pm-3:20 pm

2 stops22h 42m

San José Juan Santamaria Intl

Sat 1/24

5:00 am-2:50 pm

1 stop9h 50m

$340

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 2/4

5:32 pm-11:37 am

2 stops18h 05m

San José Juan Santamaria Intl

Sun 2/8

12:33 pm-11:47 pm

2 stops11h 14m

$341

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 1/19

5:30 pm-10:30 pm

Nonstop5h 00m

San José Juan Santamaria Intl

Wed 2/4

7:09 am-12:38 pm

Nonstop5h 29m

$344

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 2/12

2:22 pm-9:52 pm

1 stop7h 30m

San José Juan Santamaria Intl

Tue 2/17

5:50 am-12:04 am

1 stop18h 14m

$346

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 2/28

9:18 am-11:40 pm

3 stops14h 22m

San José Juan Santamaria Intl

Mon 3/2

1:31 pm-9:13 pm

1 stop7h 42m

$347

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 1/19

7:30 pm-12:43 pm

1 stop17h 13m

San José Juan Santamaria Intl

Wed 2/4

7:09 am-12:38 pm

Nonstop5h 29m

$348

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 1/18

5:40 am-6:37 pm

1 stop12h 57m

Liberia

Thu 1/22

2:01 pm-7:20 pm

Nonstop5h 19m

$463

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 2/22

7:49 am-12:55 pm

Nonstop5h 06m

Liberia

Wed 2/25

8:35 am-9:28 pm

1 stop12h 53m

$468

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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport 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

Delays

Other information

What is the cheapest month to fly to Costa Rica?

The cheapest month to fly to Costa Rica from Chicago O'Hare Intl Airport is in October. Flight prices, which tend to average around $359, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in October, then September is your next best option. Flight prices from Chicago O'Hare Intl Airport to Costa Rica during September average around $442.

What is the cheapest day to depart on your flight to Costa Rica?

According to our data, Tuesday is the cheapest day to fly to Costa Rica from Chicago O'Hare Intl Airport. The lowest ticket price found for a Tuesday departure recently was $543. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $732. These prices are subject to change though, so be sure to set up a Price Alert for flights to Costa Rica.

What is the cheapest time of day to depart on your flight to Costa Rica?

In the evening is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Costa Rica when you can find flight prices for as low as $436. Flying to Costa Rica in the evening is an ideal time because this is during off-peak travel hours. Flights to Costa Rica are more costly at noon, with an average ticket price of $672. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago O'Hare Intl to Costa Rica flight route?

Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Chicago O'Hare Intl - Costa Rica flight prices

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

You are more likely to see cheaper flights to Costa Rica from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $534 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Chicago O'Hare Intl Airport for as low as $429 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Costa Rica flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Costa Rica flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Costa Rica flights?

You could potentially save up to 34% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Costa Rica flight.

Cheap Chicago O'Hare Intl Airport to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Costa Rica

Best Price Found	$319
Fastest flight time	5h 00m
Direct flights	Every day
Airports in Costa Rica	40 airports

The best one-way flight to Costa Rica from Chicago O'Hare Intl Airport in the past 72 hours is $319. The best round-trip flight deal from Chicago O'Hare Intl Airport to Costa Rica found on momondo in the last 72 hours is $445.

The fastest flight from Chicago O'Hare Intl Airport to Costa Rica takes 5h 00m

Direct flights go from Chicago O'Hare Intl Airport to Costa Rica every day.

There are 40 airports in Costa Rica. From Chicago O'Hare Intl Airport there are direct flights to Liberia (LIR), San José Juan Santamaria Intl (SJO).

Search flight deals

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Costa Rica?
Prices for flights from Chicago O'Hare Intl Airport to Costa Rica are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Costa Rica?
There are 8 operators available for flights from Chicago O'Hare Intl Airport to Costa Rica as of December 2025.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Costa Rica?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago O'Hare Intl Airport to Costa Rica.
What documentation or ID do you need to fly to Costa Rica?
The travel and health documents you'll need for your trip to Costa Rica may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Costa Rica. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago O'Hare Intl Airport to Costa Rica?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Costa Rica is Boeing 737 MAX 8, representing 47.49% of all bookings. The subsequent popular models are Boeing 737 MAX 9 at 26.15%, Boeing 737-900 at 18.31%, and Boeing 737-800 at 4.29%.

Best airlines flying from Chicago O'Hare Intl Airport to Costa Rica

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Costa Rica with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $221	Free Cancellation	Rating 7.9 8,019 reviews	Search Delta flights
Spirit Airlines	PriceFrom $258	Free Cancellation	Rating 6.3 8,210 reviews	Search Spirit Airlines flights
Avianca	PriceFrom $307	Free Cancellation	Rating 6.6 2,489 reviews	Search Avianca flights
Copa Airlines	PriceFrom $309	Free Cancellation	Rating 7.6 1,559 reviews	Search Copa Airlines flights
Frontier	PriceFrom $345	Free Cancellation	Rating 5.8 3,071 reviews	Search Frontier flights
American Airlines	PriceFrom $349	Free Cancellation	Rating 7.2 11,066 reviews	Search American Airlines flights
United Airlines	PriceFrom $406	Free Cancellation	Rating 7.4 9,116 reviews	Search United Airlines flights
Southwest	PriceFrom $441	Free Cancellation	Rating 8.0 4,257 reviews	Search Southwest flights

Why use momondo?

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

It is quick and easy to find Chicago to Costa Rica flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Costa Rica that suits you.

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

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

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

Once you have performed a search for Chicago to Costa Rica flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Chicago 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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Flights to San Joséfrom $146

Flights to Liberiafrom $222

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Chicago O'Hare Intl Airport flight routes

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Flights from Chicago O'Hare Intl to New York John F Kennedy Intl

Flights from Chicago O'Hare Intl to Austin Bergstrom

Flights from Chicago O'Hare Intl to Philadelphia

Cheap flights from Chicago O'Hare Intl Airport to Costa Rica from $90

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American Airlines flights from Chicago O'Hare Intl Airport to Costa Rica

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Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Costa Rica that are best for you.

See travel insights to Costa Rica from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Costa Rica

What is the cheapest month to fly to Costa Rica?

What is the cheapest day to depart on your flight to Costa Rica?

What is the cheapest time of day to depart on your flight to Costa Rica?

What is the cheapest Chicago O'Hare Intl to Costa Rica flight route?

Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Chicago O'Hare Intl - Costa Rica flight prices

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

What cabin class options are available on Chicago O'Hare Intl to Costa Rica flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Costa Rica flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Costa Rica flights?

You could potentially save up to 34% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Costa Rica flight.

What is the cheapest airline that flies from Chicago O'Hare Intl to Costa Rica?

Frontier, Spirit Airlines, and Air Canada are the most popular carriers operating from Chicago O'Hare Intl to Costa Rica

What airlines fly to Costa Rica?

How often are flights from Chicago to Costa Rica delayed?

Historically, on average around 9% of flights between Chicago and Costa Rica have experienced a delay on any given week. The average delay length over the past 12 months has been 174 minutes.

What is the most punctual flight time for Chicago to Costa Rica flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Monday is statistically the day of the week which experiences the fewest number of delays on this flight route. Saturday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Costa Rica flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 10% of their flights experiencing any sort of delay.

How many flights depart from Chicago O'Hare Intl Airport to Costa Rica on average per day?

The number of flights available between Chicago O'Hare Intl Airport and Costa Rica is 5 per day as of December 2025. The most frequent departure time is 9:00AM, with 75% of daily flights leaving at noon.

How many flights depart from Chicago O'Hare Intl Airport to Costa Rica on average per week?

As of December 2025, 38 flights take off from Chicago O'Hare Intl Airport and land in Costa Rica each week. The most common flight departure day for this route is Wed, with 16% of weekly flights taking off on this day.

Cheap Chicago O'Hare Intl Airport to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Costa Rica

Best Price Found

Fastest flight time

Direct flights

Airports in Costa Rica

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Costa Rica?

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Costa Rica?

How old do you have to be to fly from Chicago O'Hare Intl Airport to Costa Rica?

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

What is the most popular plane model from Chicago O'Hare Intl Airport to Costa Rica?

Best airlines flying from Chicago O'Hare Intl Airport to Costa Rica

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Costa Rica with momondo

Why use momondo?

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

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

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

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

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