Cheap flights from Chicago O'Hare Intl Airport to Costa Rica from $127

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Costa Rica departing on 5/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

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

Trusted and free

Trusted and free

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

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Chicago O'Hare Intl Airport to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:30 pm - 8:20 am
ORD
-
SJO
15h 50m
1 stop
Frontier Logo
9:35 am - 11:14 pm
SJO
-
ORD
12h 39m
1 stop
$378Frontier
Thu, Aug 20 - Fri, Aug 28
Multiple Airlines Logo
5:30 pm - 11:45 am
ORD
-
SJO
19h 15m
2 stops
Multiple Airlines Logo
1:00 pm - 11:38 pm
SJO
-
ORD
9h 38m
1 stop
$379Multiple Airlines
Thu, May 14 - Sun, May 17
Spirit Airlines Logo
8:59 pm - 11:45 am
ORD
-
SJO
15h 46m
2 stops
Spirit Airlines Logo
1:00 pm - 11:15 pm
SJO
-
ORD
9h 15m
1 stop
$380Spirit Airlines
Thu, May 7 - Sun, May 10
Multiple Airlines Logo
1:49 pm - 8:30 am
ORD
-
SJO
19h 41m
2 stops
Multiple Airlines Logo
1:00 pm - 11:59 pm
SJO
-
ORD
9h 59m
1 stop
$381Multiple Airlines
Fri, May 8 - Fri, May 15
Spirit Airlines Logo
5:05 am - 11:33 am
ORD
-
SJO
7h 28m
1 stop
Spirit Airlines Logo
12:38 pm - 12:24 am
SJO
-
ORD
10h 46m
1 stop
$382Spirit Airlines
Mon, Apr 27 - Thu, Apr 30
Multiple Airlines Logo
5:05 am - 11:45 am
ORD
-
SJO
7h 40m
1 stop
Multiple Airlines Logo
9:35 am - 11:13 pm
SJO
-
ORD
12h 38m
1 stop
$383Multiple Airlines
Fri, May 15 - Mon, Jun 1
Air Canada Logo
8:35 pm - 12:05 pm
ORD
-
LIR
16h 30m
1 stop
Air Canada Logo
1:00 pm - 1:25 pm
LIR
-
ORD
23h 25m
1 stop
$429Air Canada
Fri, May 29 - Sat, Jun 6
Air Canada Logo
8:20 pm - 12:05 pm
ORD
-
LIR
16h 45m
1 stop
Air Canada Logo
1:00 pm - 1:25 pm
LIR
-
ORD
23h 25m
1 stop
$465Air Canada
Fri, Jun 5 - Sat, Jun 13
JetBlue Logo
8:31 am - 12:40 pm
ORD
-
LIR
29h 09m
1 stop
JetBlue Logo
2:00 pm - 8:47 am
LIR
-
ORD
17h 47m
1 stop
$541JetBlue
Tue, May 5 - Tue, May 12
JetBlue Logo
6:10 am - 12:40 pm
ORD
-
LIR
31h 30m
1 stop
JetBlue Logo
2:00 pm - 9:30 pm
LIR
-
ORD
30h 30m
1 stop
$543JetBlue
Thu, Jun 11 - Tue, Jun 16

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
May 7
ORD8:59 pmChicago O'Hare Intl
15h 46m
2 stops
SJO11:45 amSan José Juan Santamaria Intl
May 10
SJO1:00 pmSan José Juan Santamaria Intl
9h 15m
1 stop
ORD11:15 pmChicago O'Hare Intl
$380
Spirit Airlines
Apr 27
ORD5:05 amChicago O'Hare Intl
7h 28m
1 stop
SJO11:33 amSan José Juan Santamaria Intl
Apr 30
SJO12:38 pmSan José Juan Santamaria Intl
10h 46m
1 stop
ORD12:24 amChicago O'Hare Intl
$382
Spirit Airlines
May 7
ORD5:05 amChicago O'Hare Intl
7h 40m
1 stop
SJO11:45 amSan José Juan Santamaria Intl
May 10
SJO1:00 pmSan José Juan Santamaria Intl
18h 22m
1 stop
ORD8:22 amChicago O'Hare Intl
$385

Frontier flights from Chicago O'Hare Intl Airport to Costa Rica

Our best Frontier deals on Chicago O'Hare Intl Airport to Costa Rica flight tickets
Frontier
Jun 3
ORD5:11 pmChicago O'Hare Intl
16h 08m
1 stop
SJO8:19 amSan José Juan Santamaria Intl
Jun 8
SJO9:35 amSan José Juan Santamaria Intl
12h 38m
1 stop
ORD11:13 pmChicago O'Hare Intl
$388
Frontier
May 27
ORD6:55 amChicago O'Hare Intl
26h 24m
2 stops
SJO8:19 amSan José Juan Santamaria Intl
Jun 1
SJO9:35 amSan José Juan Santamaria Intl
12h 38m
1 stop
ORD11:13 pmChicago O'Hare Intl
$399
Frontier
Jun 17
ORD5:30 pmChicago O'Hare Intl
15h 50m
1 stop
SJO8:20 amSan José Juan Santamaria Intl
Jun 25
SJO9:35 amSan José Juan Santamaria Intl
12h 39m
1 stop
ORD11:14 pmChicago O'Hare Intl
$408

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Costa Rica that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated April 13, 2026.
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

Cheapest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 8/20

5:30 pm-8:20 am

1 stop15h 50m

San José Juan Santamaria Intl

Fri 8/28

9:35 am-11:14 pm

1 stop12h 39m

$378

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 5/14

5:30 pm-11:45 am

2 stops19h 15m

San José Juan Santamaria Intl

Sun 5/17

1:00 pm-11:38 pm

1 stop9h 38m

$379

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 5/7

8:59 pm-11:45 am

2 stops15h 46m

San José Juan Santamaria Intl

Sun 5/10

1:00 pm-11:15 pm

1 stop9h 15m

$380

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 5/8

1:49 pm-8:30 am

2 stops19h 41m

San José Juan Santamaria Intl

Fri 5/15

1:00 pm-11:59 pm

1 stop9h 59m

$381
Quickest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 4/27

5:05 am-11:33 am

1 stop7h 28m

San José Juan Santamaria Intl

Thu 4/30

12:38 pm-12:24 am

1 stop10h 46m

$382

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 5/15

5:05 am-11:45 am

1 stop7h 40m

San José Juan Santamaria Intl

Mon 6/1

9:35 am-11:13 pm

1 stop12h 38m

$383

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Fri 5/29

8:35 pm-12:05 pm

1 stop16h 30m

Liberia

Sat 6/6

1:00 pm-1:25 pm

1 stop23h 25m

$429

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Fri 6/5

8:20 pm-12:05 pm

1 stop16h 45m

Liberia

Sat 6/13

1:00 pm-1:25 pm

1 stop23h 25m

$465

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Tue 5/5

8:31 am-12:40 pm

1 stop29h 09m

Liberia

Tue 5/12

2:00 pm-8:47 am

1 stop17h 47m

$541

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Thu 6/11

6:10 am-12:40 pm

1 stop31h 30m

Liberia

Tue 6/16

2:00 pm-9:30 pm

1 stop30h 30m

$543

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Costa Rica from

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

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 $358, 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 $450.

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 $513. 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 $692. 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 afternoon 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 $510. Flying to Costa Rica in the afternoon 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 $664. 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 Liberia 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 $514 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 $438 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 9% 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

$352

Fastest flight time

5h 04m

Direct flights

Mon and Sun

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 $352. The best round-trip flight deal from Chicago O'Hare Intl Airport to Costa Rica found on momondo in the last 72 hours is $623.
The fastest flight from Chicago O'Hare Intl Airport to Costa Rica takes 5h 04m
Direct flights go from Chicago O'Hare Intl Airport to Costa Rica on Monday and Sunday. There are no airlines offering direct flights.
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).

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Costa Rica

  • 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?

  • 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?

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
AviancaPriceFrom $148Free CancellationRating
6.5
2,506 reviews
Search Avianca flights
DeltaPriceFrom $205Free CancellationRating
7.9
8,407 reviews
Search Delta flights
Spirit AirlinesPriceFrom $225Free CancellationRating
6.3
8,615 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $303Free CancellationRating
7.5
1,574 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $341Free CancellationRating
7.1
11,570 reviews
Search American Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.7
2,994 reviews
Search Frontier flights
Air CanadaPriceFrom $386Free CancellationRating
7.1
10,922 reviews
Search Air Canada flights
United AirlinesPriceFrom $386Free CancellationRating
7.4
9,582 reviews
Search United Airlines flights
SouthwestPriceFrom $395Free CancellationRating
8.0
4,329 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.

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.
1 adult
Wed 5/13
Wed 5/20

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