Cheap flights from Chicago O'Hare Intl Airport to Costa Rica from $155

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 9/8. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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.
Air Canada Logo
6:30 pm - 12:55 pm
ORD
-
LIR
19h 25m
1 stop
Air Canada Logo
2:55 pm - 9:00 am
LIR
-
ORD
18h 05m
1 stop
$370Air Canada
Sun, Oct 25 - Sun, Nov 1
Air Canada Logo
3:55 pm - 12:55 pm
ORD
-
LIR
22h 00m
2 stops
Air Canada Logo
2:55 pm - 10:58 am
LIR
-
ORD
20h 03m
1 stop
$373Air Canada
Sun, Oct 25 - Sun, Nov 1
Air Canada Logo
3:55 pm - 12:55 pm
ORD
-
LIR
22h 00m
2 stops
Air Canada Logo
2:55 pm - 11:10 am
LIR
-
ORD
20h 15m
2 stops
$376Air Canada
Sun, Oct 25 - Sun, Nov 1
Air Canada Logo
6:30 pm - 12:55 pm
ORD
-
LIR
19h 25m
1 stop
Air Canada Logo
2:55 pm - 10:58 am
LIR
-
ORD
20h 03m
1 stop
$388Air Canada
Sun, Oct 25 - Sun, Nov 1
United Airlines Logo
9:35 pm - 12:10 pm
ORD
-
LIR
15h 35m
1 stop
United Airlines Logo
1:20 pm - 12:59 am
LIR
-
ORD
10h 39m
1 stop
$410United Airlines
Mon, Sep 14 - Tue, Sep 22
JetBlue Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
JetBlue Logo
2:02 pm - 11:44 pm
SJO
-
ORD
8h 42m
1 stop
$460JetBlue
Fri, Aug 21 - Wed, Sep 2
JetBlue Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
JetBlue Logo
1:05 pm - 11:31 pm
SJO
-
ORD
9h 26m
1 stop
$465JetBlue
Tue, Sep 8 - Fri, Sep 18
Frontier Logo
5:13 pm - 8:30 am
ORD
-
SJO
16h 17m
1 stop
Frontier Logo
9:35 am - 9:11 am
SJO
-
ORD
22h 36m
1 stop
$478Frontier
Fri, Jul 24 - Sun, Jul 26
Multiple Airlines Logo
2:53 am - 11:59 pm
ORD
-
SJO
22h 06m
1 stop
Multiple Airlines Logo
4:15 pm - 12:09 pm
SJO
-
ORD
18h 54m
1 stop
$480Multiple Airlines
Mon, Sep 14 - Tue, Sep 22
Multiple Airlines Logo
2:53 am - 11:59 pm
ORD
-
SJO
22h 06m
1 stop
Multiple Airlines Logo
4:15 pm - 12:09 pm
SJO
-
ORD
18h 54m
1 stop
$481Multiple Airlines
Mon, Sep 14 - Tue, Sep 22

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

Our best Avianca deals on Chicago O'Hare Intl Airport to Costa Rica flight tickets
Avianca
Jun 13
ORD5:15 pmChicago O'Hare Intl
7h 25m
1 stop
SJO11:40 pmSan José Juan Santamaria Intl
Jun 15
SJO7:45 amSan José Juan Santamaria Intl
10h 04m
1 stop
ORD6:49 pmChicago O'Hare Intl
$559
Avianca
Jun 13
ORD5:15 pmChicago O'Hare Intl
7h 25m
1 stop
SJO11:40 pmSan José Juan Santamaria Intl
Jun 15
SJO7:45 amSan José Juan Santamaria Intl
10h 04m
1 stop
ORD6:49 pmChicago O'Hare Intl
$567
Avianca
Jun 13
ORD5:15 pmChicago O'Hare Intl
19h 30m
2 stops
SJO11:45 amSan José Juan Santamaria Intl
Jun 15
SJO7:45 amSan José Juan Santamaria Intl
10h 04m
1 stop
ORD6:49 pmChicago O'Hare Intl
$571

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

Our best JetBlue deals on Chicago O'Hare Intl Airport to Costa Rica flight tickets
JetBlue
Jul 10
ORD7:00 amChicago O'Hare Intl
7h 01m
1 stop
LIR1:01 pmLiberia
Jul 14
LIR2:06 pmLiberia
8h 38m
1 stop
ORD11:44 pmChicago O'Hare Intl
$459
JetBlue
Aug 21
ORD7:00 amChicago O'Hare Intl
6h 57m
1 stop
SJO12:57 pmSan José Juan Santamaria Intl
Sep 1
SJO2:02 pmSan José Juan Santamaria Intl
8h 42m
1 stop
ORD11:44 pmChicago O'Hare Intl
$460
JetBlue
Sep 8
ORD7:00 amChicago O'Hare Intl
6h 57m
1 stop
SJO12:57 pmSan José Juan Santamaria Intl
Sep 18
SJO1:05 pmSan José Juan Santamaria Intl
9h 26m
1 stop
ORD11:31 pmChicago O'Hare Intl
$465

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 June 12, 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

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 10/25

6:30 pm-12:55 pm

1 stop19h 25m

Liberia

Sun 11/1

2:55 pm-9:00 am

1 stop18h 05m

$370

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 10/25

3:55 pm-12:55 pm

2 stops22h 00m

Liberia

Sun 11/1

2:55 pm-10:58 am

1 stop20h 03m

$373

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 10/25

3:55 pm-12:55 pm

2 stops22h 00m

Liberia

Sun 11/1

2:55 pm-11:10 am

2 stops20h 15m

$376

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 10/25

6:30 pm-12:55 pm

1 stop19h 25m

Liberia

Sun 11/1

2:55 pm-10:58 am

1 stop20h 03m

$388

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Mon 9/14

9:35 pm-12:10 pm

1 stop15h 35m

Liberia

Tue 9/22

1:20 pm-12:59 am

1 stop10h 39m

$410
Quickest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 8/21

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Wed 9/2

2:02 pm-11:44 pm

1 stop8h 42m

$460

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/8

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Fri 9/18

1:05 pm-11:31 pm

1 stop9h 26m

$465

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 7/24

5:13 pm-8:30 am

1 stop16h 17m

San José Juan Santamaria Intl

Sun 7/26

9:35 am-9:11 am

1 stop22h 36m

$478

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 9/14

2:53 am-11:59 pm

1 stop22h 06m

San José Juan Santamaria Intl

Tue 9/22

4:15 pm-12:09 pm

1 stop18h 54m

$480

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 9/14

2:53 am-11:59 pm

1 stop22h 06m

San José Juan Santamaria Intl

Tue 9/22

4:15 pm-12:09 pm

1 stop18h 54m

$481

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 August. Flight prices, which tend to average around $88, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in August, then October is your next best option. Flight prices from Chicago O'Hare Intl Airport to Costa Rica during October average around $107.

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 $509. 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 $716. 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 $513. 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 $686. 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 from Chicago O'Hare Intl Airport 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 $526 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 $461 on momondo.

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

There are 3 cabin classes available to choose from on Chicago O'Hare Intl Airport 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?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Costa Rica.

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

$256

Fastest flight time

5h 04m

Direct flights

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 $256. The best round-trip flight deal from Chicago O'Hare Intl Airport to Costa Rica found on momondo in the last 72 hours is $607.
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 Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
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 $139Free CancellationRating
6.5
2,535 reviews
Search Avianca flights
DeltaPriceFrom $221Free CancellationRating
7.9
8,406 reviews
Search Delta flights
FrontierPriceFrom $271Free CancellationRating
5.6
2,892 reviews
Search Frontier flights
Copa AirlinesPriceFrom $303Free CancellationRating
7.5
1,569 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $341Free CancellationRating
7.1
11,650 reviews
Search American Airlines flights
JetBluePriceFrom $371Free CancellationRating
7.1
2,981 reviews
Search JetBlue flights
United AirlinesPriceFrom $383Free CancellationRating
7.4
9,813 reviews
Search United Airlines flights
GOLPriceFrom $384Free CancellationRating
7.3
1,228 reviews
Search GOL flights
Air CanadaPriceFrom $386Free CancellationRating
7.1
11,172 reviews
Search Air Canada flights
SouthwestPriceFrom $386Free CancellationRating
7.9
4,234 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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1 adult
Sun 7/12
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