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Cheap flights from Chicago O'Hare Intl Airport to Costa Rica from $132

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 11/18. 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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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.
Multiple Airlines Logo
11:42 am - 12:21 amORD-SJO
12h 39m1 stop
Multiple Airlines Logo
1:19 pm - 9:00 pmSJO-ORD
7h 41m1 stop
$257Multiple Airlines
Find Deal
Thu, Jan 22 - Tue, Jan 27
Spirit Airlines Logo
6:05 am - 12:21 amORD-SJO
18h 16m2 stops
Spirit Airlines Logo
1:19 pm - 9:00 pmSJO-ORD
7h 41m1 stop
$259Spirit Airlines
Find Deal
Wed, Jan 14 - Wed, Jan 21
Air Canada Logo
3:45 pm - 12:30 pmORD-LIR
21h 45m1 stop
Air Canada Logo
3:30 pm - 2:55 pmLIR-ORD
22h 25m1 stop
$374Air Canada
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Mon, Mar 30 - Sat, Apr 4
Air Canada Logo
4:15 pm - 1:30 pmORD-LIR
22h 15m1 stop
Air Canada Logo
2:55 pm - 7:25 pmLIR-ORD
27h 30m1 stop
$380Air Canada
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Thu, Apr 16 - Thu, Apr 23
JetBlue Logo
8:45 am - 12:55 pmORD-LIR
28h 10m1 stop
JetBlue Logo
3:55 pm - 11:10 pmLIR-ORD
31h 15m1 stop
$398JetBlue
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Sat, Feb 7 - Sat, Feb 14
JetBlue Logo
10:45 am - 3:00 pmORD-LIR
28h 15m1 stop
JetBlue Logo
2:15 pm - 7:45 pmLIR-ORD
29h 30m1 stop
$405JetBlue
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Sat, Jan 17 - Fri, Jan 23
American Airlines Logo
8:26 am - 1:37 pmORD-LIR
5h 11mnonstop
American Airlines Logo
2:40 pm - 8:12 pmLIR-ORD
5h 32mnonstop
$454American Airlines
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Sat, Nov 29 - Sat, Dec 6
Delta Logo
5:23 am - 12:40 pmORD-LIR
7h 17m1 stop
Delta Logo
2:05 pm - 10:43 pmLIR-ORD
8h 38m1 stop
$458Delta
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Mon, Dec 1 - Tue, Dec 9
American Airlines Logo
5:00 am - 2:13 pmORD-LIR
9h 13m1 stop
American Airlines Logo
2:40 pm - 8:12 pmLIR-ORD
5h 32mnonstop
$459American Airlines
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Sat, Nov 29 - Sat, Dec 6
Delta Logo
5:33 am - 1:50 pmORD-LIR
8h 17m1 stop
Delta Logo
2:05 pm - 11:57 pmLIR-ORD
9h 52m1 stop
$466Delta
Find Deal
Sun, Jan 18 - Thu, Jan 29

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 14
ORD6:05 amChicago O'Hare Intl
18h 16m
2 stops
SJO12:21 amSan José Juan Santamaria Intl
Jan 21
SJO1:19 pmSan José Juan Santamaria Intl
7h 41m
1 stop
ORD9:00 pmChicago O'Hare Intl
$259
Find similar
Spirit Airlines
Jan 21
ORD5:05 amChicago O'Hare Intl
7h 09m
1 stop
SJO12:14 pmSan José Juan Santamaria Intl
Jan 28
SJO1:19 pmSan José Juan Santamaria Intl
10h 23m
1 stop
ORD11:42 pmChicago O'Hare Intl
$261
Find similar
Spirit Airlines
Jan 14
ORD6:05 amChicago O'Hare Intl
18h 16m
2 stops
SJO12:21 amSan José Juan Santamaria Intl
Jan 21
SJO1:19 pmSan José Juan Santamaria Intl
10h 23m
1 stop
ORD11:42 pmChicago O'Hare Intl
$262
Find similar

Air Canada flights from Chicago O'Hare Intl Airport to Costa Rica

Our best Air Canada deals on Chicago O'Hare Intl Airport to Costa Rica flight tickets
Air Canada
Mar 30
ORD3:45 pmChicago O'Hare Intl
21h 45m
1 stop
LIR12:30 pmLiberia
Apr 4
LIR3:30 pmLiberia
22h 25m
1 stop
ORD2:55 pmChicago O'Hare Intl
$374
Find similar
Air Canada
Apr 16
ORD4:15 pmChicago O'Hare Intl
22h 15m
1 stop
LIR1:30 pmLiberia
Apr 23
LIR2:55 pmLiberia
27h 30m
1 stop
ORD7:25 pmChicago O'Hare Intl
$380
Find similar
Air Canada
Jan 11
ORD8:30 pmChicago O'Hare Intl
18h 15m
1 stop
LIR2:45 pmLiberia
Jan 15
LIR3:55 pmLiberia
19h 11m
1 stop
ORD11:06 amChicago O'Hare Intl
$381
Find similar

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 November 3, 2025.
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

Thu 1/22

11:42 am-12:21 am

1 stop12h 39m

San José Juan Santamaria Intl

Tue 1/27

1:19 pm-9:00 pm

1 stop7h 41m

$257

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 1/14

6:05 am-12:21 am

2 stops18h 16m

San José Juan Santamaria Intl

Wed 1/21

1:19 pm-9:00 pm

1 stop7h 41m

$259

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Mon 3/30

3:45 pm-12:30 pm

1 stop21h 45m

Liberia

Sat 4/4

3:30 pm-2:55 pm

1 stop22h 25m

$374

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Thu 4/16

4:15 pm-1:30 pm

1 stop22h 15m

Liberia

Thu 4/23

2:55 pm-7:25 pm

1 stop27h 30m

$380

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sat 2/7

8:45 am-12:55 pm

1 stop28h 10m

Liberia

Sat 2/14

3:55 pm-11:10 pm

1 stop31h 15m

$398

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sat 1/17

10:45 am-3:00 pm

1 stop28h 15m

Liberia

Fri 1/23

2:15 pm-7:45 pm

1 stop29h 30m

$405

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sat 11/29

8:26 am-1:37 pm

Nonstop5h 11m

Liberia

Sat 12/6

2:40 pm-8:12 pm

Nonstop5h 32m

$454

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Mon 12/1

5:23 am-12:40 pm

1 stop7h 17m

Liberia

Tue 12/9

2:05 pm-10:43 pm

1 stop8h 38m

$458

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sat 11/29

5:00 am-2:13 pm

1 stop9h 13m

Liberia

Sat 12/6

2:40 pm-8:12 pm

Nonstop5h 32m

$459

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 1/18

5:33 am-1:50 pm

1 stop8h 17m

Liberia

Thu 1/29

2:05 pm-11:57 pm

1 stop9h 52m

$466

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 October. Flight prices, which tend to average around $387, 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 $445.

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 $546. 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 $775. 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 in the morning, with an average ticket price of $742. Departure times in the morning 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 $554 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 $460 on momondo.

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

There are 2 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

$217

Fastest flight time

5h 00m

Direct flights

Every day

Airports in Costa Rica

2 airports
The best one-way flight to Costa Rica from Chicago O'Hare Intl Airport in the past 72 hours is $217. The best round-trip flight deal from Chicago O'Hare Intl Airport to Costa Rica found on momondo in the last 72 hours is $396.
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 2 airports near Costa Rica: 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?

  • 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
DeltaPriceFrom $221Free CancellationRating
7.9
8,001 reviews
Search Delta flights
Spirit AirlinesPriceFrom $259Free CancellationRating
6.3
8,114 reviews
Search Spirit Airlines flights
AviancaPriceFrom $307Free CancellationRating
6.6
2,470 reviews
Search Avianca flights
Copa AirlinesPriceFrom $314Free CancellationRating
7.6
1,561 reviews
Search Copa Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.8
3,117 reviews
Search Frontier flights
American AirlinesPriceFrom $347Free CancellationRating
7.2
11,035 reviews
Search American Airlines flights
United AirlinesPriceFrom $431Free CancellationRating
7.4
8,996 reviews
Search United Airlines flights
JetBluePriceFrom $432Free CancellationRating
7.2
2,907 reviews
Search JetBlue flights
SouthwestPriceFrom $441Free CancellationRating
8.0
4,238 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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