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Cheap flights from Chicago O'Hare Intl Airport to Costa Rica from $93

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 9/2. 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

Spirit Airlines Logo
8:12 pm - 11:12 amORD-SJO
16h 00m1 stop
Spirit Airlines Logo
12:18 pm - 11:59 pmSJO-ORD
10h 41m1 stop
$210Spirit Airlines
Find Deal
Sun, Aug 17 - Sat, Aug 23
Spirit Airlines Logo
8:12 pm - 11:12 amORD-SJO
16h 00m1 stop
Spirit Airlines Logo
11:27 am - 11:59 pmSJO-ORD
11h 32m2 stops
$228Spirit Airlines
Find Deal
Sun, Aug 17 - Sat, Aug 23
Spirit Airlines Logo
6:44 pm - 11:14 amORD-SJO
17h 30m1 stop
Spirit Airlines Logo
12:19 pm - 10:48 pmSJO-ORD
9h 29m1 stop
$243Spirit Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 16
Logo
6:56 am - 3:13 pmORD-SJO
9h 17m1 stop
Logo
7:30 am - 9:58 pmSJO-ORD
13h 28m1 stop
$245
Find Deal
Tue, Sep 2 - Fri, Sep 5
Logo
6:30 am - 3:13 pmORD-SJO
9h 43m1 stop
Logo
7:30 am - 9:58 pmSJO-ORD
13h 28m1 stop
$252
Find Deal
Tue, Sep 16 - Mon, Sep 22
American Airlines Logo
7:05 pm - 11:45 amORD-LIR
17h 40m1 stop
American Airlines Logo
12:45 pm - 10:31 pmLIR-ORD
8h 46m1 stop
$473American Airlines
Find Deal
Sat, Oct 11 - Wed, Oct 15
American Airlines Logo
5:00 am - 1:26 pmORD-LIR
9h 26m1 stop
American Airlines Logo
12:49 pm - 11:48 pmLIR-ORD
9h 59m2 stops
$477American Airlines
Find Deal
Mon, Sep 1 - Wed, Sep 24
Delta Logo
7:59 pm - 12:00 pmORD-LIR
17h 01m1 stop
Delta Logo
1:25 pm - 11:57 pmLIR-ORD
9h 32m1 stop
$493Delta
Find Deal
Thu, Oct 16 - Wed, Oct 22
JetBlue Logo
6:45 am - 1:46 pmORD-LIR
31h 01m1 stop
JetBlue Logo
4:43 pm - 10:28 amLIR-ORD
17h 45m1 stop
$507JetBlue
Find Deal
Sat, Nov 8 - Sat, Nov 15
JetBlue Logo
6:14 pm - 3:26 pmORD-LIR
21h 12m2 stops
JetBlue Logo
3:55 pm - 6:34 pmLIR-ORD
26h 39m1 stop
$563JetBlue
Find Deal
Fri, Jan 2 - Fri, Jan 9

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
Aug 17
ORD8:12 pmChicago O'Hare Intl
16h 00m
1 stop
SJO11:12 amSan José Juan Santamaria Intl
Aug 23
SJO12:18 pmSan José Juan Santamaria Intl
10h 41m
1 stop
ORD11:59 pmChicago O'Hare Intl
$210
Find similar
Spirit Airlines
Aug 17
ORD8:12 pmChicago O'Hare Intl
16h 00m
1 stop
SJO11:12 amSan José Juan Santamaria Intl
Aug 23
SJO11:27 amSan José Juan Santamaria Intl
11h 32m
2 stops
ORD11:59 pmChicago O'Hare Intl
$228
Find similar
Spirit Airlines
Sep 9
ORD6:44 pmChicago O'Hare Intl
17h 30m
1 stop
SJO11:14 amSan José Juan Santamaria Intl
Sep 16
SJO12:19 pmSan José Juan Santamaria Intl
9h 29m
1 stop
ORD10:48 pmChicago O'Hare Intl
$243
Find similar

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

Our best Alaska Airlines deals on Chicago O'Hare Intl Airport to Costa Rica flight tickets
Alaska Airlines
Sep 9
ORD6:20 amChicago O'Hare Intl
25h 00m
2 stops
LIR6:20 amLiberia
Sep 16
LIR11:20 amLiberia
18h 43m
2 stops
ORD7:03 amChicago O'Hare Intl
$457
Find similar
Alaska Airlines
Aug 30
ORD7:00 amChicago O'Hare Intl
24h 20m
2 stops
LIR6:20 amLiberia
Sep 4
LIR11:20 amLiberia
16h 40m
2 stops
ORD5:00 amChicago O'Hare Intl
$462
Find similar
Alaska Airlines
Aug 30
ORD7:00 amChicago O'Hare Intl
24h 20m
2 stops
LIR6:20 amLiberia
Sep 4
LIR11:20 amLiberia
18h 43m
3 stops
ORD7:03 amChicago O'Hare Intl
$523
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 August 2, 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

Sun 8/17

8:12 pm-11:12 am

1 stop16h 00m

San José Juan Santamaria Intl

Sat 8/23

12:18 pm-11:59 pm

1 stop10h 41m

$210

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 8/17

8:12 pm-11:12 am

1 stop16h 00m

San José Juan Santamaria Intl

Sat 8/23

11:27 am-11:59 pm

2 stops11h 32m

$228

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/9

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

Tue 9/16

12:19 pm-10:48 pm

1 stop9h 29m

$243

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/2

6:56 am-3:13 pm

1 stop9h 17m

San José Juan Santamaria Intl

Fri 9/5

7:30 am-9:58 pm

1 stop13h 28m

$245

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/16

6:30 am-3:13 pm

1 stop9h 43m

San José Juan Santamaria Intl

Mon 9/22

7:30 am-9:58 pm

1 stop13h 28m

$252

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sat 10/11

7:05 pm-11:45 am

1 stop17h 40m

Liberia

Wed 10/15

12:45 pm-10:31 pm

1 stop8h 46m

$473

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Mon 9/1

5:00 am-1:26 pm

1 stop9h 26m

Liberia

Wed 9/24

12:49 pm-11:48 pm

2 stops9h 59m

$477

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Thu 10/16

7:59 pm-12:00 pm

1 stop17h 01m

Liberia

Wed 10/22

1:25 pm-11:57 pm

1 stop9h 32m

$493

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sat 11/8

6:45 am-1:46 pm

1 stop31h 01m

Liberia

Sat 11/15

4:43 pm-10:28 am

1 stop17h 45m

$507

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Fri 1/2

6:14 pm-3:26 pm

2 stops21h 12m

Liberia

Fri 1/9

3:55 pm-6:34 pm

1 stop26h 39m

$563

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 $443, 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 September is your next best option. Flight prices from Chicago O'Hare Intl Airport to Costa Rica during September average around $521.

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

According to our data, Monday is the cheapest day to fly to Costa Rica from Chicago O'Hare Intl Airport. The lowest ticket price found for a Monday departure recently was $563. 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 $819. 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 $766. 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 $596 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 $453 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 31% 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

$93

Fastest flight time

5h 04m

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 $93. The best round-trip flight deal from Chicago O'Hare Intl Airport to Costa Rica found on momondo in the last 72 hours is $210.
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 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
Spirit AirlinesPriceFrom $275Free CancellationRating
6.3
8,054 reviews
Search Spirit Airlines flights
AviancaPriceFrom $319Free CancellationRating
6.7
2,388 reviews
Search Avianca flights
Copa AirlinesPriceFrom $350Free CancellationRating
7.5
1,493 reviews
Search Copa Airlines flights
JetBluePriceFrom $432Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
DeltaPriceFrom $438Free CancellationRating
8.0
7,983 reviews
Search Delta flights
American AirlinesPriceFrom $444Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $473Free CancellationRating
7.4
8,904 reviews
Search United Airlines flights
SouthwestPriceFrom $532Free CancellationRating
8.0
4,246 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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