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Cheap flights from Chicago to Costa Rica from $131

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 to Costa Rica departing on 6/24. 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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Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Costa Rica.
Spirit Airlines Logo
10:30 am - 11:50 pmORD-SJO
14h 20m2 stops
Spirit Airlines Logo
12:28 pm - 11:04 pmSJO-ORD
9h 36m1 stop
$285Spirit Airlines
Find Deal
Sat, May 3 - Wed, May 7
Spirit Airlines Logo
12:45 pm - 11:33 amORD-SJO
23h 48m2 stops
Spirit Airlines Logo
11:32 am - 11:29 pmSJO-ORD
10h 57m1 stop
$287Spirit Airlines
Find Deal
Tue, May 20 - Sat, May 24
Avianca Logo
3:45 pm - 8:40 amORD-SJO
17h 55m2 stops
Avianca Logo
7:45 pm - 4:05 pmSJO-ORD
19h 20m1 stop
$382Avianca
Find Deal
Fri, Jun 6 - Mon, Jun 9
Avianca Logo
5:25 pm - 7:40 amORD-SJO
15h 15m2 stops
Avianca Logo
8:00 pm - 2:25 pmSJO-ORD
17h 25m2 stops
$392Avianca
Find Deal
Thu, Jul 3 - Thu, Jul 10
Southwest Logo
6:35 am - 12:45 pmMDW-SJO
7h 10m1 stop
Southwest Logo
1:40 pm - 11:20 pmSJO-MDW
8h 40m1 stop
$437Southwest
Find Deal
Thu, Aug 14 - Tue, Aug 19
Southwest Logo
7:50 am - 6:55 pmMDW-SJO
12h 05m2 stops
Southwest Logo
1:40 pm - 11:20 pmSJO-MDW
8h 40m1 stop
$441Southwest
Find Deal
Thu, Aug 14 - Tue, Aug 19
American Airlines Logo
5:00 am - 1:26 pmORD-LIR
9h 26m2 stops
American Airlines Logo
12:45 pm - 11:56 pmLIR-ORD
10h 11m1 stop
$517American Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
American Airlines Logo
6:00 am - 1:18 pmORD-LIR
8h 18m1 stop
American Airlines Logo
2:53 pm - 11:57 pmLIR-ORD
8h 04m1 stop
$574American Airlines
Find Deal
Wed, Jul 30 - Wed, Aug 6
United Airlines Logo
9:17 pm - 3:25 pmORD-LIR
19h 08m1 stop
United Airlines Logo
3:25 pm - 12:15 amLIR-ORD
7h 50m1 stop
$586United Airlines
Find Deal
Thu, May 8 - Tue, May 13
United Airlines Logo
7:52 am - 11:53 amORD-LIR
5h 01mnonstop
United Airlines Logo
3:25 pm - 7:56 amLIR-ORD
15h 31m1 stop
$598United Airlines
Find Deal
Sun, Jul 6 - Fri, Jul 11

Avianca flights from Chicago to Costa Rica

Our best Avianca deals on Chicago to Costa Rica flight tickets
Avianca
Jun 6
ORD3:45 pmChicago O'Hare Intl
17h 55m
2 stops
SJO8:40 amSan José Juan Santamaria Intl
Jun 9
SJO7:45 pmSan José Juan Santamaria Intl
19h 20m
1 stop
ORD4:05 pmChicago O'Hare Intl
Avianca
Jul 3
ORD5:25 pmChicago O'Hare Intl
15h 15m
2 stops
SJO7:40 amSan José Juan Santamaria Intl
Jul 10
SJO8:00 pmSan José Juan Santamaria Intl
17h 25m
2 stops
ORD2:25 pmChicago O'Hare Intl
Avianca
Jun 14
ORD5:25 pmChicago O'Hare Intl
15h 15m
2 stops
SJO7:40 amSan José Juan Santamaria Intl
Jun 21
SJO4:45 pmSan José Juan Santamaria Intl
19h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl

Delta flights from Chicago to Costa Rica

Our best Delta deals on Chicago to Costa Rica flight tickets
Delta
May 5
ORD5:30 amChicago O'Hare Intl
7h 07m
1 stop
LIR11:37 amLiberia
May 15
LIR1:25 pmLiberia
9h 33m
1 stop
ORD11:58 pmChicago O'Hare Intl
Delta
Apr 26
MDW6:04 amChicago Midway
8h 24m
1 stop
SJO1:28 pmSan José Juan Santamaria Intl
May 3
SJO1:20 pmSan José Juan Santamaria Intl
8h 02m
1 stop
MDW10:22 pmChicago Midway
Delta
Apr 26
MDW5:59 pmChicago Midway
13h 11m
2 stops
SJO6:10 amSan José Juan Santamaria Intl
May 3
SJO1:20 pmSan José Juan Santamaria Intl
8h 02m
1 stop
MDW10:22 pmChicago Midway

See travel insights to Costa Rica from

How to get the cheapest flight ticket from Chicago 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 is in May. Flight prices, which tend to average around $504, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in May, then July is your next best option. Flight prices from Chicago to Costa Rica during July average around $509.

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

According to our data, Wednesday is the cheapest day to fly to Costa Rica from Chicago. The lowest ticket price found for a Wednesday departure recently was $498. 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 $839. 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 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 $852. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Costa Rica flight route?

Fly from Chicago O'Hare Intl to San José Juan Santamaria Intl for the best Chicago - 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 when booking 6 weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $594 when searching 6 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Chicago for as low as $473 on momondo.

What cabin class options are available on Chicago to Costa Rica flights?

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

Cheap Chicago to Costa Rica flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Costa Rica

Best Price Found

$131

Fastest flight time

5h 00m

Direct flights

Mon, Thu, Sat and Sun

Airports in Costa Rica

2 airports
The best one-way flight to Costa Rica from Chicago in the past 72 hours is $131. The best round-trip flight deal from Chicago to Costa Rica found on momondo in the last 72 hours is $285.
The fastest flight from Chicago to Costa Rica takes 5h 00m
Direct flights go from Chicago to Costa Rica on Monday, Thursday, Saturday and Sunday. Airlines offering direct flights are: United Airlines, American Airlines and Avianca.
There are 2 airports near Costa Rica: Liberia (LIR), San José Juan Santamaria Intl (SJO)

  • When did momondo last update prices for flights from Chicago to Costa Rica?

    Prices for flights from Chicago to Costa Rica are updated daily.

  • How many operators does momondo search for flights from Chicago to Costa Rica?

  • How old do you have to be to fly from Chicago to Costa Rica?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Costa Rica.

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

    The necessary travel and health documents for your Costa Rica trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Costa Rica?


Best airlines flying from Chicago to Costa Rica

Compare and see reviews for airlines that fly from Chicago to Costa Rica with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $238Free CancellationRating
6.3
7,904 reviews
Search Spirit Airlines flights
AviancaPriceFrom $338Free CancellationRating
6.7
2,311 reviews
Search Avianca flights
JetBluePriceFrom $345Free CancellationRating
7.3
2,923 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $416Free CancellationRating
7.6
1,406 reviews
Search Copa Airlines flights
DeltaPriceFrom $447Free CancellationRating
8.0
7,907 reviews
Search Delta flights
American AirlinesPriceFrom $504Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $538Free CancellationRating
8.0
4,281 reviews
Search Southwest flights
United AirlinesPriceFrom $557Free CancellationRating
7.4
8,634 reviews
Search United Airlines flights

Why use momondo?

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

Finding the right flight to Costa Rica from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Costa Rica quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Chicago to Costa Rica flights to just show those with flexible booking policies.

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

Once all potential Chicago to Costa Rica flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Costa Rica, momondo offers a useful price alert feature which will track prices for flights to Costa Rica from Chicago and alert you when they change.


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