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Cheap flights from Chicago to Costa Rica from $111

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 2/12. 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 to Costa Rica

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Costa Rica that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Costa Rica.

Cheap last minute flights

Planning a quick getaway from Chicago to Costa Rica? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Costa Rica, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Costa Rica

Find recent round-trip train or bus tickets from Chicago to Costa Rica.

All round-trip flight deals to Costa Rica

The cheapest plane tickets to Costa Rica found on KAYAK recently.
3:56 pm - 12:59 amORD-SJO
9h 03m1 stop
1:57 am - 8:13 pmSJO-ORD
18h 16m1 stop
$272Spirit Airlines
Find Deal
Tue, Jan 21 - Mon, Jan 27
5:11 am - 12:26 pmORD-SJO
7h 15m1 stop
1:57 am - 11:32 pmSJO-ORD
21h 35m1 stop
$280Spirit Airlines
Find Deal
Wed, Jan 22 - Tue, Jan 28
2:35 pm - 11:20 pmORD-SJO
8h 45m2 stops
6:10 am - 1:15 pmSJO-ORD
7h 05m1 stop
$289Avianca
Find Deal
Wed, Jan 22 - Wed, Jan 29
2:35 pm - 9:20 amORD-SJO
18h 45m1 stop
6:10 am - 1:15 pmSJO-ORD
7h 05m1 stop
$294Avianca
Find Deal
Fri, Jan 24 - Fri, Jan 31
6:00 am - 12:48 pmMDW-SJO
6h 48m1 stop
2:13 pm - 10:06 pmSJO-MDW
7h 53m1 stop
$636Delta
Find Deal
Sat, Dec 7 - Sun, Dec 15
9:30 am - 9:57 pmMDW-SJO
12h 27m2 stops
2:13 pm - 10:06 pmSJO-MDW
7h 53m1 stop
$641Delta
Find Deal
Wed, Dec 11 - Mon, Dec 16
7:45 am - 12:55 pmORD-LIR
5h 10mnonstop
8:50 am - 10:45 pmLIR-ORD
13h 55m1 stop
$733United Airlines
Find Deal
Sun, Jan 26 - Fri, Jan 31
6:30 am - 1:11 pmORD-LIR
7h 41m1 stop
1:59 pm - 8:21 amLIR-ORD
17h 22m1 stop
$737American Airlines
Find Deal
Tue, Mar 11 - Fri, Mar 14
5:00 am - 1:59 pmORD-LIR
8h 59m1 stop
3:35 pm - 7:24 amLIR-ORD
15h 49m2 stops
$742American Airlines
Find Deal
Sun, Jan 19 - Fri, Jan 24
7:45 am - 12:55 pmORD-LIR
5h 10mnonstop
1:01 pm - 7:20 pmLIR-ORD
5h 19mnonstop
$762United Airlines
Find Deal
Sat, Jan 25 - Sun, Mar 9
5:05 am - 12:33 pmORD-SJO
7h 28m1 stop
$111Spirit Airlines
Find Deal
Wed, Feb 12
3:56 pm - 12:59 amORD-SJO
9h 03m1 stop
$147Spirit Airlines
Find Deal
Thu, Jan 9
2:35 pm - 9:45 pmORD-SJO
7h 10m1 stop
$158Avianca
Find Deal
Fri, Jan 24
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
$173Avianca
Find Deal
Fri, Jan 24
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
$295United Airlines
Find Deal
Sun, Dec 8
9:30 am - 9:30 pmMDW-SJO
13h 00m2 stops
$299Delta
Find Deal
Tue, Mar 25
1:29 pm - 9:30 pmORD-SJO
9h 01m2 stops
$299Delta
Find Deal
Tue, Mar 25
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
$340United Airlines
Find Deal
Sun, Dec 8
9:55 am - 6:30 pmORD-SJO
9h 35m2 stops
$399American Airlines
Find Deal
Thu, Apr 17
8:15 am - 1:24 pmORD-LIR
5h 09mnonstop
$428American Airlines
Find Deal
Sat, Jan 25
2:42 am - 11:11 pmORD-SJO
20h 29m1 stop
3:32 pm - 1:02 amSJO-ORD
9h 30m1 stop
Fri, Nov 29 - Sat, Dec 7
12:48 am - 1:57 pmORD-SJO
13h 09m1 stop
2:53 pm - 4:37 amSJO-ORD
13h 44m1 stop
Sat, Nov 30 - Wed, Dec 4
7:39 pm - 12:26 pmORD-SJO
16h 47m1 stop
1:49 am - 9:37 amSJO-ORD
7h 48m1 stop
$555Spirit Airlines
Find Deal
Fri, Nov 29 - Sat, Dec 7
7:39 pm - 12:26 pmORD-SJO
16h 47m1 stop
1:49 am - 10:32 amSJO-ORD
8h 43m1 stop
$556Spirit Airlines
Find Deal
Fri, Nov 29 - Thu, Dec 5
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
2:20 pm - 10:44 pmSJO-ORD
8h 24m1 stop
$632United Airlines
Find Deal
Sun, Dec 1 - Wed, Dec 4
6:00 am - 2:20 pmORD-SJO
8h 20m1 stop
3:35 pm - 9:04 amSJO-ORD
17h 29m1 stop
$636American Airlines
Find Deal
Thu, Nov 28 - Sun, Dec 8
6:54 am - 7:07 pmORD-SJO
12h 13m1 stop
4:08 am - 12:16 pmSJO-ORD
8h 08m1 stop
$639Copa Airlines
Find Deal
Thu, Nov 28 - Sat, Dec 7
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$706United Airlines
Find Deal
Sat, Nov 30 - Sat, Dec 7
6:54 am - 7:35 amORD-SJO
24h 41m1 stop
4:08 am - 12:16 pmSJO-ORD
8h 08m1 stop
$725Copa Airlines
Find Deal
Thu, Nov 28 - Sat, Nov 30
6:49 pm - 12:50 pmORD-LIR
18h 01m1 stop
1:50 pm - 12:14 amLIR-ORD
10h 24m2 stops
$1,392American Airlines
Find Deal
Sat, Nov 30 - Thu, Dec 5
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
$556Avianca
Find Deal
Wed, Jan 15 - Fri, Jan 24
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
$561Avianca
Find Deal
Wed, Jan 15 - Wed, Jan 22
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
$570Avianca
Find Deal
Wed, Jan 15 - Fri, Jan 24
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$622United Airlines
Find Deal
Sun, Jan 12 - Sun, Jan 26
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$637United Airlines
Find Deal
Sun, Feb 9 - Sun, Feb 16
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$650United Airlines
Find Deal
Sat, Dec 7 - Sun, Dec 15
8:15 am - 1:24 pmORD-LIR
5h 09mnonstop
2:29 pm - 7:48 pmLIR-ORD
5h 19mnonstop
$882American Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 18
8:16 am - 1:30 pmORD-LIR
5h 14mnonstop
2:29 pm - 7:48 pmLIR-ORD
5h 19mnonstop
$917American Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 11
8:16 am - 1:30 pmORD-LIR
5h 14mnonstop
2:29 pm - 7:48 pmLIR-ORD
5h 19mnonstop
$942American Airlines
Find Deal
Sat, Jan 4 - Sat, Jan 11
8:10 am - 12:13 pmORD-LIR
5h 03mnonstop
12:35 pm - 6:50 pmLIR-ORD
5h 15mnonstop
$1,057American Airlines
Find Deal
Sat, Apr 12 - Sat, Apr 19

Avianca flights from Chicago to Costa Rica

Our best Avianca deals on Chicago to Costa Rica flight tickets
Avianca
Jan 22
ORD2:35 pmChicago O'Hare Intl
8h 45m
2 stops
SJO11:20 pmSan José Juan Santamaria Intl
Jan 29
SJO6:10 amSan José Juan Santamaria Intl
7h 05m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Jan 24
ORD2:35 pmChicago O'Hare Intl
18h 45m
1 stop
SJO9:20 amSan José Juan Santamaria Intl
Jan 31
SJO6:10 amSan José Juan Santamaria Intl
7h 05m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Feb 22
ORD2:05 pmChicago O'Hare Intl
19h 15m
1 stop
SJO9:20 amSan José Juan Santamaria Intl
Mar 1
SJO4:55 pmSan José Juan Santamaria Intl
19h 20m
1 stop
ORD12:15 pmChicago O'Hare Intl

Spirit Airlines flights from Chicago to Costa Rica

Our best Spirit Airlines deals on Chicago to Costa Rica flight tickets
Spirit Airlines
Jan 21
ORD3:56 pmChicago O'Hare Intl
9h 03m
1 stop
SJO12:59 amSan José Juan Santamaria Intl
Jan 27
SJO1:57 amSan José Juan Santamaria Intl
18h 16m
1 stop
ORD8:13 pmChicago O'Hare Intl
Spirit Airlines
Jan 22
ORD5:11 amChicago O'Hare Intl
7h 15m
1 stop
SJO12:26 pmSan José Juan Santamaria Intl
Jan 28
SJO1:57 amSan José Juan Santamaria Intl
21h 35m
1 stop
ORD11:32 pmChicago O'Hare Intl
Spirit Airlines
Feb 3
ORD8:30 amChicago O'Hare Intl
27h 56m
1 stop
SJO12:26 pmSan José Juan Santamaria Intl
Feb 11
SJO1:31 pmSan José Juan Santamaria Intl
9h 31m
1 stop
ORD11:02 pmChicago O'Hare Intl

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 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 $425. 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 $709. 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 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

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.

Can stopping save me money on Chicago to Costa Rica flights?

You could potentially save up to 30% on your flight if you consider stops on a Chicago to Costa Rica flight.

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

$111

Fastest flight time

5h 09m

Direct flights

Every day

Airports in Costa Rica

2 airports
The best one-way flight to Costa Rica from Chicago in the past 72 hours is $111. The best round-trip flight deal from Chicago to Costa Rica found on momondo in the last 72 hours is $272.
The fastest flight from Chicago to Costa Rica takes 5h 09m
Direct flights go from Chicago to Costa Rica every day.
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 $237Free CancellationRating
6.3
8,173 reviews
Search Spirit Airlines flights
AviancaPriceFrom $238Free CancellationRating
7.0
2,784 reviews
Search Avianca flights
JetBluePriceFrom $345Free CancellationRating
7.4
3,364 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $406Free CancellationRating
7.7
1,776 reviews
Search Copa Airlines flights
SouthwestPriceFrom $479Free CancellationRating
8.1
4,982 reviews
Search Southwest flights
Air CanadaPriceFrom $479Free CancellationRating
7.0
8,273 reviews
Search Air Canada flights
DeltaPriceFrom $550Free CancellationRating
8.0
8,736 reviews
Search Delta flights
American AirlinesPriceFrom $565Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $581Free CancellationRating
7.4
9,153 reviews
Search United Airlines flights
AeromexicoPriceFrom $676Free CancellationRating
7.5
1,990 reviews
Search Aeromexico 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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