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Cheap flights from Chicago to Costa Rica from $114

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 2/21. 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 from Chicago to Costa Rica

The cheapest plane tickets from Chicago to Costa Rica found on KAYAK recently.
5:00 am - 12:20 pmORD-SJO
7h 20m1 stop
2:43 pm - 4:37 amSJO-ORD
13h 54m1 stop
Wed, Feb 26 - Wed, Mar 5
5:00 am - 12:20 pmORD-SJO
7h 20m1 stop
1:26 pm - 12:07 amSJO-ORD
10h 41m1 stop
$288Spirit Airlines
Find Deal
Mon, Feb 24 - Wed, Mar 5
5:00 am - 12:20 pmORD-SJO
7h 20m1 stop
2:43 pm - 4:37 amSJO-ORD
13h 54m1 stop
Mon, Feb 24 - Mon, Mar 3
3:09 pm - 8:07 amORD-SJO
16h 58m1 stop
4:09 am - 1:42 pmSJO-ORD
8h 33m1 stop
$426Copa Airlines
Find Deal
Sat, Mar 8 - Sat, Mar 15
1:35 pm - 12:15 amORD-SJO
10h 40m1 stop
4:55 pm - 12:15 pmSJO-ORD
19h 20m1 stop
$429Avianca
Find Deal
Sun, Feb 23 - Sat, Mar 1
2:05 pm - 9:20 amORD-SJO
19h 15m1 stop
2:15 am - 12:15 pmSJO-ORD
10h 00m1 stop
$432Avianca
Find Deal
Sat, Feb 8 - Wed, Feb 12
5:00 am - 1:11 pmORD-LIR
9h 11m2 stops
1:40 pm - 12:12 amLIR-ORD
9h 32m1 stop
$753American Airlines
Find Deal
Tue, Mar 25 - Tue, Apr 1
7:17 pm - 11:34 amORD-LIR
17h 17m1 stop
1:11 pm - 7:36 pmLIR-ORD
5h 25mnonstop
$759American Airlines
Find Deal
Sat, Apr 26 - Sat, May 3
7:45 am - 11:55 amORD-LIR
5h 10mnonstop
1:14 pm - 10:59 pmLIR-ORD
8h 45m1 stop
$799United Airlines
Find Deal
Wed, Mar 19 - Wed, Mar 26
9:10 pm - 10:00 amORD-LIR
13h 50m1 stop
1:03 pm - 7:20 pmLIR-ORD
5h 17mnonstop
$811United Airlines
Find Deal
Wed, Jul 9 - Sun, Jul 13
5:00 am - 12:20 pmORD-SJO
7h 20m1 stop
$114Spirit Airlines
Find Deal
Fri, Feb 21
5:00 am - 12:20 pmORD-SJO
7h 20m1 stop
$123Spirit Airlines
Find Deal
Tue, Feb 25
1:35 pm - 12:15 amORD-SJO
10h 40m1 stop
$188Avianca
Find Deal
Fri, Feb 7
1:35 pm - 12:15 amORD-SJO
10h 40m1 stop
$189Avianca
Find Deal
Wed, Jan 29
6:10 am - 12:30 pmMDW-LIR
7h 20m1 stop
$272Southwest
Find Deal
Sat, May 17
9:20 pm - 1:10 pmMDW-LIR
16h 50m2 stops
$277Southwest
Find Deal
Thu, May 1
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
$346United Airlines
Find Deal
Sun, Feb 9
7:35 am - 6:16 pmORD-SJO
10h 41m1 stop
$350United Airlines
Find Deal
Sat, Feb 1
8:35 pm - 11:13 amORD-LIR
15h 38m1 stop
$429American Airlines
Find Deal
Sat, Mar 22
8:22 am - 1:36 pmORD-LIR
5h 14mnonstop
$474American Airlines
Find Deal
Sat, Feb 22
1:35 pm - 12:15 amORD-SJO
10h 40m1 stop
2:43 pm - 4:37 amSJO-ORD
13h 54m1 stop
Fri, Jan 24 - Wed, Feb 12
2:05 pm - 9:20 amORD-SJO
19h 15m1 stop
2:43 pm - 4:37 amSJO-ORD
13h 54m1 stop
Tue, Jan 28 - Tue, Feb 4
6:56 am - 3:56 pmORD-SJO
9h 00m1 stop
5:23 pm - 12:11 pmSJO-ORD
18h 48m1 stop
$426Copa Airlines
Find Deal
Fri, Jan 24 - Tue, Jan 28
6:06 pm - 12:59 amORD-SJO
30h 53m3 stops
12:25 pm - 2:23 pmSJO-ORD
25h 58m3 stops
$513Spirit Airlines
Find Deal
Sun, Jan 26 - Thu, Jan 30
6:06 pm - 12:59 amORD-SJO
30h 53m3 stops
1:31 pm - 10:55 pmSJO-ORD
33h 24m3 stops
$525Spirit Airlines
Find Deal
Sun, Jan 26 - Tue, Jan 28
1:57 pm - 9:58 pmORD-SJO
8h 01m1 stop
3:06 pm - 11:27 pmSJO-ORD
8h 21m1 stop
$531Copa Airlines
Find Deal
Fri, Jan 24 - Thu, Jan 30
9:45 am - 7:50 pmORD-SJO
10h 05m2 stops
6:00 am - 12:27 amSJO-ORD
18h 27m1 stop
$652American Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
10:35 am - 10:00 pmORD-SJO
11h 25m1 stop
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$728United Airlines
Find Deal
Fri, Jan 24 - Sat, Feb 1
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
6:40 am - 8:25 pmSJO-ORD
13h 45m1 stop
$733United Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
6:30 pm - 12:30 pmORD-LIR
18h 00m1 stop
2:29 pm - 7:48 pmLIR-ORD
5h 19mnonstop
$1,409American Airlines
Find Deal
Sat, Jan 25 - Sat, Feb 1
7:41 am - 11:55 amORD-SJO
5h 14mnonstop
1:00 pm - 7:34 pmSJO-ORD
5h 34mnonstop
$711United Airlines
Find Deal
Sat, Jun 7 - Sat, Jun 14
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
1:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$723United Airlines
Find Deal
Sun, Feb 23 - Sun, Mar 9
7:41 am - 11:55 amORD-SJO
5h 14mnonstop
1:00 pm - 7:34 pmSJO-ORD
5h 34mnonstop
$753United Airlines
Find Deal
Sat, Apr 19 - Sat, Apr 26
7:49 am - 12:09 pmORD-LIR
5h 20mnonstop
1:11 pm - 7:36 pmLIR-ORD
5h 25mnonstop
$774American Airlines
Find Deal
Sat, Apr 26 - Sat, May 3
7:41 am - 11:55 amORD-SJO
5h 14mnonstop
1:00 pm - 7:34 pmSJO-ORD
5h 34mnonstop
$804United Airlines
Find Deal
Sat, Jun 7 - Sat, Jun 14
8:10 am - 12:13 pmORD-LIR
5h 03mnonstop
12:35 pm - 6:50 pmLIR-ORD
5h 15mnonstop
$810American Airlines
Find Deal
Sat, Jun 14 - Sat, Jun 21
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$823United Airlines
Find Deal
Sun, Feb 9 - Sat, Feb 15
7:41 am - 11:55 amORD-SJO
5h 14mnonstop
1:00 pm - 7:34 pmSJO-ORD
5h 34mnonstop
$828United Airlines
Find Deal
Sun, May 25 - Sun, Jun 1
7:41 am - 11:55 amORD-SJO
5h 14mnonstop
1:00 pm - 7:34 pmSJO-ORD
5h 34mnonstop
$855United Airlines
Find Deal
Sat, Apr 26 - Sat, May 3
7:35 am - 11:56 amORD-SJO
5h 21mnonstop
1:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$858United Airlines
Find Deal
Sun, Mar 9 - Sun, Mar 16

Copa Airlines flights from Chicago to Costa Rica

Our best Copa Airlines deals on Chicago to Costa Rica flight tickets
Copa Airlines
Mar 8
ORD3:09 pmChicago O'Hare Intl
16h 58m
1 stop
SJO8:07 amSan José Juan Santamaria Intl
Mar 15
SJO4:09 amSan José Juan Santamaria Intl
8h 33m
1 stop
ORD1:42 pmChicago O'Hare Intl
Copa Airlines
Jan 24
ORD1:57 pmChicago O'Hare Intl
8h 01m
1 stop
SJO9:58 pmSan José Juan Santamaria Intl
Jan 30
SJO3:06 pmSan José Juan Santamaria Intl
8h 21m
1 stop
ORD11:27 pmChicago O'Hare Intl

Frontier flights from Chicago to Costa Rica

Our best Frontier deals on Chicago to Costa Rica flight tickets
Frontier
Feb 21
MDW6:48 pmChicago Midway
16h 43m
1 stop
SJO11:31 amSan José Juan Santamaria Intl
Mar 1
SJO12:55 pmSan José Juan Santamaria Intl
9h 09m
1 stop
MDW10:04 pmChicago Midway
Frontier
May 23
MDW6:44 pmChicago Midway
18h 38m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
May 31
SJO1:42 pmSan José Juan Santamaria Intl
9h 13m
1 stop
MDW11:55 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 $484, 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 August is your next best option. Flight prices from Chicago to Costa Rica during August average around $557.

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 $481. 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 $845. 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 $838. 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 2 weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $580 when searching 2 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 $450 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

$114

Fastest flight time

5h 01m

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 $114. The best round-trip flight deal from Chicago to Costa Rica found on momondo in the last 72 hours is $284.
The fastest flight from Chicago to Costa Rica takes 5h 01m
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 $239Free CancellationRating
6.3
8,108 reviews
Search Spirit Airlines flights
AviancaPriceFrom $293Free CancellationRating
6.9
2,565 reviews
Search Avianca flights
JetBluePriceFrom $387Free CancellationRating
7.4
3,186 reviews
Search JetBlue flights
Copa AirlinesPriceFrom $430Free CancellationRating
7.6
1,653 reviews
Search Copa Airlines flights
SouthwestPriceFrom $479Free CancellationRating
8.1
4,647 reviews
Search Southwest flights
DeltaPriceFrom $550Free CancellationRating
8.0
8,508 reviews
Search Delta flights
American AirlinesPriceFrom $569Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $581Free CancellationRating
7.4
8,971 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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