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Cheap flights from Costa Rica to Chicago from $143

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Costa Rica to Chicago departing on 12/19. 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 Costa Rica to Chicago

Cheap round-trip flights

Recommended round-trip deals departing in the coming months from the most popular airlines that fly to Chicago.

Cheap one-way flights

Only flying one-way? Below are some of the best one-way flight deals to Chicago found on KAYAK recently.

Cheap last minute flights

Leaving soon but still want a bargain? Check out these latest deals for last minute flights to Chicago.

Cheap direct flights

The latest deals for direct flights to Chicago so you can sit back and relax without the need for a layover.

Cheap bus & train deals to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
1:57 am - 2:32 pmSJO-ORD
12h 35m1 stop
5:10 am - 12:26 pmORD-SJO
7h 16m1 stop
$265Spirit Airlines
Find Deal
Wed, Feb 5 - Tue, Feb 11
1:57 am - 8:13 pmSJO-ORD
18h 16m1 stop
3:56 pm - 12:59 amORD-SJO
9h 03m1 stop
$268Spirit Airlines
Find Deal
Tue, Jan 28 - Wed, Feb 5
4:40 pm - 1:15 pmSJO-ORD
20h 35m1 stop
1:35 pm - 9:20 amORD-SJO
19h 45m1 stop
$318Avianca
Find Deal
Tue, Jan 28 - Sun, Feb 2
2:15 am - 12:15 pmSJO-ORD
10h 00m1 stop
2:05 pm - 9:20 amORD-SJO
19h 15m1 stop
$323Avianca
Find Deal
Fri, Feb 14 - Tue, Feb 25
1:55 pm - 10:35 pmSJO-MDW
8h 40m1 stop
8:25 am - 8:40 pmMDW-SJO
12h 15m1 stop
$543Southwest
Find Deal
Wed, Feb 26 - Sun, Mar 2
1:55 pm - 7:30 amSJO-MDW
17h 35m2 stops
10:05 am - 8:40 pmMDW-SJO
10h 35m2 stops
$547Southwest
Find Deal
Wed, Jan 29 - Tue, Feb 4
8:50 am - 10:45 pmLIR-ORD
13h 55m1 stop
3:40 pm - 5:57 pmORD-LIR
26h 17m1 stop
$730United Airlines
Find Deal
Fri, Jan 10 - Fri, Jan 17
2:29 pm - 7:48 pmLIR-ORD
5h 19mnonstop
5:10 am - 12:30 pmORD-LIR
7h 20m1 stop
$782American Airlines
Find Deal
Sat, Feb 1 - Wed, Feb 5
12:30 pm - 5:49 pmLIR-ORD
5h 19mnonstop
9:30 am - 2:40 pmORD-LIR
5h 10mnonstop
$804United Airlines
Find Deal
Fri, Dec 27 - Thu, Jan 2
11:41 am - 11:37 pmLIR-ORD
11h 56m2 stops
6:55 pm - 12:25 pmORD-LIR
17h 30m1 stop
$906American Airlines
Find Deal
Fri, Dec 27 - Thu, Jan 2
1:49 am - 7:51 pmSJO-ORD
18h 02m1 stop
$143Spirit Airlines
Find Deal
Thu, Dec 19
2:53 pm - 4:37 amSJO-ORD
13h 44m1 stop
Fri, Mar 7
8:30 pm - 1:15 pmSJO-ORD
16h 45m2 stops
$205Avianca
Find Deal
Sat, Dec 21
8:30 pm - 1:15 pmSJO-ORD
16h 45m2 stops
$226Avianca
Find Deal
Sat, Dec 7
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$341United Airlines
Find Deal
Sat, Dec 7
6:12 pm - 1:22 pmSJO-ORD
18h 10m1 stop
$342Copa Airlines
Find Deal
Sat, Apr 12
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
$352United Airlines
Find Deal
Sat, Dec 21
12:59 am - 11:34 amSJO-ORD
10h 35m2 stops
$355American Airlines
Find Deal
Thu, Mar 6
6:00 am - 9:53 pmSJO-ORD
15h 53m1 stop
$458American Airlines
Find Deal
Sat, Jan 11
2:27 pm - 11:21 pmSJO-ORD
8h 54m1 stop
$604Copa Airlines
Find Deal
Sun, Dec 8
3:31 pm - 1:02 amSJO-ORD
9h 31m1 stop
5:00 am - 12:19 pmORD-SJO
7h 19m1 stop
Sat, Nov 30 - Thu, Dec 5
2:52 pm - 4:37 amSJO-ORD
13h 45m1 stop
7:45 pm - 12:19 pmORD-SJO
16h 34m2 stops
Thu, Nov 28 - Thu, Dec 5
2:15 am - 12:15 pmSJO-ORD
10h 00m1 stop
1:35 pm - 12:15 amORD-SJO
10h 40m1 stop
$538Avianca
Find Deal
Mon, Dec 2 - Thu, Dec 5
1:56 am - 2:31 pmSJO-ORD
12h 35m1 stop
5:00 am - 12:19 pmORD-SJO
7h 19m1 stop
$549Spirit Airlines
Find Deal
Mon, Dec 2 - Sun, Dec 8
1:56 am - 2:31 pmSJO-ORD
12h 35m1 stop
5:00 am - 12:19 pmORD-SJO
7h 19m1 stop
$558Spirit Airlines
Find Deal
Mon, Dec 2 - Fri, Dec 6
2:15 am - 12:15 pmSJO-ORD
10h 00m1 stop
1:35 pm - 12:15 amORD-SJO
10h 40m1 stop
$564Avianca
Find Deal
Mon, Dec 2 - Wed, Dec 4
8:45 am - 11:59 pmSJO-ORD
15h 14m1 stop
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
$644United Airlines
Find Deal
Mon, Dec 2 - Sun, Dec 8
6:30 am - 9:08 pmSJO-ORD
14h 38m1 stop
6:00 am - 11:20 pmORD-SJO
17h 20m1 stop
$648American Airlines
Find Deal
Fri, Nov 29 - Fri, Dec 6
2:50 pm - 9:25 amSJO-ORD
18h 35m1 stop
6:00 am - 11:20 pmORD-SJO
17h 20m1 stop
$661American Airlines
Find Deal
Fri, Nov 29 - Fri, Dec 6
8:45 am - 9:18 pmSJO-ORD
12h 33m1 stop
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
$665United Airlines
Find Deal
Thu, Nov 28 - Sun, Dec 8
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
$544Avianca
Find Deal
Sun, Jan 19 - Sun, Jan 26
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
$557Avianca
Find Deal
Wed, Jan 22 - Wed, Jan 29
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
$633United Airlines
Find Deal
Sun, Jan 26 - Sun, Feb 2
1:00 pm - 7:34 pmSJO-ORD
5h 34mnonstop
7:41 am - 11:55 amORD-SJO
5h 14mnonstop
$654United Airlines
Find Deal
Sat, Apr 26 - Sat, May 3
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
$663Avianca
Find Deal
Wed, Dec 25 - Wed, Jan 1
2:05 pm - 7:30 pmSJO-ORD
5h 25mnonstop
7:35 am - 12:56 pmORD-SJO
5h 21mnonstop
$677United Airlines
Find Deal
Sun, Jan 12 - Sun, Feb 16
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
$692Avianca
Find Deal
Wed, Jan 22 - Wed, Jan 29
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
$703Avianca
Find Deal
Sun, Jan 19 - Sun, Jan 26
5:45 am - 1:15 pmSJO-ORD
7h 30mnonstop
2:35 pm - 9:45 pmORD-SJO
7h 10mnonstop
$729Avianca
Find Deal
Sun, Dec 22 - Fri, Jan 3
1:00 pm - 7:34 pmSJO-ORD
5h 34mnonstop
7:41 am - 11:55 amORD-SJO
5h 14mnonstop
$759United Airlines
Find Deal
Sat, May 17 - Sat, May 24

Avianca flights from Costa Rica to Chicago

Our best Avianca deals on Costa Rica to Chicago flight tickets
Avianca
Jan 28
SJO4:40 pmSan José Juan Santamaria Intl
20h 35m
1 stop
ORD1:15 pmChicago O'Hare Intl
Feb 2
ORD1:35 pmChicago O'Hare Intl
19h 45m
1 stop
SJO9:20 amSan José Juan Santamaria Intl
Avianca
Feb 14
SJO2:15 amSan José Juan Santamaria Intl
10h 00m
1 stop
ORD12:15 pmChicago O'Hare Intl
Feb 25
ORD2:05 pmChicago O'Hare Intl
19h 15m
1 stop
SJO9:20 amSan José Juan Santamaria Intl
Avianca
Jan 26
SJO4:55 pmSan José Juan Santamaria Intl
19h 20m
1 stop
ORD12:15 pmChicago O'Hare Intl
Feb 2
ORD1:35 pmChicago O'Hare Intl
19h 45m
1 stop
SJO9:20 amSan José Juan Santamaria Intl

Spirit Airlines flights from Costa Rica to Chicago

Our best Spirit Airlines deals on Costa Rica to Chicago flight tickets
Spirit Airlines
Feb 5
SJO1:57 amSan José Juan Santamaria Intl
12h 35m
1 stop
ORD2:32 pmChicago O'Hare Intl
Feb 11
ORD5:10 amChicago O'Hare Intl
7h 16m
1 stop
SJO12:26 pmSan José Juan Santamaria Intl
Spirit Airlines
Jan 28
SJO1:57 amSan José Juan Santamaria Intl
18h 16m
1 stop
ORD8:13 pmChicago O'Hare Intl
Feb 5
ORD3:56 pmChicago O'Hare Intl
9h 03m
1 stop
SJO12:59 amSan José Juan Santamaria Intl
Spirit Airlines
Feb 3
SJO1:57 amSan José Juan Santamaria Intl
18h 16m
1 stop
ORD8:13 pmChicago O'Hare Intl
Feb 10
ORD3:56 pmChicago O'Hare Intl
9h 03m
1 stop
SJO12:59 amSan José Juan Santamaria Intl

See travel insights to Chicago from

How to get the cheapest flight ticket from Costa Rica to Chicago

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 Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Costa Rica, with most prices found around $348. If you’re not able to fly to Chicago in February, then August is your next best option. Flight prices from Costa Rica to Chicago during August average around $357.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Tuesday when prices can be found for as low as $333. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Costa Rica to Chicago for around $593.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Costa Rica to Chicago during this time can be as low as $368. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $572.

What is the cheapest Costa Rica to Chicago flight route?

Fly from Liberia to Chicago O'Hare Intl for the best Costa Rica - Chicago flight prices

How far in advance should I book a flight to Chicago?

The best time to book a flight to Chicago from Costa Rica is 43 days out, which is when prices tend to be around $428. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $272.

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

There are 3 cabin classes available to choose from on Costa Rica to Chicago 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 Costa Rica to Chicago flights?

You could potentially save up to 54% on your flight if you consider stops on a Costa Rica to Chicago flight.

Cheap Costa Rica to Chicago flight deals and tips

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

Best Price Found

$143

Fastest flight time

5h 19m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Costa Rica in the past 72 hours is $143. The best round-trip flight deal from Costa Rica to Chicago found on momondo in the last 72 hours is $265.
The fastest flight from Costa Rica to Chicago takes 5h 19m
Direct flights go from Costa Rica to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

    Prices for flights from Costa Rica to Chicago refresh daily.

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

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

    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 Costa Rica to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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


Best airlines flying from Costa Rica to Chicago

Compare and see reviews for airlines that fly from Costa Rica to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $205Free CancellationRating
6.3
8,172 reviews
Search Spirit Airlines flights
AviancaPriceFrom $262Free CancellationRating
7.0
2,780 reviews
Search Avianca flights
Copa AirlinesPriceFrom $393Free CancellationRating
7.7
1,776 reviews
Search Copa Airlines flights
United AirlinesPriceFrom $438Free CancellationRating
7.4
9,146 reviews
Search United Airlines flights
American AirlinesPriceFrom $476Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $521Free CancellationRating
8.0
8,730 reviews
Search Delta flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Costa Rica.

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

Yes. All flights to Chicago from Costa Rica on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Costa Rica to Chicago.

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

Yes momondo offers price alerts on flights to Chicago from Costa Rica. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago