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Cheap flights from Costa Rica to Illinois from $179

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 Illinois departing on 11/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Costa Rica to Illinois

Recent round-trip flight deals from Costa Rica to Illinois

Enter your travel dates to find the best prices.
Air Canada Logo
1:00 pm - 9:00 amLIR  Liberia-ORD Chicago O'Hare Intl
19h 00m1 stop Toronto Pearson Intl
Air Canada Logo
8:40 pm - 1:10 pmORD  Chicago O'Hare Intl-LIR Liberia
17h 30m1 stop Toronto Pearson Intl
$362Air Canada
Sat, Oct 17 - Sat, Oct 24
United Airlines Logo
1:25 pm - 6:57 pmSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
5h 32mnonstop
United Airlines Logo
9:25 am - 8:39 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
11h 14m1 stop Houston George Bush Intcntl
$365United Airlines
Fri, Feb 12 - Thu, Feb 18
Air Canada Logo
1:00 pm - 10:17 amLIR  Liberia-ORD Chicago O'Hare Intl
20h 17m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
8:40 pm - 1:10 pmORD  Chicago O'Hare Intl-LIR Liberia
17h 30m1 stop Toronto Pearson Intl
$366Air Canada
Sat, Oct 17 - Sat, Oct 24
United Airlines Logo
7:55 am - 10:16 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
25h 21m1 stop Houston George Bush Intcntl
United Airlines Logo
5:30 am - 12:21 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
7h 51m1 stop Houston George Bush Intcntl
$366United Airlines
Fri, Sep 25 - Wed, Sep 30
Copa Airlines Logo
4:08 am - 1:02 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
19h 54m1 stop Panama City Tocumen Intl
Copa Airlines Logo
3:20 pm - 7:10 amORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
16h 50m1 stop Panama City Tocumen Intl
$369Copa Airlines
Sun, Sep 27 - Sun, Oct 4
Copa Airlines Logo
5:55 pm - 1:02 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
30h 07m1 stop Panama City Tocumen Intl
Copa Airlines Logo
3:20 pm - 7:10 amORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
16h 50m1 stop Panama City Tocumen Intl
$370Copa Airlines
Wed, Sep 9 - Sat, Sep 12
American Airlines Logo
1:00 pm - 8:34 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
18h 34m1 stop Dallas/Fort Worth
American Airlines Logo
6:00 am - 2:00 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
9h 00m1 stop Dallas/Fort Worth
$375American Airlines
Thu, Oct 15 - Tue, Oct 20
American Airlines Logo
3:01 pm - 7:47 amSJO  San José Juan Santamaria Intl-ORD Chicago O'Hare Intl
15h 46m1 stop Miami
American Airlines Logo
9:30 pm - 2:00 pmORD  Chicago O'Hare Intl-SJO San José Juan Santamaria Intl
17h 30m1 stop Dallas/Fort Worth
$375American Airlines
Thu, Oct 8 - Tue, Oct 13
Southwest Logo
1:15 pm - 10:05 pmSJO  San José Juan Santamaria Intl-MDW Chicago Midway
7h 50m1 stop Houston Hobby
Southwest Logo
10:50 am - 6:45 pmMDW  Chicago Midway-SJO San José Juan Santamaria Intl
8h 55m1 stop Houston Hobby
$393Southwest
Sat, Sep 26 - Tue, Sep 29
Southwest Logo
1:40 pm - 10:20 pmSJO  San José Juan Santamaria Intl-MDW Chicago Midway
7h 40m1 stop Houston Hobby
Southwest Logo
11:50 am - 7:40 pmMDW  Chicago Midway-SJO San José Juan Santamaria Intl
8h 50m1 stop Houston Hobby
$393Southwest
Mon, Sep 28 - Mon, Oct 5

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Copa Airlines flights from Costa Rica to Illinois

Our best Copa Airlines deals on Costa Rica to Illinois flight tickets
Copa Airlines
Sep 27
SJO4:08 amSan José Juan Santamaria Intl
19h 54m
1 stop
ORD1:02 amChicago O'Hare Intl
Oct 4
ORD3:20 pmChicago O'Hare Intl
16h 50m
1 stop
SJO7:10 amSan José Juan Santamaria Intl
$369
Copa Airlines
Sep 9
SJO5:55 pmSan José Juan Santamaria Intl
30h 07m
1 stop
ORD1:02 amChicago O'Hare Intl
Sep 12
ORD3:20 pmChicago O'Hare Intl
16h 50m
1 stop
SJO7:10 amSan José Juan Santamaria Intl
$370
Copa Airlines
Sep 15
SJO5:55 pmSan José Juan Santamaria Intl
30h 07m
1 stop
ORD1:02 amChicago O'Hare Intl
Sep 21
ORD3:20 pmChicago O'Hare Intl
16h 50m
1 stop
SJO7:10 amSan José Juan Santamaria Intl
$374

United Airlines flights from Costa Rica to Illinois

Our best United Airlines deals on Costa Rica to Illinois flight tickets
United Airlines
Feb 12
SJO1:25 pmSan José Juan Santamaria Intl
5h 32m
ORD6:57 pmChicago O'Hare Intl
Feb 18
ORD9:25 amChicago O'Hare Intl
11h 14m
1 stop
SJO8:39 pmSan José Juan Santamaria Intl
$365
United Airlines
Sep 25
SJO1:25 pmSan José Juan Santamaria Intl
17h 30m
1 stop
ORD7:55 amChicago O'Hare Intl
Oct 2
ORD6:29 pmChicago O'Hare Intl
18h 52m
1 stop
SJO12:21 pmSan José Juan Santamaria Intl
$366
United Airlines
Dec 23
SJO1:15 amSan José Juan Santamaria Intl
13h 39m
1 stop
ORD2:54 pmChicago O'Hare Intl
Dec 31
ORD7:02 amChicago O'Hare Intl
5h 13m
SJO12:15 pmSan José Juan Santamaria Intl
$371

momondo Fare Finder

 
Customize your flight search to find flights from Costa Rica to Illinois 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 16, 2026.
Use the filters below to find and compare flights from Costa Rica to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LiberiaChicago

LIR Liberia - ORD Chicago O'Hare Intl

LIRORD

Liberia

Sat 10/17

1:00 pm-9:00 am

1 stop19h 00m

Chicago O'Hare Intl

Sat 10/24

8:40 pm-1:10 pm

1 stop17h 30m

$362

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Fri 2/12

1:25 pm-6:57 pm

Nonstop5h 32m

Chicago O'Hare Intl

Thu 2/18

9:25 am-8:39 pm

1 stop11h 14m

$365

LiberiaChicago

LIR Liberia - ORD Chicago O'Hare Intl

LIRORD

Liberia

Sat 10/17

1:00 pm-10:17 am

2 stops20h 17m

Chicago O'Hare Intl

Sat 10/24

8:40 pm-1:10 pm

1 stop17h 30m

$366

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Fri 9/25

7:55 am-10:16 am

1 stop25h 21m

Chicago O'Hare Intl

Wed 9/30

5:30 am-12:21 pm

1 stop7h 51m

$366

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Sun 9/27

4:08 am-1:02 am

1 stop19h 54m

Chicago O'Hare Intl

Sun 10/4

3:20 pm-7:10 am

1 stop16h 50m

$369

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Wed 9/9

5:55 pm-1:02 am

1 stop30h 07m

Chicago O'Hare Intl

Sat 9/12

3:20 pm-7:10 am

1 stop16h 50m

$370

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Thu 10/15

1:00 pm-8:34 am

1 stop18h 34m

Chicago O'Hare Intl

Tue 10/20

6:00 am-2:00 pm

1 stop9h 00m

$375

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Thu 10/8

3:01 pm-7:47 am

1 stop15h 46m

Chicago O'Hare Intl

Tue 10/13

9:30 pm-2:00 pm

1 stop17h 30m

$375

San JoséChicago

SJO San José Juan Santamaria Intl - MDW Chicago Midway

SJOMDW

San José Juan Santamaria Intl

Sat 9/26

1:15 pm-10:05 pm

1 stop7h 50m

Chicago Midway

Tue 9/29

10:50 am-6:45 pm

1 stop8h 55m

$393
Quickest round-trip

San JoséChicago

SJO San José Juan Santamaria Intl - MDW Chicago Midway

SJOMDW

San José Juan Santamaria Intl

Mon 9/28

1:40 pm-10:20 pm

1 stop7h 40m

Chicago Midway

Mon 10/5

11:50 am-7:40 pm

1 stop8h 50m

$393

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 Illinois from

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

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 Illinois?

The cheapest month to fly to Illinois from Costa Rica is in January. Flight prices, which tend to average around $385, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of January, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $416.

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

The cheapest day to depart from Costa Rica to Illinois is on a Friday when prices can be found for as low as $396. Flights from Costa Rica to Illinois on a Sunday will generally be more expensive and average around $584. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Costa Rica to Illinois during this time can be as low as $464. Flights at noon are often more expensive with an average ticket price of $465.

What is the cheapest Costa Rica to Illinois flight route?

Fly from San José Juan Santamaria Intl to Chicago O'Hare Intl for the best Costa Rica - Illinois flight prices

How far in advance should I book a flight from Costa Rica to Illinois?

You are more likely to see cheaper flights to Illinois from Costa Rica when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $498 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Costa Rica for as low as $407 on momondo.

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

There are 2 cabin classes available to choose from on Costa Rica to Illinois 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 Illinois flights?

No. A direct flight is the cheapest option for a flight between Costa Rica to Illinois.

Cheap Costa Rica to Illinois flight deals and tips

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

Best Price Found

$264

Fastest flight time

5h 23m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Costa Rica in the past 72 hours is $264. The best round-trip flight deal from Costa Rica to Illinois found on momondo in the last 72 hours is $497.
The fastest flight from Costa Rica to Illinois takes 5h 23m
Direct flights go from Costa Rica to Illinois every day.
There are 98 airports in Illinois. From Costa Rica there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Costa Rica to Illinois

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

    Prices for flights from Costa Rica to Illinois are refreshed on a daily basis.

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

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

    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 Costa Rica to Illinois.

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

    The travel and health documents you'll need for your trip to Illinois 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 Illinois. 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 Costa Rica to Illinois?

Best airlines flying from Costa Rica to Illinois

Compare and see reviews for airlines that fly from Costa Rica to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $189Free CancellationRating
7.6
1,557 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $332Free CancellationRating
7.1
11,947 reviews
Search American Airlines flights
United AirlinesPriceFrom $370Free CancellationRating
7.4
10,105 reviews
Search United Airlines flights
AviancaPriceFrom $375Free CancellationRating
6.5
2,539 reviews
Search Avianca flights
SouthwestPriceFrom $390Free CancellationRating
8.0
4,218 reviews
Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Costa Rica to Illinois. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Illinois 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 Illinois?

Once all potential Costa Rica to Illinois 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 Costa Rica to Illinois right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Costa Rica to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.

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