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Cheap flights from Illinois to Costa Rica from $125

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Costa Rica departing on 3/8. 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
0 bags

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Find the cheapest flights from Illinois to Costa Rica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:49 pm - 11:40 am
STL
-
SJO
19h 51m
1 stop
Multiple Airlines Logo
11:35 am - 11:19 pm
SJO
-
STL
10h 44m
1 stop
$282Multiple Airlines
Mon, Mar 2 - Tue, Mar 10
Multiple Airlines Logo
8:22 pm - 12:22 pm
STL
-
SJO
16h 00m
2 stops
Multiple Airlines Logo
11:35 am - 11:19 pm
SJO
-
STL
10h 44m
1 stop
$291Multiple Airlines
Mon, Mar 2 - Tue, Mar 10
United Airlines Logo
6:00 am - 6:37 pm
STL
-
LIR
12h 37m
1 stop
United Airlines Logo
2:01 pm - 10:59 pm
LIR
-
STL
8h 58m
1 stop
$308United Airlines
Sun, Feb 22 - Thu, Feb 26
American Airlines Logo
6:20 pm - 12:10 pm
STL
-
LIR
17h 50m
1 stop
American Airlines Logo
3:29 pm - 8:55 am
LIR
-
STL
17h 26m
1 stop
$325American Airlines
Sun, Feb 22 - Thu, Feb 26
Spirit Airlines Logo
12:44 pm - 11:40 am
ORD
-
SJO
22h 56m
1 stop
Spirit Airlines Logo
12:19 pm - 5:15 pm
SJO
-
ORD
27h 56m
1 stop
$326Spirit Airlines
Fri, Mar 6 - Sun, Mar 15
United Airlines Logo
10:55 am - 7:53 pm
ORD
-
SJO
8h 58m
1 stop
United Airlines Logo
1:05 pm - 7:35 pm
SJO
-
ORD
5h 30mnonstop
$327United Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
5:20 am - 1:40 pm
STL
-
LIR
9h 20m
1 stop
American Airlines Logo
2:10 pm - 8:54 am
LIR
-
STL
17h 44m
1 stop
$328American Airlines
Tue, Apr 21 - Tue, Apr 28
Spirit Airlines Logo
8:16 pm - 11:40 am
ORD
-
SJO
15h 24m
2 stops
Spirit Airlines Logo
11:35 am - 11:47 am
SJO
-
ORD
23h 12m
3 stops
$328Spirit Airlines
Thu, Mar 5 - Tue, Mar 10
Delta Logo
10:49 am - 10:02 pm
MDW
-
SJO
11h 13m
1 stop
Delta Logo
1:20 pm - 10:31 pm
SJO
-
MDW
8h 11m
1 stop
$337Delta
Wed, Mar 4 - Wed, Mar 11
Delta Logo
10:49 am - 10:02 pm
MDW
-
SJO
11h 13m
1 stop
Delta Logo
1:20 pm - 10:31 pm
SJO
-
MDW
8h 11m
1 stop
$338Delta
Wed, Feb 25 - Wed, Mar 11

Delta flights from Illinois to Costa Rica

Our best Delta deals on Illinois to Costa Rica flight tickets
Delta
Mar 4
MDW10:49 amChicago Midway
11h 13m
1 stop
SJO10:02 pmSan José Juan Santamaria Intl
Mar 11
SJO1:20 pmSan José Juan Santamaria Intl
8h 11m
1 stop
MDW10:31 pmChicago Midway
$337
Delta
Feb 25
MDW10:49 amChicago Midway
11h 13m
1 stop
SJO10:02 pmSan José Juan Santamaria Intl
Mar 11
SJO1:20 pmSan José Juan Santamaria Intl
8h 11m
1 stop
MDW10:31 pmChicago Midway
$338
Delta
Mar 4
MDW9:34 amChicago Midway
12h 28m
2 stops
SJO10:02 pmSan José Juan Santamaria Intl
Mar 11
SJO1:20 pmSan José Juan Santamaria Intl
8h 11m
1 stop
MDW10:31 pmChicago Midway
$342

Southwest flights from Illinois to Costa Rica

Our best Southwest deals on Illinois to Costa Rica flight tickets
Southwest
Mar 3
MDW5:00 amChicago Midway
7h 50m
1 stop
SJO12:50 pmSan José Juan Santamaria Intl
Mar 10
SJO1:55 pmSan José Juan Santamaria Intl
9h 00m
1 stop
MDW11:55 pmChicago Midway
$355
Southwest
Mar 4
MDW5:00 amChicago Midway
7h 50m
1 stop
SJO12:50 pmSan José Juan Santamaria Intl
Mar 10
SJO1:55 pmSan José Juan Santamaria Intl
9h 00m
1 stop
MDW11:55 pmChicago Midway
$372
Southwest
Feb 25
MDW9:55 amChicago Midway
9h 35m
2 stops
SJO7:30 pmSan José Juan Santamaria Intl
Mar 11
SJO8:45 amSan José Juan Santamaria Intl
9h 35m
1 stop
MDW7:20 pmChicago Midway
$377

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Costa Rica 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 February 3, 2026.
Use the filters below to find and compare flights from Illinois to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Mon 3/2

3:49 pm-11:40 am

1 stop19h 51m

San José Juan Santamaria Intl

Tue 3/10

11:35 am-11:19 pm

1 stop10h 44m

$282

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Mon 3/2

8:22 pm-12:22 pm

2 stops16h 00m

San José Juan Santamaria Intl

Tue 3/10

11:35 am-11:19 pm

1 stop10h 44m

$291

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 2/22

6:00 am-6:37 pm

1 stop12h 37m

Liberia

Thu 2/26

2:01 pm-10:59 pm

1 stop8h 58m

$308

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Sun 2/22

6:20 pm-12:10 pm

1 stop17h 50m

Liberia

Thu 2/26

3:29 pm-8:55 am

1 stop17h 26m

$325

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 3/6

12:44 pm-11:40 am

1 stop22h 56m

San José Juan Santamaria Intl

Sun 3/15

12:19 pm-5:15 pm

1 stop27h 56m

$326

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 3/4

10:55 am-7:53 pm

1 stop8h 58m

San José Juan Santamaria Intl

Wed 3/11

1:05 pm-7:35 pm

Nonstop5h 30m

$327

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Tue 4/21

5:20 am-1:40 pm

1 stop9h 20m

Liberia

Tue 4/28

2:10 pm-8:54 am

1 stop17h 44m

$328

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 3/5

8:16 pm-11:40 am

2 stops15h 24m

San José Juan Santamaria Intl

Tue 3/10

11:35 am-11:47 am

3 stops23h 12m

$328

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Wed 3/4

10:49 am-10:02 pm

1 stop11h 13m

San José Juan Santamaria Intl

Wed 3/11

1:20 pm-10:31 pm

1 stop8h 11m

$337

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Wed 2/25

10:49 am-10:02 pm

1 stop11h 13m

San José Juan Santamaria Intl

Wed 3/11

1:20 pm-10:31 pm

1 stop8h 11m

$338

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 Costa Rica from

How to get the cheapest flight ticket from Illinois 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 Illinois is in September. Flight prices, which tend to average around $314, are often lower during this time because this is during the off-season. If you’re not able to fly to Costa Rica in September, then October is your next best option. Flight prices from Illinois to Costa Rica during October average around $393.

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

According to our data, Tuesday is the cheapest day to fly to Costa Rica from Illinois. The lowest ticket price found for a Tuesday departure recently was $517. 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 time of day to depart on your flight to Costa Rica?

In the afternoon is the cheapest time of day to fly from Illinois to Costa Rica when you can find flight prices for as low as $502. Flying to Costa Rica in the afternoon 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 $664. Departure times at noon fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Illinois to Costa Rica flight route?

Fly from Chicago O'Hare Intl to Liberia for the best Illinois - 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 Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Costa Rica for around $520 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Costa Rica from Illinois for as low as $474 on momondo.

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

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

You could potentially save up to 2% on your flight if you consider stops on a Illinois to Costa Rica flight.

Cheap Illinois to Costa Rica flight deals and tips

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

Best Price Found

$319

Fastest flight time

5h 02m

Direct flights

Every day

Airports in Costa Rica

40 airports
The best one-way flight to Costa Rica from Illinois in the past 72 hours is $319. The best round-trip flight deal from Illinois to Costa Rica found on momondo in the last 72 hours is $418.
The fastest flight from Illinois to Costa Rica takes 5h 02m
Direct flights go from Illinois to Costa Rica every day.
There are 40 airports in Costa Rica. From Illinois there are direct flights to Liberia (LIR), San José Juan Santamaria Intl (SJO).
Search flight deals

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Costa Rica.

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

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

Best airlines flying from Illinois to Costa Rica

Compare and see reviews for airlines that fly from Illinois to Costa Rica with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $199Free CancellationRating
6.5
2,498 reviews
Search Avianca flights
DeltaPriceFrom $206Free CancellationRating
7.9
8,139 reviews
Search Delta flights
Spirit AirlinesPriceFrom $248Free CancellationRating
6.3
8,407 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $256Free CancellationRating
7.6
1,558 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $340Free CancellationRating
7.2
11,218 reviews
Search American Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
Air CanadaPriceFrom $386Free CancellationRating
7.1
10,685 reviews
Search Air Canada flights
United AirlinesPriceFrom $394Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights
SouthwestPriceFrom $394Free CancellationRating
8.0
4,272 reviews
Search Southwest flights

Why use momondo?

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

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 Costa Rica from Illinois.

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

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

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Costa Rica from Illinois.

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

Yes momondo offers price alerts on flights to Costa Rica from Illinois. 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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