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Cheap flights from Illinois to Costa Rica from $86

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 11/12. 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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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
6:54 pm - 11:30 amORD-SJO
17h 36m2 stops
Spirit Airlines Logo
12:34 pm - 12:27 amSJO-ORD
11h 53m2 stops
$253Spirit Airlines
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Thu, Oct 30 - Mon, Nov 3
Multiple Airlines Logo
3:26 pm - 12:15 pmORD-SJO
20h 49m1 stop
Multiple Airlines Logo
2:20 am - 3:00 pmSJO-ORD
12h 40m1 stop
$254Multiple Airlines
Find Deal
Wed, Nov 19 - Fri, Dec 5
United Airlines Logo
8:20 am - 5:37 pmSTL-LIR
10h 17m1 stop
United Airlines Logo
11:50 am - 9:54 pmLIR-STL
9h 04m1 stop
$265United Airlines
Find Deal
Mon, Oct 27 - Thu, Oct 30
American Airlines Logo
4:25 pm - 11:45 amSTL-LIR
20h 20m2 stops
American Airlines Logo
1:59 pm - 9:43 amLIR-STL
18h 44m2 stops
$269American Airlines
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Mon, Oct 27 - Thu, Oct 30
American Airlines Logo
5:17 am - 2:18 pmSTL-LIR
9h 01m1 stop
American Airlines Logo
3:18 pm - 8:55 amLIR-STL
17h 37m1 stop
$283American Airlines
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Mon, Nov 10 - Sat, Nov 15
United Airlines Logo
7:49 am - 12:55 pmORD-LIR
5h 06mnonstop
United Airlines Logo
2:01 pm - 7:20 pmLIR-ORD
5h 19mnonstop
$292United Airlines
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Sun, Jan 25 - Thu, Jan 29
Copa Airlines Logo
2:07 pm - 7:33 amORD-SJO
17h 26m1 stop
Copa Airlines Logo
5:53 pm - 12:52 pmSJO-ORD
18h 59m1 stop
$294Copa Airlines
Find Deal
Thu, Nov 27 - Wed, Dec 3
Copa Airlines Logo
2:07 pm - 4:50 pmORD-SJO
26h 43m3 stops
Copa Airlines Logo
11:00 am - 12:05 amSJO-ORD
13h 05m1 stop
$299Copa Airlines
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Thu, Nov 27 - Wed, Dec 3
Delta Logo
10:47 am - 10:07 pmMDW-SJO
11h 20m1 stop
Delta Logo
7:00 am - 4:43 pmSJO-MDW
9h 43m1 stop
$306Delta
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Fri, Nov 28 - Wed, Dec 3
Delta Logo
7:00 pm - 12:55 pmORD-LIR
17h 55m1 stop
Delta Logo
3:55 pm - 10:06 amLIR-ORD
18h 11m1 stop
$307Delta
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Sun, Jan 11 - Tue, Jan 13

Spirit Airlines flights from Illinois to Costa Rica

Our best Spirit Airlines deals on Illinois to Costa Rica flight tickets
Spirit Airlines
Oct 30
ORD6:54 pmChicago O'Hare Intl
17h 36m
2 stops
SJO11:30 amSan José Juan Santamaria Intl
Nov 3
SJO12:34 pmSan José Juan Santamaria Intl
11h 53m
2 stops
ORD12:27 amChicago O'Hare Intl
$253
Find similar
Spirit Airlines
Oct 27
ORD7:51 pmChicago O'Hare Intl
16h 39m
2 stops
SJO11:30 amSan José Juan Santamaria Intl
Oct 30
SJO12:35 pmSan José Juan Santamaria Intl
11h 28m
1 stop
ORD1:03 amChicago O'Hare Intl
$255
Find similar
Spirit Airlines
Oct 21
ORD5:05 amChicago O'Hare Intl
7h 25m
1 stop
SJO11:30 amSan José Juan Santamaria Intl
Oct 31
SJO12:35 pmSan José Juan Santamaria Intl
11h 28m
1 stop
ORD1:03 amChicago O'Hare Intl
$256
Find similar

Delta flights from Illinois to Costa Rica

Our best Delta deals on Illinois to Costa Rica flight tickets
Delta
Nov 28
MDW10:47 amChicago Midway
11h 20m
1 stop
SJO10:07 pmSan José Juan Santamaria Intl
Dec 3
SJO7:00 amSan José Juan Santamaria Intl
9h 43m
1 stop
MDW4:43 pmChicago Midway
$306
Find similar
Delta
Jan 11
ORD7:00 pmChicago O'Hare Intl
17h 55m
1 stop
LIR12:55 pmLiberia
Jan 13
LIR3:55 pmLiberia
18h 11m
1 stop
ORD10:06 amChicago O'Hare Intl
$307
Find similar
Delta
Nov 28
MDW10:47 amChicago Midway
11h 20m
1 stop
SJO10:07 pmSan José Juan Santamaria Intl
Dec 9
SJO7:00 amSan José Juan Santamaria Intl
11h 00m
2 stops
MDW6:00 pmChicago Midway
$310
Find similar

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 October 16, 2025.
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

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 10/30

6:54 pm-11:30 am

2 stops17h 36m

San José Juan Santamaria Intl

Mon 11/3

12:34 pm-12:27 am

2 stops11h 53m

$253

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 11/19

3:26 pm-12:15 pm

1 stop20h 49m

San José Juan Santamaria Intl

Fri 12/5

2:20 am-3:00 pm

1 stop12h 40m

$254

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Mon 10/27

8:20 am-5:37 pm

1 stop10h 17m

Liberia

Thu 10/30

11:50 am-9:54 pm

1 stop9h 04m

$265

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Mon 10/27

4:25 pm-11:45 am

2 stops20h 20m

Liberia

Thu 10/30

1:59 pm-9:43 am

2 stops18h 44m

$269

St. LouisLiberia

STL - LIR

STLLIR

Lambert-St Louis

Mon 11/10

5:17 am-2:18 pm

1 stop9h 01m

Liberia

Sat 11/15

3:18 pm-8:55 am

1 stop17h 37m

$283

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 1/25

7:49 am-12:55 pm

Nonstop5h 06m

Liberia

Thu 1/29

2:01 pm-7:20 pm

Nonstop5h 19m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 11/27

2:07 pm-7:33 am

1 stop17h 26m

San José Juan Santamaria Intl

Wed 12/3

5:53 pm-12:52 pm

1 stop18h 59m

$294

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 11/27

2:07 pm-4:50 pm

3 stops26h 43m

San José Juan Santamaria Intl

Wed 12/3

11:00 am-12:05 am

1 stop13h 05m

$299

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Fri 11/28

10:47 am-10:07 pm

1 stop11h 20m

San José Juan Santamaria Intl

Wed 12/3

7:00 am-4:43 pm

1 stop9h 43m

$306

ChicagoLiberia

ORD - LIR

ORDLIR

Chicago O'Hare Intl

Sun 1/11

7:00 pm-12:55 pm

1 stop17h 55m

Liberia

Tue 1/13

3:55 pm-10:06 am

1 stop18h 11m

$307

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 $377.

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 $546. 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 $787. 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 Illinois 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 in the morning, with an average ticket price of $748. Departure times in the morning 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 San José Juan Santamaria Intl 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 $555 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 $438 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 22% 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

$188

Fastest flight time

5h 00m

Direct flights

Every day

Airports in Costa Rica

2 airports
The best one-way flight to Costa Rica from Illinois in the past 72 hours is $188. The best round-trip flight deal from Illinois to Costa Rica found on momondo in the last 72 hours is $461.
The fastest flight from Illinois to Costa Rica takes 5h 00m
Direct flights go from Illinois to Costa Rica every day.
There are 2 airports near Costa Rica: 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
Spirit AirlinesPriceFrom $263Free CancellationRating
6.3
8,096 reviews
Search Spirit Airlines flights
DeltaPriceFrom $290Free CancellationRating
7.9
7,980 reviews
Search Delta flights
AviancaPriceFrom $307Free CancellationRating
6.6
2,451 reviews
Search Avianca flights
Copa AirlinesPriceFrom $314Free CancellationRating
7.6
1,549 reviews
Search Copa Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.8
3,135 reviews
Search Frontier flights
SouthwestPriceFrom $394Free CancellationRating
8.0
4,241 reviews
Search Southwest flights
American AirlinesPriceFrom $420Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
JetBluePriceFrom $432Free CancellationRating
7.2
2,908 reviews
Search JetBlue flights
United AirlinesPriceFrom $437Free CancellationRating
7.4
8,980 reviews
Search United Airlines 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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