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Cheap flights from Illinois to San José from $127

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 San José departing on 2/15. 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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Find the cheapest flights from Illinois to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:42 pm - 11:37 am
STL
-
SJO
17h 55m
1 stop
Multiple Airlines Logo
1:30 pm - 6:51 am
SJO
-
STL
17h 21m
2 stops
$314Multiple Airlines
mar., feb. 3 - vie., feb. 6
Multiple Airlines Logo
5:42 pm - 11:37 am
STL
-
SJO
17h 55m
1 stop
Multiple Airlines Logo
12:33 pm - 11:11 am
SJO
-
STL
22h 38m
1 stop
$319Multiple Airlines
mar., feb. 3 - vie., feb. 6
Multiple Airlines Logo
3:49 pm - 11:40 am
STL
-
SJO
19h 51m
1 stop
Multiple Airlines Logo
12:35 pm - 10:27 pm
SJO
-
STL
9h 52m
1 stop
$324Multiple Airlines
mié., feb. 18 - mié., feb. 25
United Airlines Logo
5:45 am - 6:16 pm
ORD
-
SJO
12h 31m
1 stop
United Airlines Logo
2:05 pm - 7:35 pm
SJO
-
ORD
5h 30mnonstop
$348United Airlines
mar., mar. 3 - jue., mar. 5
United Airlines Logo
7:39 am - 12:56 pm
ORD
-
SJO
5h 17mnonstop
United Airlines Logo
2:05 pm - 7:35 pm
SJO
-
ORD
5h 30mnonstop
$351United Airlines
lun., feb. 2 - lun., feb. 9
Spirit Airlines Logo
8:16 pm - 12:22 pm
ORD
-
SJO
16h 06m
1 stop
Spirit Airlines Logo
12:24 pm - 11:17 pm
SJO
-
ORD
9h 53m
1 stop
$353Spirit Airlines
vie., mar. 6 - vie., mar. 13
Spirit Airlines Logo
8:16 pm - 12:22 pm
ORD
-
SJO
16h 06m
1 stop
Spirit Airlines Logo
1:31 pm - 11:47 pm
SJO
-
ORD
10h 16m
1 stop
$355Spirit Airlines
vie., feb. 27 - mié., mar. 4
American Airlines Logo
5:30 pm - 10:30 pm
ORD
-
SJO
5h 00mnonstop
American Airlines Logo
7:09 am - 12:38 pm
SJO
-
ORD
5h 29mnonstop
$356American Airlines
lun., feb. 2 - dom., feb. 8
Copa Airlines Logo
7:34 am - 7:01 pm
ORD
-
SJO
11h 27m
1 stop
Copa Airlines Logo
5:51 pm - 1:31 pm
SJO
-
ORD
18h 40m
1 stop
$357Copa Airlines
vie., mar. 6 - dom., mar. 15
American Airlines Logo
6:53 pm - 11:25 am
STL
-
SJO
17h 32m
1 stop
American Airlines Logo
11:35 pm - 4:33 pm
SJO
-
STL
15h 58m
1 stop
$360American Airlines
sáb., may. 9 - mié., may. 20

Spirit Airlines flights from Illinois to San José

Our best Spirit Airlines deals on Illinois to San José flight tickets
Spirit Airlines
Mar 6
ORD8:16 pmChicago O'Hare Intl
16h 06m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
Mar 13
SJO12:24 pmSan José Juan Santamaria Intl
9h 53m
1 stop
ORD11:17 pmChicago O'Hare Intl
$353
Spirit Airlines
Feb 27
ORD8:16 pmChicago O'Hare Intl
16h 06m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
Mar 3
SJO1:31 pmSan José Juan Santamaria Intl
10h 16m
1 stop
ORD11:47 pmChicago O'Hare Intl
$355
Spirit Airlines
Feb 26
ORD5:15 amChicago O'Hare Intl
7h 07m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
Mar 2
SJO1:31 pmSan José Juan Santamaria Intl
21h 51m
1 stop
ORD11:22 amChicago O'Hare Intl
$366

American Airlines flights from Illinois to San José

Our best American Airlines deals on Illinois to San José flight tickets
American Airlines
Feb 6
ORD5:30 pmChicago O'Hare Intl
5h 00m
SJO10:30 pmSan José Juan Santamaria Intl
Feb 12
SJO8:00 amSan José Juan Santamaria Intl
15h 34m
1 stop
ORD11:34 pmChicago O'Hare Intl
$354
American Airlines
Feb 2
ORD5:30 pmChicago O'Hare Intl
5h 00m
SJO10:30 pmSan José Juan Santamaria Intl
Feb 8
SJO7:09 amSan José Juan Santamaria Intl
5h 29m
ORD12:38 pmChicago O'Hare Intl
$356
American Airlines
Feb 4
ORD5:30 pmChicago O'Hare Intl
5h 00m
SJO10:30 pmSan José Juan Santamaria Intl
Feb 9
SJO7:09 amSan José Juan Santamaria Intl
5h 29m
ORD12:38 pmChicago O'Hare Intl
$363

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to San José 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 enero 21, 2026.
Use the filters below to find and compare flights from Illinois to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

mar. 2/3

5:42 pm-11:37 am

1 stop17h 55m

San José Juan Santamaria Intl

vie. 2/6

1:30 pm-6:51 am

2 stops17h 21m

$314

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

mar. 2/3

5:42 pm-11:37 am

1 stop17h 55m

San José Juan Santamaria Intl

vie. 2/6

12:33 pm-11:11 am

1 stop22h 38m

$319

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

mié. 2/18

3:49 pm-11:40 am

1 stop19h 51m

San José Juan Santamaria Intl

mié. 2/25

12:35 pm-10:27 pm

1 stop9h 52m

$324

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mar. 3/3

5:45 am-6:16 pm

1 stop12h 31m

San José Juan Santamaria Intl

jue. 3/5

2:05 pm-7:35 pm

Nonstop5h 30m

$348

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

lun. 2/2

7:39 am-12:56 pm

Nonstop5h 17m

San José Juan Santamaria Intl

lun. 2/9

2:05 pm-7:35 pm

Nonstop5h 30m

$351

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 3/6

8:16 pm-12:22 pm

1 stop16h 06m

San José Juan Santamaria Intl

vie. 3/13

12:24 pm-11:17 pm

1 stop9h 53m

$353

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 2/27

8:16 pm-12:22 pm

1 stop16h 06m

San José Juan Santamaria Intl

mié. 3/4

1:31 pm-11:47 pm

1 stop10h 16m

$355

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

lun. 2/2

5:30 pm-10:30 pm

Nonstop5h 00m

San José Juan Santamaria Intl

dom. 2/8

7:09 am-12:38 pm

Nonstop5h 29m

$356

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 3/6

7:34 am-7:01 pm

1 stop11h 27m

San José Juan Santamaria Intl

dom. 3/15

5:51 pm-1:31 pm

1 stop18h 40m

$357

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

sáb. 5/9

6:53 pm-11:25 am

1 stop17h 32m

San José Juan Santamaria Intl

mié. 5/20

11:35 pm-4:33 pm

1 stop15h 58m

$360

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 San José from

How to get the cheapest flight ticket from Illinois to San José

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 San José?

In general, September is the cheapest month to fly from Illinois to San José. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $315. If you don’t want to visit San José in September, then you should wait until October to fly from Illinois, when ticket prices are also cheap, with an average price of $381.

What is the cheapest day to depart on your flight to San José?

On average, the least expensive day to fly to San José from Illinois is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $525. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Illinois to San José on a Saturday will generally be more expensive and average around $721. 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 San José?

Our data shows that the cheapest Illinois to San José flights are usually those with departure times in the afternoon. Our users have found flights to San José in the afternoon for as low as $505. Flights at noon are often more expensive with an average ticket price of $664.

What is the cheapest Illinois to San José Juan Santamaria Intl flight route?

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

How far in advance should I book a flight to San José?

You are more likely to see cheaper flights to San José from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to San José for around $524 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José from Illinois for as low as $465 on momondo.

What cabin class options are available on Illinois to San José Juan Santamaria Intl flights?

There are 3 cabin classes available to choose from on Illinois to San José Juan Santamaria Intl 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 San José flights?

You could potentially save up to 36% on your flight if you consider stops on a Illinois to San José flight.

Cheap Illinois to San José flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to San José

Best Price Found

$258

Fastest flight time

5h 00m

Direct flights

Every day

Airports in San José

1 airport
The best one-way flight to San José from Illinois in the past 72 hours is $258. The best round-trip flight deal from Illinois to San José found on momondo in the last 72 hours is $444.
The fastest flight from Illinois to San José takes 5h 00m
Direct flights go from Illinois to San José every day.
There is 1 airport in San José. From Illinois there are direct flights to San José Juan Santamaria Intl (SJO).
Search flight deals

  • When did momondo last update prices for flights from Illinois to San José Juan Santamaria Intl Airport?

    Prices for flights from Illinois to San José Juan Santamaria Intl Airport refresh daily.

  • How many operators does momondo search for flights from Illinois to San José Juan Santamaria Intl Airport?

  • How old do you have to be to fly from Illinois to San José Juan Santamaria Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to San José Juan Santamaria Intl Airport.

  • What documentation or ID do you need to fly to San José Juan Santamaria Intl Airport?

    The required travel and health documents for your San José Juan Santamaria Intl Airport 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 San José Juan Santamaria Intl Airport. 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 Illinois to San José?

Best airlines flying from Illinois to San José

Compare and see reviews for airlines that fly from Illinois to San José with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $206Free CancellationRating
7.9
8,085 reviews
Search Delta flights
Spirit AirlinesPriceFrom $255Free CancellationRating
6.3
8,362 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $256Free CancellationRating
7.6
1,559 reviews
Search Copa Airlines flights
AviancaPriceFrom $276Free CancellationRating
6.6
2,496 reviews
Search Avianca flights
American AirlinesPriceFrom $342Free CancellationRating
7.2
11,172 reviews
Search American Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
SouthwestPriceFrom $394Free CancellationRating
8.0
4,266 reviews
Search Southwest flights
United AirlinesPriceFrom $397Free CancellationRating
7.4
9,190 reviews
Search United Airlines flights

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Manuel Antonio
Jacó
Monteverde
Alajuela
Heredia
Dominical
San Gerardo de Dota
Santa Elena
Esterillos Este

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to San José?

Finding the right flight to San José from Illinois 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 San José quick and easy, saving you time and money.

Can I find flights from Illinois to San José with flexible booking policies on momondo?

Flights from Illinois to San José with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Illinois to San José?

momondo provides multiple filters to help you find the best flight to San José from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes. momondo can track prices for Illinois to San José flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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