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Cheap flights from Illinois to San José from $96

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 1/21. 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 San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
8:39 am - 12:22 pmSTL-SJO
27h 43m2 stops
Multiple Airlines Logo
12:43 pm - 10:33 pmSJO-STL
9h 50m1 stop
$279Multiple Airlines
Find Deal
Mon, Jan 19 - Fri, Feb 27
Spirit Airlines Logo
8:22 pm - 12:22 pmORD-SJO
16h 00m1 stop
Spirit Airlines Logo
1:30 pm - 11:46 pmSJO-ORD
10h 16m1 stop
$287Spirit Airlines
Find Deal
Sun, Jan 18 - Tue, Jan 27
Spirit Airlines Logo
5:15 am - 12:22 pmORD-SJO
7h 07m1 stop
Spirit Airlines Logo
1:30 pm - 11:46 pmSJO-ORD
10h 16m1 stop
$289Spirit Airlines
Find Deal
Tue, Jan 13 - Sun, Jan 18
Spirit Airlines Logo
5:15 am - 12:22 pmORD-SJO
7h 07m1 stop
Spirit Airlines Logo
1:30 pm - 2:19 pmSJO-ORD
24h 49m2 stops
$290Spirit Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
Frontier Logo
6:33 pm - 1:42 pmMDW-SJO
19h 09m1 stop
Frontier Logo
1:35 pm - 10:27 pmSJO-MDW
8h 52m1 stop
$311Frontier
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Thu, Jan 1 - Sat, Jan 10
Delta Logo
6:00 am - 10:15 pmSTL-SJO
16h 15m1 stop
Delta Logo
2:31 pm - 11:37 pmSJO-STL
9h 06m1 stop
$318Delta
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Sun, Jan 25 - Wed, Jan 28
American Airlines Logo
1:59 pm - 10:28 pmSTL-SJO
8h 29m1 stop
American Airlines Logo
7:00 am - 11:59 pmSJO-STL
16h 59m1 stop
$322American Airlines
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Sat, Dec 6 - Thu, Dec 11
American Airlines Logo
1:59 pm - 10:28 pmSTL-SJO
8h 29m1 stop
American Airlines Logo
7:00 am - 7:30 pmSJO-STL
12h 30m2 stops
$326American Airlines
Find Deal
Sat, Dec 6 - Thu, Dec 11
Delta Logo
5:51 am - 10:15 pmMLI-SJO
16h 24m1 stop
Delta Logo
2:31 pm - 10:33 pmSJO-MLI
8h 02m1 stop
$352Delta
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Mon, Feb 9 - Wed, Feb 11
United Airlines Logo
5:29 pm - 1:15 pmMLI-SJO
19h 46m2 stops
United Airlines Logo
2:20 pm - 10:16 amSJO-MLI
19h 56m2 stops
$466United Airlines
Find Deal
Mon, Feb 9 - Wed, Feb 11

Spirit Airlines flights from Illinois to San José

Our best Spirit Airlines deals on Illinois to San José flight tickets
Spirit Airlines
Jan 8
ORD8:22 pmChicago O'Hare Intl
16h 00m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
Jan 14
SJO1:30 pmSan José Juan Santamaria Intl
10h 16m
1 stop
ORD11:46 pmChicago O'Hare Intl
$294
Find similar
Spirit Airlines
Jan 15
ORD8:22 pmChicago O'Hare Intl
16h 00m
1 stop
SJO12:22 pmSan José Juan Santamaria Intl
Jan 25
SJO1:30 pmSan José Juan Santamaria Intl
21h 52m
1 stop
ORD11:22 amChicago O'Hare Intl
$296
Find similar
Spirit Airlines
Dec 7
ORD5:00 amChicago O'Hare Intl
7h 25m
1 stop
SJO12:25 pmSan José Juan Santamaria Intl
Dec 15
SJO12:39 pmSan José Juan Santamaria Intl
22h 29m
2 stops
ORD11:08 amChicago O'Hare Intl
$297
Find similar

Frontier flights from Illinois to San José

Our best Frontier deals on Illinois to San José flight tickets
Frontier
Jan 8
MDW12:41 pmChicago Midway
24h 55m
1 stop
SJO1:36 pmSan José Juan Santamaria Intl
Jan 12
SJO2:58 pmSan José Juan Santamaria Intl
19h 36m
1 stop
MDW10:34 amChicago Midway
$299
Find similar
Frontier
Jan 1
MDW6:33 pmChicago Midway
19h 09m
1 stop
SJO1:42 pmSan José Juan Santamaria Intl
Jan 10
SJO1:35 pmSan José Juan Santamaria Intl
8h 52m
1 stop
MDW10:27 pmChicago Midway
$311
Find similar
Frontier
Dec 6
ORD6:11 amChicago O'Hare Intl
7h 41m
1 stop
SJO1:52 pmSan José Juan Santamaria Intl
Dec 13
SJO3:07 pmSan José Juan Santamaria Intl
17h 09m
1 stop
ORD8:16 amChicago O'Hare Intl
$324
Find similar

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 November 23, 2025.
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

Mon 1/19

8:39 am-12:22 pm

2 stops27h 43m

San José Juan Santamaria Intl

Fri 2/27

12:43 pm-10:33 pm

1 stop9h 50m

$279

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 1/18

8:22 pm-12:22 pm

1 stop16h 00m

San José Juan Santamaria Intl

Tue 1/27

1:30 pm-11:46 pm

1 stop10h 16m

$287

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 1/13

5:15 am-12:22 pm

1 stop7h 07m

San José Juan Santamaria Intl

Sun 1/18

1:30 pm-11:46 pm

1 stop10h 16m

$289

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 1/15

5:15 am-12:22 pm

1 stop7h 07m

San José Juan Santamaria Intl

Thu 1/22

1:30 pm-2:19 pm

2 stops24h 49m

$290

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Thu 1/1

6:33 pm-1:42 pm

1 stop19h 09m

San José Juan Santamaria Intl

Sat 1/10

1:35 pm-10:27 pm

1 stop8h 52m

$311

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 1/25

6:00 am-10:15 pm

1 stop16h 15m

San José Juan Santamaria Intl

Wed 1/28

2:31 pm-11:37 pm

1 stop9h 06m

$318

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sat 12/6

1:59 pm-10:28 pm

1 stop8h 29m

San José Juan Santamaria Intl

Thu 12/11

7:00 am-11:59 pm

1 stop16h 59m

$322

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sat 12/6

1:59 pm-10:28 pm

1 stop8h 29m

San José Juan Santamaria Intl

Thu 12/11

7:00 am-7:30 pm

2 stops12h 30m

$326

MolineSan José

MLI - SJO

MLISJO

Moline Quad-City

Mon 2/9

5:51 am-10:15 pm

1 stop16h 24m

San José Juan Santamaria Intl

Wed 2/11

2:31 pm-10:33 pm

1 stop8h 02m

$352

MolineSan José

MLI - SJO

MLISJO

Moline Quad-City

Mon 2/9

5:29 pm-1:15 pm

2 stops19h 46m

San José Juan Santamaria Intl

Wed 2/11

2:20 pm-10:16 am

2 stops19h 56m

$466

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 $314. 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 $379.

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 $542. 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 $770. 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 evening. Our users have found flights to San José in the evening for as low as $453. Flights in the morning are often more expensive with an average ticket price of $736.

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 $543 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 $436 on momondo.

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

There are 2 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 8% 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

$217

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 $217. The best round-trip flight deal from Illinois to San José found on momondo in the last 72 hours is $396.
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 near San José: 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 $221Free CancellationRating
7.9
8,000 reviews
Search Delta flights
Spirit AirlinesPriceFrom $259Free CancellationRating
6.3
8,160 reviews
Search Spirit Airlines flights
AviancaPriceFrom $307Free CancellationRating
6.6
2,477 reviews
Search Avianca flights
Copa AirlinesPriceFrom $314Free CancellationRating
7.6
1,568 reviews
Search Copa Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.8
3,100 reviews
Search Frontier flights
American AirlinesPriceFrom $347Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
SouthwestPriceFrom $394Free CancellationRating
8.0
4,252 reviews
Search Southwest flights
JetBluePriceFrom $432Free CancellationRating
7.2
2,901 reviews
Search JetBlue flights
United AirlinesPriceFrom $443Free CancellationRating
7.4
9,036 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
Alajuela
Monteverde
Heredia
Dominical
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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