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Cheap flights from Illinois to San José from $135

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 8/31. 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 Illinois to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 11:49 am
STL
-
SJO
6h 49m
1 stop
Delta Logo
1:14 pm - 11:58 pm
SJO
-
STL
9h 44m
1 stop
$400Delta
Sun, Aug 30 - Thu, Sep 3
Delta Logo
6:00 am - 11:49 am
STL
-
SJO
6h 49m
1 stop
Delta Logo
1:14 pm - 11:58 pm
SJO
-
STL
9h 44m
1 stop
$444Delta
Sun, Aug 30 - Thu, Sep 3
Southwest Logo
10:25 am - 6:00 pm
MDW
-
SJO
8h 35m
1 stop
Southwest Logo
1:40 pm - 11:10 pm
SJO
-
MDW
8h 30m
1 stop
$462Southwest
Sat, Sep 19 - Wed, Sep 23
JetBlue Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
JetBlue Logo
1:05 pm - 11:31 pm
SJO
-
ORD
9h 26m
1 stop
$465JetBlue
Tue, Sep 8 - Fri, Sep 18
Southwest Logo
9:05 am - 6:40 pm
MDW
-
SJO
10h 35m
2 stops
Southwest Logo
9:00 am - 9:50 pm
SJO
-
MDW
11h 50m
2 stops
$466Southwest
Tue, Sep 8 - Wed, Sep 23
JetBlue Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
JetBlue Logo
2:02 pm - 11:44 pm
SJO
-
ORD
8h 42m
1 stop
$469JetBlue
Fri, Aug 7 - Thu, Aug 13
Frontier Logo
5:13 pm - 8:30 am
ORD
-
SJO
16h 17m
1 stop
Frontier Logo
9:35 am - 9:11 am
SJO
-
ORD
22h 36m
1 stop
$478Frontier
Fri, Jul 24 - Sun, Jul 26
Multiple Airlines Logo
2:53 am - 11:59 pm
ORD
-
SJO
22h 06m
1 stop
Multiple Airlines Logo
4:15 pm - 12:09 pm
SJO
-
ORD
18h 54m
1 stop
$480Multiple Airlines
Mon, Sep 14 - Tue, Sep 22
Multiple Airlines Logo
1:49 pm - 11:59 pm
ORD
-
SJO
11h 10m
1 stop
Multiple Airlines Logo
4:15 pm - 12:09 pm
SJO
-
ORD
18h 54m
1 stop
$481Multiple Airlines
Thu, Oct 8 - Sun, Oct 11
Frontier Logo
4:09 pm - 8:30 am
STL
-
SJO
17h 21m
1 stop
Frontier Logo
9:35 am - 11:59 pm
SJO
-
STL
13h 24m
1 stop
$498Frontier
Fri, Jul 31 - Thu, Aug 6

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JetBlue flights from Illinois to San José

Our best JetBlue deals on Illinois to San José flight tickets
JetBlue
Sep 8
ORD7:00 amChicago O'Hare Intl
6h 57m
1 stop
SJO12:57 pmSan José Juan Santamaria Intl
Sep 18
SJO1:05 pmSan José Juan Santamaria Intl
9h 26m
1 stop
ORD11:31 pmChicago O'Hare Intl
$465
JetBlue
Aug 7
ORD7:00 amChicago O'Hare Intl
6h 57m
1 stop
SJO12:57 pmSan José Juan Santamaria Intl
Aug 13
SJO2:02 pmSan José Juan Santamaria Intl
8h 42m
1 stop
ORD11:44 pmChicago O'Hare Intl
$469
JetBlue
Aug 20
ORD7:00 amChicago O'Hare Intl
6h 57m
1 stop
SJO12:57 pmSan José Juan Santamaria Intl
Aug 25
SJO2:02 pmSan José Juan Santamaria Intl
8h 42m
1 stop
ORD11:44 pmChicago O'Hare Intl
$477

Frontier flights from Illinois to San José

Our best Frontier deals on Illinois to San José flight tickets
Frontier
Jul 24
ORD5:13 pmChicago O'Hare Intl
16h 17m
1 stop
SJO8:30 amSan José Juan Santamaria Intl
Jul 26
SJO9:35 amSan José Juan Santamaria Intl
22h 36m
1 stop
ORD9:11 amChicago O'Hare Intl
$478
Frontier
Jul 31
STL4:09 pmLambert-St Louis
17h 21m
1 stop
SJO8:30 amSan José Juan Santamaria Intl
Aug 6
SJO9:35 amSan José Juan Santamaria Intl
13h 24m
1 stop
STL11:59 pmLambert-St Louis
$498
Frontier
Jul 29
ORD7:05 amChicago O'Hare Intl
26h 15m
2 stops
SJO8:20 amSan José Juan Santamaria Intl
Aug 2
SJO9:35 amSan José Juan Santamaria Intl
22h 36m
1 stop
ORD9:11 amChicago O'Hare Intl
$539

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 June 15, 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

Cheapest round-trip

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 8/30

6:00 am-11:49 am

1 stop6h 49m

San José Juan Santamaria Intl

Thu 9/3

1:14 pm-11:58 pm

1 stop9h 44m

$400

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 8/30

6:00 am-11:49 am

1 stop6h 49m

San José Juan Santamaria Intl

Thu 9/3

1:14 pm-11:58 pm

1 stop9h 44m

$444

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Sat 9/19

10:25 am-6:00 pm

1 stop8h 35m

San José Juan Santamaria Intl

Wed 9/23

1:40 pm-11:10 pm

1 stop8h 30m

$462

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/8

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Fri 9/18

1:05 pm-11:31 pm

1 stop9h 26m

$465

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Tue 9/8

9:05 am-6:40 pm

2 stops10h 35m

San José Juan Santamaria Intl

Wed 9/23

9:00 am-9:50 pm

2 stops11h 50m

$466
Quickest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 8/7

7:00 am-12:57 pm

1 stop6h 57m

San José Juan Santamaria Intl

Thu 8/13

2:02 pm-11:44 pm

1 stop8h 42m

$469

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Fri 7/24

5:13 pm-8:30 am

1 stop16h 17m

San José Juan Santamaria Intl

Sun 7/26

9:35 am-9:11 am

1 stop22h 36m

$478

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 9/14

2:53 am-11:59 pm

1 stop22h 06m

San José Juan Santamaria Intl

Tue 9/22

4:15 pm-12:09 pm

1 stop18h 54m

$480

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 10/8

1:49 pm-11:59 pm

1 stop11h 10m

San José Juan Santamaria Intl

Sun 10/11

4:15 pm-12:09 pm

1 stop18h 54m

$481

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Fri 7/31

4:09 pm-8:30 am

1 stop17h 21m

San José Juan Santamaria Intl

Thu 8/6

9:35 am-11:59 pm

1 stop13h 24m

$498

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, August 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 $88. If you don’t want to visit San José in August, then you should wait until October to fly from Illinois, when ticket prices are also cheap, with an average price of $107.

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 $506. 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 $714. 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 $513. Flights at noon are often more expensive with an average ticket price of $683.

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 from Illinois 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 $528 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 $461 on momondo.

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

There are 3 cabin classes available to choose from on Illinois to San José 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 2% 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

$607

Fastest flight time

5h 17m

Direct flights

Sun

Airports in San José

1 airport
The best flight deal from Illinois to San José found on momondo in the last 72 hours is $607
The fastest flight from Illinois to San José takes 5h 17m
Direct flights go from Illinois to San José on Sunday. There are no airlines offering direct flights.
There is 1 airport in San José. From Illinois there are direct flights to San José Juan Santamaria Intl (SJO).
Search flight deals

Frequently asked questions about flying from Illinois to San José

  • 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
AviancaPriceFrom $148Free CancellationRating
6.5
2,532 reviews
Search Avianca flights
DeltaPriceFrom $221Free CancellationRating
7.9
8,397 reviews
Search Delta flights
FrontierPriceFrom $271Free CancellationRating
5.6
2,889 reviews
Search Frontier flights
Copa AirlinesPriceFrom $303Free CancellationRating
7.5
1,570 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $340Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights
United AirlinesPriceFrom $383Free CancellationRating
7.4
9,826 reviews
Search United Airlines flights
GOLPriceFrom $384Free CancellationRating
7.3
1,230 reviews
Search GOL flights
SouthwestPriceFrom $386Free CancellationRating
7.9
4,235 reviews
Search Southwest flights
Air CanadaPriceFrom $628Free CancellationRating
7.1
11,193 reviews
Search Air Canada 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
Santa Elena
Dominical
San Gerardo de Dota
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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