Cheap flights from Illinois to San José from $148

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 5/23. 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

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.
Frontier Logo
4:19 pm - 8:19 am
STL
-
SJO
17h 00m
1 stop
Frontier Logo
9:35 am - 12:09 am
SJO
-
STL
13h 34m
1 stop
$358Frontier
Sat, Jun 6 - Thu, Jun 11
Frontier Logo
4:19 pm - 8:19 am
STL
-
SJO
17h 00m
1 stop
Frontier Logo
9:35 am - 12:09 am
SJO
-
STL
13h 34m
1 stop
$368Frontier
Sat, Jun 6 - Thu, Jun 11
American Airlines Logo
5:23 am - 12:26 pm
STL
-
SJO
8h 03m
1 stop
American Airlines Logo
1:29 pm - 8:31 am
SJO
-
STL
18h 02m
1 stop
$390American Airlines
Sun, Aug 16 - Fri, Aug 21
American Airlines Logo
6:03 am - 7:52 pm
STL
-
SJO
14h 49m
2 stops
American Airlines Logo
6:00 am - 11:23 pm
SJO
-
STL
16h 23m
2 stops
$395American Airlines
Sun, Aug 30 - Thu, Sep 3
United Airlines Logo
11:25 am - 10:39 pm
STL
-
SJO
12h 14m
2 stops
United Airlines Logo
12:30 am - 10:07 am
SJO
-
STL
8h 37m
1 stop
$396United Airlines
Wed, May 27 - Tue, Jun 2
Multiple Airlines Logo
5:27 pm - 11:45 am
STL
-
SJO
19h 18m
2 stops
Multiple Airlines Logo
9:35 am - 12:09 am
SJO
-
STL
13h 34m
1 stop
$400Multiple Airlines
Sat, Jun 6 - Thu, Jun 11
Multiple Airlines Logo
8:05 am - 11:45 am
ORD
-
SJO
28h 40m
1 stop
Multiple Airlines Logo
1:00 pm - 11:15 pm
SJO
-
ORD
9h 15m
1 stop
$416Multiple Airlines
Wed, May 27 - Fri, Jun 5
Spirit Airlines Logo
5:10 am - 12:15 pm
ORD
-
SJO
8h 05m
1 stop
Spirit Airlines Logo
1:21 pm - 9:22 am
SJO
-
ORD
19h 01m
1 stop
$419Spirit Airlines
Sat, Jul 4 - Fri, Jul 10
Spirit Airlines Logo
5:05 am - 11:45 am
ORD
-
SJO
7h 40m
1 stop
Spirit Airlines Logo
1:00 pm - 11:15 pm
SJO
-
ORD
9h 15m
1 stop
$421Spirit Airlines
Thu, May 28 - Fri, Jun 5
United Airlines Logo
4:05 pm - 10:39 pm
ORD
-
SJO
7h 34m
1 stop
United Airlines Logo
12:30 am - 10:20 am
SJO
-
ORD
8h 50m
1 stop
$425United Airlines
Wed, May 27 - Sun, May 31

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Frontier flights from Illinois to San José

Our best Frontier deals on Illinois to San José flight tickets
Frontier
Aug 8
STL4:09 pmLambert-St Louis
17h 11m
1 stop
SJO8:20 amSan José Juan Santamaria Intl
Aug 15
SJO9:35 amSan José Juan Santamaria Intl
13h 24m
1 stop
STL11:59 pmLambert-St Louis
$352
Frontier
Jun 6
STL4:19 pmLambert-St Louis
17h 00m
1 stop
SJO8:19 amSan José Juan Santamaria Intl
Jun 11
SJO9:35 amSan José Juan Santamaria Intl
13h 34m
1 stop
STL12:09 amLambert-St Louis
$358
Frontier
Jun 6
STL4:19 pmLambert-St Louis
17h 00m
1 stop
SJO8:19 amSan José Juan Santamaria Intl
Jun 11
SJO9:35 amSan José Juan Santamaria Intl
13h 34m
1 stop
STL12:09 amLambert-St Louis
$368

Southwest flights from Illinois to San José

Our best Southwest deals on Illinois to San José flight tickets
Southwest
May 26
ORD5:55 amChicago O'Hare Intl
7h 15m
1 stop
SJO12:10 pmSan José Juan Santamaria Intl
May 28
SJO9:00 amSan José Juan Santamaria Intl
11h 55m
1 stop
ORD9:55 pmChicago O'Hare Intl
$440
Southwest
Sep 9
MDW6:15 amChicago Midway
7h 30m
1 stop
SJO12:45 pmSan José Juan Santamaria Intl
Sep 16
SJO1:40 pmSan José Juan Santamaria Intl
8h 30m
1 stop
MDW11:10 pmChicago Midway
$476
Southwest
Sep 8
MDW9:05 amChicago Midway
10h 35m
2 stops
SJO6:40 pmSan José Juan Santamaria Intl
Sep 15
SJO1:40 pmSan José Juan Santamaria Intl
8h 30m
1 stop
MDW11:10 pmChicago Midway
$480

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 April 30, 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

Sat 6/6

4:19 pm-8:19 am

1 stop17h 00m

San José Juan Santamaria Intl

Thu 6/11

9:35 am-12:09 am

1 stop13h 34m

$358

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sat 6/6

4:19 pm-8:19 am

1 stop17h 00m

San José Juan Santamaria Intl

Thu 6/11

9:35 am-12:09 am

1 stop13h 34m

$368

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 8/16

5:23 am-12:26 pm

1 stop8h 03m

San José Juan Santamaria Intl

Fri 8/21

1:29 pm-8:31 am

1 stop18h 02m

$390

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 8/30

6:03 am-7:52 pm

2 stops14h 49m

San José Juan Santamaria Intl

Thu 9/3

6:00 am-11:23 pm

2 stops16h 23m

$395

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Wed 5/27

11:25 am-10:39 pm

2 stops12h 14m

San José Juan Santamaria Intl

Tue 6/2

12:30 am-10:07 am

1 stop8h 37m

$396

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sat 6/6

5:27 pm-11:45 am

2 stops19h 18m

San José Juan Santamaria Intl

Thu 6/11

9:35 am-12:09 am

1 stop13h 34m

$400

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 5/27

8:05 am-11:45 am

1 stop28h 40m

San José Juan Santamaria Intl

Fri 6/5

1:00 pm-11:15 pm

1 stop9h 15m

$416

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 7/4

5:10 am-12:15 pm

1 stop8h 05m

San José Juan Santamaria Intl

Fri 7/10

1:21 pm-9:22 am

1 stop19h 01m

$419

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 5/28

5:05 am-11:45 am

1 stop7h 40m

San José Juan Santamaria Intl

Fri 6/5

1:00 pm-11:15 pm

1 stop9h 15m

$421
Quickest round-trip

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 5/27

4:05 pm-10:39 pm

1 stop7h 34m

San José Juan Santamaria Intl

Sun 5/31

12:30 am-10:20 am

1 stop8h 50m

$425

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 $513. 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 $689. 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 $514. 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 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 $515 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 $438 on momondo.

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

$388

Fastest flight time

5h 19m

Direct flights

Sun

Airports in San José

1 airport
The best one-way flight to San José from Illinois in the past 72 hours is $388. The best round-trip 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 19m
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).

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 $139Free CancellationRating
6.5
2,518 reviews
Search Avianca flights
DeltaPriceFrom $205Free CancellationRating
7.9
8,464 reviews
Search Delta flights
Spirit AirlinesPriceFrom $225Free CancellationRating
6.3
8,638 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $303Free CancellationRating
7.5
1,577 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $342Free CancellationRating
7.1
11,682 reviews
Search American Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.6
2,970 reviews
Search Frontier flights
United AirlinesPriceFrom $386Free CancellationRating
7.4
9,677 reviews
Search United Airlines flights
SouthwestPriceFrom $394Free CancellationRating
8.0
4,317 reviews
Search Southwest 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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1 adult
Sat 5/30
Sat 6/6

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