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Cheap flights from Illinois to San José from $88

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 9/10. 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

Spirit Airlines Logo
5:05 am - 11:14 amORD-SJO
7h 09m1 stop
Spirit Airlines Logo
12:19 pm - 10:48 pmSJO-ORD
9h 29m1 stop
$217Spirit Airlines
Find Deal
Tue, Sep 9 - Tue, Sep 16
Spirit Airlines Logo
8:12 pm - 11:14 amORD-SJO
16h 02m1 stop
Spirit Airlines Logo
12:19 pm - 10:48 pmSJO-ORD
9h 29m1 stop
$222Spirit Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 10
Logo
2:04 pm - 11:14 amORD-SJO
22h 10m2 stops
Logo
7:30 am - 9:58 pmSJO-ORD
13h 28m1 stop
$253
Find Deal
Wed, Sep 10 - Wed, Sep 17
Southwest Logo
5:10 am - 1:15 pmSTL-SJO
8h 05m1 stop
Southwest Logo
9:00 am - 9:25 pmSJO-STL
12h 25m1 stop
$262Southwest
Find Deal
Tue, Nov 4 - Tue, Nov 11
Logo
6:30 am - 3:13 pmORD-SJO
9h 43m1 stop
Logo
7:30 am - 9:58 pmSJO-ORD
13h 28m1 stop
$265
Find Deal
Tue, Sep 16 - Tue, Sep 30
Delta Logo
11:51 am - 10:15 pmSTL-SJO
10h 24m1 stop
Delta Logo
7:00 am - 3:58 pmSJO-STL
8h 58m1 stop
$286Delta
Find Deal
Tue, Nov 18 - Tue, Nov 25
American Airlines Logo
6:00 am - 7:42 pmSTL-SJO
14h 42m2 stops
American Airlines Logo
6:00 am - 11:59 pmSJO-STL
16h 59m1 stop
$290American Airlines
Find Deal
Mon, Sep 8 - Wed, Sep 10
American Airlines Logo
6:52 am - 10:01 pmSTL-SJO
15h 09m2 stops
American Airlines Logo
6:00 am - 2:53 pmSJO-STL
8h 53m1 stop
$294American Airlines
Find Deal
Tue, Nov 18 - Tue, Nov 25
Southwest Logo
5:05 am - 12:45 pmSTL-SJO
8h 40m1 stop
Southwest Logo
1:40 pm - 9:55 pmSJO-STL
7h 15m1 stop
$321Southwest
Find Deal
Mon, Sep 15 - Mon, Sep 22
Delta Logo
8:30 am - 10:15 pmSTL-SJO
13h 45m1 stop
Delta Logo
7:00 am - 3:58 pmSJO-STL
8h 58m1 stop
$333Delta
Find Deal
Thu, Nov 27 - Fri, Dec 5

Spirit Airlines flights from Illinois to San José, San José Province

Our best Spirit Airlines deals on Illinois to San José, San José Province flight tickets
Spirit Airlines
Sep 9
ORD5:05 amChicago O'Hare Intl
7h 09m
1 stop
SJO11:14 amSan José Juan Santamaria Intl
Sep 16
SJO12:19 pmSan José Juan Santamaria Intl
9h 29m
1 stop
ORD10:48 pmChicago O'Hare Intl
$217
Find similar
Spirit Airlines
Sep 3
ORD8:12 pmChicago O'Hare Intl
16h 02m
1 stop
SJO11:14 amSan José Juan Santamaria Intl
Sep 10
SJO12:19 pmSan José Juan Santamaria Intl
9h 29m
1 stop
ORD10:48 pmChicago O'Hare Intl
$222
Find similar
Spirit Airlines
Sep 2
ORD5:05 amChicago O'Hare Intl
7h 07m
1 stop
SJO11:12 amSan José Juan Santamaria Intl
Sep 10
SJO12:19 pmSan José Juan Santamaria Intl
9h 29m
1 stop
ORD10:48 pmChicago O'Hare Intl
$225
Find similar

Delta flights from Illinois to San José, San José Province

Our best Delta deals on Illinois to San José, San José Province flight tickets
Delta
Nov 18
STL11:51 amLambert-St Louis
10h 24m
1 stop
SJO10:15 pmSan José Juan Santamaria Intl
Nov 25
SJO7:00 amSan José Juan Santamaria Intl
8h 58m
1 stop
STL3:58 pmLambert-St Louis
$286
Find similar
Delta
Nov 27
STL8:30 amLambert-St Louis
13h 45m
1 stop
SJO10:15 pmSan José Juan Santamaria Intl
Dec 5
SJO7:00 amSan José Juan Santamaria Intl
8h 58m
1 stop
STL3:58 pmLambert-St Louis
$333
Find similar
Delta
Nov 6
MDW6:00 amChicago Midway
6h 50m
1 stop
SJO12:50 pmSan José Juan Santamaria Intl
Nov 11
SJO2:17 pmSan José Juan Santamaria Intl
7h 27m
1 stop
MDW9:44 pmChicago Midway
$394
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to San José, San José Province 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 August 13, 2025.
Use the filters below to find and compare flights from Illinois to San José, San José Province that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/9

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

Tue 9/16

12:19 pm-10:48 pm

1 stop9h 29m

$217

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 9/3

8:12 pm-11:14 am

1 stop16h 02m

San José Juan Santamaria Intl

Wed 9/10

12:19 pm-10:48 pm

1 stop9h 29m

$222

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 9/10

2:04 pm-11:14 am

2 stops22h 10m

San José Juan Santamaria Intl

Wed 9/17

7:30 am-9:58 pm

1 stop13h 28m

$253

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Tue 11/4

5:10 am-1:15 pm

1 stop8h 05m

San José Juan Santamaria Intl

Tue 11/11

9:00 am-9:25 pm

1 stop12h 25m

$262

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/16

6:30 am-3:13 pm

1 stop9h 43m

San José Juan Santamaria Intl

Tue 9/30

7:30 am-9:58 pm

1 stop13h 28m

$265

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Tue 11/18

11:51 am-10:15 pm

1 stop10h 24m

San José Juan Santamaria Intl

Tue 11/25

7:00 am-3:58 pm

1 stop8h 58m

$286

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Mon 9/8

6:00 am-7:42 pm

2 stops14h 42m

San José Juan Santamaria Intl

Wed 9/10

6:00 am-11:59 pm

1 stop16h 59m

$290

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Tue 11/18

6:52 am-10:01 pm

2 stops15h 09m

San José Juan Santamaria Intl

Tue 11/25

6:00 am-2:53 pm

1 stop8h 53m

$294

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Mon 9/15

5:05 am-12:45 pm

1 stop8h 40m

San José Juan Santamaria Intl

Mon 9/22

1:40 pm-9:55 pm

1 stop7h 15m

$321

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Thu 11/27

8:30 am-10:15 pm

1 stop13h 45m

San José Juan Santamaria Intl

Fri 12/5

7:00 am-3:58 pm

1 stop8h 58m

$333

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Illinois to San José, San José Province

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, San José Province?

The month of September is, on average, the cheapest month to fly to San José, San José Province from Illinois, with most prices found around $445. If you’re not able to fly to San José, San José Province in September, then July is your next best option. Flight prices from Illinois to San José, San José Province during July average around $455.

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

The cheapest day to depart from Illinois to San José, San José Province is on a Tuesday when prices can be found for as low as $541. The most expensive day to fly to San José, San José Province is Saturday, with ticket prices averaging around $820.

What is the cheapest time of day to depart on your flight to San José, San José Province?

In the evening is the cheapest time of day to fly from Illinois to San José, San José Province when you can find flight prices for as low as $453. Flying to San José, San José Province in the evening is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to San José, San José Province, so prices are often more expensive at around $767 per ticket.

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, San José Province?

You are more likely to see cheaper flights to San José, San José Province from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to San José, San José Province for around $601 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to San José, San José Province from Illinois for as low as $457 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, San José Province flights?

You could potentially save up to 46% on your flight if you consider stops on a Illinois to San José, San José Province flight.

Cheap Illinois to San José, San José Province flight deals and tips

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

Best Price Found

$88

Fastest flight time

6h 30m

Direct flights

Every day

Airports in San José, San José Province

1 airport
The best one-way flight to San José, San José Province from Illinois in the past 72 hours is $88. The best round-trip flight deal from Illinois to San José, San José Province found on momondo in the last 72 hours is $217.
The fastest flight from Illinois to San José, San José Province takes 6h 30m
Direct flights go from Illinois to San José, San José Province every day.
There is 1 airport near San José, San José Province: San José Juan Santamaria Intl (SJO)
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  • 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, San José Province?

Best airlines flying from Illinois to San José, San José Province

Compare and see reviews for airlines that fly from Illinois to San José, San José Province with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $275Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
DeltaPriceFrom $290Free CancellationRating
8.0
7,979 reviews
Search Delta flights
AviancaPriceFrom $319Free CancellationRating
6.7
2,397 reviews
Search Avianca flights
Copa AirlinesPriceFrom $343Free CancellationRating
7.5
1,507 reviews
Search Copa Airlines flights
SouthwestPriceFrom $431Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
JetBluePriceFrom $432Free CancellationRating
7.2
2,915 reviews
Search JetBlue flights
American AirlinesPriceFrom $445Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $470Free CancellationRating
7.4
8,920 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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