Cheap flights from Illinois to San José from $133

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 4/9. 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.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

Find the cheapest flights from Illinois to San José

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:41 pm - 1:08 pm
MLI
-
SJO
19h 27m
2 stops
American Airlines Logo
12:10 pm - 12:27 pm
SJO
-
MLI
23h 17m
2 stops
$339American Airlines
sab, apr 18 - mar, apr 28
American Airlines Logo
5:24 am - 7:07 pm
STL
-
SJO
14h 43m
1 stop
American Airlines Logo
11:35 pm - 6:30 pm
SJO
-
STL
17h 55m
1 stop
$362American Airlines
mer, apr 29 - mer, mag 20
Multiple Airlines Logo
7:30 am - 11:33 am
ORD
-
SJO
29h 03m
2 stops
Multiple Airlines Logo
12:38 pm - 9:17 pm
SJO
-
ORD
31h 39m
1 stop
$363Multiple Airlines
sab, apr 25 - ven, mag 1
Multiple Airlines Logo
7:30 am - 11:33 am
ORD
-
SJO
29h 03m
2 stops
Multiple Airlines Logo
12:38 pm - 12:24 am
SJO
-
ORD
10h 46m
1 stop
$365Multiple Airlines
sab, mag 9 - gio, mag 14
Spirit Airlines Logo
5:05 am - 11:14 am
ORD
-
SJO
7h 09m
1 stop
Spirit Airlines Logo
11:38 am - 8:50 am
SJO
-
ORD
20h 12m
2 stops
$372Spirit Airlines
gio, apr 2 - lun, apr 13
Frontier Logo
7:41 pm - 8:45 am
MDW
-
SJO
14h 04m
1 stop
Frontier Logo
10:00 am - 7:00 am
SJO
-
MDW
20h 00m
2 stops
$373Frontier
gio, mag 28 - lun, giu 1
Spirit Airlines Logo
5:05 am - 11:14 am
ORD
-
SJO
7h 09m
1 stop
Spirit Airlines Logo
11:38 am - 8:50 am
SJO
-
ORD
20h 12m
2 stops
$376Spirit Airlines
mar, mar 31 - mar, apr 7
Frontier Logo
7:41 pm - 8:45 am
MDW
-
SJO
14h 04m
1 stop
Frontier Logo
10:00 am - 7:00 am
SJO
-
MDW
20h 00m
2 stops
$377Frontier
dom, mag 24 - lun, giu 1
Delta Logo
6:00 am - 11:56 am
STL
-
SJO
6h 56m
1 stop
Delta Logo
1:20 pm - 11:59 pm
SJO
-
STL
9h 39m
1 stop
$382Delta
dom, mag 3 - sab, mag 9
Delta Logo
6:00 am - 1:15 pm
STL
-
SJO
8h 15m
1 stop
Delta Logo
1:20 pm - 11:59 pm
SJO
-
STL
9h 39m
1 stop
$402Delta
sab, mag 9 - mer, mag 20

American Airlines flights from Illinois to San José

Our best American Airlines deals on Illinois to San José flight tickets
American Airlines
Apr 18
MLI6:41 pmMoline Quad-City
19h 27m
2 stops
SJO1:08 pmSan José Juan Santamaria Intl
Apr 28
SJO12:10 pmSan José Juan Santamaria Intl
23h 17m
2 stops
MLI12:27 pmMoline Quad-City
$339
American Airlines
Apr 29
STL5:24 amLambert-St Louis
14h 43m
1 stop
SJO7:07 pmSan José Juan Santamaria Intl
May 20
SJO11:35 pmSan José Juan Santamaria Intl
17h 55m
1 stop
STL6:30 pmLambert-St Louis
$362
American Airlines
Apr 29
STL5:51 amLambert-St Louis
14h 16m
2 stops
SJO7:07 pmSan José Juan Santamaria Intl
May 20
SJO6:30 amSan José Juan Santamaria Intl
14h 49m
2 stops
STL10:19 pmLambert-St Louis
$367

Spirit Airlines flights from Illinois to San José

Our best Spirit Airlines deals on Illinois to San José flight tickets
Spirit Airlines
Apr 2
ORD5:05 amChicago O'Hare Intl
7h 09m
1 stop
SJO11:14 amSan José Juan Santamaria Intl
Apr 13
SJO11:38 amSan José Juan Santamaria Intl
20h 12m
2 stops
ORD8:50 amChicago O'Hare Intl
$372
Spirit Airlines
Mar 31
ORD5:05 amChicago O'Hare Intl
7h 09m
1 stop
SJO11:14 amSan José Juan Santamaria Intl
Apr 7
SJO11:38 amSan José Juan Santamaria Intl
20h 12m
2 stops
ORD8:50 amChicago O'Hare Intl
$376
Spirit Airlines
Apr 22
ORD6:16 pmChicago O'Hare Intl
42h 17m
2 stops
SJO11:33 amSan José Juan Santamaria Intl
Apr 27
SJO12:38 pmSan José Juan Santamaria Intl
27h 33m
2 stops
ORD5:11 pmChicago O'Hare Intl
$377

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 marzo 11, 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

MolineSan José

MLI - SJO

MLISJO

Moline Quad-City

sab 4/18

6:41 pm-1:08 pm

2 stops19h 27m

San José Juan Santamaria Intl

mar 4/28

12:10 pm-12:27 pm

2 stops23h 17m

$339

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

mer 4/29

5:24 am-7:07 pm

1 stop14h 43m

San José Juan Santamaria Intl

mer 5/20

11:35 pm-6:30 pm

1 stop17h 55m

$362

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sab 4/25

7:30 am-11:33 am

2 stops29h 03m

San José Juan Santamaria Intl

ven 5/1

12:38 pm-9:17 pm

1 stop31h 39m

$363

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sab 5/9

7:30 am-11:33 am

2 stops29h 03m

San José Juan Santamaria Intl

gio 5/14

12:38 pm-12:24 am

1 stop10h 46m

$365

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

gio 4/2

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

lun 4/13

11:38 am-8:50 am

2 stops20h 12m

$372

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

gio 5/28

7:41 pm-8:45 am

1 stop14h 04m

San José Juan Santamaria Intl

lun 6/1

10:00 am-7:00 am

2 stops20h 00m

$373

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mar 3/31

5:05 am-11:14 am

1 stop7h 09m

San José Juan Santamaria Intl

mar 4/7

11:38 am-8:50 am

2 stops20h 12m

$376

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

dom 5/24

7:41 pm-8:45 am

1 stop14h 04m

San José Juan Santamaria Intl

lun 6/1

10:00 am-7:00 am

2 stops20h 00m

$377
Quickest round-trip

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

dom 5/3

6:00 am-11:56 am

1 stop6h 56m

San José Juan Santamaria Intl

sab 5/9

1:20 pm-11:59 pm

1 stop9h 39m

$382

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

sab 5/9

6:00 am-1:15 pm

1 stop8h 15m

San José Juan Santamaria Intl

mer 5/20

1:20 pm-11:59 pm

1 stop9h 39m

$402

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $313. 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 $376.

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 $512. 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 $695. 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 $502. 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 $507 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 $430 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 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

$242

Fastest flight time

5h 17m

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 $242. The best round-trip flight deal from Illinois to San José found on momondo in the last 72 hours is $455.
The fastest flight from Illinois to San José takes 5h 17m
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).
  • 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
2,498 reviews
Search Avianca flights
DeltaPriceFrom $205Free CancellationRating
7.9
8,284 reviews
Search Delta flights
Spirit AirlinesPriceFrom $239Free CancellationRating
6.3
8,518 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $256Free CancellationRating
7.5
1,570 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $340Free CancellationRating
7.1
11,426 reviews
Search American Airlines flights
FrontierPriceFrom $345Free CancellationRating
5.7
3,035 reviews
Search Frontier flights
United AirlinesPriceFrom $388Free CancellationRating
7.4
9,415 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
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.

An easier way to manage your San José trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
ven 4/10
ven 4/17

Find better results for your trip to Costa Rica