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Cheap flights from San José to Illinois from $207

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San José to Illinois departing on 7/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from San José to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
2:02 pm - 11:44 pm
SJO
-
ORD
8h 42m
1 stop
JetBlue Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
$348JetBlue
Tue, Sep 1 - Tue, Sep 8
Multiple Airlines Logo
9:35 am - 11:14 pm
SJO
-
ORD
12h 39m
1 stop
Multiple Airlines Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
$354Multiple Airlines
Thu, Aug 20 - Mon, Aug 31
Multiple Airlines Logo
9:35 am - 11:14 pm
SJO
-
ORD
12h 39m
1 stop
Multiple Airlines Logo
7:00 am - 12:57 pm
ORD
-
SJO
6h 57m
1 stop
$361Multiple Airlines
Sat, Aug 22 - Mon, Aug 31
Southwest Logo
1:00 pm - 11:00 pm
SJO
-
MDW
9h 00m
1 stop
Southwest Logo
8:40 pm - 11:40 am
MDW
-
SJO
16h 00m
2 stops
$453Southwest
Tue, Oct 6 - Mon, Oct 12
Southwest Logo
1:00 pm - 11:00 pm
SJO
-
MDW
9h 00m
1 stop
Southwest Logo
8:20 pm - 6:00 am
MDW
-
SJO
10h 40m
1 stop
$463Southwest
Tue, Oct 6 - Mon, Oct 12
United Airlines Logo
7:55 am - 12:03 pm
SJO
-
STL
27h 08m
2 stops
United Airlines Logo
12:59 pm - 12:21 pm
STL
-
SJO
24h 22m
2 stops
$511United Airlines
Fri, Sep 4 - Sun, Sep 6
United Airlines Logo
12:30 am - 10:45 pm
SJO
-
STL
21h 15m
1 stop
United Airlines Logo
6:00 am - 10:39 pm
STL
-
SJO
17h 39m
2 stops
$518United Airlines
Tue, Jun 2 - Sat, Jun 6
American Airlines Logo
2:52 pm - 9:32 am
SJO
-
STL
17h 40m
2 stops
American Airlines Logo
6:42 am - 7:52 pm
STL
-
SJO
14h 10m
2 stops
$538American Airlines
Tue, Aug 11 - Tue, Aug 25
Delta Logo
2:23 pm - 11:39 pm
SJO
-
STL
9h 16m
1 stop
Delta Logo
11:51 am - 10:15 pm
STL
-
SJO
10h 24m
1 stop
$539Delta
Sun, Nov 1 - Sat, Nov 28
American Airlines Logo
1:29 pm - 1:02 pm
SJO
-
STL
22h 33m
1 stop
American Airlines Logo
6:25 pm - 11:34 am
STL
-
SJO
18h 09m
2 stops
$541American Airlines
Mon, Aug 17 - Sat, Aug 22

Air Canada flights from San José to Illinois

Our best Air Canada deals on San José to Illinois flight tickets
Air Canada
Jun 8
SJO7:15 amSan José Juan Santamaria Intl
26h 03m
1 stop
ORD10:18 amChicago O'Hare Intl
Jun 12
ORD6:22 pmChicago O'Hare Intl
28h 38m
2 stops
SJO10:00 pmSan José Juan Santamaria Intl
$416
Air Canada
Jun 15
SJO7:15 amSan José Juan Santamaria Intl
23h 30m
2 stops
ORD7:45 amChicago O'Hare Intl
Jun 17
ORD6:22 pmChicago O'Hare Intl
28h 38m
2 stops
SJO10:00 pmSan José Juan Santamaria Intl
$420
Air Canada
Jun 8
SJO7:15 amSan José Juan Santamaria Intl
23h 30m
2 stops
ORD7:45 amChicago O'Hare Intl
Jun 12
ORD6:22 pmChicago O'Hare Intl
28h 38m
2 stops
SJO10:00 pmSan José Juan Santamaria Intl
$421

Frontier flights from San José to Illinois

Our best Frontier deals on San José to Illinois flight tickets
Frontier
Jul 9
SJO9:35 amSan José Juan Santamaria Intl
12h 30m
1 stop
ORD11:05 pmChicago O'Hare Intl
Jul 22
ORD5:13 pmChicago O'Hare Intl
16h 07m
1 stop
SJO8:20 amSan José Juan Santamaria Intl
$370
Frontier
Aug 21
SJO9:35 amSan José Juan Santamaria Intl
12h 39m
1 stop
ORD11:14 pmChicago O'Hare Intl
Aug 28
ORD9:33 amChicago O'Hare Intl
23h 47m
2 stops
SJO8:20 amSan José Juan Santamaria Intl
$472
Frontier
Aug 1
SJO9:35 amSan José Juan Santamaria Intl
12h 30m
1 stop
ORD11:05 pmChicago O'Hare Intl
Aug 8
ORD5:13 pmChicago O'Hare Intl
16h 07m
1 stop
SJO8:20 amSan José Juan Santamaria Intl
$477

momondo Fare Finder

 
Customize your flight search to find flights from San José to Illinois 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 May 16, 2026.
Use the filters below to find and compare flights from San José to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 9/1

2:02 pm-11:44 pm

1 stop8h 42m

Chicago O'Hare Intl

Tue 9/8

7:00 am-12:57 pm

1 stop6h 57m

$348

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 8/20

9:35 am-11:14 pm

1 stop12h 39m

Chicago O'Hare Intl

Mon 8/31

7:00 am-12:57 pm

1 stop6h 57m

$354

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 8/22

9:35 am-11:14 pm

1 stop12h 39m

Chicago O'Hare Intl

Mon 8/31

7:00 am-12:57 pm

1 stop6h 57m

$361

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 10/6

1:00 pm-11:00 pm

1 stop9h 00m

Chicago Midway

Mon 10/12

8:40 pm-11:40 am

2 stops16h 00m

$453

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Tue 10/6

1:00 pm-11:00 pm

1 stop9h 00m

Chicago Midway

Mon 10/12

8:20 pm-6:00 am

1 stop10h 40m

$463

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Fri 9/4

7:55 am-12:03 pm

2 stops27h 08m

Lambert-St Louis

Sun 9/6

12:59 pm-12:21 pm

2 stops24h 22m

$511

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Tue 6/2

12:30 am-10:45 pm

1 stop21h 15m

Lambert-St Louis

Sat 6/6

6:00 am-10:39 pm

2 stops17h 39m

$518

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Tue 8/11

2:52 pm-9:32 am

2 stops17h 40m

Lambert-St Louis

Tue 8/25

6:42 am-7:52 pm

2 stops14h 10m

$538

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Sun 11/1

2:23 pm-11:39 pm

1 stop9h 16m

Lambert-St Louis

Sat 11/28

11:51 am-10:15 pm

1 stop10h 24m

$539

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Mon 8/17

1:29 pm-1:02 pm

1 stop22h 33m

Lambert-St Louis

Sat 8/22

6:25 pm-11:34 am

2 stops18h 09m

$541

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 Illinois from

How to get the cheapest flight ticket from San José to Illinois

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 Illinois?

The cheapest month to fly to Illinois from San José is in April. Flight prices, which tend to average around $103, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of April, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $111.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from San José to Illinois is on a Tuesday when prices can be found for as low as $429. Flights from San José to Illinois on a Sunday will generally be more expensive and average around $584. 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 Illinois?

Our most recent data shows that the best time of day to fly to Illinois is at noon. Flights from San José to Illinois during this time can be as low as $464. Flights in the morning are often more expensive with an average ticket price of $468.

What is the cheapest San José Juan Santamaria Intl to Illinois flight route?

Fly from San José Juan Santamaria Intl to Chicago O'Hare Intl for the best San José Juan Santamaria Intl - Illinois flight prices

How far in advance should I book a flight from San José to Illinois?

You are more likely to see cheaper flights to Illinois from San José when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $471 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from San José for as low as $399 on momondo.

Can stopping save me money on San José to Illinois flights?

You could potentially save up to 1% on your flight if you consider stops on a San José to Illinois flight.

Cheap San José to Illinois flight deals and tips

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

Best Price Found

$202

Fastest flight time

5h 30m

Direct flights

Sun

Airports in Illinois

98 airports
The best one-way flight to Illinois from San José in the past 72 hours is $202. The best round-trip flight deal from San José to Illinois found on momondo in the last 72 hours is $494.
The fastest flight from San José to Illinois takes 5h 30m
Direct flights go from San José to Illinois on Sunday. There are no airlines offering direct flights.
There are 98 airports in Illinois. From San José there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from San José to Illinois

  • When did momondo last update prices for flights from San José Juan Santamaria Intl Airport to Illinois?

    Prices for flights from San José Juan Santamaria Intl Airport to Illinois were last updated today.

  • How many operators does momondo search for flights from San José Juan Santamaria Intl Airport to Illinois?

  • How old do you have to be to fly from San José Juan Santamaria Intl Airport to Illinois?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from San José Juan Santamaria Intl Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from San José to Illinois?

Best airlines flying from San José to Illinois

Compare and see reviews for airlines that fly from San José to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $179Free CancellationRating
6.2
8,625 reviews
Search Spirit Airlines flights
Copa AirlinesPriceFrom $189Free CancellationRating
7.5
1,584 reviews
Search Copa Airlines flights
AviancaPriceFrom $249Free CancellationRating
6.5
2,527 reviews
Search Avianca flights
American AirlinesPriceFrom $332Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights
United AirlinesPriceFrom $370Free CancellationRating
7.4
9,726 reviews
Search United Airlines flights
SouthwestPriceFrom $463Free CancellationRating
8.0
4,295 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from San José to Illinois?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Illinois from San José.

Can I find flights from San José to Illinois with flexible booking policies on momondo?

Flights from San José to Illinois 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 San José to Illinois?

Once you have performed a search for San José to Illinois flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from San José to Illinois right now. Can momondo alert me if prices change?

Price alerts on flights to Illinois from San José are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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