What is the cheapest airline that flies from San José Juan Santamaria Intl to Illinois?

Southwest, Frontier, and United Airlines are the most popular carriers operating from San José Juan Santamaria Intl to Illinois

What airlines fly to Illinois?

American Airlines, United Airlines and Copa Airlines are the top three most popular airlines that fly to Illinois from San José according to our data. American Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 5 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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?

The number of operators available for flights from San José Juan Santamaria Intl Airport to Illinois is 5 as of October 2026.

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.

$222 Cheap Flights from San José to Illinois in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from San José to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:50 am - 8:30 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 40m1 stop Bogotá El Dorado

10:30 pm - 8:50 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

10h 20m1 stop Bogotá El Dorado

$402Avianca

Fri, Nov 6 - Sat, Nov 14

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$403United Airlines

Wed, Jan 13 - Wed, Jan 20

1:50 am - 8:30 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 40m1 stop Bogotá El Dorado

11:30 pm - 8:50 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

10h 20m1 stop Bogotá El Dorado

$403Avianca

Wed, Mar 10 - Tue, Mar 16

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:00 am - 10:32 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

15h 32m1 stop Houston George Bush Intcntl

$403United Airlines

Tue, Dec 22 - Fri, Jan 1

3:59 am - 12:46 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

8h 47m1 stop Panama City Tocumen Intl

2:13 pm - 1:44 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

23h 31m1 stop Panama City Tocumen Intl

$406Copa Airlines

Mon, Feb 22 - Tue, Mar 2

5:55 pm - 12:46 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 51m1 stop Panama City Tocumen Intl

2:13 pm - 8:19 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

18h 06m1 stop Panama City Tocumen Intl

$406Copa Airlines

Tue, Nov 10 - Sat, Nov 14

3:55 pm - 9:13 amSJO San José Juan Santamaria Intl-MDW Chicago Midway

17h 18m1 stop Atlanta Hartsfield-Jackson

9:58 am - 9:46 pmMDW Chicago Midway-SJO San José Juan Santamaria Intl

11h 48m1 stop Atlanta Hartsfield-Jackson

$409Delta

Sat, Dec 19 - Thu, Dec 31

7:00 am - 10:22 pmSJO San José Juan Santamaria Intl-MDW Chicago Midway

15h 22m1 stop Atlanta Hartsfield-Jackson

9:58 am - 9:46 pmMDW Chicago Midway-SJO San José Juan Santamaria Intl

11h 48m1 stop Atlanta Hartsfield-Jackson

$409Delta

Sun, Dec 20 - Thu, Dec 31

3:52 pm - 12:48 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

8h 56m1 stop Miami

6:00 am - 2:51 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

8h 51m1 stop Miami

$410American Airlines

Sat, Nov 21 - Sat, Nov 28

3:52 pm - 12:48 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

8h 56m1 stop Miami

5:19 am - 1:07 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

7h 48m1 stop Charlotte Douglas

$410American Airlines

Sat, Nov 21 - Sat, Nov 28

Cheap last minute flights

Enter your travel dates to find the best prices.

9:30 am - 9:30 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

11h 00m1 stop Bogotá El Dorado

11:30 pm - 8:50 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

10h 20m1 stop Bogotá El Dorado

$403Avianca

Mon, Oct 26 - Sat, Oct 31

1:50 am - 9:30 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 40m1 stop Bogotá El Dorado

10:30 pm - 8:50 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

10h 20m1 stop Bogotá El Dorado

$403Avianca

Sun, Oct 25 - Thu, Nov 5

1:25 pm - 11:26 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

9h 01m1 stop Houston George Bush Intcntl

9:35 pm - 8:39 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

23h 04m1 stop Houston George Bush Intcntl

$427United Airlines

Wed, Oct 28 - Wed, Nov 11

7:45 am - 9:36 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

12h 51m1 stop Houston George Bush Intcntl

7:55 pm - 11:25 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

15h 30m1 stop Houston George Bush Intcntl

$427United Airlines

Wed, Oct 28 - Thu, Nov 12

10:03 am - 1:05 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

14h 02m1 stop Panama City Tocumen Intl

2:13 pm - 9:07 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

18h 54m1 stop Panama City Tocumen Intl

$442Copa Airlines

Wed, Oct 28 - Tue, Nov 3

11:58 am - 1:05 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

12h 07m1 stop Panama City Tocumen Intl

2:13 pm - 1:51 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

23h 38m1 stop Panama City Tocumen Intl

$442Copa Airlines

Wed, Oct 28 - Mon, Nov 2

1:00 pm - 11:59 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

9h 59m1 stop Dallas/Fort Worth

9:06 pm - 1:46 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

16h 40m1 stop Dallas/Fort Worth

$454American Airlines

Wed, Oct 28 - Mon, Nov 2

1:00 pm - 8:34 amSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

18h 34m1 stop Dallas/Fort Worth

5:00 am - 8:50 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

15h 50m1 stop Miami

$454American Airlines

Wed, Oct 28 - Sun, Nov 1

1:00 pm - 11:15 pmSJO San José Juan Santamaria Intl-MDW Chicago Midway

9h 15m1 stop Houston Hobby

5:15 am - 12:20 pmMDW Chicago Midway-SJO San José Juan Santamaria Intl

7h 05m1 stop Houston Hobby

$507Southwest

Wed, Oct 28 - Sun, Nov 1

9:00 am - 9:25 pmSJO San José Juan Santamaria Intl-MDW Chicago Midway

11h 25m2 stops Orlando Baltimore/Washington

5:15 am - 12:20 pmMDW Chicago Midway-SJO San José Juan Santamaria Intl

7h 05m1 stop Houston Hobby

$511Southwest

Wed, Oct 28 - Sun, Nov 1

Cheap direct flights

Enter your travel dates to find the best prices.

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$403United Airlines

Wed, Jan 13 - Wed, Jan 20

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$403United Airlines

Wed, Dec 23 - Sun, Jan 10

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$403United Airlines

Sun, Dec 20 - Sun, Jan 17

1:55 pm - 7:28 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 33mnonstop

7:17 am - 12:35 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 18mnonstop

$411Lufthansa

Sat, Nov 21 - Sat, Nov 28

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 11:15 amORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$453Multiple Airlines

Thu, Mar 11 - Tue, Mar 16

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$453Multiple Airlines

Wed, Jan 13 - Wed, Jan 20

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$740Avianca

Wed, Dec 23 - Wed, Dec 30

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$916Avianca

Mon, Dec 28 - Sun, Jan 3

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$1,002Copa Airlines

Sat, Dec 26 - Tue, Dec 29

1:25 pm - 6:57 pmSJO San José Juan Santamaria Intl-ORD Chicago O'Hare Intl

5h 32mnonstop

7:02 am - 12:15 pmORD Chicago O'Hare Intl-SJO San José Juan Santamaria Intl

5h 13mnonstop

$1,012Copa Airlines

Sat, Dec 26 - Tue, Dec 29

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American Airlines flights from San José to Illinois

Our best American Airlines deals on San José to Illinois flight tickets

American Airlines

Nov 21

SJO3:52 pmSan José Juan Santamaria Intl

8h 56m

1 stop

ORD12:48 amChicago O'Hare Intl

Nov 28

ORD6:00 amChicago O'Hare Intl

8h 51m

1 stop

SJO2:51 pmSan José Juan Santamaria Intl

$410

American Airlines

Nov 23

SJO1:59 pmSan José Juan Santamaria Intl

10h 48m

1 stop

ORD12:47 amChicago O'Hare Intl

Nov 28

ORD9:06 pmChicago O'Hare Intl

16h 01m

1 stop

SJO1:07 pmSan José Juan Santamaria Intl

$418

American Airlines

Jan 20

SJO7:30 amSan José Juan Santamaria Intl

12h 26m

2 stops

ORD7:56 pmChicago O'Hare Intl

Jan 26

ORD9:14 pmChicago O'Hare Intl

16h 37m

1 stop

SJO1:51 pmSan José Juan Santamaria Intl

$422

Lufthansa flights from San José to Illinois

Our best Lufthansa deals on San José to Illinois flight tickets

Lufthansa

Nov 21

SJO1:55 pmSan José Juan Santamaria Intl

5h 33m

ORD7:28 pmChicago O'Hare Intl

Nov 28

ORD7:17 amChicago O'Hare Intl

5h 18m

SJO12:35 pmSan José Juan Santamaria Intl

$411

Lufthansa

Nov 21

SJO1:55 pmSan José Juan Santamaria Intl

5h 33m

ORD7:28 pmChicago O'Hare Intl

Nov 28

ORD5:30 amChicago O'Hare Intl

15h 09m

1 stop

SJO8:39 pmSan José Juan Santamaria Intl

$412

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Fri 11/6

1:50 am-8:30 pm

1 stop18h 40m

Chicago O'Hare Intl

Sat 11/14

10:30 pm-8:50 am

1 stop10h 20m

$402

Quickest round-trip

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Wed 1/13

1:25 pm-6:57 pm

Nonstop5h 32m

Chicago O'Hare Intl

Wed 1/20

7:02 am-12:15 pm

Nonstop5h 13m

$403

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Wed 3/10

1:50 am-8:30 pm

1 stop18h 40m

Chicago O'Hare Intl

Tue 3/16

11:30 pm-8:50 am

1 stop10h 20m

$403

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Tue 12/22

1:25 pm-6:57 pm

Nonstop5h 32m

Chicago O'Hare Intl

Fri 1/1

7:00 am-10:32 pm

1 stop15h 32m

$403

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Mon 2/22

3:59 am-12:46 pm

1 stop8h 47m

Chicago O'Hare Intl

Tue 3/2

2:13 pm-1:44 pm

1 stop23h 31m

$406

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Tue 11/10

5:55 pm-12:46 pm

1 stop18h 51m

Chicago O'Hare Intl

Sat 11/14

2:13 pm-8:19 am

1 stop18h 06m

$406

San JoséChicago

SJO San José Juan Santamaria Intl - MDW Chicago Midway

SJOMDW

San José Juan Santamaria Intl

Sat 12/19

3:55 pm-9:13 am

1 stop17h 18m

Chicago Midway

Thu 12/31

9:58 am-9:46 pm

1 stop11h 48m

$409

San JoséChicago

SJO San José Juan Santamaria Intl - MDW Chicago Midway

SJOMDW

San José Juan Santamaria Intl

Sun 12/20

7:00 am-10:22 pm

1 stop15h 22m

Chicago Midway

Thu 12/31

9:58 am-9:46 pm

1 stop11h 48m

$409

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Sat 11/21

3:52 pm-12:48 am

1 stop8h 56m

Chicago O'Hare Intl

Sat 11/28

6:00 am-2:51 pm

1 stop8h 51m

$410

San JoséChicago

SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl

SJOORD

San José Juan Santamaria Intl

Sat 11/21

3:52 pm-12:48 am

1 stop8h 56m

Chicago O'Hare Intl

Sat 11/28

5:19 am-1:07 pm

1 stop7h 48m

$410

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Illinois?

The cheapest month to fly to Illinois from San José is in January. Flight prices, which tend to average around $384, 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 January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $398.

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 $468. Flights in the morning are often more expensive with an average ticket price of $486.

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 $507 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 $411 on momondo.

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

There are 2 cabin classes available to choose from on San José to Illinois 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 San José to Illinois flights?

You could potentially save up to 26% 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	$222
Fastest flight time	5h 32m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from San José in the past 72 hours is $222. The best round-trip flight deal from San José to Illinois found on momondo in the last 72 hours is $402.

The fastest flight from San José to Illinois takes 5h 32m

Direct flights go from San José to Illinois every day.

There are 98 airports in Illinois. From San José there are direct flights to Chicago O'Hare Intl (ORD).

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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?
The number of operators available for flights from San José Juan Santamaria Intl Airport to Illinois is 5 as of October 2026.
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?
Based on momondo bookings for flights between San José and Illinois, the leading plane model is Boeing 737 MAX 8, making up 73.66% of the total bookings. Other popular models include Airbus A320-100/200 with 6.25%, Boeing 737 MAX 9 with 5.36%, and Boeing 737-800 Passenger/BBJ2 (winglets) with 3.57%.

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
Copa Airlines	PriceFrom $189	Free Cancellation	Rating 7.6 1,559 reviews	Search Copa Airlines flights
American Airlines	PriceFrom $341	Free Cancellation	Rating 7.0 12,183 reviews	Search American Airlines flights
United Airlines	PriceFrom $360	Free Cancellation	Rating 7.3 10,396 reviews	Search United Airlines flights
Avianca	PriceFrom $382	Free Cancellation	Rating 6.5 2,552 reviews	Search Avianca flights
Southwest	PriceFrom $390	Free Cancellation	Rating 7.9 4,208 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.