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$107+ Cheap flights from San José (SJO) to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Dec 29 — Jan 51
Mon 12/29
Mon 1/5
1 adult, Economy
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Find flight deals from San José to Illinois

Cheapest flights from San José to Illinois
Explore the most affordable flight options available from San José to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 29, 2025.

This Frontier deal was found by Cheapflights users on 11/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:36 amSJO - MDW
1 stop10h 28mFrontier
Fri 1/26:12 amMDW - SJO
1 stop7h 30mFrontier
Deal found 11/28$262
This Mytrip deal was found by Cheapflights users on 11/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/231:31 pmSJO - ORD
1 stop10h 59mMultiple Airlines
Tue 1/62:26 pmORD - SJO
1 stop23h 22mMultiple Airlines
Deal found 11/28$267
This Mytrip deal was found by Cheapflights users on 11/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:36 amSJO - ORD
1 stop22h 26mFrontier
Fri 1/210:12 amORD - SJO
1 stop23h 09mFrontier
Deal found 11/29$270
This Mytrip deal was found by Cheapflights users on 11/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:36 amSJO - ORD
1 stop22h 26mFrontier
Tue 1/62:26 pmORD - SJO
1 stop23h 22mFrontier
Deal found 11/28$271
This Expedia deal was found by Cheapflights users on 11/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/231:31 pmSJO - ORD
1 stop10h 59mMultiple Airlines
Fri 1/210:12 amORD - SJO
1 stop23h 09mMultiple Airlines
Deal found 11/27$272
This Kiwi.com deal was found by Cheapflights users on 11/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:52 pmSJO - ORD
1 stop27h 41mMultiple Airlines
Wed 12/316:05 pmORD - SJO
2 stops17h 20mMultiple Airlines
Deal found 11/27$274
This KAYAK deal was found by Cheapflights users on 11/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/191:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Sun 1/118:43 pmORD - SJO
1 stop15h 39mSpirit Airlines
Deal found 11/29$275
This eDestinos deal was found by Cheapflights users on 11/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/91:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Thu 1/88:43 pmORD - SJO
2 stops14h 54mSpirit Airlines
Deal found 11/27$279
This Expedia deal was found by Cheapflights users on 11/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2710:36 amSJO - MDW
1 stop10h 28mFrontier
Thu 1/16:33 pmMDW - SJO
1 stop19h 09mFrontier
Deal found 11/26$287
This OneTravel deal was found by Cheapflights users on 11/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/241:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Wed 12/3112:09 pmORD - SJO
1 stop23h 33mSpirit Airlines
Deal found 11/28$290
This Frontier deal was found by Cheapflights users on 11/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/262:57 pmSJO - MDW
2 stops18h 22mFrontier
Fri 1/26:12 amMDW - SJO
1 stop7h 30mFrontier
Deal found 11/28$308
This Mytrip deal was found by Cheapflights users on 11/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:52 pmSJO - MDW
1 stop26h 46mFrontier
Wed 12/316:12 amMDW - SJO
1 stop7h 30mFrontier
Deal found 11/28$317

Cheap flight deals from San José to Illinois

Keep the following information in mind while searching for San José to Illinois flight deals. Data was last updated November 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$262
(Frontier)

One-way from

$107
(eDestinos)

Popular in

June

Cheapest in

January

Average price

$431

Good round-trip deal

$426 or less

Good one-way deal

$175 or less
Provider with most accurate pricing for San José Juan Santamaria Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Chicago (CHI) flights.
Search Deals
From San José Juan Santamaria Intl to Illinois
Search Deals
One-way flight from San José Juan Santamaria Intl to Illinois
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from San José Juan Santamaria Intl to Illinois.
Search Deals
Price to beat on a one-way flight from San José Juan Santamaria Intl to Illinois.
Search Deals

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated November 29, 2025.
Use the filters below to find and compare flights from San José to Illinois that are best for you.

Fly from

San José

Fly to

Illinois

Route

Depart

Return

Price

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 1/14

7:45 am-8:18 am

1 stop24h 33m

Chicago O'Hare Intl

Wed 1/28

9:23 am-3:30 pm

1 stop30h 07m

$287

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 1/22

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Mon 1/26

7:39 am-12:56 pm

Nonstop5h 17m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 1/23

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Mon 1/26

7:50 pm-1:15 pm

1 stop17h 25m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 2/26

5:50 am-12:04 am

1 stop18h 14m

Chicago O'Hare Intl

Thu 3/12

3:22 pm-8:20 am

1 stop17h 58m

$341

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 1/30

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Mon 2/2

7:35 am-8:39 pm

1 stop13h 04m

$343

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 3/24

1:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Sun 4/5

8:10 pm-10:11 am

1 stop15h 01m

$343

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Fri 1/23

7:00 am-5:29 pm

1 stop10h 29m

Chicago Midway

Mon 1/26

12:48 pm-10:15 pm

1 stop9h 27m

$344

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 1/21

7:00 am-9:05 pm

2 stops14h 05m

Chicago O'Hare Intl

Wed 3/4

9:52 am-10:02 pm

1 stop12h 10m

$344

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 1/31

6:40 am-8:25 pm

1 stop13h 45m

Chicago O'Hare Intl

Sat 2/14

6:20 pm-8:39 pm

1 stop26h 19m

$344

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 1/31

6:30 am-12:28 am

1 stop17h 58m

Chicago O'Hare Intl

Thu 2/19

7:39 am-12:56 pm

Nonstop5h 17m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/26

Showing 1-10 of 55 results
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Best time to book a flight from San José to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from San José with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from San José to Illinois

What is the cheapest month to book a flight from San José to Illinois?

Currently, October is the cheapest month in which you can book a flight from San José to Illinois (average of $195). Flying from San José to Illinois in March is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from SJO to IL?

Find hourly flight availability from San José to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 29, 2025.

A simple way to save on the total cost of your ticket is to fly from San José to Illinois in the afternoon. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight in the morning.

How much does it cost to fly round-trip from San José to Illinois?

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated November 29, 2025.
Peruse reviews from past customers who have flown with Copa Airlines, United Airlines, and American Airlines from San José to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,568 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Food

6.8

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,568 reviews
Copa Airlines
7.6
Good
1,568 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Food

6.8

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
9,056 reviews
Copa Airlines
7.6
Good
1,568 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Food

6.8

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,043 reviews
Copa Airlines
7.6
Good
1,568 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Food

6.8

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.6
Okay
2,476 reviews
Copa Airlines
7.6
Good
1,568 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Food

6.8

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Spirit Airlines
6.3
Okay
8,161 reviews
Copa Airlines
7.6
Good
1,568 reviews

Entertainment

6.8

Crew

8.1

Overall

7.6

Food

6.8

Comfort

7.4

Boarding

7.8

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

Find useful and relevant information for your journey from San José to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San José to Illinois?

    For a flight from San José to Illinois, you will be flying from Juan Santamaria Intl. San José Juan Santamaria Intl (SJO) is just 8.8 mi from the center of the city.

  • How long is the flight from San José to Illinois?

    There are many flights that can get you from San José to Illinois in 5h 30m. Fly via United Airlines, Copa Airlines, or Delta to get the fastest option. The distance between San José and Illinois is about 2220 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from San José to Illinois one-way?

    One-way options have recently been found by users for as low as $134 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $154 and American Airlines from $237 one-way.

  • What are the most popular routes from San José to Illinois?

    The most popular route from San José to Illinois is San José Juan Santamaria Intl - Chicago O'Hare Intl. You may also consider San José Juan Santamaria Intl - Chicago Midway or San José Juan Santamaria Intl - Lambert-St Louis.

  • What are the cheapest flights from San José to Illinois?

    The cheapest flight price from San José to Illinois is $131. On average you can expect to pay $392. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $212.

  • Can I find deals for flights from San José to Illinois that include hotel bookings?

    Yes. In addition to deals on San José to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San José to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San José to Illinois.

  • Can I find deals for business class flights from San José to Illinois?

    Yes. Cheapflights offers flight deals from San José to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from San José to Illinois?

    Currently, October is the cheapest month in which you can book a flight from San José to Illinois (average of $195). Flying from San José to Illinois in March is currently the most expensive (average of $338). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for San José to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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San José to Newark flights
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San José to George Bush Intcntl flights
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San José to O'Hare Intl flights
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San José to Dallas/Fort Worth flights
San José to Seattle flights
San José to Ontario flights
San José to Dulles Intl flights
San José to Baltimore flights
San José to Tampa flights
San José to San Francisco flights
San José to Reagan-National flights
San José to Midway flights
San José to Boston flights
Liberia to Newark flights
San José to New Orleans flights
Liberia to John F Kennedy Intl flights
San José to Salt Lake City flights
San José to Nashville flights
San José to Burbank flights
Liberia to Los Angeles flights
San José to Austin flights
San José to Love Field flights
San José to Charlotte flights
Liberia to Denver flights
San José to Raleigh flights
Liberia to Atlanta flights
San José to Portland flights
San José to Minneapolis flights
San José to Philadelphia flights
San José to Sky Harbor Intl flights
San José to San Antonio flights
San José to San Jose flights
San José to Kansas City flights
San José to San Diego flights
San José to Honolulu flights
Liberia to Ontario flights
Liberia to Miami flights
Liberia to Seattle flights
San José to Orlando Sanford Intl flights
Liberia to LaGuardia flights

Top 6 airlines flying from San José to Illinois

Discover the top 6 airlines that operate flights from San José to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$228Average$375FlexibilityNo cancel feeOn-time65%
AviancaCheapest$249Average$485FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$456FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$324Average$469FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$425Average$525FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$434Average$540FlexibilityNo cancel feeOn-time69%

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