Illinois

$108+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Dec 6 — Dec 131
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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 6, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mSpirit Airlines
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Deal found 11/4$227
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/221:20 pmSJO - ORD
1 stop10h 09mSpirit Airlines
Tue 12/24:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Deal found 11/4$232
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Mon 12/81:31 pmSJO - ORD
1 stop21h 37mSpirit Airlines
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Deal found 11/4$239
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mMultiple Airlines
Thu 12/116:15 amORD - SJO
1 stop30h 10mMultiple Airlines
Deal found 11/4$240
This Cheapflightsfares deal was found by Cheapflights users on 11/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:24 amSJO - ORD
1 stop11h 42mSpirit Airlines
Sun 12/75:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/4$241
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mSpirit Airlines
Tue 12/95:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/4$251
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Mon 12/81:31 pmSJO - ORD
1 stop21h 37mMultiple Airlines
Thu 12/116:15 amORD - SJO
1 stop30h 10mMultiple Airlines
Deal found 11/3$252
This OneTravel deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop21h 37mSpirit Airlines
Mon 12/85:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/4$253
This eDestinos deal was found by Cheapflights users on 11/5. 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.
Fri 11/1412:34 pmSJO - ORD
2 stops11h 53mSpirit Airlines
Tue 11/254:58 pmORD - SJO
1 stop17h 21mSpirit Airlines
Deal found 11/5$254
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Thu 12/41:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Wed 12/103:26 pmORD - SJO
1 stop20h 59mSpirit Airlines
Deal found 11/4$255
This Cheapflightsfares deal was found by Cheapflights users on 11/6. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2211:24 amSJO - ORD
1 stop11h 42mSpirit Airlines
Fri 12/55:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/6$258
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Fri 12/51:31 pmSJO - ORD
1 stop30h 30mSpirit Airlines
Thu 12/111:52 pmORD - SJO
2 stops21h 50mSpirit Airlines
Deal found 11/4$259

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 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$239
(CheapOair)

One-way from

$108
(eDestinos)

Popular in

June

Cheapest in

November

Average price

$410

Good round-trip deal

$325 or less

Good one-way deal

$175 or less
Provider with most accurate pricing for San José Juan Santamaria Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Chicago (CHI) flights.
From San José Juan Santamaria Intl to Illinois
One-way flight from San José Juan Santamaria Intl to Illinois
Highest demand for flights based on searches. 4% potential increase in price ($21 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from San José Juan Santamaria Intl to Illinois.
Price to beat on a one-way flight from San José Juan Santamaria Intl to Illinois.

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 6, 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 JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Mon 11/24

11:24 am-11:57 pm

1 stop12h 33m

Lambert-St Louis

Tue 12/2

3:30 pm-10:19 am

1 stop18h 49m

$324

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Mon 11/24

11:24 am-11:57 pm

1 stop12h 33m

Lambert-St Louis

Mon 12/1

4:13 pm-10:19 am

1 stop18h 06m

$324

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 11/25

7:00 am-6:52 pm

1 stop11h 52m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 12/4

7:00 am-6:27 pm

2 stops11h 27m

Chicago O'Hare Intl

Tue 12/9

6:45 am-10:20 pm

2 stops15h 35m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 12/3

7:00 am-8:35 pm

2 stops13h 35m

Chicago O'Hare Intl

Wed 12/10

10:45 am-10:20 pm

2 stops11h 35m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 11/24

7:00 am-4:46 pm

1 stop9h 46m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 12/3

7:00 am-3:20 pm

1 stop8h 20m

Chicago O'Hare Intl

Tue 12/9

6:45 am-10:20 pm

2 stops15h 35m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 12/2

7:00 am-6:43 pm

1 stop11h 43m

Chicago O'Hare Intl

Wed 12/10

6:45 am-10:20 pm

1 stop15h 35m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 12/25

7:00 am-8:36 pm

2 stops13h 36m

Chicago O'Hare Intl

Wed 12/31

10:46 am-9:55 pm

1 stop11h 09m

$339

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Sat 1/17

7:00 am-4:31 pm

1 stop9h 31m

Chicago Midway

Sat 1/24

10:46 am-10:15 pm

1 stop11h 29m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 59 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 $198). Flying from San José to Illinois in March is currently the most expensive (average of $351). 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 6, 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.

Weekly flight availability from San José to Illinois

Explore weekly flight availability from San José to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 6, 2025.

The most flights from SJO to USIL are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 6, 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.

Crew

8.1

Entertainment

6.8

Overall

7.6

Boarding

7.8

Comfort

7.4

Food

6.9

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

Crew

8.1

Entertainment

6.8

Overall

7.6

Boarding

7.8

Comfort

7.4

Food

6.9

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

Crew

8.1

Entertainment

6.8

Overall

7.6

Boarding

7.8

Comfort

7.4

Food

6.9

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

Crew

8.1

Entertainment

6.8

Overall

7.6

Boarding

7.8

Comfort

7.4

Food

6.9

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

Crew

8.1

Entertainment

6.8

Overall

7.6

Boarding

7.8

Comfort

7.4

Food

6.9

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

Crew

8.1

Entertainment

6.8

Overall

7.6

Boarding

7.8

Comfort

7.4

Food

6.9

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 11h 52m. Fly via Delta, United Airlines, or Southwest 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 $143 on Spirit Airlines. Other airlines that offer cheap prices include Avianca from $167 and Frontier from $173 one-way.

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

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

    The cheapest flight price from San José to Illinois is $145. On average you can expect to pay $351. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $221.

  • 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 $198). Flying from San José to Illinois in March is currently the most expensive (average of $351). 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.

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 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$230Average$398FlexibilityNo cancel feeOn-time65%
AviancaCheapest$249Average$485FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$314Average$458FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$324Average$463FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$425Average$525FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$434Average$573FlexibilityNo cancel feeOn-time69%

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