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$106+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Sep 8 — Sep 151
Mon 9/8
Mon 9/15
1 adult, Economy
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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 September 3, 2025.

Round-trip from

$176
(Cheapflightsfares)

One-way from

$106
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$447

Good round-trip deal

$347 or less

Good one-way deal

$197 or less
From San José Juan Santamaria Intl to Illinois
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One-way flight from San José Juan Santamaria Intl to Illinois
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Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from San José Juan Santamaria Intl to Illinois.
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Price to beat on a one-way flight from San José Juan Santamaria Intl to Illinois.
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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 September 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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.
Thu 9/1812:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Tue 9/235:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 9/2$176
This CheapOair deal was found by Cheapflights users on 9/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/112:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Wed 10/86:40 pmORD - SJO
2 stops17h 50mSpirit Airlines
Deal found 9/2$180
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/2212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Sat 9/276:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 9/2$188
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Sat 10/412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Tue 10/77:43 pmORD - SJO
1 stop16h 47mSpirit Airlines
Deal found 9/3$189
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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.
Wed 9/2412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Tue 9/306:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 9/2$194
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/2412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Wed 10/16:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 9/3$195
This Cheapflightsfares deal was found by Cheapflights users on 9/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Sun 10/125:05 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 9/3$197
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 9/2212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Wed 10/15:05 amORD - SJO
1 stop7h 09mSpirit Airlines
Deal found 9/3$198
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Tue 9/2312:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Sat 9/276:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 9/2$200
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Tue 9/2312:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Wed 10/16:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
Deal found 9/3$201
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 10/112:19 pmSJO - STL
1 stop20h 21mSpirit Airlines
Sun 10/510:57 amSTL - SJO
1 stop25h 33mSpirit Airlines
Deal found 9/3$268
This KAYAK deal was found by Cheapflights users on 9/3. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2512:35 pmSJO - STL
1 stop20h 27mSpirit Airlines
Sat 11/17:15 pmSTL - SJO
1 stop18h 15mSpirit Airlines
Deal found 9/3$270

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 September 3, 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

Thu 9/18

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Tue 9/23

5:05 am-11:14 am

1 stop7h 09m

$176

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 10/1

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Wed 10/8

6:40 pm-11:30 am

2 stops17h 50m

$180

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 9/25

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Wed 10/8

6:40 pm-11:30 am

2 stops17h 50m

$216

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 9/29

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Sat 10/4

6:44 pm-11:30 am

1 stop17h 46m

$223

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 10/8

12:35 pm-11:45 pm

1 stop10h 10m

Chicago O'Hare Intl

Tue 10/14

5:05 am-11:30 am

1 stop7h 25m

$227

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 10/21

12:35 pm-11:45 pm

1 stop10h 10m

Chicago O'Hare Intl

Wed 11/12

5:05 am-12:14 pm

1 stop7h 09m

$228

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 10/28

12:35 pm-1:03 am

1 stop11h 28m

Chicago O'Hare Intl

Sun 11/2

7:41 pm-12:30 pm

1 stop16h 49m

$229

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 9/29

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Mon 10/6

7:41 pm-11:30 am

1 stop16h 49m

$231

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 10/4

12:19 pm-10:48 pm

1 stop9h 29m

Chicago O'Hare Intl

Thu 10/9

7:41 pm-11:30 am

1 stop16h 49m

$232

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 10/8

12:35 pm-11:45 pm

1 stop10h 10m

Chicago O'Hare Intl

Thu 10/16

7:41 pm-11:30 am

1 stop16h 49m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/2

Showing 1-10 of 54 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, San José Province to Illinois?

Currently, August is the cheapest month in which you can book a flight from San José, San José Province to Illinois (average of $245). Flying from San José, San José Province to Illinois in March is currently the most expensive (average of $321). 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 September 3, 2025.

When flying from San José, San José Province to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 3, 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
1,525 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Copa Airlines
7.6
Good
1,525 reviews
Copa Airlines
7.6
Good
1,525 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
United Airlines
7.4
Good
8,937 reviews
Copa Airlines
7.6
Good
1,525 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
American Airlines
7.2
Good
10,000 reviews
Copa Airlines
7.6
Good
1,525 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Avianca
6.7
Okay
2,427 reviews
Copa Airlines
7.6
Good
1,525 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.
Spirit Airlines
6.3
Okay
8,012 reviews
Copa Airlines
7.6
Good
1,525 reviews

Boarding

7.8

Comfort

7.4

Food

6.8

Overall

7.6

Entertainment

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

PEI - PTY

The attention to us was excellent. Help was provided with care.

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, San José Province to Illinois?

    Spirit Airlines and Southwest can get you from San José, San José Province to Illinois in just under 9h 25m. Your travel time can differ by up to 04m. The distance from San José, San José Province to Illinois is about 2206 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $106 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $197 and $197, respectively.

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

    The most popular route from San José, San José Province 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, San José Province to Illinois?

    The cheapest flight price from San José, San José Province to Illinois is $132. On average you can expect to pay $365. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $164.

  • 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, San José Province to Illinois?

    Currently, August is the cheapest month in which you can book a flight from San José, San José Province to Illinois (average of $245). Flying from San José, San José Province to Illinois in March is currently the most expensive (average of $321). 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.

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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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Liberia to Los Angeles flights
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San José to Portland flights
San José to Detroit flights
Liberia to Newark flights
San José to San Antonio flights
San José to Kansas City flights
San José to Santa Ana flights
San José to San Jose flights
Liberia to Miami flights
San José to Cincinnati flights
San José to Oakland flights
San José to St. Louis flights
San José to West Palm Beach 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 September 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
AviancaCheapest$249Average$485FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$266Average$414FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$314Average$478FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$377Average$564FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$425Average$527FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$437Average$619FlexibilityNo cancel feeOn-time69%

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