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San José

$99+ Cheap flights from Illinois to San José (SJO)

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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Illinois to San José

Keep the following information in mind while searching for Illinois to San José flight deals. Data was last updated July 31, 2025.

Round-trip from

$224
(Booking.com)

One-way from

$99
(SmartFares)

Popular in

December

Cheapest in

July

Average price

$450

Good round-trip deal

$561 or less

Good one-way deal

$267 or less
From Illinois to San José Juan Santamaria Intl
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One-way flight from Illinois to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 10% potential increase in price ($67 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Illinois to San José Juan Santamaria Intl.
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Price to beat on a one-way flight from Illinois to San José Juan Santamaria Intl.
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Find flight deals from Illinois to San José

Cheapest flights from Illinois to San José
Explore the most affordable flight options available from Illinois to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Booking.com deal was found by Cheapflights users on 7/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/145:05 amORD - SJO
1 stop7h 07mSpirit Airlines
Tue 8/1912:18 pmSJO - ORD
1 stop10h 41mSpirit Airlines
Deal found 7/29$224
This Mytrip deal was found by Cheapflights users on 7/30. 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 9/236:30 amORD - SJO
1 stop9h 43mMultiple Airlines
Fri 10/37:30 amSJO - ORD
1 stop13h 28mMultiple Airlines
Deal found 7/30$250
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1810:35 amSTL - SJO
1 stop25h 39mSpirit Airlines
Wed 10/2212:19 pmSJO - STL
1 stop20h 21mSpirit Airlines
Deal found 7/30$317
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/168:50 amSTL - SJO
1 stop10h 07mAmerican Airlines
Tue 9/237:27 amSJO - STL
1 stop14h 23mAmerican Airlines
Deal found 7/30$334
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1811:51 amSTL - SJO
1 stop10h 24mDelta
Tue 11/257:00 amSJO - STL
1 stop11h 02mDelta
Deal found 7/31$340
This Mytrip deal was found by Cheapflights users on 7/30. 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 8/166:20 amMDW - SJO
1 stop7h 11mFrontier
Sat 8/231:53 pmSJO - MDW
1 stop19h 15mFrontier
Deal found 7/30$354
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/146:15 amSTL - SJO
1 stop7h 11mUnited Airlines
Sun 9/2112:44 pmSJO - STL
1 stop10h 00mUnited Airlines
Deal found 7/31$360
This Southwest deal was found by Cheapflights users on 7/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1110:15 amMDW - SJO
1 stop10h 15mSouthwest
Fri 11/142:10 pmSJO - MDW
1 stop7h 40mSouthwest
Deal found 7/29$387
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 9/1810:35 amSTL - SJO
1 stop25h 39mMultiple Airlines
Thu 10/2312:19 pmSJO - STL
2 stops20h 48mMultiple Airlines
Deal found 7/30$410
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:00 amSTL - SJO
1 stop8h 15mSouthwest
Sat 12/69:00 amSJO - STL
1 stop11h 10mSouthwest
Deal found 7/30$439
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Sun 9/2110:13 amMDW - SJO
1 stop25h 14mMultiple Airlines
Mon 9/2912:19 pmSJO - MDW
2 stops26h 39mMultiple Airlines
Deal found 7/30$446
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:34 pmBMI - SJO
2 stops20h 46mAmerican Airlines
Tue 10/146:44 amSJO - BMI
1 stop12h 59mAmerican Airlines
Deal found 7/29$463

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to San José 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 July 31, 2025.
Use the filters below to find and compare flights from Illinois to San José that are best for you.

Fly from

Illinois

Fly to

San José

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 8/14

5:05 am-11:12 am

1 stop7h 07m

San José Juan Santamaria Intl

Tue 8/19

12:18 pm-11:59 pm

1 stop10h 41m

$224

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Tue 9/23

6:30 am-3:13 pm

1 stop9h 43m

San José Juan Santamaria Intl

Fri 10/3

7:30 am-9:58 pm

1 stop13h 28m

$250

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Thu 9/18

10:35 am-11:14 am

1 stop25h 39m

San José Juan Santamaria Intl

Wed 10/22

12:19 pm-9:40 am

1 stop20h 21m

$317

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Tue 9/16

8:50 am-5:57 pm

1 stop10h 07m

San José Juan Santamaria Intl

Tue 9/23

7:27 am-10:50 pm

1 stop14h 23m

$334

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Tue 11/18

11:51 am-10:15 pm

1 stop10h 24m

San José Juan Santamaria Intl

Tue 11/25

7:00 am-6:02 pm

1 stop11h 02m

$340

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Sat 8/16

6:20 am-12:31 pm

1 stop7h 11m

San José Juan Santamaria Intl

Sat 8/23

1:53 pm-10:08 am

1 stop19h 15m

$354

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Sun 9/14

6:15 am-12:26 pm

1 stop7h 11m

San José Juan Santamaria Intl

Sun 9/21

12:44 pm-11:44 pm

1 stop10h 00m

$360

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Tue 9/23

9:10 am-6:55 pm

1 stop10h 45m

San José Juan Santamaria Intl

Tue 9/30

1:40 pm-11:20 pm

1 stop8h 40m

$387

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Thu 9/18

10:35 am-11:14 am

1 stop25h 39m

San José Juan Santamaria Intl

Thu 10/23

12:19 pm-10:07 am

2 stops20h 48m

$410

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Mon 12/1

5:00 am-1:15 pm

1 stop8h 15m

San José Juan Santamaria Intl

Sat 12/6

9:00 am-8:10 pm

1 stop11h 10m

$439

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 28 results
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Best time to book a flight from Illinois to San José

Have a flexible travel schedule? Discover the best time to fly to San José from Illinois 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 Illinois to San José

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

Currently, September is the cheapest month in which you can book a flight from Illinois to San José, San José Province (average of $398). Flying from Illinois to San José, San José Province in March is currently the most expensive (average of $555). 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 IL to SJO?

Find hourly flight availability from Illinois to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to San José, San José Province as you normally would.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated July 31, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Illinois to San José have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Avianca
6.7
Okay
2,388 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Illinois to San José. 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 into for flights to San José from Illinois?

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

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $99. Frontier flights start at $146 while deals on United Airlines start at $174 one-way.

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

    Most travelers choose Chicago O'Hare Intl - San José Juan Santamaria Intl, Chicago Midway - San José Juan Santamaria Intl or Lambert-St Louis - San José Juan Santamaria Intl when deciding on the best route from Illinois to San José, San José Province.

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

    Looking at all options, your cheapest flight can be booked for $217. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $245 on average our data indicates $462 when flying from Illinois to San José, San José Province.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Illinois to San José 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 Illinois to San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Illinois to San José, San José Province (average of $398). Flying from Illinois to San José, San José Province in March is currently the most expensive (average of $555). 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

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó

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Alternative routes for Illinois to San José

See prices for flight routes from nearby airports that may be better suited for you.
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LaGuardia to Liberia flights
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Denver to Liberia flights
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Orlando to San José flights
Minneapolis to Liberia flights
Seattle to San José flights
Ontario to San José flights
Salt Lake City to San José flights
Dulles Intl to Liberia flights
Dallas/Fort Worth to Liberia flights
Oakland to San José flights
Sky Harbor Intl to San José flights
Raleigh to San José flights
Salt Lake City to Liberia flights
Hobby to Liberia flights
San Francisco to Liberia flights
Baltimore to Liberia flights
Austin to San José flights
Philadelphia to San José flights
Midway to San José flights
San Diego to San José flights
Atlanta to Liberia flights
Boston to Liberia flights
Reagan-National to Liberia flights
Charlotte to San José flights
Minneapolis to San José flights
George Bush Intcntl to Liberia flights
Ontario to Liberia flights
San Jose to San José flights

Top 8 airlines flying from Illinois to San José

Discover the top 8 airlines that operate flights from Illinois to San José. 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$275Average$452FlexibilityNo cancel feeOn-time65%
AviancaCheapest$319Average$460FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$350Average$606FlexibilityNo cancel feeOn-time70%
JetBlueCheapest$432Average$649FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$436Average$624FlexibilityNo cancel feeOn-time63%
DeltaCheapest$438Average$715FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$444Average$703FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$473Average$746FlexibilityNo cancel feeOn-time69%

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