San José

$124+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Apr 6 — Apr 131
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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 April 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$252
(Mytrip)

One-way from

$133
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$634

Good round-trip deal

$635 or less

Good one-way deal

$357 or less
Provider with most accurate pricing for Chicago (CHI)-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-San José Juan Santamaria Intl flights.
From Illinois to San José Juan Santamaria Intl
One-way flight from Illinois to San José Juan Santamaria Intl
Highest demand for flights based on searches. 11% potential increase in price ($77 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Illinois to San José Juan Santamaria Intl.
Price to beat on a one-way flight from Illinois to San José Juan Santamaria Intl.

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 April 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/1. 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 4/296:10 pmSTL - SJO
1 stop6h 40mSpirit Airlines
Wed 5/712:28 pmSJO - STL
1 stop19h 47mSpirit Airlines
Deal found 4/1$252
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/295:41 pmSTL - SJO
1 stop17h 43mMultiple Airlines
Wed 5/711:32 amSJO - STL
1 stop11h 34mMultiple Airlines
Deal found 3/31$291
This Booking.com deal was found by Cheapflights users on 4/1. 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.
Sat 5/311:45 amORD - SJO
2 stops24h 33mSpirit Airlines
Sat 5/1011:32 amSJO - ORD
1 stop10h 57mSpirit Airlines
Deal found 4/1$333
This Priceline deal was found by Cheapflights users on 3/31. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/115:05 amORD - SJO
1 stop7h 28mMultiple Airlines
Tue 7/17:45 pmSJO - ORD
2 stops17h 40mMultiple Airlines
Deal found 3/31$335
This American Airlines deal was found by Cheapflights users on 4/1. 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.
Wed 5/77:10 amSTL - SJO
1 stop6h 59mAmerican Airlines
Wed 5/2811:59 pmSJO - STL
1 stop17h 22mAmerican Airlines
Deal found 4/1$340
This Cheapflightsfares deal was found by Cheapflights users on 4/1. 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 6/183:45 pmORD - SJO
2 stops20h 30mAvianca
Tue 6/243:05 pmSJO - ORD
2 stops22h 20mAvianca
Deal found 4/1$341
This Booking.com deal was found by Cheapflights users on 4/1. 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.
Fri 5/98:30 amMDW - SJO
1 stop28h 31mFrontier
Sat 5/171:24 pmSJO - MDW
1 stop23h 10mFrontier
Deal found 4/1$380
This Southwest deal was found by Cheapflights users on 3/31. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/136:15 amMDW - SJO
1 stop7h 30mSouthwest
Wed 8/201:40 pmSJO - MDW
1 stop8h 40mSouthwest
Deal found 3/31$438
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1212:58 pmMDW - SJO
1 stop22h 26mMultiple Airlines
Sat 4/195:52 pmSJO - MDW
2 stops24h 43mMultiple Airlines
Deal found 3/31$443
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/151:58 pmORD - SJO
1 stop9h 19mAmerican Airlines
Thu 5/226:03 amSJO - ORD
1 stop9h 02mAmerican Airlines
Deal found 3/31$445
This Delta deal was found by Cheapflights users on 3/31. 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 11/186:00 amORD - SJO
1 stop6h 52mDelta
Thu 11/277:00 amSJO - ORD
1 stop11h 56mDelta
Deal found 3/31$446
This United deal was found by Cheapflights users on 4/1. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/68:25 amSTL - SJO
1 stop15h 14mUnited Airlines
Fri 6/205:30 amSJO - STL
1 stop15h 47mUnited Airlines
Deal found 4/1$452

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 April 1, 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

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Tue 4/29

6:10 pm-11:50 pm

1 stop6h 40m

San José Juan Santamaria Intl

Wed 5/7

12:28 pm-9:15 am

1 stop19h 47m

$252

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Tue 4/29

5:41 pm-10:24 am

1 stop17h 43m

San José Juan Santamaria Intl

Wed 5/7

11:32 am-12:06 am

1 stop11h 34m

$291

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/3

11:45 am-11:18 am

2 stops24h 33m

San José Juan Santamaria Intl

Sat 5/10

11:32 am-11:29 pm

1 stop10h 57m

$333

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sun 5/11

5:05 am-11:33 am

1 stop7h 28m

San José Juan Santamaria Intl

Tue 7/1

7:45 pm-2:25 pm

2 stops17h 40m

$335

St. LouisSan José

STL - SJO

STLSJO

Lambert-St Louis

Wed 5/7

7:10 am-1:09 pm

1 stop6h 59m

San José Juan Santamaria Intl

Wed 5/28

11:59 pm-6:21 pm

1 stop17h 22m

$340

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 6/18

3:45 pm-11:15 am

2 stops20h 30m

San José Juan Santamaria Intl

Tue 6/24

3:05 pm-2:25 pm

2 stops22h 20m

$341

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Fri 5/9

8:30 am-12:01 pm

1 stop28h 31m

San José Juan Santamaria Intl

Sat 5/17

1:24 pm-1:34 pm

1 stop23h 10m

$380

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 5/3

5:20 am-1:28 pm

1 stop9h 08m

San José Juan Santamaria Intl

Sat 5/10

2:30 pm-11:17 pm

1 stop7h 47m

$443

ChicagoSan José

MDW - SJO

MDWSJO

Chicago Midway

Sat 4/12

12:58 pm-10:24 am

1 stop22h 26m

San José Juan Santamaria Intl

Sat 4/19

5:52 pm-7:35 pm

2 stops24h 43m

$443

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Thu 5/15

1:58 pm-10:17 pm

1 stop9h 19m

San José Juan Santamaria Intl

Thu 5/22

6:03 am-4:05 pm

1 stop9h 02m

$445

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 36 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 April 1, 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.

Rainfall in San José by month

Plan your trip to San José by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San José, San José Province ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit San José, San José Province when rainfall is around 0.0 in.

Temperature in San José by month

Plan your trip to San José by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San José, San José Province, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

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 April 1, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Illinois to San José. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
8.0
Very good

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Boarding

8.2

Overall

8.0

Comfort

7.9

Food

7.1

Crew

8.5

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 $133. Avianca flights start at $150 while deals on Frontier start at $175 one-way.

  • What are the most popular routes 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 $245. While the most popular route (Chicago O'Hare Intl - San José Juan Santamaria Intl) can be booked for $262 on average our data indicates $570 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 Illinois?

Book flights to Illinois if you plan to visit one of these locations
Manuel Antonio
Heredia
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.

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 April 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$237Average$407FlexibilityNo cancel feeOn-time65%
AviancaCheapest$338Average$482FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$345Average$635FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$422Average$729FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$428Average$616FlexibilityNo cancel feeOn-time70%
DeltaCheapest$446Average$775FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$540Average$625FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$564Average$774FlexibilityNo cancel feeOn-time69%

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