Illinois

$152+ 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 5/31. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
May 5 — May 121
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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 April 30, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$299
(Cheapflightsfares)

One-way from

$152
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$519

Good round-trip deal

$478 or less

Good one-way deal

$255 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. 3% potential increase in price ($18 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in April 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.

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 April 30, 2025.

This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/73:31 pmSJO - ORD
1 stop18h 34mMultiple Airlines
Fri 6/137:39 pmORD - SJO
1 stop16h 38mMultiple Airlines
Deal found 4/29$298
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Thu 6/511:32 amSJO - ORD
1 stop10h 57mSpirit Airlines
Mon 6/94:35 pmORD - SJO
2 stops19h 58mSpirit Airlines
Deal found 4/29$301
This Copa Airlines deal was found by Cheapflights users on 4/29. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1410:05 amSJO - ORD
1 stop13h 17mCopa Airlines
Mon 8/187:54 amORD - SJO
1 stop14h 59mCopa Airlines
Deal found 4/29$311
This Cheapflightsfares deal was found by Cheapflights users on 4/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/213:05 pmSJO - ORD
2 stops22h 20mAvianca
Thu 8/285:25 pmORD - SJO
2 stops15h 15mAvianca
Deal found 4/28$316
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 5/211:50 pmSJO - STL
1 stop7h 55mAmerican Airlines
Wed 5/285:19 amSTL - SJO
1 stop17h 58mAmerican Airlines
Deal found 4/29$336
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/211:30 pmSJO - STL
2 stops25h 00mUnited Airlines
Wed 5/288:10 amSTL - SJO
2 stops15h 29mUnited Airlines
Deal found 4/29$340
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3111:32 amSJO - STL
1 stop11h 12mMultiple Airlines
Thu 6/510:10 amSTL - SJO
2 stops25h 17mMultiple Airlines
Deal found 4/29$367
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/65:52 amSJO - MDW
2 stops13h 25mMultiple Airlines
Fri 6/139:12 pmMDW - SJO
1 stop14h 25mMultiple Airlines
Deal found 4/28$372
This Southwest deal was found by Cheapflights users on 4/29. 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.
Thu 9/111:40 pmSJO - MDW
1 stop9h 25mSouthwest
Mon 9/155:05 amMDW - SJO
1 stop8h 40mSouthwest
Deal found 4/29$426
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/31:20 pmSJO - MDW
1 stop8h 02mDelta
Sat 5/106:00 amMDW - SJO
1 stop8h 05mDelta
Deal found 4/29$435
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/301:30 pmSJO - ORD
1 stop8h 43mUnited Airlines
Sun 5/45:15 amORD - SJO
1 stop15h 22mUnited Airlines
Deal found 4/29$435
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 5/51:50 pmSJO - ORD
1 stop16h 35mAmerican Airlines
Sat 5/109:45 amORD - SJO
2 stops9h 50mAmerican Airlines
Deal found 4/29$448

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 April 30, 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

Sat 6/7

3:31 pm-11:05 am

1 stop18h 34m

Chicago O'Hare Intl

Fri 6/13

7:39 pm-11:17 am

1 stop16h 38m

$298

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 6/5

11:32 am-11:29 pm

1 stop10h 57m

Chicago O'Hare Intl

Mon 6/9

4:35 pm-11:33 am

2 stops19h 58m

$301

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 8/14

10:05 am-12:22 am

1 stop13h 17m

Chicago O'Hare Intl

Mon 8/18

7:54 am-9:53 pm

1 stop14h 59m

$311

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 8/21

3:05 pm-2:25 pm

2 stops22h 20m

Chicago O'Hare Intl

Thu 8/28

5:25 pm-7:40 am

2 stops15h 15m

$316

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Wed 5/21

1:50 pm-10:45 pm

1 stop7h 55m

Lambert-St Louis

Wed 5/28

5:19 am-10:17 pm

1 stop17h 58m

$336

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Wed 5/21

1:30 pm-3:30 pm

2 stops25h 00m

Lambert-St Louis

Wed 5/28

8:10 am-10:39 pm

2 stops15h 29m

$340

San JoséSt. Louis

SJO - STL

SJOSTL

San José Juan Santamaria Intl

Sat 5/31

11:32 am-11:44 pm

1 stop11h 12m

Lambert-St Louis

Thu 6/5

10:10 am-10:27 am

2 stops25h 17m

$367

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Fri 6/6

5:52 am-8:17 pm

2 stops13h 25m

Chicago Midway

Fri 6/13

9:12 pm-10:37 am

1 stop14h 25m

$372

San JoséChicago

SJO - MDW

SJOMDW

San José Juan Santamaria Intl

Thu 9/11

1:40 pm-12:05 am

1 stop9h 25m

Chicago Midway

Mon 9/15

5:05 am-12:45 pm

1 stop8h 40m

$426

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 8/29

7:55 am-9:40 pm

1 stop12h 45m

Chicago O'Hare Intl

Tue 9/2

6:00 am-12:26 pm

1 stop7h 26m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 30 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 April 30, 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.

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 30, 2025.
See what other customers who have flown with Delta, Alaska Airlines and Southwest from San José to Illinois have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good
8.0
Very good

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
8.0
Very good

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

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

    $152 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 Avianca and United Airlines, with prices starting from $178 and $241, respectively.

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

  • 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 $235. On average you can expect to pay $402. The most popular route, (San José Juan Santamaria Intl - Chicago O'Hare Intl), can usually be booked for $237.

  • 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.

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 April 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$242Average$406FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$311Average$506FlexibilityNo cancel feeOn-time70%
AviancaCheapest$321Average$491FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$340Average$481FlexibilityNo cancel feeOn-time71%
DeltaCheapest$434Average$563FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$446Average$660FlexibilityNo cancel feeOn-time69%

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