$124+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — ORD
Jan 25 — Feb 11
1 adult, Economy
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Cheapest flights from San José to IllinoisExplore 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 December 26, 2025.
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 December 26, 2025.
This Priceline deal was found by Cheapflights users on 12/24. 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.
Wed 12/312:52 pmSJO - ORD
1 stop27h 41mMultiple Airlines
Tue 1/134:10 pmORD - SJO
1 stop7h 30mMultiple Airlines
Deal found 12/24![Multiple Airlines logo]()
$330
This Expedia deal was found by Cheapflights users on 12/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:31 pmSJO - ORD
1 stop10h 59mMultiple Airlines
Thu 1/13:35 pmORD - SJO
1 stop31h 40mMultiple Airlines
Deal found 12/24![Multiple Airlines logo]()
$366
This Booking.com deal was found by Cheapflights users on 12/23. 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.
Wed 12/245:45 amSJO - ORD
1 stop7h 30mMultiple Airlines
Wed 12/316:05 amORD - SJO
1 stop7h 37mMultiple Airlines
Deal found 12/23![Multiple Airlines logo]()
$375
This Expedia deal was found by Cheapflights users on 12/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/251:31 pmSJO - ORD
1 stop10h 59mMultiple Airlines
Wed 12/312:00 pmORD - SJO
1 stop8h 55mMultiple Airlines
Deal found 12/24![Multiple Airlines logo]()
$381
This eDestinos deal was found by Cheapflights users on 12/23. 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.
Tue 12/301:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Wed 1/712:09 pmORD - SJO
2 stops24h 13mSpirit Airlines
Deal found 12/23![Spirit Airlines logo]()
$383
This Expedia deal was found by Cheapflights users on 12/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:31 pmSJO - ORD
1 stop10h 59mMultiple Airlines
Wed 1/75:50 amORD - SJO
1 stop7h 58mMultiple Airlines
Deal found 12/23![Multiple Airlines logo]()
$389
This Expedia deal was found by Cheapflights users on 12/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:45 amSJO - ORD
1 stop7h 30mMultiple Airlines
Thu 1/112:39 pmORD - SJO
1 stop25h 03mMultiple Airlines
Deal found 12/23![Multiple Airlines logo]()
$393
This Cheapflightsfares deal was found by Cheapflights users on 12/24. 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.
Sun 12/281:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Sat 1/175:15 amORD - SJO
1 stop7h 07mSpirit Airlines
Deal found 12/24![Spirit Airlines logo]()
$398
This Air Canada deal was found by Cheapflights users on 12/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:35 amSJO - ORD
1 stop9h 13mAir Canada
Sat 1/35:52 pmORD - SJO
1 stop29h 23mAir Canada
Deal found 12/24![Air Canada logo]()
$408
This Air Canada deal was found by Cheapflights users on 12/23. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:35 amSJO - ORD
1 stop9h 13mAir Canada
Wed 12/312:00 pmORD - SJO
1 stop8h 55mAir Canada
Deal found 12/23![Air Canada logo]()
$411
This Expedia deal was found by Cheapflights users on 12/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:52 pmSJO - MDW
1 stop26h 46mFrontier
Wed 12/316:12 amMDW - SJO
1 stop7h 30mFrontier
Deal found 12/23![Frontier logo]()
$415
This Booking.com deal was found by Cheapflights users on 12/24. 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.
Mon 12/291:31 pmSJO - ORD
1 stop10h 59mMultiple Airlines
Fri 1/210:12 amORD - SJO
1 stop23h 09mMultiple Airlines
Deal found 12/24![Multiple Airlines logo]()
$420
Find 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 December 26, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $274 (Cheapflightsfares) |
One-way from | $124 (CheapOair) |
Popular in | April |
Cheapest in | January |
Average price | $476 |
Good round-trip deal | $339 or less |
Good one-way deal | $148 or less |
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 December 26, 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 1/31
8:07 am-6:16 pm
1 stop10h 09m
Chicago O'Hare Intl
Fri 2/6
8:43 pm-12:22 pm
1 stop15h 39m
$275
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Tue 1/13
1:30 pm-11:22 am
1 stop21h 52m
Chicago O'Hare Intl
Thu 1/15
1:13 pm-11:37 am
2 stops22h 24m
$275
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sun 1/25
7:45 am-8:18 am
1 stop24h 33m
Chicago O'Hare Intl
Wed 1/28
9:23 am-3:30 pm
1 stop30h 07m
$293
San JoséSt. Louis
SJO - STL
SJOSTL
San José Juan Santamaria Intl
Mon 2/9
1:30 pm-10:27 pm
2 stops32h 57m
Lambert-St Louis
Mon 2/16
3:49 pm-11:40 am
1 stop19h 51m
$309
San JoséSt. Louis
SJO - STL
SJOSTL
San José Juan Santamaria Intl
Fri 1/23
6:30 am-10:00 pm
1 stop15h 30m
Lambert-St Louis
Mon 1/26
6:00 am-1:15 pm
1 stop7h 15m
$312
San JoséSt. Louis
SJO - STL
SJOSTL
San José Juan Santamaria Intl
Mon 2/9
6:30 am-10:00 pm
1 stop15h 30m
Lambert-St Louis
Mon 2/16
6:00 am-8:39 pm
1 stop14h 39m
$335
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fri 1/30
2:05 pm-7:35 pm
Nonstop5h 30m
Chicago O'Hare Intl
Mon 2/2
7:39 am-12:56 pm
Nonstop5h 17m
$340
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 2/5
2:05 pm-7:35 pm
Nonstop5h 30m
Chicago O'Hare Intl
Sun 2/22
8:10 pm-1:15 pm
1 stop17h 05m
$340
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Thu 1/15
2:05 pm-7:35 pm
Nonstop5h 30m
Chicago O'Hare Intl
Sun 1/18
9:05 pm-1:15 pm
1 stop16h 10m
$340
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sun 1/18
2:54 pm-12:24 am
1 stop9h 30m
Chicago O'Hare Intl
Wed 1/28
7:35 am-7:02 pm
1 stop11h 27m
$342
Showing 1-10 of 43 results
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 $195). Flying from San José to Illinois in March is currently the most expensive (average of $338). 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 December 26, 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 December 26, 2025.
The most flights from SJO to USIL are scheduled on a Wednesday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How much does it cost to fly round-trip from San José to Illinois?
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 December 26, 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
Food
6.8
Comfort
7.4
Overall
7.6
Boarding
7.8
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Food
6.8
Comfort
7.4
Overall
7.6
Boarding
7.8
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Food
6.8
Comfort
7.4
Overall
7.6
Boarding
7.8
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Food
6.8
Comfort
7.4
Overall
7.6
Boarding
7.8
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Food
6.8
Comfort
7.4
Overall
7.6
Boarding
7.8
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
Crew
8.1
Food
6.8
Comfort
7.4
Overall
7.6
Boarding
7.8
Entertainment
6.8
Reviews
1 / 20
2.0
MediocreMaria,Dec 2025
PTY - SLA
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.
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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 December 26, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$228 | Average$354 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$249 | Average$465 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$314 | Average$452 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$332 | Average$465 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$432 | Average$523 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$463 | Average$523 | FlexibilityNo cancel fee | On-time63% |