$118+ Cheap flights from O'Hare Intl (ORD) 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJO
Sep 16 — Sep 231
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to San José with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago O'Hare Intl to San José Juan Santamaria Intl are usually found in October or September, booked 44 days in advance, depart on a Tuesday or Monday and return on a Friday
Cheap flight deals from O'Hare Intl to San José
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Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to San JoséExplore the most affordable flight options available from O'Hare Intl to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
Explore the most affordable flight options available from O'Hare Intl to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2026.
This American Airlines deal was found by Cheapflights users on 8/16. 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 8/288:00 am -
2 stops12h 52m
Fri 9/41:07 pm -
1 stop17h 35m
Deal found 8/16![American Airlines logo]()
$417
This Copa Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 9/53:20 pm -
1 stop20h 38m
Wed 9/910:03 am -
1 stop13h 59m
Deal found 8/13![Copa Airlines logo]()
$430
This Copa Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 9/123:20 pm -
1 stop17h 59m
Sat 9/198:30 am -
1 stop15h 32m
Deal found 8/14![Copa Airlines logo]()
$431
This Copa Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 10/93:20 pm -
1 stop20h 38m
Mon 10/124:08 am -
1 stop8h 51m
Deal found 8/13![Copa Airlines logo]()
$433
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 9/285:30 am -
1 stop7h 51m
Sat 10/37:55 am -
1 stop11h 10m
Deal found 8/16![United Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Tue 9/295:30 am -
1 stop7h 51m
Tue 10/67:55 am -
1 stop12h 47m
Deal found 8/14![United Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/305:30 am -
1 stop7h 51m
Sun 10/41:25 pm -
1 stop9h 02m
Deal found 8/14![United Airlines logo]()
$444
This Copa Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 10/103:20 pm -
1 stop16h 50m
Sat 10/178:30 am -
1 stop15h 27m
Deal found 8/14![Copa Airlines logo]()
$448
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 11/512:40 pm -
1 stop7h 59m
Fri 11/131:55 pm -
1 stop10h 06m
Deal found 8/14![United Airlines logo]()
$449
This Copa Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 10/103:20 pm -
1 stop16h 50m
Thu 10/155:55 pm -
1 stop19h 04m
Deal found 8/14![Copa Airlines logo]()
$450
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 11/1112:35 am -
1 stop24h 50m
Thu 11/192:25 am -
1 stop20h 30m
Deal found 8/17![Viva logo]()
$453
This Delta deal was found by Cheapflights users on 8/17. 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.
Wed 11/111:30 pm -
1 stop8h 45m
Fri 11/202:30 pm -
1 stop9h 29m
Deal found 8/17![Delta logo]()
$455
Best flights from O'Hare Intl to San JoséDiscover carefully curated flight deals from O'Hare Intl to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
Discover carefully curated flight deals from O'Hare Intl to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
This United Airlines deal was found by Cheapflights users on 8/14. 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 1/177:02 am -
Nonstop5h 13m
Thu 1/281:25 pm -
Nonstop5h 32m
Deal found 8/14![United Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 1/2011:30 am -
2 stops10h 35m
Thu 1/287:05 am -
2 stops13h 32m
Deal found 8/12![Delta logo]()
$553
This United Airlines deal was found by Cheapflights users on 8/12. 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 2/36:00 am -
1 stop7h 22m
Tue 2/91:15 am -
1 stop10h 12m
Deal found 8/12![United Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Tue 1/127:45 am -
1 stop10h 31m
Fri 2/121:25 pm -
Nonstop5h 32m
Deal found 8/15![United Airlines logo]()
$467
This Delta deal was found by Cheapflights users on 8/13. 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.
Wed 12/167:00 am -
2 stops15h 15m
Sun 12/207:00 am -
2 stops13h 24m
Deal found 8/13![Delta logo]()
$557
This Delta deal was found by Cheapflights users on 8/13. 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.
Mon 11/97:00 am -
2 stops15h 15m
Sun 11/227:00 am -
1 stop12h 02m
Deal found 8/13![Delta logo]()
$563
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 1/216:00 am -
1 stop14h 39m
Fri 1/291:25 pm -
Nonstop5h 32m
Deal found 8/13![United Airlines logo]()
$528
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Fri 1/299:25 am -
1 stop11h 14m
Fri 2/51:25 pm -
Nonstop5h 32m
Deal found 8/16![United Airlines logo]()
$545
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 9/147:30 am -
1 stop13h 07m
Mon 9/217:55 am -
1 stop16h 04m
Deal found 8/16![United Airlines logo]()
$555
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Thu 1/146:00 am -
1 stop12h 16m
Mon 1/181:25 pm -
Nonstop5h 32m
Deal found 8/14![United Airlines logo]()
$578
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Thu 1/77:02 am -
Nonstop5h 13m
Sun 1/101:15 am -
1 stop8h 10m
Deal found 8/16![United Airlines logo]()
$584
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 12/57:39 am -
Nonstop5h 17m
Fri 12/112:00 pm -
1 stop9h 42m
Deal found 8/15![United Airlines logo]()
$633
Last-minute flights from O'Hare Intl to San JoséDiscover last-minute flight deals from O'Hare Intl to San José. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to San José. Data last updated August 17, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/16. 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 8/288:00 am -
2 stops12h 52m
Fri 9/41:07 pm -
1 stop17h 35m
Deal found 8/16![American Airlines logo]()
$417
This Copa Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 9/53:20 pm -
1 stop20h 38m
Wed 9/910:03 am -
1 stop13h 59m
Deal found 8/13![Copa Airlines logo]()
$430
This Copa Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 9/123:20 pm -
1 stop17h 59m
Sat 9/198:30 am -
1 stop15h 32m
Deal found 8/14![Copa Airlines logo]()
$431
This Copa Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 9/143:20 pm -
1 stop16h 50m
Mon 9/2110:03 am -
1 stop13h 59m
Deal found 8/16![Copa Airlines logo]()
$460
This Copa Airlines deal was found by Cheapflights users on 8/14. 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.
Fri 9/188:01 am -
1 stop24h 25m
Fri 9/255:45 am -
1 stop18h 17m
Deal found 8/14![Copa Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 8/16. 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.
Mon 9/285:30 am -
1 stop7h 51m
Sat 10/37:55 am -
1 stop11h 10m
Deal found 8/16![United Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Tue 9/295:30 am -
1 stop7h 51m
Tue 10/67:55 am -
1 stop12h 47m
Deal found 8/14![United Airlines logo]()
$440
This Delta deal was found by Cheapflights users on 8/15. 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 9/295:30 am -
1 stop7h 24m
Tue 10/61:25 pm -
1 stop9h 32m
Deal found 8/15![Delta logo]()
$472
This American Airlines deal was found by Cheapflights users on 8/15. 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 9/296:00 am -
1 stop7h 59m
Tue 10/66:00 am -
2 stops10h 51m
Deal found 8/15![American Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/305:30 am -
1 stop7h 51m
Sun 10/41:25 pm -
1 stop9h 02m
Deal found 8/14![United Airlines logo]()
$444
One-way flights from O'Hare Intl to San JoséSearch for one-way flight options from O'Hare Intl to San José. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from O'Hare Intl to San José. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Frontier deal was found by Cheapflights users on 8/14. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:11 pm -
1 stop13h 19m
Deal found 8/14![Frontier logo]()
$118
This CheapOair deal was found by Cheapflights users on 8/12. 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.
Tue 8/251:49 pm -
1 stop11h 10m
Deal found 8/12![Multiple Airlines logo]()
$140
This FlightHub deal was found by Cheapflights users on 8/14. 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.
Tue 2/912:48 pm -
1 stop11h 11m
Deal found 8/14![Multiple Airlines logo]()
$156
This Viva deal was found by Cheapflights users on 8/16. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/312:35 am -
1 stop24h 50m
Deal found 8/16![Viva logo]()
$179
This CheapOair deal was found by Cheapflights users on 8/13. 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 9/262:53 am -
1 stop22h 06m
Deal found 8/13![Multiple Airlines logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/221:21 pm -
2 stops47h 54m
Deal found 8/12![Multiple Airlines logo]()
$201
This FlightHub deal was found by Cheapflights users on 8/15. 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.
Tue 2/212:48 pm -
1 stop11h 11m
Deal found 8/15![Multiple Airlines logo]()
$203
This Viva deal was found by Cheapflights users on 8/13. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:35 am -
1 stop24h 50m
Deal found 8/13![Viva logo]()
$205
This Volaris deal was found by Cheapflights users on 8/16. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:53 am -
1 stop22h 06m
Deal found 8/16![Multiple Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 8/2212:44 am -
2 stops43h 06m
Deal found 8/16![Multiple Airlines logo]()
$207
Find flight deals from O'Hare Intl to San José
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $417 (American Airlines) |
One-way from | $118 (Frontier) |
Popular in | December |
Cheapest in | October |
Average price | $584 |
Good round-trip deal | $562 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl 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 August 17, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Sun 1/17
7:02 am-12:15 pm
Nonstop5h 13m
San José Juan Santamaria Intl
Thu 1/28
1:25 pm-6:57 pm
Nonstop5h 32m
$440
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Wed 2/3
6:00 am-1:22 pm
1 stop7h 22m
San José Juan Santamaria Intl
Tue 2/9
1:15 am-11:27 am
1 stop10h 12m
$456
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Tue 1/12
7:45 am-6:16 pm
1 stop10h 31m
San José Juan Santamaria Intl
Fri 2/12
1:25 pm-6:57 pm
Nonstop5h 32m
$467
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Thu 1/21
6:00 am-8:39 pm
1 stop14h 39m
San José Juan Santamaria Intl
Fri 1/29
1:25 pm-6:57 pm
Nonstop5h 32m
$528
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Fri 1/29
9:25 am-8:39 pm
1 stop11h 14m
San José Juan Santamaria Intl
Fri 2/5
1:25 pm-6:57 pm
Nonstop5h 32m
$545
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Wed 1/20
11:30 am-10:05 pm
2 stops10h 35m
San José Juan Santamaria Intl
Thu 1/28
7:05 am-8:37 pm
2 stops13h 32m
$553
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Mon 9/14
7:30 am-7:37 pm
1 stop13h 07m
San José Juan Santamaria Intl
Mon 9/21
7:55 am-12:59 am
1 stop16h 04m
$555
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Wed 12/16
7:00 am-10:15 pm
2 stops15h 15m
San José Juan Santamaria Intl
Sun 12/20
7:00 am-8:24 pm
2 stops13h 24m
$557
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Mon 11/9
7:00 am-10:15 pm
2 stops15h 15m
San José Juan Santamaria Intl
Sun 11/22
7:00 am-7:02 pm
1 stop12h 02m
$563
ChicagoSan José
ORD Chicago O'Hare Intl - SJO San José Juan Santamaria Intl
ORDSJO
Chicago O'Hare Intl
Thu 1/14
6:00 am-6:16 pm
1 stop12h 16m
San José Juan Santamaria Intl
Mon 1/18
1:25 pm-6:57 pm
Nonstop5h 32m
$578
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from O'Hare Intl to San José
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to San José in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San José flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-San José flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from O'Hare Intl to San José
Have a flexible travel schedule? Discover the best time to fly to San José from O'Hare Intl with our price prediction graph.
ORD-SJO
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 Chicago O'Hare Intl Airport to San José
Prices
Delays
How far ahead should I book a flight from Chicago O'Hare Intl Airport to San José?
To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to San José, you should look to book at least 43 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to San José?
Currently, October is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San José (average of $367). Flying from Chicago O'Hare Intl Airport to San José in December is currently the most expensive (average of $662). 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 ORD to SJO?
Find hourly flight availability from O'Hare Intl 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 August 17, 2026.
When flying from Chicago O'Hare Intl Airport to San José, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How often are flights from Chicago to San José delayed?
About 20% of weekly flights between Chicago and San José have experienced delays in the past year, with the average delay time being 163 minutes.
What is the most punctual flight time for Chicago to San José flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to San José flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
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 August 17, 2026.
See what other customers who have flown with Southwest,Copa Airlines, andUnited Airlines from Chicago O'Hare Intl Airport to San José have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
Dominical
Manuel Antonio
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O'Hare Intl and San José flights
Browse other O'Hare Intl and San José flight options. Last updated on August 17, 2026.
Other flights from O'Hare Intl
Browse through other flights departing from O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
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Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
Top 10 airlines flying from O'Hare Intl to San José
Discover the top 10 airlines that operate flights from O'Hare Intl 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 August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$670 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$151 | Average$796 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$221 | Average$482 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$303 | Average$488 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$336 | Average$553 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$383 | Average$602 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$384 | Average$740 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$390 | Average$598 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$395 | Average$484 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$551 | Average$650 | FlexibilityNo cancel fee | On-time67% |