$127+ Cheap flights from O'Hare Intl (ORD) to San Jose, CA (SJC)
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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SJC
Jun 20 — Jun 271
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to San Jose 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
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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 Jose are usually found in August or July, booked 73 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday
Cheap flight deals from O'Hare Intl to San Jose
Cheapest
Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to San JoseExplore the most affordable flight options available from O'Hare Intl to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 21, 2026.
Explore the most affordable flight options available from O'Hare Intl to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 21, 2026.
This Delta deal was found by Cheapflights users on 5/18. 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 7/16:30 am
ORD
- SJC
1 stop7h 35m
Delta
Tue 7/219:45 am
SJC
- ORD
1 stop7h 12m
Delta
Deal found 5/18![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 5/18. 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 7/16:30 am
ORD
- SJC
1 stop7h 35m
Delta
Wed 7/87:00 am
SJC
- ORD
2 stops9h 57m
Delta
Deal found 5/18![Delta logo]()
$282
This Delta deal was found by Cheapflights users on 5/20. 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 8/51:59 pm
ORD
- SJC
2 stops10h 14m
Delta
Tue 8/119:35 am
SJC
- ORD
2 stops10h 23m
Delta
Deal found 5/20![Delta logo]()
$288
This CheapOair deal was found by Cheapflights users on 5/20. 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.
Wed 7/87:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Wed 7/155:02 pm
SJC
- ORD
1 stop18h 19m
Alaska Airlines
Deal found 5/20![Alaska Airlines logo]()
$292
This Frontier deal was found by Cheapflights users on 5/18. 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.
Sat 7/47:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Sat 7/182:12 pm
SJC
- ORD
1 stop13h 16m
Frontier
Deal found 5/18![Frontier logo]()
$298
This Expedia deal was found by Cheapflights users on 5/18. 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 7/17:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Sun 7/198:25 pm
SJC
- ORD
1 stop7h 52m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$299
This Frontier deal was found by Cheapflights users on 5/18. 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.
Thu 7/27:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Thu 7/98:25 pm
SJC
- ORD
1 stop7h 52m
Frontier
Deal found 5/18![Frontier logo]()
$302
This Frontier deal was found by Cheapflights users on 5/18. 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.
Thu 7/27:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Sat 7/182:12 pm
SJC
- ORD
1 stop13h 16m
Frontier
Deal found 5/18![Frontier logo]()
$303
This Frontier deal was found by Cheapflights users on 5/18. 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.
Sat 7/47:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Sun 7/198:25 pm
SJC
- ORD
1 stop7h 52m
Frontier
Deal found 5/18![Frontier logo]()
$304
This Expedia deal was found by Cheapflights users on 5/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Sun 7/52:12 pm
SJC
- ORD
1 stop13h 16m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$305
This CheapOair deal was found by Cheapflights users on 5/19. 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.
Wed 6/107:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Tue 6/235:02 pm
SJC
- ORD
1 stop18h 19m
Alaska Airlines
Deal found 5/19![Alaska Airlines logo]()
$307
Best flights from O'Hare Intl to San JoseDiscover carefully curated flight deals from O'Hare Intl to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 21, 2026.
Discover carefully curated flight deals from O'Hare Intl to San Jose that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 21, 2026.
This Delta deal was found by Cheapflights users on 5/17. 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 6/242:45 pm
ORD
- SJC
1 stop9h 31m
Delta
Tue 6/301:10 pm
SJC
- ORD
1 stop6h 15m
Delta
Deal found 5/17![Delta logo]()
$277
This Alaska Airlines deal was found by Cheapflights users on 5/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:01 am
ORD
- SJC
1 stop9h 29m
Alaska Airlines
Sat 8/2210:12 am
SJC
- ORD
1 stop6h 51m
Alaska Airlines
Deal found 5/17![Alaska Airlines logo]()
$337
This United Airlines deal was found by Cheapflights users on 5/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/97:55 pm
ORD
- SJC
Nonstop4h 45m
United Airlines
Mon 7/132:32 pm
SJC
- ORD
1 stop6h 17m
United Airlines
Deal found 5/17![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:25 am
ORD
- SJC
2 stops9h 48m
Delta
Tue 8/116:12 pm
SJC
- ORD
2 stops11h 44m
Delta
Deal found 5/16![Delta logo]()
$288
This Delta deal was found by Cheapflights users on 5/20. 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 7/87:45 am
ORD
- SJC
2 stops11h 27m
Delta
Mon 7/136:12 pm
SJC
- ORD
2 stops12h 18m
Delta
Deal found 5/20![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 5/20. 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 10/206:00 am
ORD
- SJC
2 stops11h 47m
Delta
Mon 10/2611:33 am
SJC
- ORD
1 stop10h 13m
Delta
Deal found 5/20![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 5/18. 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 9/27:30 am
ORD
- SJC
2 stops9h 23m
Delta
Sun 9/66:30 am
SJC
- ORD
1 stop8h 18m
Delta
Deal found 5/18![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 5/21. 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.
Thu 7/28:36 am
ORD
- SJC
2 stops9h 29m
Delta
Wed 7/89:55 am
SJC
- ORD
2 stops9h 53m
Delta
Deal found 5/21![Delta logo]()
$362
This Delta deal was found by Cheapflights users on 5/18. 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 7/87:35 am
ORD
- SJC
1 stop8h 37m
Delta
Wed 7/88:19 pm
SJC
- ORD
2 stops10h 11m
Delta
Deal found 5/18![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/92:45 pm
ORD
- SJC
1 stop9h 31m
Delta
Thu 6/111:40 pm
SJC
- ORD
1 stop6h 17m
Delta
Deal found 5/16![Delta logo]()
$372
This Delta deal was found by Cheapflights users on 5/19. 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.
Thu 7/92:02 pm
ORD
- SJC
2 stops10h 11m
Delta
Mon 7/137:10 pm
SJC
- ORD
2 stops10h 49m
Delta
Deal found 5/19![Delta logo]()
$437
Last-minute flights from O'Hare Intl to San JoseDiscover last-minute flight deals from O'Hare Intl to San Jose. Data last updated May 21, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to San Jose. Data last updated May 21, 2026 and is based on user searches.
This Travelocity deal was found by Cheapflights users on 5/19. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
ORD
- SJC
1 stop9h 40m
Alaska Airlines
Tue 6/163:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Deal found 5/19![Alaska Airlines logo]()
$322
This CheapOair deal was found by Cheapflights users on 5/19. 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.
Wed 6/107:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Tue 6/235:02 pm
SJC
- ORD
1 stop18h 19m
Alaska Airlines
Deal found 5/19![Alaska Airlines logo]()
$307
This Expedia deal was found by Cheapflights users on 5/20. 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 6/106:20 am
ORD
- SJC
1 stop7h 04m
Multiple Airlines
Sat 6/132:12 pm
SJC
- ORD
1 stop12h 55m
Multiple Airlines
Deal found 5/20![Multiple Airlines logo]()
$328
This Delta deal was found by Cheapflights users on 5/18. 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 6/168:36 am
ORD
- SJC
2 stops10h 41m
Delta
Tue 6/237:00 am
SJC
- ORD
2 stops12h 57m
Delta
Deal found 5/18![Delta logo]()
$288
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Wed 6/177:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Sat 6/205:02 pm
SJC
- ORD
1 stop18h 19m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$312
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/197:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Tue 6/233:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$327
This CheapOair deal was found by Cheapflights users on 5/19. 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.
Wed 6/247:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Tue 6/303:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Deal found 5/19![Alaska Airlines logo]()
$292
This Expedia deal was found by Cheapflights users on 5/18. 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.
Sat 6/277:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Mon 6/292:12 pm
SJC
- ORD
1 stop12h 55m
Frontier
Deal found 5/18![Frontier logo]()
$329
This Frontier deal was found by Cheapflights users on 5/18. 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.
Mon 6/297:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Sat 7/182:12 pm
SJC
- ORD
1 stop13h 16m
Frontier
Deal found 5/18![Frontier logo]()
$324
This Delta deal was found by Cheapflights users on 5/18. 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 6/306:55 am
ORD
- SJC
1 stop9h 16m
Delta
Wed 7/221:40 pm
SJC
- ORD
1 stop6h 08m
Delta
Deal found 5/18![Delta logo]()
$277
This Expedia deal was found by Cheapflights users on 5/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/307:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Sun 7/52:12 pm
SJC
- ORD
1 stop13h 16m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$305
One-way flights from O'Hare Intl to San JoseSearch for one-way flight options from O'Hare Intl to San Jose. Find affordable one-way fares based on user searches. Data last updated May 21, 2026.
Search for one-way flight options from O'Hare Intl to San Jose. Find affordable one-way fares based on user searches. Data last updated May 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Sat 7/47:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Deal found 5/17![Frontier logo]()
$127
This United Airlines deal was found by Cheapflights users on 5/21. 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 9/18:59 am
ORD
- SJC
Nonstop4h 46m
United Airlines
Deal found 5/21![United Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 9/2911:06 am
ORD
- SJC
2 stops35h 02m
Frontier
Deal found 5/19![Frontier logo]()
$135
This Delta deal was found by Cheapflights users on 5/17. 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 7/16:30 am
ORD
- SJC
1 stop7h 35m
Delta
Deal found 5/17![Delta logo]()
$139
This Delta deal was found by Cheapflights users on 5/17. 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.
Tue 7/78:27 am
ORD
- SJC
2 stops10h 45m
Delta
Deal found 5/17![Delta logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 7/39:13 pm
ORD
- SJC
1 stop24h 24m
Frontier
Deal found 5/20![Frontier logo]()
$152
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$154
This CheapOair deal was found by Cheapflights users on 5/20. 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 6/167:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Deal found 5/20![Alaska Airlines logo]()
$159
This CheapOair deal was found by Cheapflights users on 5/18. 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.
Thu 7/169:13 pm
ORD
- SJC
1 stop24h 26m
Frontier
Deal found 5/18![Frontier logo]()
$160
Find flight deals from O'Hare Intl to San Jose
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to San Jose (SJC). 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 May 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $277 (Delta) |
One-way from | $127 (Kiwi.com) |
Popular in | January |
Cheapest in | August |
Average price | $397 |
Good round-trip deal | $394 or less |
Good one-way deal | $363 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to San Jose 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 May 21, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to San Jose that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 6/24
2:45 pm-10:16 pm
1 stop9h 31m
San Jose
Tue 6/30
1:10 pm-9:25 pm
1 stop6h 15m
$277
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 8/5
6:25 am-2:13 pm
2 stops9h 48m
San Jose
Tue 8/11
6:12 pm-7:56 am
2 stops11h 44m
$288
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 8/19
6:01 am-1:30 pm
1 stop9h 29m
San Jose
Sat 8/22
10:12 am-7:03 pm
1 stop6h 51m
$337
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 7/8
7:45 am-5:12 pm
2 stops11h 27m
San Jose
Mon 7/13
6:12 pm-8:30 am
2 stops12h 18m
$338
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Tue 10/20
6:00 am-3:47 pm
2 stops11h 47m
San Jose
Mon 10/26
11:33 am-11:46 pm
1 stop10h 13m
$357
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 9/2
7:30 am-2:53 pm
2 stops9h 23m
San Jose
Sun 9/6
6:30 am-4:48 pm
1 stop8h 18m
$357
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Thu 7/2
8:36 am-4:05 pm
2 stops9h 29m
San Jose
Wed 7/8
9:55 am-9:48 pm
2 stops9h 53m
$362
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Wed 7/8
7:35 am-2:12 pm
1 stop8h 37m
San Jose
Wed 7/8
8:19 pm-8:30 am
2 stops10h 11m
$363
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Tue 6/9
2:45 pm-10:16 pm
1 stop9h 31m
San Jose
Thu 6/11
1:40 pm-9:57 pm
1 stop6h 17m
$372
Quickest round-trip
ChicagoSan Jose
ORD - SJC
ORDSJC
Chicago O'Hare Intl
Thu 7/9
7:55 pm-10:40 pm
Nonstop4h 45m
San Jose
Mon 7/13
2:32 pm-10:49 pm
1 stop6h 17m
$417
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from O'Hare Intl to San Jose
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 Jose in May.
| 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 Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-San Jose, California 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 Jose, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-San Jose, California 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 Jose, California 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 Jose, California 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 Jose
Have a flexible travel schedule? Discover the best time to fly to San Jose from O'Hare Intl with our price prediction graph.
ORD-SJC
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 Jose
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How far ahead should I book a flight from Chicago O'Hare Intl Airport to San Jose, California?
Booking 71 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to San Jose, California. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to San Jose, California?
Currently, August is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to San Jose, California (average of $372). Flying from Chicago O'Hare Intl Airport to San Jose, California in January is currently the most expensive (average of $545). 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 SJC?
Find hourly flight availability from O'Hare Intl to San Jose. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 21, 2026.
When flying from Chicago O'Hare Intl Airport to San Jose, California, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
What’s the top layover airport for flights from Chicago O'Hare Intl Airport to San Jose, California?
Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to San Jose, California chosen by Cheapflights users in the past 12 months, using the same layover each way.
San Diego (SAN) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago O'Hare Intl Airport to San Jose, California on Cheapflights.
What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to San Jose, California?
Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to San Jose, California, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Las Vegas (LAS) is the most affordable 1-stop option, with an average round-trip price of $299.
What’s the fastest layover option from Chicago O'Hare Intl Airport to San Jose, California?
Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to San Jose, California, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via San Diego (SAN) have the shortest average one-way travel time for 1-stop routes: 7h 02m.
Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to San Jose, California?
Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to San Jose, California, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via San Diego (SAN) offer the fastest connection on this route, with an average layover time of 2h 28m.
The best insider tips for Chicago O'Hare Intl Airport to San Jose flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to San Jose trip
Our travel experts
Reviews of airlines servicing San Jose
Get insights into the airlines that provide service to San Jose. 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 Jose. Reviews last updated May 21, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to San Jose, such as Alaska Airlines,Southwest, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.5
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.0
Crew
8.5
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.0
Crew
8.5
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.0
Crew
8.5
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.0
Crew
8.5
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Food
7.0
Crew
8.5
Entertainment
7.0
Overall
7.9
Boarding
8.1
Comfort
7.8
Reviews
1 / 20
10.0
Excellentrobert,Feb 2026
LAS - SAN
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to San Jose. 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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O'Hare Intl and San Jose flights
Browse other O'Hare Intl and San Jose flight options. Last updated on May 21, 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 May 21, 2026.
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Top 6 airlines flying from O'Hare Intl to San Jose
Discover the top 6 airlines that operate flights from O'Hare Intl to San Jose. 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 May 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$80 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$138 | Average$373 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$232 | Average$362 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$331 | Average$481 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$342 | Average$452 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$406 | Average$620 | FlexibilityNo cancel fee | On-time71% |