$109+ Cheap flights from San Jose, CA (SJC) to O'Hare Intl (ORD)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Nov 18 — Nov 251
Round-trip
1 adult, Economy
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Find cheap flights from San Jose to O'Hare Intl 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 San Jose to Chicago O'Hare Intl are usually found in May or February, booked 42 days in advance, depart on a Wednesday or Tuesday and return on a Saturday
Cheap flight deals from San Jose to O'Hare Intl
Cheapest
Best
Last-minute
One-way
Cheapest flights from San Jose to O'Hare IntlExplore the most affordable flight options available from San Jose to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
Explore the most affordable flight options available from San Jose to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 19, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:20 am -
1 stop10h 29m
Mon 11/167:57 pm -
1 stop15h 24m
Deal found 10/14![Alaska Airlines logo]()
$309
This Expedia deal was found by Cheapflights users on 10/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:37 am -
1 stop9h 22m
Sun 11/85:15 pm -
1 stop22h 31m
Deal found 10/14![Multiple Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 10/19. 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 11/196:30 am -
1 stop8h 35m
Mon 11/302:32 pm -
1 stop7h 17m
Deal found 10/19![Delta logo]()
$317
This Priceline deal was found by Cheapflights users on 10/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/73:48 pm -
1 stop11h 13m
Mon 12/146:21 am -
1 stop10h 42m
Deal found 10/14![Frontier logo]()
$318
This Frontier deal was found by Cheapflights users on 10/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:41 pm -
1 stop12h 32m
Tue 11/245:15 am -
1 stop12h 15m
Deal found 10/17![Frontier logo]()
$319
This Delta deal was found by Cheapflights users on 10/19. 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 11/199:38 am -
2 stops12h 16m
Tue 11/247:45 am -
1 stop8h 31m
Deal found 10/19![Delta logo]()
$322
This Alaska Airlines deal was found by Cheapflights users on 10/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1711:27 am -
1 stop10h 32m
Tue 12/227:00 am -
1 stop8h 55m
Deal found 10/16![Alaska Airlines logo]()
$327
This Expedia deal was found by Cheapflights users on 10/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:10 pm -
1 stop13h 04m
Wed 12/97:27 am -
1 stop8h 27m
Deal found 10/14![Multiple Airlines logo]()
$328
This CheapOair deal was found by Cheapflights users on 10/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:41 pm -
1 stop12h 32m
Sun 11/155:15 pm -
1 stop22h 31m
Deal found 10/16![Frontier logo]()
$329
This Expedia deal was found by Cheapflights users on 10/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/211:59 am -
1 stop10h 00m
Wed 12/99:00 am -
2 stops11h 56m
Deal found 10/16![Alaska Airlines logo]()
$330
This CheapOair deal was found by Cheapflights users on 10/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:41 pm -
1 stop12h 32m
Sun 11/2210:00 pm -
1 stop18h 15m
Deal found 10/15![Frontier logo]()
$331
Best flights from San Jose to O'Hare IntlDiscover carefully curated flight deals from San Jose to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
Discover carefully curated flight deals from San Jose to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 19, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:20 am -
1 stop10h 29m
Mon 11/167:57 pm -
1 stop15h 24m
Deal found 10/14![Alaska Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:40 pm -
2 stops10h 24m
Mon 11/162:03 pm -
2 stops10h 09m
Deal found 10/14![Delta logo]()
$380
This United Airlines deal was found by Cheapflights users on 10/14. 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 11/122:14 pm -
Nonstop4h 18m
Mon 11/168:08 pm -
Nonstop4h 51m
Deal found 10/14![United Airlines logo]()
$469
This Alaska Airlines deal was found by Cheapflights users on 10/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/103:23 pm -
1 stop6h 36m
Tue 12/157:27 am -
1 stop8h 27m
Deal found 10/16![Alaska Airlines logo]()
$327
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/137:37 am -
1 stop9h 22m
Sun 11/157:57 pm -
1 stop15h 24m
Deal found 10/15![Alaska Airlines logo]()
$397
This Delta deal was found by Cheapflights users on 10/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:00 am -
2 stops12h 47m
Sat 11/285:30 am -
1 stop8h 20m
Deal found 10/14![Delta logo]()
$438
This Delta deal was found by Cheapflights users on 10/15. 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.
Sun 11/228:40 pm -
2 stops10h 45m
Mon 11/307:45 am -
1 stop8h 31m
Deal found 10/15![Delta logo]()
$445
This Alaska Airlines deal was found by Cheapflights users on 10/17. 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.
Tue 12/111:22 am -
2 stops10h 37m
Tue 12/85:29 pm -
2 stops24h 44m
Deal found 10/17![Alaska Airlines logo]()
$413
This United Airlines deal was found by Cheapflights users on 10/16. 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 11/62:14 pm -
Nonstop4h 18m
Sun 11/89:02 am -
Nonstop5h 00m
Deal found 10/16![United Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 10/18. 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.
Thu 11/196:30 am -
1 stop8h 35m
Sun 11/226:23 am -
2 stops11h 16m
Deal found 10/18![Delta logo]()
$502
This Alaska Airlines deal was found by Cheapflights users on 10/18. 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.
Sun 12/277:20 am -
1 stop9h 34m
Thu 12/312:17 pm -
1 stop11h 42m
Deal found 10/18![Alaska Airlines logo]()
$470
Last-minute flights from San Jose to O'Hare IntlDiscover last-minute flight deals from San Jose to O'Hare Intl. Data last updated October 19, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to O'Hare Intl. Data last updated October 19, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 10/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:37 am -
1 stop9h 22m
Sun 11/85:15 pm -
1 stop22h 31m
Deal found 10/14![Multiple Airlines logo]()
$311
This Expedia deal was found by Cheapflights users on 10/17. 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.
Fri 11/67:37 am -
1 stop9h 22m
Mon 11/97:57 pm -
1 stop15h 24m
Deal found 10/17![Alaska Airlines logo]()
$327
This Mytrip deal was found by Cheapflights users on 10/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/69:07 pm -
2 stops25h 14m
Sun 11/85:15 pm -
2 stops28h 57m
Deal found 10/14![Frontier logo]()
$332
This CheapOair deal was found by Cheapflights users on 10/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/92:41 pm -
1 stop12h 32m
Sun 11/155:15 pm -
1 stop22h 31m
Deal found 10/16![Frontier logo]()
$329
This Alaska Airlines deal was found by Cheapflights users on 10/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1110:39 am -
1 stop11h 20m
Wed 11/189:30 am -
2 stops13h 45m
Deal found 10/15![Alaska Airlines logo]()
$330
This Alaska Airlines deal was found by Cheapflights users on 10/14. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:20 am -
1 stop10h 29m
Mon 11/167:57 pm -
1 stop15h 24m
Deal found 10/14![Alaska Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 10/19. 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 11/196:30 am -
1 stop8h 35m
Mon 11/302:32 pm -
1 stop7h 17m
Deal found 10/19![Delta logo]()
$317
This Frontier deal was found by Cheapflights users on 10/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:41 pm -
1 stop12h 32m
Tue 11/245:15 am -
1 stop12h 15m
Deal found 10/17![Frontier logo]()
$319
This Delta deal was found by Cheapflights users on 10/19. 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 11/199:38 am -
2 stops12h 16m
Tue 11/247:45 am -
1 stop8h 31m
Deal found 10/19![Delta logo]()
$322
This CheapOair deal was found by Cheapflights users on 10/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:41 pm -
1 stop12h 32m
Sun 11/2210:00 pm -
1 stop18h 15m
Deal found 10/15![Frontier logo]()
$331
This Expedia deal was found by Cheapflights users on 10/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:10 pm -
1 stop13h 04m
Wed 12/97:27 am -
1 stop8h 27m
Deal found 10/14![Multiple Airlines logo]()
$328
One-way flights from San Jose to O'Hare IntlSearch for one-way flight options from San Jose to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
Search for one-way flight options from San Jose to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated October 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/223:25 pm -
1 stop13h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$109
This Priceline deal was found by Cheapflights users on 10/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/79:59 pm -
1 stop6h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$129
This Super.com deal was found by Cheapflights users on 10/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/162:41 pm -
1 stop12h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$132
This Travelocity deal was found by Cheapflights users on 10/15. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:41 pm -
1 stop12h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/99:07 pm -
2 stops25h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Frontier logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Thu 12/102:40 pm -
2 stops36h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:07 pm -
2 stops25h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Frontier logo]()
$146
This Frontier deal was found by Cheapflights users on 10/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/224:15 pm -
1 stop10h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Frontier logo]()
$148
This Alaska Airlines deal was found by Cheapflights users on 10/16. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:37 am -
1 stop9h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Alaska Airlines logo]()
$149
This Frontier deal was found by Cheapflights users on 10/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/263:10 pm -
1 stop13h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/19![Frontier logo]()
$150
Find flight deals from San Jose to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to O'Hare Intl (ORD). 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 October 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $309 (Alaska Airlines) |
One-way from | $109 (Kiwi.com) |
Popular in | June |
Cheapest in | May |
Average price | $548 |
Good round-trip deal | $380 or less |
Good one-way deal | $220 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose to O'Hare Intl 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 7,457,451 searches. Data last updated October 19, 2026.
Use the filters below to find and compare flights from San Jose to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Mon 11/16
9:39 am-6:59 pm
1 stop7h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$149
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Thu 12/17
3:30 pm-11:59 pm
1 stop6h 29m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$149
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Wed 12/9
8:56 pm-9:04 am
2 stops10h 08m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$184
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Wed 3/17
11:00 am-11:59 pm
1 stop10h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$214
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Fri 1/1
11:22 am-6:02 am
1 stop16h 40m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$226
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Mon 1/4
2:35 pm-11:46 pm
1 stop7h 11m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$232
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Sun 2/14
3:17 pm-1:54 pm
1 stop20h 37m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$234
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Fri 3/19
5:15 pm-1:54 pm
1 stop18h 39m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$234
Quickest round-trip
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Sun 12/20
11:00 pm-5:17 am
Nonstop4h 17m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$239
San JoseChicago
SJC San Jose - ORD Chicago O'Hare Intl
SJCORD
San Jose
Wed 11/25
6:30 am-12:54 pm
Nonstop4h 24m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$239
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from San Jose to O'Hare Intl
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 San Jose to O'Hare Intl in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Jose, California-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Jose, California-Chicago O'Hare Intl Airport 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 San Jose, California-Chicago O'Hare Intl Airport 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 San Jose to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from San Jose with our price prediction graph.
SJC-ORD
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 Jose to Chicago O'Hare Intl Airport
Prices
Airlines
How far ahead should I book a flight from San Jose, California to Chicago O'Hare Intl Airport?
Booking 41 days in advance of your planned departure date is, on average, the best time to get cheap flights from San Jose, California to Chicago O'Hare Intl Airport. 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 San Jose, California to Chicago O'Hare Intl Airport?
Currently, May is the cheapest month in which you can book a flight from San Jose, California to Chicago O'Hare Intl Airport (average of $379). Flying from San Jose, California to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $577). 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 SJC to ORD?
Find hourly flight availability from San Jose to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 19, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Jose, California to Chicago O'Hare Intl Airport as you normally would.
The best insider tips for San Jose to Chicago O'Hare Intl Airport 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 San Jose to Chicago O'Hare Intl Airport trip
Our travel experts
Reviews of airlines servicing O'Hare Intl
Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated October 19, 2026.
Read reviews from past customers who have flown Alaska Airlines,Southwest, andDelta from San Jose to Chicago O'Hare Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Food
7.0
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Food
7.0
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Food
7.0
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Food
7.0
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Food
7.0
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentAnonymous,Dec 2025
SJC - SEA
Related info for your journey
Find useful and relevant information for your journey from San Jose to O'Hare Intl. 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 Chicago O'Hare Intl Airport?
Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locationsBenton Harbor
Rosemont
Naperville
Lake Geneva
Des Plaines
Glenview
Schaumburg
Oak Brook
Oakbrook Terrace
Delavan
Aurora
Libertyville
Rockford
Hoffman Estates
Beloit
Orland Park
South Holland
Elgin
Racine
Janesville
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Other flights to O'Hare Intl
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 19, 2026.
San Jose and O'Hare Intl flights
Browse other San Jose and O'Hare Intl flight options. Last updated on October 19, 2026.
Other flights from San Jose
Browse through other flights departing from San Jose. Flights are based on user searches made on Cheapflights and were last updated on October 19, 2026.
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Top 6 airlines flying from San Jose to O'Hare Intl
Discover the top 6 airlines that operate flights from San Jose to O'Hare Intl. 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 7,457,451 searches. Data last updated October 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$183 | Average$490 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$200 | Average$427 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$236 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$256 | Average$346 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$256 | Average$493 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$278 | Average$560 | FlexibilityNo cancel fee | On-time69% |