$144+ Cheap flights from San Jose, CA (SJC) to O'Hare Intl (ORD)
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 7/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — ORD
Jul 22 — Jul 291
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
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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 San Jose to Chicago O'Hare Intl are usually found in May or September, booked 10 days in advance, depart on a Wednesday or Saturday and return on a Thursday
Cheap flight deals from San Jose to O'Hare Intl
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Best
Last-minute
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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 June 22, 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 June 22, 2026.
This Booking.com deal was found by Cheapflights users on 6/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:29 am
SJC
- ORD
1 stop9h 52m
Multiple Airlines
Sun 8/239:07 pm
ORD
- SJC
1 stop16h 55m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$332
This Expedia deal was found by Cheapflights users on 6/17. 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 7/108:23 pm
SJC
- ORD
1 stop7h 54m
Multiple Airlines
Mon 7/137:59 pm
ORD
- SJC
1 stop15h 27m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$333
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 7/1510:03 am
SJC
- ORD
1 stop6h 54m
Alaska Airlines
Sat 7/186:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$334
This Alaska Airlines deal was found by Cheapflights users on 6/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/278:29 am
SJC
- ORD
1 stop8h 52m
Alaska Airlines
Thu 10/12:18 pm
ORD
- SJC
1 stop6h 51m
Alaska Airlines
Deal found 6/21![Alaska Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Mon 8/108:23 pm
SJC
- ORD
2 stops22h 29m
Frontier
Wed 8/199:20 pm
ORD
- SJC
1 stop24h 08m
Frontier
Deal found 6/19![Frontier logo]()
$337
This Frontier deal was found by Cheapflights users on 6/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Fri 7/247:15 am
ORD
- SJC
1 stop8h 02m
Frontier
Deal found 6/20![Frontier logo]()
$338
This Booking.com deal was found by Cheapflights users on 6/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:12 pm
SJC
- ORD
1 stop13h 25m
Multiple Airlines
Sat 7/116:20 am
ORD
- SJC
1 stop7h 04m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$340
This Frontier deal was found by Cheapflights users on 6/19. 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.
Fri 7/102:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Mon 7/137:15 am
ORD
- SJC
1 stop8h 02m
Frontier
Deal found 6/19![Frontier logo]()
$343
This Mytrip deal was found by Cheapflights users on 6/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/68:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Sun 8/99:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/18![Frontier logo]()
$344
This Expedia deal was found by Cheapflights users on 6/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/92:12 pm
SJC
- ORD
1 stop13h 25m
Multiple Airlines
Tue 7/146:20 am
ORD
- SJC
1 stop7h 04m
Multiple Airlines
Deal found 6/19![Multiple Airlines logo]()
$345
This United Airlines deal was found by Cheapflights users on 6/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:20 am
SJC
- ORD
Nonstop4h 25m
United Airlines
Thu 8/279:00 am
ORD
- SJC
Nonstop4h 46m
United Airlines
Deal found 6/19![United Airlines logo]()
$346
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 June 22, 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 June 22, 2026.
This Delta deal was found by Cheapflights users on 6/17. 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 7/147:00 am
SJC
- ORD
2 stops9h 57m
Delta
Tue 7/217:45 am
ORD
- SJC
2 stops11h 27m
Delta
Deal found 6/17![Delta logo]()
$391
This Alaska Airlines deal was found by Cheapflights users on 6/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:46 pm
SJC
- ORD
2 stops9h 34m
Alaska Airlines
Wed 9/232:18 pm
ORD
- SJC
1 stop6h 51m
Alaska Airlines
Deal found 6/21![Alaska Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 6/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:20 am
SJC
- ORD
Nonstop4h 25m
United Airlines
Tue 9/18:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 6/20![United Airlines logo]()
$429
This Delta deal was found by Cheapflights users on 6/20. 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.
Fri 8/217:00 am
SJC
- ORD
1 stop8h 40m
Delta
Tue 9/18:28 am
ORD
- SJC
2 stops9h 38m
Delta
Deal found 6/20![Delta logo]()
$393
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 7/145:02 pm
SJC
- ORD
1 stop18h 19m
Alaska Airlines
Sun 7/196:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 8/246:20 am
SJC
- ORD
Nonstop4h 25m
United Airlines
Mon 8/319:00 am
ORD
- SJC
Nonstop4h 46m
United Airlines
Deal found 6/21![United Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 6/21. 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.
Mon 8/317:00 am
SJC
- ORD
2 stops12h 30m
Delta
Mon 9/76:00 am
ORD
- SJC
1 stop8h 27m
Delta
Deal found 6/21![Delta logo]()
$465
This United Airlines deal was found by Cheapflights users on 6/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
Fri 8/288:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 6/20![United Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 6/21. 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.
Fri 8/286:20 am
SJC
- ORD
Nonstop4h 25m
United Airlines
Tue 9/14:20 pm
ORD
- SJC
1 stop6h 37m
United Airlines
Deal found 6/21![United Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 6/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
Sun 9/208:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 6/20![United Airlines logo]()
$480
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 7/102:32 pm
SJC
- ORD
1 stop6h 17m
United Airlines
Mon 7/137:58 pm
ORD
- SJC
Nonstop4h 45m
United Airlines
Deal found 6/17![United Airlines logo]()
$487
Last-minute flights from San Jose to O'Hare IntlDiscover last-minute flight deals from San Jose to O'Hare Intl. Data last updated June 22, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to O'Hare Intl. Data last updated June 22, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 6/17. 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.
Sat 6/272:12 pm
SJC
- ORD
1 stop12h 55m
Multiple Airlines
Fri 7/312:20 pm
ORD
- SJC
1 stop6h 51m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$422
This Gotogate deal was found by Cheapflights users on 6/21. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/272:12 pm
SJC
- ORD
1 stop12h 55m
Frontier
Wed 7/89:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/21![Frontier logo]()
$436
This Expedia deal was found by Cheapflights users on 6/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/292:12 pm
SJC
- ORD
1 stop12h 55m
Frontier
Thu 7/27:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Deal found 6/21![Frontier logo]()
$423
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/292:12 pm
SJC
- ORD
1 stop12h 55m
Frontier
Wed 7/89:13 pm
ORD
- SJC
1 stop24h 15m
Frontier
Deal found 6/21![Frontier logo]()
$424
This Frontier deal was found by Cheapflights users on 6/18. 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 6/292:12 pm
SJC
- ORD
1 stop12h 55m
Frontier
Sat 7/47:20 am
ORD
- SJC
1 stop7h 57m
Frontier
Deal found 6/18![Frontier logo]()
$433
This CheapOair deal was found by Cheapflights users on 6/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/308:00 am
SJC
- ORD
1 stop19h 00m
Alaska Airlines
Wed 7/88:20 pm
ORD
- SJC
1 stop15h 03m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$389
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 6/307:13 am
SJC
- ORD
1 stop9h 44m
Alaska Airlines
Tue 7/146:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$434
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 6/309:09 am
SJC
- ORD
1 stop7h 48m
Alaska Airlines
Sat 7/116:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$447
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 7/17:13 am
SJC
- ORD
1 stop9h 44m
Alaska Airlines
Tue 7/146:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$420
This Frontier deal was found by Cheapflights users on 6/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/22:12 pm
SJC
- ORD
1 stop12h 55m
Frontier
Sat 7/117:15 am
ORD
- SJC
1 stop8h 02m
Frontier
Deal found 6/20![Frontier logo]()
$427
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 June 22, 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 June 22, 2026.
This Frontier deal was found by Cheapflights users on 6/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/208:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/20![Frontier logo]()
$144
This Priceline deal was found by Cheapflights users on 6/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:13 am
SJC
- ORD
1 stop9h 44m
Alaska Airlines
Deal found 6/21![Alaska Airlines logo]()
$145
This Super.com deal was found by Cheapflights users on 6/21. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Deal found 6/21![Frontier logo]()
$146
This Alaska Airlines deal was found by Cheapflights users on 6/20. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:31 am
SJC
- ORD
1 stop10h 22m
Alaska Airlines
Deal found 6/20![Alaska Airlines logo]()
$150
This Super.com deal was found by Cheapflights users on 6/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/17![Frontier logo]()
$151
This Super.com deal was found by Cheapflights users on 6/20. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/178:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/20![Frontier logo]()
$152
This Frontier deal was found by Cheapflights users on 6/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:23 pm
SJC
- ORD
1 stop7h 54m
Frontier
Deal found 6/21![Frontier logo]()
$154
This Super.com deal was found by Cheapflights users on 6/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:02 pm
SJC
- ORD
1 stop28h 00m
Frontier
Deal found 6/17![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Fri 7/38:25 pm
SJC
- ORD
1 stop31h 54m
Frontier
Deal found 6/17![Frontier logo]()
$158
This Frontier deal was found by Cheapflights users on 6/19. 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 8/132:12 pm
SJC
- ORD
1 stop13h 25m
Frontier
Deal found 6/19![Frontier logo]()
$160
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 9/210:12 am
SJC
- ORD
1 stop7h 09m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$161
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/207:29 am
SJC
- ORD
1 stop9h 52m
Alaska Airlines
Deal found 6/21![Alaska Airlines logo]()
$162
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 June 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $332 (Booking.com) |
One-way from | $144 (Frontier) |
Popular in | June |
Cheapest in | May |
Average price | $612 |
Good round-trip deal | $530 or less |
Good one-way deal | $280 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 2,558,603 searches. Data last updated June 22, 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 - ORD
SJCORD
San Jose
Tue 7/14
7:00 am-6:57 pm
2 stops9h 57m
Chicago O'Hare Intl
Tue 7/21
7:45 am-5:12 pm
2 stops11h 27m
$391
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 8/21
7:00 am-5:40 pm
1 stop8h 40m
Chicago O'Hare Intl
Tue 9/1
8:28 am-4:06 pm
2 stops9h 38m
$393
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 9/22
6:46 pm-6:20 am
2 stops9h 34m
Chicago O'Hare Intl
Wed 9/23
2:18 pm-7:09 pm
1 stop6h 51m
$398
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 7/14
5:02 pm-1:21 pm
1 stop18h 19m
Chicago O'Hare Intl
Sun 7/19
6:20 am-11:24 am
1 stop7h 04m
$419
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 8/25
6:20 am-12:45 pm
Nonstop4h 25m
Chicago O'Hare Intl
Tue 9/1
8:03 pm-10:50 pm
Nonstop4h 47m
$429
Quickest round-trip
San JoseChicago
SJC - ORD
SJCORD
San Jose
Mon 8/24
6:20 am-12:45 pm
Nonstop4h 25m
Chicago O'Hare Intl
Mon 8/31
9:00 am-11:46 am
Nonstop4h 46m
$463
San JoseChicago
SJC - ORD
SJCORD
San Jose
Mon 8/31
7:00 am-9:30 pm
2 stops12h 30m
Chicago O'Hare Intl
Mon 9/7
6:00 am-12:27 pm
1 stop8h 27m
$465
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 8/26
2:10 pm-8:35 pm
Nonstop4h 25m
Chicago O'Hare Intl
Fri 8/28
8:03 pm-10:50 pm
Nonstop4h 47m
$468
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 8/28
6:20 am-12:45 pm
Nonstop4h 25m
Chicago O'Hare Intl
Tue 9/1
4:20 pm-8:57 pm
1 stop6h 37m
$478
San JoseChicago
SJC - ORD
SJCORD
San Jose
Mon 8/24
2:10 pm-8:35 pm
Nonstop4h 25m
Chicago O'Hare Intl
Sun 9/20
8:03 pm-10:50 pm
Nonstop4h 47m
$480
Showing 1-10 of 22 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 June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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
How far ahead should I book a flight from San Jose, California to Chicago O'Hare Intl Airport?
Booking 9 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 $378). Flying from San Jose, California to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $612). 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 June 22, 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 June 22, 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.
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Entertainment
7.0
Comfort
7.8
Boarding
8.1
Crew
8.5
Overall
7.9
Food
7.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Oakbrook Terrace
Downers Grove
Des Plaines
Oak Brook
South Holland
Libertyville
Hoffman Estates
Warrenville
Rockford
Racine
Great Lakes
Northbrook
Waukegan
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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 June 22, 2026.
San Jose and O'Hare Intl flights
Browse other San Jose and O'Hare Intl flight options. Last updated on June 22, 2026.
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Browse through other flights departing from San Jose. Flights are based on user searches made on Cheapflights and were last updated on June 22, 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 2,558,603 searches. Data last updated June 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$131 | Average$337 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$346 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$236 | Average$395 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$253 | Average$424 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$270 | Average$496 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$294 | Average$564 | FlexibilityNo cancel fee | On-time69% |