$129+ Cheap flights from O'Hare Intl (ORD) to Oakland, CA (OAK)
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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Aug 28 — Sep 41
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to Oakland 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.Cheap flight deals from O'Hare Intl to Oakland
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Cheapest flights from O'Hare Intl to OaklandExplore the most affordable flight options available from O'Hare Intl to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
Explore the most affordable flight options available from O'Hare Intl to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2026.
This Trip.com deal was found by Cheapflights users on 7/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:20 am
ORD
- OAK
1 stop9h 13m
Alaska Airlines
Thu 9/171:29 pm
OAK
- ORD
1 stop8h 30m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$245
This Priceline deal was found by Cheapflights users on 7/27. 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 9/177:20 am
ORD
- OAK
1 stop9h 13m
Multiple Airlines
Mon 9/216:51 pm
OAK
- ORD
1 stop8h 47m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$251
This CheapOair deal was found by Cheapflights users on 7/25. 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 9/91:21 pm
ORD
- OAK
1 stop22h 01m
Frontier
Tue 9/2912:47 pm
OAK
- ORD
1 stop14h 51m
Frontier
Deal found 7/25![Frontier logo]()
$255
This Expedia deal was found by Cheapflights users on 7/28. 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 9/102:18 pm
ORD
- OAK
1 stop10h 52m
Multiple Airlines
Mon 9/146:51 pm
OAK
- ORD
1 stop8h 47m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$256
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 8/186:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Mon 8/243:13 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$257
This Expedia deal was found by Cheapflights users on 7/26. 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 9/52:18 pm
ORD
- OAK
1 stop7h 34m
Multiple Airlines
Mon 9/712:13 pm
OAK
- ORD
1 stop28h 08m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$261
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 9/117:20 am
ORD
- OAK
1 stop9h 13m
Alaska Airlines
Thu 9/173:13 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$262
This CheapOair deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:32 pm
ORD
- OAK
1 stop15h 50m
Frontier
Tue 9/2912:47 pm
OAK
- ORD
1 stop14h 51m
Frontier
Deal found 7/25![Frontier logo]()
$266
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Fri 9/258:55 pm
ORD
- OAK
1 stop16h 56m
Frontier
Sun 9/276:51 pm
OAK
- ORD
1 stop8h 47m
Frontier
Deal found 7/29![Frontier logo]()
$271
This CheapOair deal was found by Cheapflights users on 7/26. 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.
Fri 8/218:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Sun 8/2312:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Deal found 7/26![Frontier logo]()
$272
This Trip.com deal was found by Cheapflights users on 7/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:18 pm
ORD
- OAK
1 stop7h 34m
Multiple Airlines
Sat 9/1912:47 pm
OAK
- ORD
1 stop14h 51m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$275
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 9/122:18 pm
ORD
- OAK
1 stop7h 34m
Alaska Airlines
Sat 9/195:10 pm
OAK
- ORD
1 stop18h 12m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$277
Best flights from O'Hare Intl to OaklandDiscover carefully curated flight deals from O'Hare Intl to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
Discover carefully curated flight deals from O'Hare Intl to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 29, 2026.
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 10/272:21 pm
ORD
- OAK
1 stop11h 20m
Alaska Airlines
Wed 10/287:04 am
OAK
- ORD
1 stop9h 49m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$310
This Delta deal was found by Cheapflights users on 7/27. 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 8/247:44 pm
ORD
- OAK
1 stop6h 12m
Delta
Sat 10/312:39 pm
OAK
- ORD
1 stop7h 21m
Delta
Deal found 7/27![Delta logo]()
$345
This Alaska Airlines deal was found by Cheapflights users on 7/29. 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 9/62:18 pm
ORD
- OAK
1 stop10h 52m
Alaska Airlines
Wed 9/93:13 pm
OAK
- ORD
1 stop20h 09m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 7/25. 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 8/177:44 pm
ORD
- OAK
1 stop6h 12m
Delta
Wed 8/1912:33 pm
OAK
- ORD
1 stop7h 00m
Delta
Deal found 7/25![Delta logo]()
$345
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 8/206:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Sun 8/233:13 pm
OAK
- ORD
1 stop26h 08m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$330
This Delta deal was found by Cheapflights users on 7/25. 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 8/257:44 pm
ORD
- OAK
1 stop6h 12m
Delta
Tue 9/112:33 pm
OAK
- ORD
1 stop7h 00m
Delta
Deal found 7/25![Delta logo]()
$345
This Delta deal was found by Cheapflights users on 7/28. 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 12/157:17 pm
ORD
- OAK
1 stop6h 38m
Delta
Wed 1/65:55 am
OAK
- ORD
2 stops10h 45m
Delta
Deal found 7/28![Delta logo]()
$350
This Alaska Airlines deal was found by Cheapflights users on 7/25. 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 9/87:20 am
ORD
- OAK
1 stop9h 13m
Alaska Airlines
Tue 9/155:10 pm
OAK
- ORD
1 stop18h 12m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$355
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 8/276:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Wed 9/307:51 pm
OAK
- ORD
1 stop8h 29m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$355
This Alaska Airlines deal was found by Cheapflights users on 7/25. 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 9/93:52 pm
ORD
- OAK
1 stop9h 02m
Alaska Airlines
Wed 9/307:51 pm
OAK
- ORD
1 stop8h 29m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$355
This Alaska Airlines deal was found by Cheapflights users on 7/26. 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 9/91:03 pm
ORD
- OAK
1 stop7h 52m
Alaska Airlines
Wed 9/166:48 am
OAK
- ORD
1 stop10h 33m
Alaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 10/67:00 am
ORD
- OAK
2 stops11h 24m
Alaska Airlines
Mon 10/263:14 pm
OAK
- ORD
1 stop6h 45m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$365
Last-minute flights from O'Hare Intl to OaklandDiscover last-minute flight deals from O'Hare Intl to Oakland. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Oakland. Data last updated July 29, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 8/186:20 am
ORD
- OAK
1 stop9h 50m
Alaska Airlines
Mon 8/243:13 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/192:41 pm
ORD
- OAK
2 stops22h 37m
Frontier
Wed 8/2612:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Deal found 7/28![Frontier logo]()
$320
This Gotogate deal was found by Cheapflights users on 7/29. 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.
Thu 8/208:17 pm
ORD
- OAK
1 stop16h 49m
Alaska Airlines
Tue 8/253:13 pm
OAK
- ORD
1 stop20h 09m
Alaska Airlines
Deal found 7/29![Alaska Airlines logo]()
$277
This Frontier deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:11 pm
ORD
- OAK
1 stop25h 31m
Frontier
Wed 8/2612:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Deal found 7/24![Frontier logo]()
$284
This Alaska Airlines deal was found by Cheapflights users on 7/27. 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 8/206:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Sat 8/226:48 am
OAK
- ORD
1 stop10h 33m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$310
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 8/206:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Sun 8/233:13 pm
OAK
- ORD
1 stop26h 08m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$330
This CheapOair deal was found by Cheapflights users on 7/26. 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.
Fri 8/218:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Sun 8/2312:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Deal found 7/26![Frontier logo]()
$272
This Booking.com deal was found by Cheapflights users on 7/28. 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 8/216:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Mon 8/241:29 pm
OAK
- ORD
1 stop8h 30m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$307
This CheapOair deal was found by Cheapflights users on 7/27. 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.
Fri 8/218:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Wed 8/2612:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Deal found 7/27![Frontier logo]()
$321
This CheapOair deal was found by Cheapflights users on 7/25. 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 8/278:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Sun 8/308:37 pm
OAK
- ORD
1 stop20h 25m
Frontier
Deal found 7/25![Frontier logo]()
$312
One-way flights from O'Hare Intl to OaklandSearch for one-way flight options from O'Hare Intl to Oakland. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
Search for one-way flight options from O'Hare Intl to Oakland. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Priceline deal was found by Cheapflights users on 7/28. 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 8/206:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$129
This CheapOair deal was found by Cheapflights users on 7/27. 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 9/218:55 pm
ORD
- OAK
1 stop16h 56m
Frontier
Deal found 7/27![Frontier logo]()
$133
This Alaska Airlines deal was found by Cheapflights users on 7/28. 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 9/117:20 am
ORD
- OAK
1 stop9h 13m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$134
This Frontier deal was found by Cheapflights users on 7/26. 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 10/116:50 am
ORD
- OAK
1 stop6h 28m
Frontier
Deal found 7/26![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:21 pm
ORD
- OAK
1 stop30h 35m
Frontier
Deal found 7/26![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:00 am
ORD
- OAK
1 stop30h 18m
Frontier
Deal found 7/25![Frontier logo]()
$144
This Expedia deal was found by Cheapflights users on 7/26. 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.
Sun 9/208:55 pm
ORD
- OAK
1 stop14h 27m
Frontier
Deal found 7/26![Frontier logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 7/26. 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 9/18:45 am
ORD
- OAK
2 stops28h 33m
Frontier
Deal found 7/26![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:45 am
ORD
- OAK
2 stops28h 33m
Frontier
Deal found 7/28![Frontier logo]()
$148
This CheapOair deal was found by Cheapflights users on 7/29. 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.
Sun 8/238:11 pm
ORD
- OAK
1 stop25h 31m
Frontier
Deal found 7/29![Frontier logo]()
$150
This CheapOair deal was found by Cheapflights users on 7/25. 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.
Sun 8/308:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/25![Frontier logo]()
$151
This CheapOair deal was found by Cheapflights users on 7/28. 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.
Fri 8/218:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/28![Frontier logo]()
$155
Find flight deals from O'Hare Intl to Oakland
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Oakland (OAK). 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 July 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $245 (Trip.com) |
One-way from | $129 (Priceline) |
Popular in | February |
Cheapest in | April |
Average price | $527 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Oakland 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 July 29, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Oakland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Tue 10/27
2:21 pm-11:41 pm
1 stop11h 20m
Oakland
Wed 10/28
7:04 am-6:53 pm
1 stop9h 49m
$310
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Sun 9/6
2:18 pm-11:10 pm
1 stop10h 52m
Oakland
Wed 9/9
3:13 pm-1:22 pm
1 stop20h 09m
$322
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 8/20
6:01 am-11:06 am
1 stop7h 05m
Oakland
Sun 8/23
3:13 pm-7:21 pm
1 stop26h 08m
$330
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Mon 8/24
7:44 pm-11:56 pm
1 stop6h 12m
Oakland
Sat 10/3
12:39 pm-10:00 pm
1 stop7h 21m
$345
Quickest round-trip
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Mon 8/17
7:44 pm-11:56 pm
1 stop6h 12m
Oakland
Wed 8/19
12:33 pm-9:33 pm
1 stop7h 00m
$345
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Tue 8/25
7:44 pm-11:56 pm
1 stop6h 12m
Oakland
Tue 9/1
12:33 pm-9:33 pm
1 stop7h 00m
$345
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Tue 12/15
7:17 pm-11:55 pm
1 stop6h 38m
Oakland
Wed 1/6
5:55 am-6:40 pm
2 stops10h 45m
$350
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Tue 9/8
7:20 am-2:33 pm
1 stop9h 13m
Oakland
Tue 9/15
5:10 pm-1:22 pm
1 stop18h 12m
$355
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 8/27
6:01 am-11:06 am
1 stop7h 05m
Oakland
Wed 9/30
7:51 pm-6:20 am
1 stop8h 29m
$355
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Wed 9/9
3:52 pm-10:54 pm
1 stop9h 02m
Oakland
Wed 9/30
7:51 pm-6:20 am
1 stop8h 29m
$355
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from O'Hare Intl to Oakland
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 Oakland in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Oakland, 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-Oakland, California flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Oakland, 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-Oakland, 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-Oakland, 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 Oakland
Have a flexible travel schedule? Discover the best time to fly to Oakland from O'Hare Intl with our price prediction graph.
ORD-OAK
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 Oakland
Prices
Delays
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Oakland, California?
Currently, April is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oakland, California (average of $264). Flying from Chicago O'Hare Intl Airport to Oakland, California in February is currently the most expensive (average of $742). 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.
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Oakland, California?
Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Oakland, California flights typically cost between $278 and $520 in September.The cheapest round-trip price found within the last 5 days was $245 on Alaska Airlines (Sep 10-Sep 17).
How often are flights from Chicago to Oakland delayed?
About 8% of weekly flights between Chicago and Oakland have experienced delays in the past year, with the average delay time being 58 minutes.
What is the most punctual flight time for Chicago to Oakland flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
Reviews of airlines servicing Oakland
Get insights into the airlines that provide service to Oakland. 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 Oakland. Reviews last updated July 29, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Oakland, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentArlene,May 2024
SAN - OAK
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentArlene,May 2024
SAN - OAK
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentArlene,May 2024
SAN - OAK
Overall
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentArlene,May 2024
SAN - OAK
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Oakland. 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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Search flights from O'Hare Intl to Oakland by cabin class
Find flights from O'Hare Intl to Oakland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Oakland
Explore flights to Oakland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 29, 2026.
O'Hare Intl and Oakland flights
Browse other O'Hare Intl and Oakland flight options. Last updated on July 29, 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 July 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from O'Hare Intl to Oakland
Discover the top 3 airlines that operate flights from O'Hare Intl to Oakland. 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 July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$264 | Average$377 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$265 | Average$514 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$270 | Average$344 | FlexibilityNo cancel fee | On-time75% |