$126+ Cheap flights from O'Hare Intl (ORD) to Oakland, CA (OAK)
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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — OAK
Oct 27 — Nov 31
Round-trip
1 adult, Economy
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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 September 27, 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 September 27, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:21 am -
1 stop7h 12m
Mon 12/712:28 pm -
1 stop14h 33m
Deal found 9/24![Frontier logo]()
$259
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:15 pm -
1 stop20h 38m
Mon 11/1610:18 am -
1 stop16h 55m
Deal found 9/24![Frontier logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:15 pm -
1 stop18h 08m
Mon 11/210:18 am -
1 stop16h 55m
Deal found 9/23![Frontier logo]()
$274
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:21 am -
1 stop7h 12m
Tue 12/812:28 pm -
1 stop14h 33m
Deal found 9/24![Frontier logo]()
$280
This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:21 am -
1 stop7h 12m
Mon 12/712:28 pm -
1 stop14h 33m
Deal found 9/27![Frontier logo]()
$282
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:15 pm -
1 stop20h 38m
Mon 11/210:18 am -
1 stop16h 55m
Deal found 9/22![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 11/176:30 am -
2 stops31h 23m
Tue 12/112:28 pm -
1 stop14h 31m
Deal found 9/22![Frontier logo]()
$285
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/193:30 pm -
1 stop22h 22m
Wed 10/2112:47 pm -
2 stops39h 47m
Deal found 9/22![Frontier logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/65:15 pm -
1 stop20h 38m
Sun 11/85:55 pm -
1 stop9h 18m
Deal found 9/22![Frontier logo]()
$297
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/55:15 pm -
1 stop18h 08m
Sun 11/810:18 am -
1 stop16h 55m
Deal found 9/22![Frontier logo]()
$298
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 September 27, 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 September 27, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/26. 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 10/212:21 pm -
1 stop11h 21m
Sat 10/243:14 pm -
1 stop20h 11m
Deal found 9/26![Alaska Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 9/25. 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 10/207:15 pm -
1 stop6h 41m
Wed 11/412:41 pm -
1 stop7h 24m
Deal found 9/25![Delta logo]()
$359
This Alaska Airlines deal was found by Cheapflights users on 9/23. 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 10/207:00 am -
1 stop13h 54m
Thu 11/510:00 am -
1 stop6h 59m
Deal found 9/23![Alaska Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 9/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:59 am -
2 stops8h 23m
Tue 11/175:55 am -
2 stops12h 54m
Deal found 9/24![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 9/27. 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.
Fri 12/47:18 pm -
1 stop6h 45m
Mon 12/75:07 pm -
2 stops14h 19m
Deal found 9/27![Delta logo]()
$386
This Alaska Airlines deal was found by Cheapflights users on 9/26. 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.
Tue 10/202:21 pm -
1 stop23h 09m
Sun 10/255:05 pm -
1 stop18h 20m
Deal found 9/26![Alaska Airlines logo]()
$410
This Alaska Airlines deal was found by Cheapflights users on 9/25. 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 11/42:07 pm -
1 stop9h 12m
Mon 11/96:52 pm -
2 stops8h 48m
Deal found 9/25![Alaska Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 9/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:35 am -
2 stops11h 47m
Sat 10/245:02 pm -
2 stops13h 37m
Deal found 9/26![Delta logo]()
$452
This Alaska Airlines deal was found by Cheapflights users on 9/25. 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.
Mon 12/72:13 pm -
1 stop11h 13m
Fri 12/1110:36 am -
1 stop6h 24m
Deal found 9/25![Alaska Airlines logo]()
$423
This KAYAK deal was found by Cheapflights users on 9/22. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:20 am -
1 stop9h 14m
Thu 10/297:04 am -
1 stop9h 49m
Deal found 9/22![Alaska Airlines logo]()
$441
This Alaska Airlines deal was found by Cheapflights users on 9/22. 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 12/244:07 pm -
2 stops21h 06m
Thu 12/312:51 pm -
1 stop20h 28m
Deal found 9/22![Alaska Airlines logo]()
$457
Last-minute flights from O'Hare Intl to OaklandDiscover last-minute flight deals from O'Hare Intl to Oakland. Data last updated September 27, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Oakland. Data last updated September 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/138:01 pm -
2 stops39h 21m
Thu 10/225:20 pm -
1 stop9h 56m
Deal found 9/22![Frontier logo]()
$314
This Expedia deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:20 am -
1 stop9h 14m
Thu 10/225:20 pm -
1 stop9h 56m
Deal found 9/22![Multiple Airlines logo]()
$319
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/163:30 pm -
1 stop22h 22m
Thu 12/1012:28 pm -
1 stop14h 33m
Deal found 9/26![Frontier logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/193:30 pm -
1 stop22h 22m
Wed 10/2112:47 pm -
2 stops39h 47m
Deal found 9/22![Frontier logo]()
$296
This Cheapflightsfares deal was found by Cheapflights users on 9/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:30 pm -
1 stop22h 22m
Mon 10/269:50 am -
1 stop17h 26m
Deal found 9/27![Frontier logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 9/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:30 pm -
1 stop19h 35m
Sun 10/255:20 pm -
2 stops23h 11m
Deal found 9/24![Frontier logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 9/22. 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 10/233:30 pm -
1 stop22h 22m
Mon 10/265:20 pm -
2 stops29h 01m
Deal found 9/22![Frontier logo]()
$324
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:15 pm -
1 stop18h 08m
Mon 11/210:18 am -
1 stop16h 55m
Deal found 9/23![Frontier logo]()
$274
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:15 pm -
1 stop18h 08m
Sun 11/15:55 pm -
1 stop9h 18m
Deal found 9/24![Frontier logo]()
$303
This Cheapflightsfares deal was found by Cheapflights users on 9/22. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:15 pm -
1 stop20h 38m
Mon 11/210:18 am -
1 stop16h 55m
Deal found 9/22![Frontier logo]()
$283
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/305:15 pm -
1 stop20h 38m
Sun 11/110:18 am -
1 stop16h 55m
Deal found 9/24![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 September 27, 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 September 27, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/25. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:21 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Frontier logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:30 pm -
1 stop22h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$133
This Frontier deal was found by Cheapflights users on 9/23. 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 12/36:21 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$135
This Cheapflightsfares deal was found by Cheapflights users on 9/23. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:21 am -
1 stop7h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 9/26. 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.
Mon 10/264:20 pm -
2 stops21h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$143
This Cheapflightsfares deal was found by Cheapflights users on 9/24. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:15 pm -
1 stop25h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Frontier logo]()
$146
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:30 pm -
1 stop26h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 9/26. 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 10/276:30 am -
2 stops31h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$152
This Frontier deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:19 am -
1 stop7h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$162
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 September 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $259 (Cheapflightsfares) |
One-way from | $126 (Cheapflightsfares) |
Popular in | February |
Cheapest in | April |
Average price | $339 |
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 7,457,451 searches. Data last updated September 27, 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 Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Sat 10/17
7:20 am-2:34 pm
1 stop9h 14m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$179
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Sat 11/14
4:00 pm-10:02 pm
1 stop8h 02m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$180
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Fri 10/16
7:49 pm-11:30 am
1 stop17h 41m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$197
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Mon 10/19
7:20 am-11:30 am
1 stop30h 10m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$197
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Fri 11/20
7:26 am-3:15 pm
1 stop9h 49m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$202
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Mon 12/21
7:58 pm-11:13 am
1 stop17h 15m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$224
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Sun 11/8
7:20 am-10:42 am
1 stop29h 22m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$227
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Tue 10/27
7:00 am-6:30 pm
2 stops13h 30m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$227
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Sat 10/10
4:00 pm-9:58 pm
1 stop7h 58m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$257
Quickest round-trip
ChicagoOakland
ORD Chicago O'Hare Intl - OAK Oakland
ORDOAK
Chicago O'Hare Intl
Fri 1/1
7:10 am-11:54 am
1 stop6h 44m
Oakland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$260
Showing 1-10 of 22 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 September.
| 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 $328 and $491 in December.The cheapest round-trip price found within the last 5 days was $259 on Frontier (Dec 1-Dec 7).
How often are flights from Chicago to Oakland delayed?
About 10% of weekly flights between Chicago and Oakland have experienced delays in the past year, with the average delay time being 76 minutes.
What is the most punctual flight time for Chicago to Oakland flights?
Historically, flights departing in the morning 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 September 27, 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.
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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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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 September 27, 2026.
O'Hare Intl and Oakland flights
Browse other O'Hare Intl and Oakland flight options. Last updated on September 27, 2026.
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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 7,457,451 searches. Data last updated September 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$165 | Average$354 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$177 | Average$377 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$323 | Average$461 | FlexibilityNo cancel fee | On-time63% |