$122+ Cheap flights from Oakland, CA (OAK) 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — ORD
Aug 28 — Sep 41
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 Oakland to O'Hare Intl
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Cheapest flights from Oakland to O'Hare IntlExplore the most affordable flight options available from Oakland to O'Hare Intl. 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 Oakland to O'Hare Intl. 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 7/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:29 pm
OAK
- ORD
1 stop8h 30m
Alaska Airlines
Tue 9/12:18 pm
ORD
- OAK
1 stop9h 10m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$242
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 10/18:39 pm
OAK
- ORD
1 stop13h 18m
Frontier
Mon 10/51:02 pm
ORD
- OAK
1 stop8h 42m
Frontier
Deal found 7/24![Frontier logo]()
$244
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.
Fri 9/116:51 pm
OAK
- ORD
1 stop8h 47m
Multiple Airlines
Tue 9/157:20 am
ORD
- OAK
1 stop9h 13m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$251
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.
Thu 9/38:37 pm
OAK
- ORD
1 stop20h 25m
Frontier
Mon 9/78:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/27![Frontier logo]()
$254
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.
Tue 9/2212:47 pm
OAK
- ORD
1 stop14h 51m
Frontier
Tue 9/291:21 pm
ORD
- OAK
1 stop24h 30m
Frontier
Deal found 7/26![Frontier logo]()
$255
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 8/1810:37 am
OAK
- ORD
1 stop10h 59m
Alaska Airlines
Sat 8/226:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$257
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.
Fri 10/28:39 pm
OAK
- ORD
1 stop7h 03m
Frontier
Mon 10/51:02 pm
ORD
- OAK
1 stop8h 42m
Frontier
Deal found 7/24![Frontier logo]()
$261
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.
Wed 9/2312:47 pm
OAK
- ORD
1 stop14h 51m
Frontier
Sat 9/267:32 pm
ORD
- OAK
1 stop15h 50m
Frontier
Deal found 7/27![Frontier logo]()
$265
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 9/116:51 pm
OAK
- ORD
1 stop8h 47m
Frontier
Mon 9/148:55 pm
ORD
- OAK
1 stop16h 56m
Frontier
Deal found 7/26![Frontier logo]()
$266
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.
Mon 11/28:39 pm
OAK
- ORD
2 stops11h 22m
Frontier
Mon 11/91:02 pm
ORD
- OAK
1 stop24h 16m
Frontier
Deal found 7/28![Frontier logo]()
$268
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.
Thu 9/1710:17 am
OAK
- ORD
1 stop17h 21m
Frontier
Sun 9/208:55 pm
ORD
- OAK
1 stop14h 27m
Frontier
Deal found 7/27![Frontier logo]()
$271
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Sun 8/238:11 pm
ORD
- OAK
1 stop25h 31m
Frontier
Deal found 7/24![Frontier logo]()
$272
Best flights from Oakland to O'Hare IntlDiscover carefully curated flight deals from Oakland to O'Hare Intl 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 Oakland to O'Hare Intl 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.
Thu 8/273:13 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Sat 8/292:18 pm
ORD
- OAK
1 stop7h 34m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$277
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.
Sat 8/2912:33 pm
OAK
- ORD
1 stop7h 00m
Delta
Sat 9/58:28 am
ORD
- OAK
2 stops9h 46m
Delta
Deal found 7/28![Delta logo]()
$311
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.
Sat 9/196:48 am
OAK
- ORD
1 stop10h 33m
Alaska Airlines
Thu 9/247:20 am
ORD
- OAK
1 stop9h 13m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$310
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 9/112:33 pm
OAK
- ORD
1 stop7h 00m
Delta
Thu 10/11:55 pm
ORD
- OAK
2 stops12h 04m
Delta
Deal found 7/25![Delta logo]()
$350
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.
Mon 9/283:13 pm
OAK
- ORD
1 stop6h 46m
Alaska Airlines
Sat 10/32:21 pm
ORD
- OAK
1 stop11h 20m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$320
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.
Tue 9/81:29 pm
OAK
- ORD
1 stop21h 53m
Alaska Airlines
Tue 9/152:18 pm
ORD
- OAK
1 stop9h 10m
Alaska Airlines
Deal found 7/26![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.
Tue 11/1710:16 am
OAK
- ORD
1 stop6h 44m
Alaska Airlines
Wed 11/187:00 am
ORD
- OAK
1 stop7h 52m
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.
Thu 9/105:10 pm
OAK
- ORD
1 stop18h 12m
Alaska Airlines
Thu 9/172:18 pm
ORD
- OAK
1 stop10h 52m
Alaska Airlines
Deal found 7/26![Alaska Airlines logo]()
$355
This Alaska Airlines 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:10 pm
OAK
- ORD
1 stop18h 12m
Alaska Airlines
Fri 8/286:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 7/24![Alaska Airlines logo]()
$373
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.
Sun 8/305:10 pm
OAK
- ORD
1 stop24h 11m
Alaska Airlines
Sun 9/66:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 7/25![Alaska Airlines logo]()
$375
Last-minute flights from Oakland to O'Hare IntlDiscover last-minute flight deals from Oakland to O'Hare Intl. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to O'Hare Intl. 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 8/1810:37 am
OAK
- ORD
1 stop10h 59m
Alaska Airlines
Sat 8/226:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$257
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.
Wed 8/196:48 am
OAK
- ORD
1 stop10h 33m
Alaska Airlines
Thu 8/206:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$302
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.
Thu 8/2012:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Mon 8/248:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/26![Frontier logo]()
$255
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 8/208:37 pm
OAK
- ORD
1 stop20h 25m
Frontier
Sun 8/238:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/25![Frontier logo]()
$271
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 8/201:29 pm
OAK
- ORD
1 stop8h 30m
Alaska Airlines
Mon 8/246:01 am
ORD
- OAK
1 stop7h 05m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$277
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.
Sun 8/238:37 pm
OAK
- ORD
1 stop20h 25m
Frontier
Sun 8/308:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/26![Frontier logo]()
$289
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:29 pm
OAK
- ORD
1 stop8h 30m
Alaska Airlines
Tue 9/12:18 pm
ORD
- OAK
1 stop9h 10m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$242
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 8/2612:13 pm
OAK
- ORD
2 stops34h 36m
Frontier
Mon 8/318:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/28![Frontier logo]()
$286
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:13 pm
OAK
- ORD
2 stops34h 36m
Frontier
Fri 8/288:11 pm
ORD
- OAK
1 stop17h 07m
Frontier
Deal found 7/24![Frontier logo]()
$297
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 8/2612:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Tue 9/18:45 am
ORD
- OAK
2 stops28h 33m
Frontier
Deal found 7/28![Frontier logo]()
$304
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.
Sat 8/296:48 am
OAK
- ORD
1 stop10h 33m
Alaska Airlines
Wed 9/97:20 am
ORD
- OAK
1 stop9h 13m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$300
One-way flights from Oakland to O'Hare IntlSearch for one-way flight options from Oakland to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
Search for one-way flight options from Oakland to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
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.
Fri 10/98:39 pm
OAK
- ORD
1 stop7h 03m
Frontier
Deal found 7/26![Frontier logo]()
$122
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.
Thu 8/2012:13 pm
OAK
- ORD
1 stop28h 49m
Frontier
Deal found 7/26![Frontier logo]()
$128
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 8/201:29 pm
OAK
- ORD
1 stop8h 30m
Alaska Airlines
Deal found 7/27![Alaska Airlines logo]()
$129
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:39 pm
OAK
- ORD
1 stop6h 56m
Frontier
Deal found 7/25![Frontier logo]()
$133
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.
Wed 8/263:13 pm
OAK
- ORD
1 stop20h 09m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$134
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/88:39 pm
OAK
- ORD
1 stop13h 18m
Frontier
Deal found 7/28![Frontier logo]()
$139
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:13 pm
OAK
- ORD
2 stops23h 23m
Frontier
Deal found 7/27![Frontier logo]()
$143
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.
Sat 8/221:29 pm
OAK
- ORD
1 stop21h 53m
Alaska Airlines
Deal found 7/28![Alaska Airlines logo]()
$144
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.
Mon 8/318:37 pm
OAK
- ORD
2 stops14h 59m
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 9/812:13 pm
OAK
- ORD
2 stops34h 10m
Frontier
Deal found 7/26![Frontier logo]()
$147
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1212:13 pm
OAK
- ORD
2 stops10h 20m
Frontier
Deal found 7/24![Frontier logo]()
$148
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.
Sun 8/308:37 pm
OAK
- ORD
1 stop20h 25m
Frontier
Deal found 7/27![Frontier logo]()
$150
Find flight deals from Oakland to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) 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 July 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $242 (Trip.com) |
One-way from | $122 (Frontier) |
Popular in | October |
Cheapest in | April |
Average price | $439 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland 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 July 29, 2026.
Use the filters below to find and compare flights from Oakland to Chicago O'Hare Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
OaklandChicago
OAK - ORD
OAKORD
Oakland
Thu 8/27
3:13 pm-11:59 pm
1 stop6h 46m
Chicago O'Hare Intl
Sat 8/29
2:18 pm-7:52 pm
1 stop7h 34m
$277
OaklandChicago
OAK - ORD
OAKORD
Oakland
Sat 9/19
6:48 am-7:21 pm
1 stop10h 33m
Chicago O'Hare Intl
Thu 9/24
7:20 am-2:33 pm
1 stop9h 13m
$310
OaklandChicago
OAK - ORD
OAKORD
Oakland
Sat 8/29
12:33 pm-9:33 pm
1 stop7h 00m
Chicago O'Hare Intl
Sat 9/5
8:28 am-4:14 pm
2 stops9h 46m
$311
OaklandChicago
OAK - ORD
OAKORD
Oakland
Mon 9/28
3:13 pm-11:59 pm
1 stop6h 46m
Chicago O'Hare Intl
Sat 10/3
2:21 pm-11:41 pm
1 stop11h 20m
$320
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 9/1
12:33 pm-9:33 pm
1 stop7h 00m
Chicago O'Hare Intl
Thu 10/1
1:55 pm-11:59 pm
2 stops12h 04m
$350
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 9/8
1:29 pm-1:22 pm
1 stop21h 53m
Chicago O'Hare Intl
Tue 9/15
2:18 pm-9:28 pm
1 stop9h 10m
$355
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 11/17
10:16 am-7:00 pm
1 stop6h 44m
Chicago O'Hare Intl
Wed 11/18
7:00 am-12:52 pm
1 stop7h 52m
$355
OaklandChicago
OAK - ORD
OAKORD
Oakland
Thu 9/10
5:10 pm-1:22 pm
1 stop18h 12m
Chicago O'Hare Intl
Thu 9/17
2:18 pm-11:10 pm
1 stop10h 52m
$355
OaklandChicago
OAK - ORD
OAKORD
Oakland
Wed 8/26
5:10 pm-1:22 pm
1 stop18h 12m
Chicago O'Hare Intl
Fri 8/28
6:01 am-11:06 am
1 stop7h 05m
$373
OaklandChicago
OAK - ORD
OAKORD
Oakland
Sun 8/30
5:10 pm-7:21 pm
1 stop24h 11m
Chicago O'Hare Intl
Sun 9/6
6:01 am-11:06 am
1 stop7h 05m
$375
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Oakland 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 Oakland to O'Hare Intl in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Oakland, 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 Oakland, California-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, 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 Oakland, 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 Oakland, 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 Oakland to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Oakland with our price prediction graph.
OAK-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 Oakland to Chicago O'Hare Intl Airport
What is the cheapest month to book a flight from Oakland, California to Chicago O'Hare Intl Airport?
Currently, April is the cheapest month in which you can book a flight from Oakland, California to Chicago O'Hare Intl Airport (average of $358). Flying from Oakland, California to Chicago O'Hare Intl Airport in October is currently the most expensive (average of $562). 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 Oakland, California to Chicago O'Hare Intl Airport?
Airfare is below average for this route at the moment.
Oakland, California to Chicago O'Hare Intl Airport flights typically cost between $384 and $542 in August.The cheapest round-trip price found within the last 5 days was $242 on Alaska Airlines (Aug 24-Sep 1).
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 July 29, 2026.
Read reviews from past customers who have flown Southwest,Alaska Airlines, andDelta from Oakland 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.
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Oakland 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
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Aurora
Racine
Great Lakes
Janesville
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Other flights to O'Hare Intl
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on July 29, 2026.
Oakland and O'Hare Intl flights
Browse other Oakland and O'Hare Intl flight options. Last updated on July 29, 2026.
Other flights from Oakland
Browse through other flights departing from Oakland. Flights are based on user searches made on Cheapflights and were last updated on July 29, 2026.
Popular flight searches
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Top 4 airlines flying from Oakland to O'Hare Intl
Discover the top 4 airlines that operate flights from Oakland 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 July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$148 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$207 | Average$407 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$269 | Average$409 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$272 | Average$522 | FlexibilityNo cancel fee | On-time75% |