
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $257 (Delta) |
One-way from | $129 (Delta) |
Popular in | February |
Cheapest in | September |
Average price | $404 |
Fly from
Fly to
Route
Depart
Return
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Wed 6/3
7:45 pm-11:57 pm
1 stop6h 12m
Oakland
Wed 6/17
12:33 pm-9:57 pm
1 stop7h 24m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Fri 5/29
7:45 pm-11:57 pm
1 stop6h 12m
Oakland
Tue 6/2
12:28 pm-9:50 pm
1 stop7h 22m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Sun 6/7
7:37 pm-11:54 pm
1 stop6h 17m
Oakland
Tue 6/9
12:33 pm-9:57 pm
1 stop7h 24m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Wed 6/10
7:37 pm-11:54 pm
1 stop6h 17m
Oakland
Wed 6/17
12:33 pm-9:57 pm
1 stop7h 24m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Fri 5/22
7:59 pm-11:50 pm
1 stop29h 51m
Oakland
Wed 5/27
10:29 am-6:50 pm
1 stop6h 21m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Fri 7/17
2:07 pm-11:50 pm
2 stops11h 43m
Oakland
Mon 7/20
5:05 pm-7:59 am
2 stops12h 54m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 6/11
6:20 am-2:10 pm
1 stop9h 50m
Oakland
Mon 6/15
2:50 pm-11:36 pm
1 stop6h 46m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Mon 5/25
7:59 pm-9:45 am
1 stop15h 46m
Oakland
Sat 5/30
2:58 pm-11:55 pm
1 stop6h 57m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Fri 5/22
7:59 pm-11:50 pm
1 stop29h 51m
Oakland
Sun 5/31
10:29 am-6:50 pm
1 stop6h 21m
ChicagoOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Fri 5/22
7:59 pm-11:50 pm
1 stop29h 51m
Oakland
Mon 5/25
6:02 am-1:14 pm
1 stop29h 12m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Oakland, California (average of $251). Flying from Chicago O'Hare Intl Airport to Oakland, California in February is currently the most expensive (average of $548). 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.
About 8% of weekly flights between Chicago and Oakland have experienced delays in the past year, with the average delay time being 58 minutes.
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
Overall
Crew
Comfort
Entertainment
Boarding
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Crew
Comfort
Entertainment
Boarding
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Crew
Comfort
Entertainment
Boarding
Food
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$236 | Average$460 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$264 | Average$355 | FlexibilityNo cancel fee | On-timeN/A |