
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $159 (Alaska Airlines) |
One-way from | $80 (Expedia) |
Popular in | November |
Cheapest in | February |
Average price | $342 |
Fly from
Fly to
Route
Depart
Return
Price
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 2/24
6:15 am-11:56 pm
1 stop15h 41m
Chicago O'Hare Intl
Wed 2/25
7:00 am-4:37 pm
1 stop11h 37m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 2/3
8:10 am-11:50 pm
1 stop13h 40m
Chicago O'Hare Intl
Mon 2/9
8:00 am-11:03 am
1 stop29h 03m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Sat 2/21
6:15 am-11:56 pm
1 stop15h 41m
Chicago O'Hare Intl
Wed 2/25
3:54 pm-10:49 pm
1 stop8h 55m
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 2/27
11:45 am-11:52 pm
1 stop10h 07m
Chicago O'Hare Intl
Mon 3/2
7:40 am-1:37 pm
1 stop7h 57m
San JoseChicago
SJC - ORD
SJCORD
San Jose
Fri 2/20
9:15 am-11:52 pm
2 stops12h 37m
Chicago O'Hare Intl
Thu 2/26
2:20 pm-1:37 pm
1 stop25h 17m
San JoseChicago
SJC - ORD
SJCORD
San Jose
Thu 2/12
11:45 am-11:52 pm
1 stop10h 07m
Chicago O'Hare Intl
Wed 2/18
2:20 pm-11:59 pm
2 stops11h 39m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Sun 2/22
6:15 am-11:56 pm
1 stop15h 41m
Chicago O'Hare Intl
Fri 2/27
1:00 pm-10:49 pm
1 stop11h 49m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Fri 2/20
6:15 am-2:11 pm
1 stop29h 56m
Chicago O'Hare Intl
Sat 2/28
7:00 am-4:37 pm
1 stop11h 37m
San JoseChicago
SJC - ORD
SJCORD
San Jose
Mon 1/26
11:40 am-11:53 pm
1 stop10h 13m
Chicago O'Hare Intl
Thu 1/29
7:30 am-3:57 pm
2 stops10h 27m
OaklandChicago
OAK - ORD
OAKORD
Oakland
Tue 3/24
11:30 am-11:55 pm
2 stops10h 25m
Chicago O'Hare Intl
Mon 3/30
4:55 pm-12:10 am
1 stop9h 15m
Currently, October is the cheapest month in which you can book a flight from San Francisco Bay Area to Chicago O'Hare Intl Airport (average of $125). Flying from San Francisco Bay Area to Chicago O'Hare Intl Airport in November is currently the most expensive (average of $257). 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.
A simple way to save on the total cost of your ticket is to fly from San Francisco Bay Area to Chicago O'Hare Intl Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 22% on your trip compared to booking a flight in the evening.
Travelers seeking maximum savings on their San Francisco Bay Area to Chicago O'Hare Intl Airport flight should consider departing on Saturday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from zzXIH to ORD are scheduled on a Friday (59 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (34 on average).
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Overall
Entertainment
Comfort
Food
Reviews
Art,Dec 2025
SAN - OGG
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$65 | Average$244 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$226 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$288 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$128 | Average$353 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$163 | Average$418 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$170 | Average$401 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$185 | Average$397 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$197 | Average$449 | FlexibilityNo cancel fee | On-time71% |