To save up to 39% on this flight, we recommend booking at least 47 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from San Francisco Bay Area to Chicago from $308 1-2 weeks out and tickets from $448 for flights departing within the next 72 hours.
The best pricing can be found in the month of October. Prices to Chicago from San Francisco Bay Area average $320. You can even find prices in October for less than $320, as users have found deals to Chicago from as low as $88. The month of March appears to be one of the more expensive times to travel to Chicago from San Francisco Bay Area. Flying in the targeted month can save you up to 18%.
When flying from San Francisco Bay Area to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$138 - $280
Route
Depart
Return
Price
San FranciscoChicago Midway
SFO - MDW
SFOMDW
San Francisco
Wed 8/21
Nonstop4h 11m
Chicago Midway
Mon 9/23
Nonstop4h 38m
San FranciscoChicago Midway
SFO - MDW
SFOMDW
San Francisco
Mon 6/10
Nonstop4h 11m
Chicago Midway
Wed 6/19
Nonstop4h 28m
San FranciscoChicago O'Hare Intl
SFO - ORD
SFOORD
San Francisco
Sat 9/7
Nonstop4h 20m
Chicago O'Hare Intl
Sat 9/14
Nonstop4h 44m
San FranciscoChicago O'Hare Intl
SFO - ORD
SFOORD
San Francisco
Wed 8/21
Nonstop4h 08m
Chicago O'Hare Intl
Thu 8/22
Nonstop4h 36m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Tue 6/11
1 stop7h 23m
Chicago O'Hare Intl
Tue 6/18
1 stop12h 23m
OaklandChicago Greater Rockford
OAK - RFD
OAKRFD
Oakland
Fri 7/12
1 stop24h 16m
Chicago Greater Rockford
Sun 7/14
1 stop25h 23m
San FranciscoChicago O'Hare Intl
SFO - ORD
SFOORD
San Francisco
Tue 9/17
Nonstop4h 14m
Chicago O'Hare Intl
Wed 10/16
Nonstop4h 36m
San FranciscoChicago Midway
SFO - MDW
SFOMDW
San Francisco
Thu 9/5
1 stop5h 51m
Chicago Midway
Tue 9/10
1 stop7h 40m
San FranciscoChicago O'Hare Intl
SFO - ORD
SFOORD
San Francisco
Fri 7/5
1 stop15h 43m
Chicago O'Hare Intl
Sun 7/14
1 stop14h 06m
No data available for this route at this time. Please check back soon.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Paid a lot for our exit row seats and they weren’t that roomy.
24%of flight departures | Early morningMidnight to 6 am |
---|---|
38%of flight departures | Morning6 am to noon |
17%of flight departures | AfternoonNoon to 6 pm |
21%of flight departures | Evening6 pm to midnight |
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