Basic Economy allows a personal item only; no carry-on bags unless exceptions apply.
Economy Plus offers extra legroom seats towards the front of the economy cabin.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $264 (American Airlines) |
One-way from | $126 (Cheapflightsfares) |
Popular in | December |
Cheapest in | January |
Average price | $483 |
Good round-trip deal | $420 or less |
Good one-way deal | $186 or less |
Fly from
Fly to
Route
Depart
Return
Price
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 3/17
11:34 am-11:56 pm
1 stop10h 22m
Chicago O'Hare Intl
Tue 3/24
2:05 pm-7:19 pm
1 stop7h 14m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 2/24
8:11 am-11:59 pm
1 stop13h 48m
Chicago O'Hare Intl
Wed 2/25
3:07 pm-8:46 am
2 stops19h 39m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 2/20
6:05 am-9:52 pm
2 stops13h 47m
Chicago O'Hare Intl
Sat 2/21
8:52 am-1:48 pm
1 stop6h 56m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Tue 3/17
11:57 am-8:24 pm
1 stop6h 27m
Chicago O'Hare Intl
Tue 3/24
7:20 am-4:10 pm
2 stops10h 50m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 1/23
7:00 am-5:10 pm
1 stop8h 10m
Chicago O'Hare Intl
Mon 1/26
2:06 pm-11:03 pm
2 stops10h 57m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 2/20
5:03 pm-11:26 pm
Nonstop4h 23m
Chicago O'Hare Intl
Sun 2/22
6:25 am-9:30 am
Nonstop5h 05m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 1/23
1:35 pm-8:05 pm
Nonstop4h 30m
Chicago O'Hare Intl
Mon 1/26
2:40 pm-5:36 pm
Nonstop4h 56m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Thu 1/8
1:35 pm-8:05 pm
Nonstop4h 30m
Chicago O'Hare Intl
Mon 1/12
2:40 pm-5:36 pm
Nonstop4h 56m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 3/6
6:05 am-9:41 pm
2 stops13h 36m
Chicago O'Hare Intl
Mon 3/9
7:10 am-2:42 pm
1 stop9h 32m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Fri 3/6
6:05 am-9:52 pm
2 stops13h 47m
Chicago O'Hare Intl
Sun 3/8
5:39 pm-11:01 pm
1 stop7h 22m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
The price you pay for your flight from San Francisco to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 67 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, December is the cheapest month in which you can book a flight from San Francisco to Chicago O'Hare Intl Airport (average of $107). Flying from San Francisco 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.
One of the essential ways to save on airfare from San Francisco to Chicago O'Hare Intl Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 11% on airfare.
Travelers seeking maximum savings on their San Francisco 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.
About 10% of weekly flights between San Francisco and Chicago have experienced delays in the past year, with the average delay time being 182 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.
Crew
Boarding
Food
Overall
Entertainment
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Food
Overall
Entertainment
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Food
Overall
Entertainment
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Food
Overall
Entertainment
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Food
Overall
Entertainment
Comfort
Reviews
Art,Dec 2025
SAN - OGG
Crew
Boarding
Food
Overall
Entertainment
Comfort
Reviews
Art,Dec 2025
SAN - OGG
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$288 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$128 | Average$242 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$128 | Average$302 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$307 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$326 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$197 | Average$354 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$408 | FlexibilityNo cancel fee | On-time69% |