United's Economy Plus offers extra legroom towards the front.
United Club lounges offer signature cocktails and comfortable seating.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $217 (Alaska Airlines) |
One-way from | $109 (Southwest) |
Popular in | December |
Cheapest in | April |
Average price | $415 |
Fly from
Fly to
Route
Depart
Return
Price
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Thu 1/9
10:00 am-4:27 pm
Nonstop4h 27m
Chicago O'Hare Intl
Mon 1/13
6:55 pm-9:54 pm
Nonstop4h 59m
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Tue 1/14
6:55 am-12:13 am
1 stop15h 18m
Chicago Midway
Thu 1/16
7:15 am-12:09 am
1 stop18h 54m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Thu 1/9
10:00 am-4:27 pm
Nonstop4h 27m
Chicago O'Hare Intl
Sun 1/12
7:25 am-12:46 pm
1 stop7h 21m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Thu 1/9
9:10 pm-12:35 am
1 stop25h 25m
Chicago O'Hare Intl
Wed 1/15
8:25 pm-11:13 pm
Nonstop4h 48m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Thu 1/16
3:20 pm-11:59 pm
1 stop6h 39m
Chicago O'Hare Intl
Thu 1/23
2:35 pm-5:30 pm
Nonstop4h 55m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Wed 1/8
12:27 am-10:38 am
1 stop8h 11m
Chicago O'Hare Intl
Mon 1/13
2:14 pm-8:36 pm
1 stop8h 22m
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Sat 1/18
2:39 pm-11:44 am
1 stop19h 05m
Chicago Midway
Sat 1/25
7:30 am-9:21 pm
2 stops15h 51m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Wed 1/29
12:00 pm-10:35 pm
2 stops8h 35m
Chicago O'Hare Intl
Sun 2/2
7:10 pm-11:45 pm
1 stop6h 35m
San FranciscoChicago
SFO - MDW
SFOMDW
San Francisco
Sun 1/12
10:45 pm-8:54 am
1 stop8h 09m
Chicago Midway
Sun 1/19
5:05 pm-11:22 pm
1 stop8h 17m
San FranciscoChicago
SFO - ORD
SFOORD
San Francisco
Sat 1/18
6:15 am-3:30 pm
1 stop7h 15m
Chicago O'Hare Intl
Sat 1/25
5:45 am-2:21 pm
1 stop10h 36m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Expedia | Price Accuracy1 star | Trust Score*3 stars |
FlightHub | Price Accuracy3 stars | Trust Score*3 stars |
eDreams | Price Accuracy3 stars | Trust Score*3 stars |
Kiwi.com | Price Accuracy3 stars | Trust Score*3 stars |
Cheapflightsfares | Price Accuracy3 stars | Trust Score*1 star |
Priceline | Price Accuracy1 star | Trust Score*3 stars |
Mytrip | Price Accuracy3 stars | Trust Score*3 stars |
AranGrant | Price Accuracy3 stars | Trust Score*2 stars |
Cheapfaremart | Price Accuracy- | Trust Score*3 stars |
CheapOair | Price Accuracy2 stars | Trust Score*2 stars |
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
The best time to book flights from San Francisco to Chicago is 76 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, September is the cheapest month in which you can book a flight from San Francisco to Chicago (average of $232). Flying from San Francisco to Chicago in June is currently the most expensive (average of $308). 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 is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 36% on airfare.
Travelers seeking maximum savings on their San Francisco to Chicago flight should consider departing on Wednesday 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.
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Crew
Entertainment
Overall
Comfort
Boarding
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$82 | Average$228 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$112 | Average$241 | FlexibilityNo cancel fee | On-time65% |
Alaska Airlines | Cheapest$161 | Average$316 | FlexibilityNo cancel fee | On-time75% |
United Airlines | Cheapest$185 | Average$387 | FlexibilityNo cancel fee | On-time69% |
American Airlines | Cheapest$198 | Average$398 | FlexibilityNo cancel fee | On-time71% |
Southwest | Cheapest$219 | Average$433 | FlexibilityNo cancel fee | On-time63% |
Delta | Cheapest$235 | Average$332 | FlexibilityNo cancel fee | On-timeN/A |