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Outbound flight: 10/05/21
23:43 SFO
06:00 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 10/19/21
12:20 CHI
15:00 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
direct
American Airlines
$212
Check
Outbound flight: 10/05/21
23:10 SFO
05:08 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 10/19/21
11:45 CHI
14:34 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
direct
United Airlines
$214
Check
Outbound flight: 10/05/21
19:10 SFO
01:25 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 10/19/21
07:00 CHI
09:50 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
direct
United Airlines
$214
Check
Outbound flight: 10/05/21
09:00 SFO
15:22 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 10/19/21
12:20 CHI
15:00 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
direct
American Airlines
$214
Check
Outbound flight: 10/05/21
16:00 SFO
22:20 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 10/19/21
20:29 CHI
23:12 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
direct
American Airlines
$214
Check
Outbound flight: 10/05/21
09:00 SFO
15:22 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
Return flight: 10/19/21
12:20 CHI
15:00 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
direct
American Airlines
$214
Check
Outbound flight: 12/25/21
17:40 SFO
23:59 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Alaska Airlines
Return flight: 01/08/22
18:25 CHI
21:18 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
direct
Alaska Airlines
$215
Check
Outbound flight: 10/05/21
23:59 SFO
06:00 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 10/19/21
05:25 CHI
09:45 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
1 Stopover
United Airlines
$217
Check
Outbound flight: 10/05/21
23:59 SFO
06:00 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 10/19/21
05:25 CHI
09:45 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
1 Stopover
United Airlines
$217
Check
Outbound flight: 10/05/21
17:35 SFO
23:32 CHI
San Francisco International Airport, CA
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
Return flight: 10/19/21
12:45 CHI
17:19 SFO
Chicago-IL all Airports (ORD, MDW, RFD)
San Francisco International Airport, CA
1 Stopover
United Airlines
$217
Check
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from San Francisco to Chicago

Favorite airline: American Airlines
The most popular airline for flights from San Francisco to Chicago is American Airlines.
American Airlines
12 %
United Airlines
10 %
Alaska Airlines
8 %
Stopover flights are the cheapest connection
Compared to direct flights, flights with a stopover on this route are on average 6 % cheaper.
non stop flight
1 stop
2 stops
04h 20min
07h 54min
14h 15min
$195
$184
$322
The favorite connection is non-stop
37 % of travelers decide to book a direct flight on this route.
Route
bookings
Direct flights
04h 20min, from $195
37 %
1 stopover Los Angeles International Airport, CA
09h 23min, from $203
14 %
1 stopover Seattle-Tacoma International Airport, WA
07h 45min, from $261
12 %
Flight information San Francisco - Chicago
Alternative flight routes
Cheap direct flights
Flight details San Francisco - Chicago
  • Flight duration: min. 03:53 / max. 07:10
  • Distance: 2990 km
  • Flights per week: 154
  • Return flight duration: min. 04:33 / max. 11:40
Top Flight Routes
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.