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Useful information for finding cheap flights and booking your next trip...
Cheapest Round Trip Flight
$225
Alaska Airlines
• 1 stop
• 10h 54m
Oct 07 – Nov 04
The cheapest round trip flight from San Francisco to Chicago (SFO-MDW-SFO) is currently $225
Cheapest One way Flight
$263
Southwest Airlines
• 1 stop
• 13h 30m
Oct 10
The cheapest one way flight from Dallas to Chicago (DAL-MDW) is currently $263
Cheapest Direct Flight
$218
Southwest Airlines
• nonstop
• 3h 30m
Oct 05
The cheapest nonstop flight from Dallas to Chicago (DAL-MDW) is currently $218
Fastest Flight
3h 30m
The fastest nonstop flight from Dallas to Chicago (DAL-MDW) takes 3h 30m
Recent Airfares...
Oct 07 - Nov 04, Economy
San Francisco → Chicago
10h 54m
9:59 AM - 6:53 PM • 1 stop
San Francisco → Chicago
12h 1m
2:15 PM - 7:36 PM • 1 stop
Alaska Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
7h 13m
9:12 AM - 3:45 PM • nonstop
San Francisco → Chicago
7h 35m
1:24 PM - 4:19 PM • nonstop
American Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
6h 57m
6:38 PM - 12:55 AM • nonstop
San Francisco → Chicago
7h 27m
6:00 AM - 8:47 AM • nonstop
United Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
6h 59m
10:42 PM - 5:01 AM • nonstop
San Francisco → Chicago
7h 27m
6:00 AM - 8:47 AM • nonstop
United Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
10h 50m
6:55 AM - 3:45 PM • 1 stop
San Francisco → Chicago
16h 55m
10:05 AM - 6:20 PM • 1 stop
Southwest Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
10h 54m
9:59 AM - 6:53 PM • 1 stop
San Francisco → Chicago
12h 1m
2:15 PM - 7:36 PM • 1 stop
Alaska Airlines
Oct 05 - Oct 07, Economy
Dallas → Chicago
3h 30m
7:15 PM - 9:25 PM • nonstop
Dallas → Chicago
3h 35m
2:50 PM - 5:05 PM • nonstop
Southwest Airlines
Oct 05 - Oct 07, Economy
Dallas → Chicago
3h 35m
1:55 PM - 4:10 PM • nonstop
Dallas → Chicago
3h 35m
4:45 PM - 7:00 PM • nonstop
Southwest Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
7h 13m
9:12 AM - 3:45 PM • nonstop
San Francisco → Chicago
7h 35m
1:24 PM - 4:19 PM • nonstop
American Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
7h 14m
6:00 AM - 12:34 PM • nonstop
San Francisco → Chicago
7h 35m
1:24 PM - 4:19 PM • nonstop
American Airlines
Oct 07 - Nov 04, Economy
San Francisco → Chicago
6h 57m
6:38 PM - 12:55 AM • nonstop
San Francisco → Chicago
7h 27m
6:00 AM - 8:47 AM • nonstop
United Airlines
More Flight Options to Illinois
Nashville to Chicago Flights (BNA - ORD)
Dallas to Chicago Flights (DAL - MDW)
Phoenix to Chicago Flights (PHX - ORD)
Orlando to Chicago Flights (MCO - ORD)
Minneapolis to Chicago Flights (MSP - ORD)
Minneapolis to Chicago Flights (MSP - ORD)
Los Angeles to Chicago Flights (LAX - ORD)
Dallas to Chicago Flights (DFW - ORD)
Dallas to Chicago Flights (DFW - ORD)
Seattle to Chicago Flights (SEA - MDW)
Baltimore to Chicago Flights (BWI - MDW)
Tampa to Chicago Flights (TPA - ORD)