
Keep the following information in mind while searching for San Francisco to Illinois flight deals. Data was last updated October 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $263 (Kiwi.com) |
One-way from | $112 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $428 |
Good round-trip deal | $401 or less |
Good one-way deal | $204 or less |
Fly from
Fly to
Route
Depart
Return
San FranciscoChicago
SFO San Francisco - MDW Chicago Midway
SFOMDW
San Francisco
Thu 12/10
8:20 am-5:15 pm
1 stop6h 55m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - ORD Chicago O'Hare Intl
SFOORD
San Francisco
Thu 12/17
9:59 am-6:06 pm
1 stop6h 07m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - ORD Chicago O'Hare Intl
SFOORD
San Francisco
Thu 12/31
10:34 pm-4:57 am
Nonstop4h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - MDW Chicago Midway
SFOMDW
San Francisco
Sat 2/20
11:55 pm-6:05 am
Nonstop4h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - ORD Chicago O'Hare Intl
SFOORD
San Francisco
Thu 11/19
7:04 am-6:59 pm
1 stop9h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - MDW Chicago Midway
SFOMDW
San Francisco
Tue 12/15
11:39 pm-8:55 am
1 stop7h 16m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - MDW Chicago Midway
SFOMDW
San Francisco
Sat 1/30
12:15 pm-8:15 pm
1 stop6h 00m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - MDW Chicago Midway
SFOMDW
San Francisco
Wed 12/16
6:00 am-4:50 pm
1 stop8h 50m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - MDW Chicago Midway
SFOMDW
San Francisco
Fri 1/15
5:20 am-5:30 pm
2 stops10h 10m
Chicago Midway
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
San FranciscoChicago
SFO San Francisco - ORD Chicago O'Hare Intl
SFOORD
San Francisco
Mon 12/21
5:10 pm-11:33 pm
Nonstop4h 23m
Chicago O'Hare Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
Everything you need to know about your flight from San Francisco to Illinois
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Food
Overall
Boarding
Comfort
Entertainment
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Find useful and relevant information for your journey from San Francisco to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$122 | Average$376 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$157 | Average$302 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$204 | Average$401 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$224 | Average$306 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$237 | Average$537 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$262 | Average$518 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$272 | Average$439 | FlexibilityNo cancel fee | On-time63% |