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Cheap flights San Francisco — Chicago

from $108 2 985 km ~4h 1m 14 flights found 5 airlines cheapest on Tuesday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $108 on 23.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 15 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
23 Nov 2026, Mon
Alaska Airlines AS 1450
19:25
SFO San Francisco International Airport
01:22
ORD O'Hare International Airport
5h 57m 1 stop
View this ticket
24 Nov 2026, Tue
American Airlines AA 597
04:22
SFO San Francisco International Airport
08:53
ORD O'Hare International Airport
4h 31m Direct
View this ticket
27 Nov 2026, Fri
Frontier Airlines F9 3436
02:41
SFO San Francisco International Airport
07:47
ORD O'Hare International Airport
5h 6m 1 stop
View this ticket
26 Nov 2026, Thu
Frontier Airlines F9 1094
08:23
SFO San Francisco International Airport
13:25
ORD O'Hare International Airport
5h 2m 1 stop
View this ticket
26 Nov 2026, Thu
American Airlines AA 2614
17:00
SFO San Francisco International Airport
21:29
ORD O'Hare International Airport
4h 29m Direct
View this ticket
26 Nov 2026, Thu
United Airlines UA 1971
09:45
SFO San Francisco International Airport
14:02
ORD O'Hare International Airport
4h 17m Direct
View this ticket
Route characteristics
Distance
2 985 km
Flight time
4h 1m
Time difference
+2h
Minimum price
from $108 (23.11.2026)
Average price
$153
Maximum price
$264
Departures per week
1
Cheapest day
Tuesday
Departure airports (1)
SFO San Francisco International Airport
Arrival airports (2)
MDW Chicago Midway International Airport ORD O'Hare International Airport
Airlines (5)
AS Alaska Airlines AA American Airlines F9 Frontier Airlines UA United Airlines WN Southwest Airlines
Agencies (6)
Trip.com Farera Kiwi.com Tickets Clickavia Wingie
Prices by day of week
Airlines — cheapest prices 5
Alaska Airlines
Alaska Airlines
2 flights · 2 days
$108
American Airlines
American Airlines
4 flights · 4 days
$118
Frontier Airlines
Frontier Airlines
Low-cost 5 flights · 5 days
$122
United Airlines
United Airlines
1 flights · 1 days
$152
Southwest Airlines
Southwest Airlines
Low-cost 2 flights · 2 days
$240
Where to buy tickets 6
Trip.com
1 tickets · 1 days
from $108
Farera
7 tickets · 5 days
from $118
Kiwi.com
1 tickets · 1 days
from $167
Tickets
2 tickets · 2 days
from $181
Clickavia
2 tickets · 2 days
from $183
Wingie
1 tickets · 1 days
from $261
Airports

From — San Francisco (1)

  • SFO San Francisco International Airport

To — Chicago (2)

  • MDW Chicago Midway International Airport
  • ORD O'Hare International Airport
Other destinations from San Francisco
Frequently asked questions about the route San Francisco — Chicago
How long is the flight from San Francisco to Chicago?
Approximate flight time — 4h 1m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from San Francisco to Chicago?
The straight-line distance — 2 985 km.
How much do flights from San Francisco to Chicago cost?
The minimum price over 3 months — from $108 on 23.11.2026.
What is the average ticket price?
The average price — $153. Range: $108 — $264.
What is the time difference between San Francisco and Chicago?
The difference — +2h.
From which airports does San Francisco operate flights?
From San Francisco: SFO (San Francisco International Airport).
To which airports in Chicago do flights arrive?
To Chicago: MDW (Chicago Midway International Airport), ORD (O'Hare International Airport).
Which airlines fly this route?
This route is served by 5 airlines: Alaska Airlines, American Airlines, Frontier Airlines, United Airlines, Southwest Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $118. Total direct flights found: 3.
Which day of the week is cheapest?
The cheapest day of the week — Tuesday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route San Francisco — Chicago

Flights San Francisco — Chicago is a popular route. The straight-line distance is 2 985 km. Flight time 4h 1m. Time difference +2h.

From San Francisco (SFO) flights depart from 1 airport: SFO. To Chicago (CHI) — 2 arrival airports: MDW, ORD.

5 airlines operate on this route: Alaska Airlines, American Airlines, Frontier Airlines, United Airlines, Southwest Airlines.

The minimum price for the next 3 months — from $108 (23.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $153, ranging from $108 to $264. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Tuesday.

Other destinations in United States from San Francisco