Price observed over the last 3 months for a round trip.
Compare all flight tickets and find cheap flights from San Francisco to Chicago
The cheapest flights right now
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 21m Return – Sep 28, 2026
direct
4h 38m $259
2 days ago
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 5m Return – Sep 28, 2026
direct
4h 38m $257
2 days ago
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 5m Return – Sep 28, 2026
direct
4h 49m $256
yesterday
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 5m Return – Sep 29, 2026
direct
4h 40m $255
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Cheapest flight tickets
$166
Average price of a round trip
$234
Average flight ticket price recorded over the last 3 months for a round trip.
Flight duration
4h19
A flight from San Francisco to Chicago takes on average 4h19.
Best time
November
According to user searches, the ideal month to go to Chicago is November.
The best flight deals for a week
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 21m Return – Sep 28, 2026
direct
4h 38m $259
2 days ago
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 5m Return – Sep 28, 2026
direct
4h 38m $257
2 days ago
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 5m Return – Sep 28, 2026
direct
4h 49m $256
yesterday
San Francisco – Chicago
Outbound – Sep 21, 2026
direct
4h 5m Return – Sep 29, 2026
direct
4h 40m $255
2 days ago
* Prices are in USD per passenger, including taxes, for a round trip. Prices are based on searches carried out within the last 72 hours. Please note that availability and ticket prices are subject to change and should not be considered as the final price quoted.
Tips for finding a cheap flight from San Francisco to Chicago
Check out our tips for booking your flight to Chicago (USA) from San Francisco (USA) at the cheapest possible price.
Usually, the cheapest month to pick up a ticket on this route is December, with an average flight ticket price of $134 (calculation over the last two years). The most touristic season corresponds to the months of September, August and October.
For the cheapest flights, it is advisable to buy your ticket at least 23 days before the departure date.
The airline offering the cheapest flight tickets is Frontier Airlines. A ticket from the airline Frontier Airlines to Chicago costs on average $214.
The airlines that offer the most flights are American Airlines, United Airlines and Southwest Airlines.
Price of flight tickets from San Francisco to Chicago
Here is some information and tips to know before booking your flight:
- Flight ticket prices range from $166 to $418
- The average price of a flight ticket is about $234
- Prices are lowest for stays in the month of December
- The month in which booking a ticket is cheaper is: September
info departure city :
San Francisco, USA
airport :
San Francisco International Airport (SFO)
local time :
San Francisco is a city in the country USA, the time zone is [[timezone]]. In San Francisco, it is currently {fromLocalTime}, the temperature is on average 17°C, with a minimum of 15°C and a maximum of 20°C.
The city of San Francisco has 1 airport(s): San Francisco
destination info :
Chicago, USA
airports :
Chicago-Merrill C. Meigs Field Airport (CGX)
Chicago FSS (CHI)
Chicago-Midway International Airport (MDW)
Chicago-O'Hare International Airport (ORD)
local time :
Chicago is in the country USA, the time zone is [[timezone]]. In Chicago, it is currently {toLocalTime}, the temperature is on average 29°C, with a minimum of 23°C and a maximum of 37°C.
The city of Chicago (CHI) has 4 airport(s): Chicago-Merrill C. Meigs Field, Chicago FSS, Chicago-Midway and Chicago-O'Hare
Useful info about Chicago
What is the least touristic period to go to Chicago?
If you want to visit Chicago during the least touristic period, choose the month of November.
What is the most popular time to travel to Chicago?
In Chicago, the most popular month is September. It is during this period that the prices offered by airlines are also the highest.
When should I book my flight from San Francisco to Chicago?
According to our data, it is recommended to book your flight 23 days before your departure. If you book your flight ticket 4 weeks before your departure, you may find a price below average. You can also choose morning flights that are 8% cheaper than afternoon and evening flights. The cheapest day to book a flight from San Francisco to Chicago is Thursday.
What are the arrival and destination airports when traveling between San Francisco and Chicago?
When you leave, you can leave from San Francisco, and you will arrive at Chicago-Midway or Chicago-O'Hare.
How to reach San Francisco airport from the city centre?
This information is not available at this time.
Are there other means of transportation to go from San Francisco to Chicago?
Airplane is the only means of transportation listed on Liligo for this journey.
Are there big differences in weather between San Francisco and Chicago?
In summer, the average temperature is 22°C in Chicago and 17°C in San Francisco. The average rainfall in summer is 145 mm in Chicago and 2 mm in San Francisco. In summer, it is warmer in Chicago and it rains less in San Francisco. In winter, it is colder in San Francisco and it rains more in San Francisco.