Find United Airlines(UA) flights from San Francisco to Chicago

At the moment, you can catch a nonstop flight from San Francisco to Chicago with the following airlines, including: United Airlines American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

It takes about 4 hours 37 minutes to fly from San Francisco to Chicago.

By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from San Francisco to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

Based on Trip.com data in the past 4 weeks, there is 154 flight per week flying from San Francisco to Chicago. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA368 (23:43)

The cheapest months to fly from San Francisco to Chicago is October, when demand for travel is lower.

After crunching the numbers on our September flight calendar, it's currently cheapest to fly from San Francisco to Chicago on September 16, 2026 with Frontier Airlines, with prices starting at US$80.

You can land at any one of the following hubs in Chicago: Chicago Midway International Airport (MDW), O'Hare International Airport (ORD), and Chicago Rockford International Airport (RFD). Flying from San Francisco International Airport to O'Hare International Airport (SFO-ORD) is by far the most common option on this route.

The time difference between Chicago and San Francisco is 2h.

Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.