Cheap Flights from Chicago to San Francisco from S$ 100

Frequently Asked Questions

• Which airlines offer the cheapest flights from Chicago to San Francisco?

  Based on Trip.com data, Frontier Airlines offers Cheapest nonstop one-way flights from S$ 100 (for example, ORD–SFO on Wed, Dec 2). For a Cheapest nonstop return flight, Frontier Airlines offers fares from S$ 176, departing on Thu, Oct 22 and returning on Tue, Oct 27.

• Which airlines offer direct flights from Chicago to San Francisco?

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

• How long is a flight from Chicago (CHI) to San Francisco (SFO)?

  It takes about 5 hours 8 minutes to fly from Chicago (CHI) to San Francisco (SFO).

• When is the best time to book flights from Chicago to San Francisco?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to San Francisco 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.

• How many flights are there from Chicago to San Francisco each week?

  On average, 166 direct flights operate each week between Chicago and San Francisco. See below the schedules of the main airlines serving this route:
  United Airlines: S/M/T/W/T/F/S – UA574 (departure at 08:03)

• How can I find the best deals on flights from Chicago to San Francisco?

  Here are some tips for finding the best flight deals from Chicago to San Francisco on Trip.com:
  · Be flexible with your travel dates. The cheapest flight is currently on Wed, Dec 2, with one-way fares from just S$ 100.
  · Compare airlines. American Airlines currently offers the lowest fares on this route.
  · Set up a price alert to track fare changes without searching every day.
  · Check Trip.com regularly for flight deals and available promo codes.
  · Avoid peak season or book early. July is generally the busiest month for travel to San Francisco.
  · Get exclusive promo codes on the Trip.com app.

• When is the best time to book a flight from Chicago to San Francisco to get the best price?

  The cheapest month to book a flight from Chicago to San Francisco is usually November, when demand is lower.

• Which upcoming date is the cheapest for flights from Chicago to San Francisco?

  After crunching the numbers on our October flight calendar, it's currently cheapest to fly from Chicago to San Francisco on October 21, 2026 with Frontier Airlines, with prices starting at S$ 76.

• Which airports should you choose for flights from Chicago to San Francisco?

  Flights to San Francisco can arrive at: San Francisco International Airport (SFO). The most common route connects O'Hare International Airport and San Francisco International Airport (ORD–SFO).

• What is the time difference between Chicago and San Francisco?

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

• How can I change or cancel my flight ticket from Chicago to San Francisco?

  Tickets can only be changed or cancelled 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.

• What is the average cost of a one-way flight from Chicago to San Francisco?

  Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from Chicago to San Francisco is S$ 267. Fares vary by travel date, airline and availability.

• What is the average cost of a round-trip flight from Chicago to San Francisco?

  Based on Trip.com data for travel in the next 30 days, the average round-trip fare from Chicago to San Francisco is S$ 511. The final price depends on the outbound and return dates, airline and fare conditions.

• How do I book flights from Chicago to San Francisco on Trip.com?

  Enter Chicago and San Francisco, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveller details and complete payment to receive your confirmation.

• Are there budget airlines on the Chicago to San Francisco route?

  Frontier Airlinesare the most popular budget airlines flying from Chicago to San Francisco. Check baggage, seat and payment fees before comparing the final price.