$90 Cheap United flights San Francisco (SFO) to Chicago (ORD)

Scoring cheap one-way United Airlines flights from SFO to ORD from $90 on Expedia couldn’t be simpler — just filter by “Price (lowest to highest).” Or check out our affordable return fares from $179 for your next exciting adventure.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Browse for round-trip or one-way flights to Chicago in January or February. You could find a cheap fare with United Airlines during these off-peak months.

Begin your search one to three months ahead of your departure date to score cheap fares on United Airlines flights from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance versus last-minute reservations made 6 to 12 days out. You could also reduce costs by buying your fare on a Sunday, as it’s 6% cheaper on average than a Monday, the most expensive day to book.* Time it well, and you can enjoy significant savings on domestic trips.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Hop on one of United Airlines’s 53 weekly direct flights from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD). To see your options, enter your dates, destination and origin and hit search. Then use the “Nonstop” and “Airline” filters.

Depart San Francisco Intl. Airport (SFO) for O’Hare Intl. Airport (ORD) on a nonstop United Airlines flight, and you’ll be airborne for approximately 4h 24m.

United Airlines has the most flights from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD) on Saturday. With up to 8 daily departures, you’ll get the most flexibility on this day.

The first flight from SFO to ORD with United Airlines departs at 6:15AM UTC-8. You’ll land at 12:42PM UTC-6. The last United Airlines flight of the day takes off at 11:59PM UTC-8 and arrives at 6:30AM UTC-6. With approximately 20% fewer cancellations for morning and mid-morning departures, starting your travel day early is typically the wisest option.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

O’Hare Intl. Airport (ORD) is the main hub for United Airlines flights from San Francisco Intl. Airport (SFO) to Chicago. But this airline also travels to Midway Intl. Airport (MDW). Make sure you choose the “All Airports” option for your destination to see what’s available for your getaway to Chicago.

Depart from SFO to ORD with United Airlines and enjoy a range of perks starting with a rewarding loyalty program. When booking through Expedia as a United Mileage Plus and One Key™ member, you can also earn OneKeyCash™* to spend on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

You’ll likely be on an Airbus A321neo or a Boeing 777 when flying United Airlines from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD). However, keep in mind that a different plane could be assigned to your route depending on operational demands.

Depending on the type of fare you purchased, a fee generally applies if you cancel or change your booking more than 24 hours after it has been confirmed. To secure tickets with more flexibility, select our “Changes included” or “No cancel fee” filter when you search for flights. To learn more about canceling or modifying your reservation, head to “Trips,” select your flight and tick “Manage Booking.”