Cheap Alaska Airlines flights San Francisco (SFO) to Chicago (ORD)

Set the “Price (lowest to highest)” filter on Expedia to look for cheap Alaska Airlines round-trip flights from $188 from SFO to ORD. Affordable one-way fares are also available.**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.

January is one of the cheapest months to travel to Chicago with Alaska Airlines. You could also find fantastic deals on return and one-way tickets in February.

For cheap Alaska Airlines fares from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD), start searching one to three months before your intended departure. Securing domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also affect the overall price. Sunday is typically the cheapest, while Monday is often the most expensive for domestic flights. You can save 6% on average by choosing to book on a Sunday.**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.

Choose from one of Alaska Airlines’s 4 direct weekly flights from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD). To see your choices, enter your dates, destination and origin and hit search. Next, apply the “Nonstop” and “Airline” filters.

From takeoff till landing, a direct Alaska Airlines flight from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD) typically takes 4h 27m.

The earliest flight from SFO to ORD with Alaska Airlines departs at 10:00AM UTC-8. You’ll land at 4:27PM UTC-6. The last Alaska Airlines flight of the day takes off at 10:00AM UTC-8 and arrives at 4:27PM UTC-6. With 20% fewer cancellations for morning and mid-morning flights, heading out early is typically the best choice.**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.

Alaska Airlines flights from San Francisco Intl. Airport (SFO) to Chicago touch down at O’Hare Intl. Airport (ORD) and Midway Intl. Airport (MDW). The main Chicago hub serviced by this airline is ORD. It’s worth checking out flights arriving at nearby airports on Expedia as they may have cheaper prices.

Flying from SFO to ORD with Alaska Airlines means enjoying a range of perks, such as a rewarding loyalty program and an excellent in-flight experience. Plus, when booking through Expedia, One Key™ members can earn OneKeyCash™* to use on select future travel purchases. That’s in addition to the Mileage Plan points you can earn with Alaska Airlines.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

You’ll likely be on a Boeing 737-900 or a Boeing 737 MAX 9 when flying Alaska Airlines from San Francisco Intl. Airport (SFO) to O’Hare Intl. Airport (ORD). However, keep in mind that a different aircraft may be assigned depending on operational reasons.

In most cases, you can cancel or reschedule your flight, although additional charges may apply if you booked more than 24 hours ago. Prefer to keep your options open? Make use of our “No cancel fee” or “Changes included” filter to find flights that won’t penalize you if you need to alter your plans. To modify your itinerary, head to “Trips,” select your flight and click on “Manage Booking” for more details.