Cheap Alaska Airlines flights Medford (MFR) to Chicago (ORD)

Finding cheap one-way Alaska Airlines flights from MFR to ORD on Expedia is easy — just filter by “Price (lowest to highest).” Or check out our affordable round-trip fares 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.

Alaska Airlines flights to Chicago are generally cheaper in the quieter months of January and February. Whether you need a round-trip or one-way ticket, you could find a better deal then.

Look for affordable Alaska Airlines flights from Rogue Valley Intl. Airport (MFR) to O’Hare Intl. Airport (ORD) one to three months ahead of your departure day. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and journey, the best day to book a domestic flight is usually Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**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.

To figure out if there’s a direct journey from MFR to ORD with Alaska Airlines or another carrier, use our “Nonstop” filter when searching for flights.

Find Alaska Airlines’s earliest flights from MFR to ORD by checking our “Morning” and “Early Morning” filters. Not only will you arrive sooner, early departures are also 20% less likely to be canceled.**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.

Board an Alaska Airlines flight from Rogue Valley Intl. Airport (MFR) to Chicago, and you’ll probably arrive at O’Hare Intl. Airport (ORD). This is the airline’s main hub in this destination.

With top-tier customer service and an excellent in-flight experience, Alaska Airlines is a top choice for many passengers heading from MFR to ORD. Also, if you’re a Mileage Plan and One Key™ member booking with Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles, which can be used on future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

In most cases, you can modify or cancel your flight, although additional charges may apply if your booking was made over 24 hours ago. Want to keep your options open? Apply the “Changes included” and “No cancel fee” filters to find flights that won’t charge you extra if you have to adjust your plans. To modify your booking, head to “Trips,” select your flight and click on “Manage Booking” for more details.