$220 Cheap United flights Anchorage (ANC) to Chicago (ORD)

Landing cheap one-way United Airlines flights from ANC to ORD from $220 on Expedia couldn’t be simpler — just filter by “Price (lowest to highest).” Alternatively, check out our budget-friendly round-trip fares from $386 for your next exciting getaway.**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 least expensive months to jet off to Chicago with United Airlines. You could also find fantastic deals on one-way and return tickets in February.

To find cheap United Airlines fares from Ted Stevens Anchorage Intl. Airport (ANC) to O’Hare Intl. Airport (ORD), start searching one to three months before your planned 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 impact the cost. Sunday is usually the most affordable, 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.

To see if there’s a direct trip from ANC to ORD with United Airlines or other airlines, check the “Nonstop” filter when looking for flights.

To find the earliest departures from ANC to ORD with United Airlines, filter your results by “Morning” and “Early Morning.” Choosing an early flight usually means you’re less likely to experience cancellations.**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.

Take a United Airlines flight from Ted Stevens Anchorage Intl. Airport (ANC) to Chicago, and you’ll most likely come in to O’Hare Intl. Airport (ORD). This is the airline’s main hub in this city.

A rewarding loyalty program and the ability to collect points through United Mileage Plus are the start of the reasons to jet off from ANC to ORD with United Airlines. Plus, when you join our One Key™ program, you can earn OneKeyCash™* alongside United Airlines’s loyalty program earnings. You can put it toward your future trips.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

Changes are typically free within 24 hours of making a booking, but your airline may charge you after that time. For more details about modifying your reservation, check out your “Trips,” select your flight and click on “Manage Booking.” If you’d like the flexibility to change your itinerary without being charged, tick the “Changes included” and “No cancel fee” filters when organizing your next getaway.