£178 Cheap Flights from Anchorage (ANC) to Chicago (ORD)

You can find one-way and return flights from ANC to ORD with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ANC to ORD ticket fares go up or down.

The cheapest months to fly from Anchorage, AK (ANC) to Chicago, IL (ORD) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

There are 2 airlines offering direct flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.). These are:
* United operates 12 direct flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.
* American Airlines operates 7 direct flights from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.

To find a cheap flight from Anchorage, AK (ANC) to Chicago, IL (ORD), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

The earliest flight from Ted Stevens Anchorage Intl. (ANC) to O'Hare Intl. (ORD) typically departs around 12:05 AM local time. This service is operated by Alaska Airlines and United. This is a seasonal service, active only in December. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

A direct flight from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 6 hours 18 minutes, covering a distance of approximately 4,567 kilometers. If you opt for a flight with one stop, your journey will usually be longer, taking about 10 hours 30 minutes. Flights with two or more stops generally take around 14 hours 18 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.

Select the "Business class" and "First class" filters when looking for Anchorage, AK (ANC) to Chicago, IL (ORD) flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.

It's easy to earn miles on a Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

If you're planning to travel to Chicago from Ted Stevens Anchorage Intl. (ANC), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Portland Intl. (PDX), or Denver Intl. (DEN) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Typically, booking a last minute flight from Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Anchorage, AK (ANC-Ted Stevens Anchorage Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Anchorage, AK (ANC) to Chicago, IL (ORD) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.