Cheap flights from Chicago to Anchorage from $221

If you don’t want to visit Anchorage in February, then you should wait until April to fly from Chicago, when ticket prices are also cheap, with an average price of $405.

The cheapest day to depart on your flight to Anchorage is on a Thursday when prices can be found for as low as $473. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Anchorage is Saturday, with ticket prices averaging around $610.

In the afternoon is the cheapest time of day to fly from Chicago to Anchorage when you can find flight prices for as low as $495. Flying to Anchorage in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $868.

Fly from Chicago O'Hare Intl to Anchorage for the best Chicago - Anchorage flight prices

You are more likely to see cheaper flights to Anchorage from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Anchorage for around $474 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Anchorage from Chicago for as low as $440 on momondo.

There are 4 cabin classes available to choose from on Chicago to Anchorage flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 4% on your flight if you consider stops on a Chicago to Anchorage flight.

As of September 2026, prices for Chicago to Anchorage flights are approximately 3% more expensive when compared to flights at the same time last year.

Delta, United Airlines, and Alaska Airlines are the most popular carriers operating from Chicago to Anchorage

Alaska Airlines, United Airlines and Delta are the top three most popular airlines that fly to Anchorage from Chicago according to our data. Alaska Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Anchorage. Keep in mind that there are 4 different airlines that fly to Anchorage on a routine basis, so you have a few additional options to choose from.

As of September 2026, there are 2 flights per day flying from Chicago to Anchorage. The most common time of day flights depart is 4:00PM, with 100% of flights taking off in the afternoon.

As of September 2026, 20 flights take off from Chicago and land in Anchorage each week. The most common flight departure day for this route is Mon, with 25% of weekly flights taking off on this day.