Cheap flights from Alaska to Illinois from $219

The cheapest month to fly to Illinois from Alaska is in February. Flight prices, which tend to average around $358, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of February, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $405.

The cheapest day to depart from Alaska to Illinois is on a Thursday when prices can be found for as low as $658. Flights from Alaska to Illinois on a Saturday will generally be more expensive and average around $901. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

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

You are more likely to see cheaper flights to Illinois from Alaska when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $528 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Alaska for as low as $397 on momondo.

There are 4 cabin classes available to choose from on Alaska to Illinois 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 5% on your flight if you consider stops on a Alaska to Illinois flight.

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

United Airlines, Alaska Airlines and American Airlines are the top three most popular airlines that fly to Illinois from Alaska according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 4 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

4 flights are operational daily from Alaska to Illinois as of October 2026. The most popular departure time for this route is 9:00PM, with 100% of flights per day taking off in the evening.

As of October 2026, 29 flights take off from Alaska and land in Illinois each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.