Cheap flights from Washington to Chicago from $160

The month of February is, on average, the cheapest month to fly to Chicago from State of Washington, with most prices found around $262. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from State of Washington to Chicago during January average around $286.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $440. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from State of Washington to Chicago for around $547.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from State of Washington to Chicago during this time can be as low as $394. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $495.

Fly from Seattle/Tacoma Intl to Chicago Midway for the best Washington - Chicago flight prices

You are more likely to see cheaper flights to Chicago from State of Washington when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $360 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from State of Washington for as low as $312 on momondo.

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

Delta, Southwest, and United Airlines are the most popular carriers operating from Washington to Chicago

American Airlines, Alaska Airlines and Delta are the top three most popular airlines that fly to Chicago from State of Washington according to our data. American Airlines is the first choice among our users, with 29% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

As of November 2026, there are 34 flights per day flying from State of Washington to Chicago. The most common time of day flights depart is 10:00AM, with 68% of flights taking off at noon.

As of November 2026, there are 243 flights per week flying from State of Washington to Chicago. The most common day of the week flights depart is Mon, with 21% of flights taking off on this day.