Cheap flights from Seattle to Chicago from $159

The month of February is, on average, the cheapest month to fly to Chicago from Seattle, with most prices found around $239. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Seattle to Chicago during January average around $264.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $439. 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 Seattle to Chicago for around $541.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Seattle to Chicago during this time can be as low as $387. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $492.

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

You are more likely to see cheaper flights to Chicago from Seattle when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $354 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Seattle for as low as $288 on momondo.

There are 4 cabin classes available to choose from on Seattle to Chicago 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 42% on your flight if you consider stops on a Seattle to Chicago flight.

As of October 2026, prices for Seattle to Chicago flights are approximately 47% more expensive when compared to flights at the same time last year.

United Airlines, Southwest, and Frontier are the most popular carriers operating from Seattle/Tacoma Intl to Chicago

Alaska Airlines, American Airlines and Delta are the top three most popular airlines that fly to Chicago from Seattle according to our data. Alaska Airlines is the first choice among our users, with 30% 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.

30 flights are operational daily from Seattle to Chicago as of October 2026. The most popular departure time for this route is 10:00AM, with 63% of flights per day taking off at noon.

As of October 2026, 215 flights take off from Seattle and land in Chicago each week. The most common flight departure day for this route is Wed, with 23% of weekly flights taking off on this day.