Cheap flights from Seattle to Chicago from C$ 222

The month of January is another great option to travel to Chicago, with average flight prices from Seattle averaging around C$ 383.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 568. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 1,014. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

In the afternoon is the cheapest time of day to fly from Seattle to Chicago when you can find flight prices for as low as C$ 441. Flying to Chicago in the afternoon is an ideal time because this is during off-peak travel hours. In the morning is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 995 per ticket.

Fly from Seattle/Tacoma Intl to Chicago O'Hare Intl 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 C$ 500 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 C$ 436 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 21% on your flight if you consider stops on a Seattle to Chicago flight.

As of November 2026, prices for Seattle to Chicago flights are approximately 21% more expensive when compared to flights at the same time last year.

As of November 2026, there are 31 flights per day flying from Seattle to Chicago. The most common time of day flights depart is 10:00a.m., with 68% of flights taking off at noon.

219 flights are operational weekly from Seattle to Chicago as of November 2026. The most popular departure day for this route is Mon, with 21% of flights per week taking off on this day.