Cheap flights from Seattle to Chicago from C$ 237

The month of February is another great option to travel to Chicago, with average flight prices from Seattle averaging around C$ 127.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 512. 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 Tuesday because tickets tend to average around C$ 974. 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$ 338. 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$ 966 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$ 422 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$ 351 on momondo.

You could potentially save up to 22% on your flight if you consider stops on a Seattle to Chicago flight.

As of May 2026, prices for Seattle to Chicago flights are approximately 45% more expensive when compared to flights at the same time last year.

Denver (DEN) was the most common stop: 75% of momondo users choosing one-stop flights on this route connected there.

Flights via Las Vegas (LAS) offer the lowest average round-trip price of C$ 344.

Flights connecting via Las Vegas (LAS) have the shortest average one-way travel time: 7h 20m.

Las Vegas (LAS) has the shortest average layover time for this route: 2h 20m.

As of May 2026, there are 44 flights per day flying from Seattle to Chicago. The most common time of day flights depart is 1:00p.m., with 53% of flights taking off at noon.

312 flights are operational weekly from Seattle to Chicago as of May 2026. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.