Cheap flights from Eugene to Chicago from $162

The month of May is, on average, the cheapest month to fly to Chicago from Eugene, with most prices found around $319. If you’re not able to fly to Chicago in May, then November is your next best option. Flight prices from Eugene to Chicago during November average around $320.

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $429. 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 Eugene to Chicago for around $668.

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Eugene to Chicago during this time can be as low as $430. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $497.

Fly from Eugene to Chicago O'Hare Intl for the best Eugene - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Eugene when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $425 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Eugene for as low as $291 on momondo.

There are 4 cabin classes available to choose from on Eugene 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 9% on your flight if you consider stops on a Eugene to Chicago flight.

As of August 2026, prices for Eugene to Chicago flights are approximately 90% more expensive when compared to flights at the same time last year.

Southwest, Alaska Airlines, and American Airlines are the most popular carriers operating from Eugene to Chicago

United Airlines, Alaska Airlines and Delta are the top three most popular airlines that fly to Chicago from Eugene according to our data. United Airlines is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

The number of flights available between Eugene and Chicago is 1 per day as of August 2026. The most frequent departure time is 2:00PM, with 100% of daily flights leaving in the afternoon.

The number of flights available between Eugene and Chicago is 7 per week as of August 2026. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.