Cheap flights from Eugene to Chicago from $129

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 March is your next best option. Flight prices from Eugene to Chicago during March average around $353.

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as $421. 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 $634.

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 $447. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $501.

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 $445 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 $346 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 10% on your flight if you consider stops on a Eugene to Chicago flight.

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

Alaska Airlines and Southwest 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 60% 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.