$149 Cheap Flights from Eugene (EUG) to Chicago (ORD)

View $149 flight on Sun, Oct 25, 2026Opens in a new window

Popular airlines from Mahlon Sweet Field Airport (EUG) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Eugene to Chicago (EUG-ORD)

Prices were available within the past 7 days and start at $149 for one-way flights and $252 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Thu, Sep 3 - Mon, Sep 14
EUG
Eugene
ORD
Chicago
$252 Roundtrip, found 5 days ago
$252
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Sep 3 from Eugene to Chicago, returning Mon, Sep 14, priced at $252 found 5 days ago
Alaska Airlines
Thu, Sep 3 - Mon, Sep 14
EUG
Eugene
ORD
Chicago
$263 Roundtrip, found 5 days ago
$263
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Thu, Sep 3 from Eugene to Chicago, returning Mon, Sep 14, priced at $263 found 5 days ago
Delta
Thu, Sep 3 - Mon, Sep 14
EUG
Eugene
ORD
Chicago
$273 Roundtrip, found 5 days ago
$273
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Sep 3 from Eugene to Chicago, returning Mon, Sep 14, priced at $273 found 5 days ago
Alaska Airlines
Wed, Sep 23 - Sat, Sep 26
EUG
Eugene
ORD
Chicago
$289 Roundtrip, found 4 days ago
$289
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Sep 23 from Eugene to Chicago, returning Sat, Sep 26, priced at $289 found 4 days ago
Delta
Mon, May 11 - Thu, May 14
EUG
Eugene
ORD
Chicago
$290 Roundtrip, found 4 days ago
$290
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, May 11 from Eugene to Chicago, returning Thu, May 14, priced at $290 found 4 days ago
United
Wed, Jul 15 - Sat, Jul 18
EUG
Eugene
ORD
Chicago
$339 Roundtrip, found 7 hours ago
$339
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Jul 15 from Eugene to Chicago, returning Sat, Jul 18, priced at $339 found 7 hours ago
Alaska Airlines
Mon, Jun 1 - Tue, Jun 2
EUG
Eugene
ORD
Chicago
$343 Roundtrip, found 2 hours ago
$343
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Mon, Jun 1 from Eugene to Chicago, returning Tue, Jun 2, priced at $343 found 2 hours ago
Bargain Flight
Tue, May 19 - Thu, May 21
EUG
Eugene
ORD
Chicago
$346 Roundtrip, found 3 days ago
$346
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, May 19 from Eugene to Chicago, returning Thu, May 21, priced at $346 found 3 days ago
Southwest Airlines
Tue, Jun 2 - Wed, Jun 3
EUG
Eugene
ORD
Chicago
$349 Roundtrip, found 13 hours ago
$349
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Tue, Jun 2 from Eugene to Chicago, returning Wed, Jun 3, priced at $349 found 13 hours ago
American Airlines
Wed, May 27 - Sat, May 30
EUG
Eugene
ORD
Chicago
$349 Roundtrip, found 9 hours ago
$349
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, May 27 from Eugene to Chicago, returning Sat, May 30, priced at $349 found 9 hours ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $417
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $417

Frequently asked questions

How much does a flight from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights and cheap return flights from $252 Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) with Expedia. One-way flights generally range between $191 and $944, and roundtrip flights usually range from $345 to $1410. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
January is the cheapest month to fly from Eugene (EUG) to Chicago (ORD), with average round-trip fares around $323. This price is about 22% lower than the average throughout the year, as demand typically decreases after the holiday season. Other affordable months to consider are September and October.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
United operates around 11 direct flights from EUG to ORD every week.
What is the cheapest airline that flies from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
United is one of the cheapest airlines offering nonstop flights from Eugene, OR (EUG) to Chicago, IL (ORD), with round-trip tickets starting from around $655. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Eugene, OR (EUG) to Chicago, IL (ORD) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. Alaska Airlines offers the most daily flights from Eugene to Chicago, which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
Flying from Eugene, OR (EUG) to Chicago, IL (ORD) is best done in January or September. Return flights in these months average about $323, providing a good balance of price and travel experience. January is a quieter time to visit Chicago, while September offers lovely early autumn weather, perfect for exploring the city.*Prices based on flights available on Expedia in the last year.
How many flights per day from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 1 nonstop flights per day from Mahlon Sweet Field (EUG) to O'Hare Intl. (ORD). For more options, look at flights that include layovers.
What is the earliest flight from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from EUG to ORD. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Eugene (EUG) to Chicago (ORD) are in the early afternoon, from 12pm to 3pm. About 32% of passengers prefer this time window. United Airlines, Delta Air Lines, and Alaska Airlines offer flights during this window. This timing works well because it allows travelers to arrive in Chicago with plenty of time to enjoy the evening.
How long does it take to fly from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
Direct flights from EUG to ORD usually take about 4 hours, traveling roughly 1,775 miles. If you opt for a connecting flight, expect to add around 5 hours to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
First class seats are offered on the EUG to ORD route. First class cabins are available on:

  • Delta Air Lines
  • United Airlines
  • American Airlines

How do I earn miles on a Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from Mahlon Sweet Field (EUG)?
From Mahlon Sweet Field (EUG), you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD) in Chicago. Some flights may connect through major hubs like Seattle - Tacoma Intl. (SEA), Sacramento Intl. (SMF), Oakland Intl. (OAK) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Eugene, OR (EUG) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Eugene
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$252
Distance
1775 mi
Average flight time
3 hours 52 mins

Book with confidence

Eugene to Chicago Flights

The cheapest times to fly from Eugene to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Eugene to Chicago are during the month of September. You can find some of the cheapest flights from Eugene to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Eugene to Chicago

Sunday is one of the best days to book for cheap flights from Eugene to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Eugene to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Eugene to Chicago in 2026. You can also book with separate airlines for your outbound and return journeys, from $149 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Eugene to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Eugene to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Eugene to Chicago Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

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