EUG - CHI

$140 Find Cheap Flights from Eugene to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Eugene to Chicago departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Eugene to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Eugene to Chicago, as well as popular online travel agencies
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Cheap Flights from Eugene to Chicago (EUG-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Eugene to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Eugene to Chicago

Wed, Sep 3 - Sat, Sep 6
Hawaiian Airlines Logo
1:36 pm - 10:07 pmEUG-ORD
6h 31m1 stop
Hawaiian Airlines Logo
7:00 am - 11:29 amORD-EUG
6h 29m1 stop
$280Hawaiian Airlines
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Tue, Sep 2 - Sat, Sep 6
Alaska Airlines Logo
5:45 pm - 7:03 amEUG-ORD
11h 18m1 stop
Alaska Airlines Logo
7:00 am - 11:29 amORD-EUG
6h 29m1 stop
$281Alaska Airlines
Find Deal
Mon, Sep 15 - Wed, Sep 17
Hawaiian Airlines Logo
1:36 pm - 12:03 amEUG-ORD
8h 27m1 stop
Hawaiian Airlines Logo
5:45 pm - 12:25 amORD-EUG
8h 40m1 stop
$282Hawaiian Airlines
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Thu, Sep 11 - Tue, Sep 16
Delta Logo
6:30 am - 5:15 pmEUG-ORD
8h 45m1 stop
Delta Logo
7:25 pm - 11:45 pmORD-EUG
6h 20m1 stop
$283Delta
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Fri, Oct 31 - Sat, Nov 1
Delta Logo
5:57 am - 4:50 pmEUG-ORD
8h 53m2 stops
Delta Logo
5:15 pm - 10:37 pmORD-EUG
7h 22m1 stop
$292Delta
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Tue, Aug 19 - Thu, Aug 21
Southwest Logo
6:50 am - 4:05 pmEUG-MDW
7h 15m1 stop
Southwest Logo
8:00 am - 4:35 pmMDW-EUG
10h 35m1 stop
$292Southwest
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Tue, Aug 26 - Tue, Sep 2
United Airlines Logo
3:59 pm - 11:59 pmEUG-ORD
6h 00m1 stop
United Airlines Logo
7:15 am - 12:55 pmORD-EUG
7h 40m1 stop
$300United Airlines
Find Deal
Sat, Sep 27 - Wed, Oct 1
Southwest Logo
2:25 pm - 5:10 amEUG-MDW
12h 45m1 stop
Southwest Logo
6:00 am - 12:25 pmMDW-EUG
8h 25m1 stop
$311Southwest
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Sun, Sep 28 - Wed, Oct 1
 Logo
8:44 pm - 7:50 pmEUG-ORD
21h 06m2 stops
 Logo
2:04 pm - 2:12 pmORD-EUG
26h 08m3 stops
Sun, Sep 28 - Wed, Oct 1
 Logo
8:44 pm - 10:48 pmEUG-ORD
24h 04m3 stops
 Logo
2:04 pm - 2:12 pmORD-EUG
26h 08m3 stops
Booking Insights

KAYAK's insights & trends for Eugene to Chicago flights

Get data-powered insights and trends into flights from Eugene to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Eugene to Chicago?

The average price of all round-trip flights from Eugene to Chicago clicked on KAYAK for each day over the last 12 months.

For Eugene to Chicago, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Eugene, the best deals are generally found on Tuesday, with Sunday being the most expensive.

What is the cheapest month to fly from Eugene to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Eugene to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Eugene to Chicago is January, where tickets cost $325 (return) on average. On the other hand, the most expensive months are March and December, where the average cost of round-trip tickets is $546 and $502 respectively.

How far in advance should I book a flight from Eugene to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Eugene to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Eugene to Chicago, you should book around 4 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$140
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Eugene to Chicago O'Hare Airport

When to book flights from Eugene to Chicago

Are your dates flexible? Find out the best times to travel from Eugene to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Eugene to Chicago

  • What is the cheapest flight from Eugene to Chicago?

    In the last 3 days, the lowest price for a flight from Eugene to Chicago was $140 for a one-way ticket and $280 for a round-trip.

  • Do I need a passport to fly between Eugene and Chicago?

    No, a passport isn't needed to fly from Eugene to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Eugene to Chicago?

    On your way to Chicago, you’ll fly out from Eugene. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which aircraft models fly most regularly from Eugene to Chicago?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Eugene to Chicago?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Eugene and Chicago, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Eugene to Chicago, Alaska Airlines or Delta?

    The two airlines most popular with KAYAK users for flights from Eugene to Chicago are Alaska Airlines and Delta. With an average price for the route of $437 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Delta is also a great choice for the route, with an average price of $370 and an overall rating of 8.0.

  • How does KAYAK find such low prices on flights from Eugene to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Eugene to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Eugene to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Eugene is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Eugene to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Eugene with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Eugene to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Eugene up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Eugene to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Eugene to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Eugene to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 10000 reviews
8.1Boarding
7.1Food
7.1Entertainment
7.8Comfort
8.5Crew
Airline reviews

TERRIFIC! Thank you all. Jason Robert Kidwell My favorite flight attendants.

10.0 ExcellentJason, Jul 2025PDX - DCA
Read more Alaska Airlines reviews

TERRIFIC! Thank you all. Jason Robert Kidwell My favorite flight attendants.

I liked Alaska better than other carriers that I have EVER used. Unfortunately, the plane from LAX to Guanacaste leg of my journey had some mechanical problems and had to return to LAX - causing my journey to be very long and added a day to my total trip. The Airline was very prompt in offering their apology and have given me credit to use for my next flight. I thought the terminal in LAX was too cold for comfort, especially if there is a long wait between flights.

Not having to pay 160$ for a 20 lb and 12 lb bag that were clearly under 50 lbs and they overcharged me for them

Friendly staff, everything went smoothly. Gluten free snacks would would be the cherry on top!

We have always flown with Alaska when we can. As they have great customer service. This trip we had to transfer to Air LINGUS in Denver to go to Dublin. That’s where things went bad! Our checked luggage didn’t arrive. The process to make a claim was way more complicated than it should be. It took 5 days to recover our luggage. The whole time we couldn’t talk to a real person who could tell us anything. The whole time Alaska blamed Air lingus and vis a versa. No one seemed want to help us. That was the worst part.

I'm a platinum member with American Airlines, however, my ticket did not display status and thus I did not board with an early group. I traveled with my two daughters and we were given a row of seats that did not recline. Not the treatment I would have expected for a platinum customer. The flight was also a bit late leaving Portland. Also on my flight to Portland we were not given premium seats. In fact, we were in the last row of the aircraft.

It was fine. 2 hour delay due to mechanical issue. I understand issues will occur, just wish instead of Capt repeatedly telling us we will be getting off the ground “momentarily” they would just be honest and either say they have no idea-or it’s going to be a few hours! All in all FAs are usually pretty nice :)

I was at risk of not getting on the flight, as when I presented my boarding pass at the gate, it showed me as not having checked in. I was sent to the desk as the last of the other passengers boarded. The agent there said he could see that I had done all of my part and allowed times recommended, but it showed me as not checked in and he couldn't figure out how to correct it. He actually asked them to hold the flight as he struggled with it. He called for support, someone corrected it, and he printed boarding passes for both flights to reduce further issues. I did get on, and needed to ask someone to exit my seat.

We had a birthday one day off and almost missed the plane Our fault

5 hour delay from Portland to Newark. Boarded and then were told we had to get off and wait five hours for flight. No food vouchers or any other compensation because they said it was an air traffic control issue. Plane is bare minimum like a discount airline. They have free entertainment but you have to get to it on your own device no screens in the seats

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Food was surprisingly good but the WiFi was not great

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Everything was great. Boarding, early departure, early arrival, and deplaning were smooth. Smooth flight.

Everything you need to know for your flight from Eugene to Chicago

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