EUG - CHI

$107 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 8/26. 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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Flights Deals

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, Aug 13 - Sat, Aug 16
Alaska Airlines Logo
1:30 pm - 5:40 amEUG-ORD
14h 10m1 stop
Alaska Airlines Logo
5:55 pm - 11:59 pmORD-EUG
8h 04m1 stop
$222Alaska Airlines
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Fri, Aug 8 - Tue, Aug 12
Alaska Airlines Logo
12:45 pm - 11:39 pmEUG-ORD
8h 54m1 stop
Alaska Airlines Logo
5:54 pm - 12:36 pmORD-EUG
20h 42m1 stop
$226Alaska Airlines
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Wed, Jul 9 - Thu, Jul 17
United Airlines Logo
2:02 pm - 11:13 pmEUG-ORD
7h 11m1 stop
United Airlines Logo
4:50 pm - 10:44 pmORD-EUG
7h 54m1 stop
$239United Airlines
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Thu, Jul 10 - Mon, Jul 14
Delta Logo
12:30 pm - 10:08 pmEUG-ORD
7h 38m1 stop
Delta Logo
6:15 pm - 10:49 pmORD-EUG
6h 34m1 stop
$269Delta
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Tue, Jul 15 - Sat, Jul 19
American Airlines Logo
7:00 am - 5:59 pmEUG-ORD
8h 59m1 stop
American Airlines Logo
4:39 pm - 11:06 pmORD-EUG
8h 27m1 stop
$284American Airlines
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Fri, Aug 8 - Tue, Aug 12
Delta Logo
12:30 pm - 10:08 pmEUG-ORD
7h 38m1 stop
Delta Logo
2:15 pm - 10:54 pmORD-EUG
10h 39m2 stops
$294Delta
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Fri, Jul 11 - Fri, Jul 25
United Airlines Logo
4:03 pm - 12:30 amEUG-ORD
6h 27m1 stop
United Airlines Logo
4:50 pm - 10:44 pmORD-EUG
7h 54m1 stop
$308United Airlines
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Fri, Jul 4 - Thu, Jul 10
Southwest Logo
11:00 am - 9:00 pmEUG-MDW
8h 00m1 stop
Southwest Logo
8:20 am - 4:05 pmMDW-EUG
9h 45m1 stop
$324Southwest
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Fri, Jul 4 - Thu, Jul 10
Southwest Logo
11:00 am - 9:00 pmEUG-MDW
8h 00m1 stop
Southwest Logo
7:15 am - 4:05 pmMDW-EUG
10h 50m2 stops
$329Southwest
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Fri, Jun 27 - Mon, Jun 30
American Airlines Logo
6:45 am - 5:52 pmEUG-ORD
9h 07m1 stop
American Airlines Logo
4:45 pm - 11:16 pmORD-EUG
8h 31m1 stop
$483American Airlines
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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. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonFebruary
High seasonMay
Cheapest flight$107
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 1% 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 $107 for a one-way ticket and $222 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?

    oneworld, Star Alliance, and SkyTeam 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 $450 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 $389 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.

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
7.1Entertainment
8.1Boarding
7.8Comfort
7.1Food
8.5Crew
Airline reviews

On time, smooth take off and landing, efficient boarding. Gate staff excellent, stewardess grumpy, but civil enough.

10.0 Excellentmarlene, Jun 2025PDX - SMF
Read more Alaska Airlines reviews

On time, smooth take off and landing, efficient boarding. Gate staff excellent, stewardess grumpy, but civil enough.

No WiFi available. It was too late to order food also. Guy next to me was huge (not fat) so had his shoulder & thigh next to me the whole way. Plane was delayed leaving PDX due to 8 other planes waiting. Not my best Alaska airlines flight.

Everyone was very helpful. My only critique was the very hard landing in Seattle. We felt the G force.

Check in, they should have told me that upon arrival i needed to exit the secure area and re-check in with Eva Air. I wasn't sure what to do upon arrival at S.F.

The direct service from Logan to PDX made travel so easy, I really appreciate this route. Pilots were very communicative with passengers about conditions and expectations. Everyone on staff was pleasant and helpful. Boarding was easy and efficient.

Flight last minute delayed 2 hours for crew calling out sick

Husband was new to the wheelchair accommodations this trip. What a blessing that was. All employees were helpful and customer service was excellent

Way too warm for that length of flight!! If the pretzel bag gets any smaller, there won't even be any pretzels to eat!! Crew didn't talk. $99 just for an aisle seat is ludicrous!! Probably won't fly Alaska again.

Seats are still too crowded and uncomfortable on long flights like this cross country one.

Laney was very helpful. I am computer illiterate. She helped me obtain a boarding pass and preferred seat. She was warm, friendly, helpful, and smiled. I was impressed.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

I am very bothered by the events today. I can't believe the flight attendants allowed someone to take my seat and made me move. It was embarrassing. I was in the right. The lady just didn't want move. I can't believe delta would allow this to stand and disrespect my rights as a passenger. The lady complained about her leg and that she couldn't move. Firstly somehow she was able to make it to row 24. Not sure how much her leg could have hurt. Secondly, I'm in plenty of pain myself. I just finished chemotherapy a several weeks ago. My body is constantly sore. Yet deltas flight attendants didn't appropriately protect my rights. In the end they found me a seat on the plane but I want to understand how delta can operate this way. They in essence allowed a bully to get their way.

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.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

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.

Per usual, flight status, staff courtesy and professionalism were excellent

The only thing is if Wi-Fi is available after you land and taxi to the gate. It takes forever to get to the gate, and having the Wi-Fi continue would be great to bide the time at least 5 minutes before you arrive at the entrance. That is my only comment; otherwise, everything was good.

Had to wait on pilot and crew to depart and had to wait to arrive at the gate because they only had 2 crews working. Delays, delays....Planes just keep getting smaller and tighter and they nickle and dime for everything. When will an airline actually wake up and make flying more enjoyable?

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

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