EUG - CHI

$119 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 1/19. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$238
Typical prices: $312-$478
Alaska Airlines
Thu 2/5Wed 2/11
EUG - ORD • 1 stop
Cheapest non-stop
$394
United Airlines
Fri 5/1Mon 5/4
EUG - ORD • Non-stop
Top airlines
Alaska Airlines
Cheapest • from $238 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
EUG-ORD
Cheapest
EUG-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 49% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 25% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight 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

Thu, Feb 5 - Wed, Feb 11
Alaska Airlines Logo
3:02 pm - 11:50 pm
EUG
-
ORD
6h 48m1 stop
Alaska Airlines Logo
8:00 am - 1:08 pm
ORD
-
EUG
7h 08m1 stop
$238Alaska Airlines
Thu, Jan 15 - Mon, Jan 19
Delta Logo
12:37 pm - 9:52 pm
EUG
-
ORD
7h 15m1 stop
Delta Logo
6:40 pm - 11:59 pm
ORD
-
EUG
7h 19m1 stop
$239Delta
Wed, Jan 28 - Mon, Feb 2
Delta Logo
5:30 am - 1:38 pm
EUG
-
ORD
6h 08m1 stop
Delta Logo
3:59 pm - 11:59 pm
ORD
-
EUG
10h 00m2 stops
$244Delta
Wed, Jan 28 - Mon, Feb 2
Delta Logo
11:30 am - 9:52 pm
EUG
-
ORD
8h 22m2 stops
Delta Logo
2:50 pm - 11:59 pm
ORD
-
EUG
11h 09m2 stops
$249Delta
Fri, Mar 13 - Sun, Mar 15
Delta Logo
12:33 pm - 9:34 pm
EUG
-
ORD
7h 01m1 stop
Delta Logo
6:59 pm - 11:50 pm
ORD
-
EUG
6h 51m1 stop
$264Delta
Wed, Jan 14 - Mon, Jan 19
Alaska Airlines Logo
5:34 pm - 2:29 pm
EUG
-
ORD
18h 55m1 stop
Alaska Airlines Logo
8:00 am - 9:30 pm
ORD
-
EUG
15h 30m1 stop
$271Alaska Airlines
Thu, Jan 15 - Sun, Jan 18
Alaska Airlines Logo
5:10 am - 5:10 pm
EUG
-
ORD
10h 00m2 stops
Alaska Airlines Logo
6:06 pm - 12:27 am
ORD
-
EUG
8h 21m1 stop
$277Alaska Airlines
Wed, Feb 25 - Sat, Feb 28
Southwest Logo
2:30 pm - 5:05 am
EUG
-
MDW
12h 35m1 stop
Southwest Logo
6:05 pm - 11:50 pm
MDW
-
EUG
7h 45m1 stop
$294Southwest
Wed, Feb 25 - Sat, Feb 28
Southwest Logo
2:30 pm - 5:05 am
EUG
-
MDW
12h 35m1 stop
Southwest Logo
2:20 pm - 11:50 pm
MDW
-
EUG
11h 30m2 stops
$300Southwest
Wed, Jan 28 - Mon, Feb 2
Southwest Logo
2:30 pm - 10:40 pm
EUG
-
MDW
6h 10m1 stop
Southwest Logo
6:10 am - 11:30 am
MDW
-
EUG
7h 20m1 stop
$304Southwest
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.

How much is a round-trip flight from Eugene to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Eugene to Chicago departing in February.

What is the cheapest Eugene to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Eugene to Chicago costs $288 on the route between Eugene (EUG) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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, Wednesday 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 Saturday, 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 $293 (return) on average. On the other hand, the most expensive months are October and March, where the average cost of round-trip tickets is $607 and $546 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 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$119
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 10% 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 $119 for a one-way ticket and $238 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?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Eugene to Chicago flight 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 Star Alliance 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 $371 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 $372 and an overall rating of 7.9.

  • 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.

KAYAK’s top tips for finding a cheap flight from Eugene to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $348 or less round-trip.

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 11465 reviews
8.1Boarding
7.1Food
8.5Crew
7.0Entertainment
7.8Comfort
Airline reviews

I liked that I made it onto the flight rather than “missing” the connection. We left PDX early in the morning along with half of Portland arriving at about the same time as we did- 2 hours prior to our flight leaving. The layover was for less than an hour and we were concerned that we would not make the connection, but as it turns out, the flight leaving LAX was even more delayed in departure due to needing some maintenance repair for the a/c of the plane. As for the food- it seems not so very nice that you are not feeding people and offering complementary alcohol on the international flights any more.

8.0 Excellentjanelle, Dec 2025
PDX - LAX
Read more Alaska Airlines reviews

I liked that I made it onto the flight rather than “missing” the connection. We left PDX early in the morning along with half of Portland arriving at about the same time as we did- 2 hours prior to our flight leaving. The layover was for less than an hour and we were concerned that we would not make the connection, but as it turns out, the flight leaving LAX was even more delayed in departure due to needing some maintenance repair for the a/c of the plane. As for the food- it seems not so very nice that you are not feeding people and offering complementary alcohol on the international flights any more.

Flight was delayed but still made it to Phoenix on time. Boarding went quickly, the flight was smooth.

The food selections were not good, and entertainment was non existent.

Fine. But given how empty the flight was, I do not understand why my dog, in its carrier, could not be placed on the seat next to me (which was empty) rather than on the floor under seat. This seemed like overkill on the rule following by the flight staff.

A very good experience - all staff was friendly and helpful.

I would have liked if the flight existed. To be fair the federal government canceled it. But, since it WAS canceled, I would have liked it if Alaska Airlines had moved a finger to assist me rather then abandoning me with my luggage, unable to check it, for 14 hours in Portland. So federal regulations forbid them from storing my bag? Then at least help me find storage or SOMETHING.

It was all good, no delays which was a worry. All great

The staff was so kind and friendly! Boarding was efficient and communication was timely. I would seek out flying with Alaska Airlines in the future.

It was a pleasant experience. Considering we paid over $3000 for first class there really wasn’t anything special about first class. All the seats looked the same and everyone got the same great customer service. The only thing that was different between first class and couch was the drinks and the meal. We wouldn’t waste that much $ on first class on that plane again.

Check in online didn't accept my confirmation number so i could only check in with assistance at the airport and ended up with s creepy middle seat.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Flight scheduled to take off at 5.55pm but it did not take off until 7pm due to some food delivery delay.

Unfortunately, I was put into the middle seat in the first row of premium seating. Sounds nice right? No! that is the worst seat in the plane. I wish I was in economy rather than be in that seat! There is no seat back pocket, no tray table, no charger. Nothing! so unless you're row mates are willing to let you share their basic amenities any flyer should have, you are stuck. It was the worst experience ever! And the flight attendant forgot to take my drink order. I felt like the forgotten flyer.

Delayed and cancelled flights were hard and very stressful, both ways!

The crew was quite good, they came by often with drinks or to collect trash. But what wasn't nice was the flight was over weigh and several people had to be rebooked. I was questioned whether I should have a seat when I was getting to it. The in-flight entertainment kept buffering and interrupting. And the route took the airplane through high winds which caused us a longer flight

Wasn’t on the flight due to Alaska cancellation…also after all the rerouting, I was going to be on a later flight that left SFO at 7:47pm, which meant an almost 6 hour layover. That same Hawaiian flight was delayed for another 2hours.

I had to cancel the flight because with a 3 hour delay for 'unexpected maintenance' in getting to LAX, I couldn't connect to an overseas flight that I had booked on Scandinavian Air.

The flight was CANCELED!!! Can’t get much more “poor” than that. I had to switch to American Airlines, add another layover and got home in Honolulu 4 hours later than I was supposed to be home. One bright spot was Josh with Alaska Airlines at SFO. He got me on a United Flight that got me home a few hours before I would have. Without him I would have gotten home almost 7 hours after my originally scheduled flight.

Canceled my flight within 24 hours, causing me arriving home midnight. Will never book Hawaiian airlines anymore

I like Hawaiian, it was great that they had good internet connection across the Pacific Ocean, thanks to Star Link satellites. The seating was comfortable, ( I was in economy ). Maybe I missed it, but I only got offered a beverage once. It was a nonstop flight KOA to SMF. I would take it again next time I go that way.

I always love flying Hawaii and I have nothing to add

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

United have really come back. Airport and boarding process is clear and good, app and information also very good

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

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

Information on your arrival and departure airports