EUG - CHI

$93 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 11/5. 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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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

Sat, Dec 6 - Fri, Dec 12
Delta Logo
7:00 am - 5:18 pmEUG-ORD
8h 18m1 stop
Delta Logo
6:13 pm - 11:11 pmORD-EUG
6h 58m1 stop
$235Delta
Find Deal
Wed, Nov 5 - Mon, Nov 10
Alaska Airlines Logo
4:07 pm - 5:01 amEUG-ORD
10h 54m1 stop
Alaska Airlines Logo
7:00 am - 12:44 pmORD-EUG
7h 44m1 stop
$254Alaska Airlines
Find Deal
Tue, Nov 4 - Sun, Nov 9
United Airlines Logo
1:11 pm - 11:59 pmEUG-ORD
8h 48m1 stop
United Airlines Logo
6:15 am - 12:09 pmORD-EUG
7h 54m1 stop
$261United Airlines
Find Deal
Wed, Nov 5 - Sun, Nov 9
Alaska Airlines Logo
4:07 pm - 5:01 amEUG-ORD
10h 54m1 stop
Alaska Airlines Logo
7:00 am - 12:44 pmORD-EUG
7h 44m1 stop
$267Alaska Airlines
Find Deal
Wed, Nov 5 - Mon, Nov 10
Alaska Airlines Logo
12:41 pm - 11:59 pmEUG-ORD
9h 18m1 stop
Alaska Airlines Logo
7:00 am - 12:44 pmORD-EUG
7h 44m1 stop
$272Alaska Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
7:00 am - 5:10 pmEUG-ORD
8h 10m1 stop
Delta Logo
6:05 pm - 11:14 pmORD-EUG
7h 09m1 stop
$277Delta
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Wed, Nov 5 - Mon, Nov 10
Delta Logo
11:29 am - 9:43 pmEUG-ORD
8h 14m2 stops
Delta Logo
6:13 pm - 11:13 pmORD-EUG
7h 00m1 stop
$279Delta
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Tue, Oct 21 - Wed, Oct 29
Delta Logo
7:00 am - 5:10 pmEUG-ORD
8h 10m1 stop
Delta Logo
6:08 am - 4:29 pmORD-EUG
12h 21m2 stops
$282Delta
Find Deal
Tue, Nov 4 - Sun, Nov 9
Southwest Logo
2:30 pm - 5:05 amEUG-MDW
12h 35m1 stop
Southwest Logo
7:45 am - 2:15 pmMDW-EUG
8h 30m1 stop
$286Southwest
Find Deal
Wed, Nov 5 - Sun, Nov 9
Southwest Logo
12:40 pm - 8:05 pmEUG-MDW
5h 25m1 stop
Southwest Logo
7:45 am - 2:15 pmMDW-EUG
8h 30m1 stop
$288Southwest
Find Deal

Everything you should know

Top airlines
Delta
Cheapest • from $235 (round-trip)
Alaska Airlines
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 55% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
August
Cheapest • 29% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$235
Overall average: $538
Delta
Sat 12/6Fri 12/12
EUG - ORD • 1 stop
Cheapest one-way
$93
Southwest
Wed 11/5
EUG - MDW • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
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 August, where tickets cost $292 (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 $503 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 55% 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$93
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 8% increase in price.
Flight from Eugene to Chicago Midway 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 $93 for a one-way ticket and $235 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?

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

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

    The two airlines most popular with KAYAK users for flights from Eugene to Chicago are Alaska Airlines and Southwest. With an average price for the route of $436 and an overall rating of 8.0, Alaska Airlines is the most popular choice. Southwest is also a great choice for the route, with an average price of $468 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
7.8Comfort
7.0Entertainment
7.1Food
8.5Crew
8.1Boarding
Airline reviews

Website could be better with faster access to specific flight information and boarding pass once reservation is made. Not a fan of no seat selection on line. I had to consult gate agent each time to change seats on flights with lots of open seats. This cannot possibly be cost effective for airline. On plus side, Alaska seat legroom seemed larger than American. ns

10.0 ExcellentAnonymous, Sep 2025PDX - DFW
Read more Alaska Airlines reviews

Website could be better with faster access to specific flight information and boarding pass once reservation is made. Not a fan of no seat selection on line. I had to consult gate agent each time to change seats on flights with lots of open seats. This cannot possibly be cost effective for airline. On plus side, Alaska seat legroom seemed larger than American. ns

Staff inside Portland terminal were rude, made us fell rushed and not at all accommodating to seniors. For this alone I will probably never booked from them again.

It was fine—the seats are not very comfortable and the aisles are very narrow. Nothing different from other airlines

Why was I charged for a glass of wine on one flight and not on another? Why no movie or TVs? It was a long flight.

I booked a round trip. I ordered a lunch going and a lunch for the return but got both lunches going. Could have been my error. Both lunches were good.

5 1/2 hour trip. Nice plane. easy boarding. Could have used a bit more beverage service but it was a red eye flight and they didn't want to wake everyone.

Well the flight being delayed multiple time really was frustrating. But the crew and flight was good.

generally good. No snacks or drinks on the flight 3379 from Portland to San Jose, CA. Sad.

Everything except for the lack of a choice of the snack provided was great.

All went smoothly. Only one delay departing Seattle of around 30 minutes.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

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

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

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.

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

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