EUG - CHI

$155 Find Cheap Flights from Eugene to Chicago - Compare and Save

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 8/28. 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

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Everything you should know

Cheapest round-trip
$334
Typical prices: $329-$537
Alaska Airlines
Thu 8/20Mon 8/24
EUG - ORD • 1 stop
Cheapest non-stop
$339
United Airlines
Sat 10/17Sat 10/24
EUG - ORD • Non-stop
Top airlines
Cheapest • from $334 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
You can fly direct with United Airlines. Average duration is 4h 10m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest
Most popular
Insights
Insights
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Insights
Top layover airports
Cheapest • Avg $263 (round-trip)
Shortest trip • 5h 49m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 37% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
Good to know
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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, Aug 20 - Mon, Aug 24
Alaska Airlines Logo
2:29 pm - 11:59 pm
EUG
-
ORD
7h 30m
1 stop
Alaska Airlines Logo
8:17 pm - 12:41 pm
ORD
-
EUG
18h 24m
1 stop
$334Alaska Airlines
Mon, Aug 31 - Wed, Sep 9
Alaska Airlines Logo
7:10 am - 7:21 pm
EUG
-
ORD
10h 11m
1 stop
Alaska Airlines Logo
2:18 pm - 8:24 pm
ORD
-
EUG
8h 06m
1 stop
$334Alaska Airlines
Thu, Nov 5 - Sun, Nov 8
United Airlines Logo
2:27 pm - 8:40 pm
EUG
-
ORD
4h 13mnonstop
United Airlines Logo
9:01 am - 11:57 am
ORD
-
EUG
4h 56mnonstop
$339United Airlines
Thu, Aug 27 - Sun, Aug 30
United Airlines Logo
2:19 pm - 8:30 pm
EUG
-
ORD
4h 11mnonstop
United Airlines Logo
10:25 am - 1:10 pm
ORD
-
EUG
4h 45mnonstop
$339United Airlines
Fri, Sep 18 - Mon, Sep 21
United Airlines Logo
2:19 pm - 8:30 pm
EUG
-
ORD
4h 11mnonstop
United Airlines Logo
10:25 am - 1:10 pm
ORD
-
EUG
4h 45mnonstop
$339United Airlines
Wed, Sep 9 - Tue, Sep 15
Alaska Airlines Logo
7:08 am - 7:21 pm
EUG
-
ORD
10h 13m
1 stop
Alaska Airlines Logo
2:18 pm - 12:41 pm
ORD
-
EUG
24h 23m
1 stop
$343Alaska Airlines
Wed, Aug 26 - Sat, Aug 29
Southwest Logo
1:40 pm - 10:50 pm
EUG
-
MDW
7h 10m
1 stop
Southwest Logo
6:55 am - 1:20 pm
MDW
-
EUG
8h 25m
1 stop
$349Southwest
Wed, Aug 26 - Sat, Aug 29
Southwest Logo
11:15 am - 10:50 pm
EUG
-
MDW
9h 35m
2 stops
Southwest Logo
5:05 pm - 9:15 pm
MDW
-
EUG
6h 10m
1 stop
$354Southwest
Sun, Nov 1 - Thu, Nov 12
Delta Logo
6:05 am - 4:53 pm
EUG
-
ORD
8h 48m
1 stop
Delta Logo
6:45 am - 12:59 pm
ORD
-
EUG
8h 14m
1 stop
$359Delta
Tue, Nov 3 - Sat, Nov 14
Delta Logo
1:36 pm - 10:00 pm
EUG
-
ORD
6h 24m
1 stop
Delta Logo
6:45 am - 12:59 pm
ORD
-
EUG
8h 14m
1 stop
$359Delta
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 August.

Flight prices are typical for this route right now.

Flights to Chicago from Eugene usually cost between $301 and $513 in August.
The lowest price found in the past 5 days was $334 on Alaska Airlines (Aug 20-Aug 24).

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 $292 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, 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 Saturday, with Tuesday 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 May, where tickets cost $319 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $510 and $431 respectively.

Can I save money by flying with a layover from Eugene to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $339 on average.

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 3 weeks before departure, which saves you about 37% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Good to know

Low season

March

Cheapest flight

$155
Best time to beat the crowds but there is an average 69% increase in price.
Most popular time to fly and prices are also 19% lower on average.
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 5 days, the lowest price for a flight from Eugene to Chicago was $155 for a one-way ticket and $334 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 Airbus A319 is the aircraft model that flies most regularly on the Eugene to Chicago flight 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.

  • On which days can I fly direct from Eugene to Chicago?

    There are nonstop flights from Eugene to Chicago on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Eugene to Chicago are Southwest and Alaska Airlines. With an average price for the route of $513 and an overall rating of 8.0, Southwest is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of $320 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 $208 or less one-way and $398 or less round-trip.

Prefer to fly direct from Eugene to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Eugene to Chicago.
Find which airlines fly direct from Eugene Airport to Chicago, which days they fly and book direct flights.

Direct departures

Eugene to Chicago

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago to Eugene

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Reviews of the top 4 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
SouthwestOverall score based on 4228 reviews
8.6Crew
8.0Comfort
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

I liked the boarding process with our loading group and numbers. I disliked that I couldn't guarantee our seats together. I didn't like that the Internet costs $8/ flight, but did love all the inflight options available through their app. I disliked no charging station at my seat for a 3+ hour flight.

Many gate changes in Seattle and mechanical problems on plane which resulted in a new gate change. Both flights, from Seattle to Detroit and Seattle to Eugene resulted in a lot of walking and tram taking.

My very first, first class flight! Loved the comfortable seats, foot rest and beverages. Did not have food due to short flight. Crew was very friendly!

This flight was all good. It was packed, but it took off on time and there were no problems. It would have been nice if they'd checked our bags for free, as they sometimes do.

The internet was down, which made my work plans impossible while inflight.

Boarding much smoother than previous United flights! The flight attendant helped monitor putting bags in overhead bins. On united no help resulted in bins in first class being filled before I boarded for first class. I had to search further down into economy. Then got stuck unable to return to my seat. People were putting backpacks that needed to go under seats in bins. It was a mess. This flight was a refreshing improvement. United also had so many categories of preboarding that first class could not board early. The pilot talked to us directly instead of using the intercom before flight.

I was able to upgrade easily on the way home to first class. No problems with luggage. Efficient time management getting us to our destination on time

The airline was great. What was annoying as hell were the inaccurate emails from KAYAK telling me the boarding gate changed and the date of my flight was 1 day later then the actual flight 😡

The airline itself was extremely comfortable and the staff were wonderful. The communication was excellent amongst the pilots and flight attendants and the passengers. I was throughly impressed by the cleaning crew that came on the plane immediately to ready it for the next flight. I have flown a bunch of times post Covid pandemic and have never seen this! I gave the “okay” rating for the food and entertainment because I didn’t order food and there wasn’t entertainment offered through the plane (only your personal devices).

Quick easy boarding. Airport was unprepared for early landing and we were waiting in the plane for 20 minutes before getting a gate.

No complaints. One of the flight attendants was especially engaging and helpful. She was like a merging of nurse and teacher energy in one person.. The seats were very comfortable, and so nice to have extra legroom in the main cabin. Puts United and American to shame. Thanks

It was as good as it could be. Flying is not a pleasant experience these days.

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

Got on the plane and sat there for an hour before departure.

Cramped seating for me. Luckily it wasn’t a long flight

5 hour delay. They blamed the weather but it was the computer issues they had been dealing with for days.

The flight was great. The crew were a little terse about the size of my bag. It fit fine.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

The captain was amazing and kept us informed throughout that there would be some rough air. The flight also got delayed but we were able to actually leave on time, which was great.

The staff did not do a good job of getting everyone boarded quickly, so we missed our take off window and had to sit on the tarmac for 20+ min waiting for our turn. The plan was old. Pockets on the back of seats were torn and tearing off. One of the attendants was rude-she would ask a question but he walking away before you finished answering so she kept getting our drink orders wrong.

Gluten free snack options and meals that offer both gluten free and dairy free.

Not a bad flight but a long delay boarding and taking off due to the pilot not arriving on time.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

I almost missed my connection in Chicago due to having to wait on a gate to be open I am assuming. Having to run from E terminal to C terminal and I barely made it there before they closed the door. This may not be the actual airline's fault it's crazy how there is so little time between flight especially when they are placed so far apart in the airport.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

The flight was delayed from take off because only one runway was operational in San Francisco.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

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

I liked being upgraded to first class. The flight was a redeye, so I did sleep most of it.

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

Information on your arrival and departure airports