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$85+ Cheap flights from Eugene (EUG) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — CHI
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Eugene to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Eugene (EUG) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$154
(Kiwi.com)

One-way from

$85
(Delta)

Popular in

October

Cheapest in

January

Average price

$282

Good round-trip deal

$392 or less
Provider with most accurate pricing for Eugene-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Eugene-Chicago (CHI) flights.
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From Eugene to Chicago (CHI)
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One-way flight from Eugene to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Eugene to Chicago (CHI).
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Find flight deals from Eugene to Chicago

Cheapest flights from Eugene to Chicago
Explore the most affordable flight options available from Eugene to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/219:01 amEUG - ORD
1 stop12h 55mHawaiian Airlines
Mon 3/23:54 pmORD - EUG
1 stop7h 37mHawaiian Airlines
Deal found 1/8$154
This Alaska Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/109:01 amEUG - ORD
1 stop12h 55mAlaska Airlines
Wed 3/117:00 amORD - EUG
1 stop16h 31mAlaska Airlines
Deal found 1/6$159
This Expedia deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:01 amEUG - ORD
1 stop12h 55mAlaska Airlines
Wed 3/47:00 amORD - EUG
1 stop13h 21mAlaska Airlines
Deal found 1/6$169
This Delta deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:10 amEUG - ORD
2 stops13h 24mDelta
Tue 3/177:20 amORD - EUG
2 stops11h 50mDelta
Deal found 1/7$170
This Alaska Airlines deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/239:01 amEUG - ORD
1 stop12h 55mAlaska Airlines
Fri 2/277:00 amORD - EUG
1 stop18h 58mAlaska Airlines
Deal found 1/8$179
This Delta deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:07 amEUG - ORD
2 stops9h 35mDelta
Sat 3/145:00 pmORD - EUG
2 stops8h 49mDelta
Deal found 1/7$180
This Southwest deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/101:35 pmEUG - MDW
1 stop5h 40mSouthwest
Tue 3/175:55 amMDW - EUG
1 stop6h 15mSouthwest
Deal found 1/7$181
This Alaska Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:00 amEUG - ORD
1 stop22h 40mAlaska Airlines
Mon 5/48:48 pmORD - EUG
1 stop29h 06mAlaska Airlines
Deal found 1/7$189
This Alaska Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/111:36 pmEUG - ORD
1 stop20h 25mAlaska Airlines
Sat 2/143:54 pmORD - EUG
2 stops22h 21mAlaska Airlines
Deal found 1/7$194
This Southwest deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:10 amEUG - MDW
2 stops8h 30mSouthwest
Mon 4/65:40 pmMDW - EUG
1 stop6h 55mSouthwest
Deal found 1/8$206
This Delta deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:15 amEUG - MDW
2 stops11h 25mDelta
Sat 3/71:29 pmMDW - EUG
2 stops11h 26mDelta
Deal found 1/7$210
This Alaska Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/69:01 amEUG - ORD
1 stop29h 32mAlaska Airlines
Sat 3/147:00 amORD - EUG
1 stop16h 31mAlaska Airlines
Deal found 1/7$214

Cheapflights Fare Finder

 
Customize your flight search to find flights from Eugene to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Eugene to Chicago that are best for you.

Fly from

Eugene

Fly to

Chicago

Route

Depart

Return

Price

EugeneChicago

EUG - ORD

EUGORD

Eugene

Sat 2/21

9:01 am-11:56 pm

1 stop12h 55m

Chicago O'Hare Intl

Mon 3/2

3:54 pm-9:31 pm

1 stop7h 37m

$154

EugeneChicago

EUG - ORD

EUGORD

Eugene

Sat 2/14

5:42 am-11:56 pm

1 stop16h 14m

Chicago O'Hare Intl

Wed 2/18

3:54 pm-11:58 pm

1 stop10h 04m

$159

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 3/10

9:01 am-11:56 pm

1 stop12h 55m

Chicago O'Hare Intl

Wed 3/11

7:00 am-9:31 pm

1 stop16h 31m

$159

EugeneChicago

EUG - ORD

EUGORD

Eugene

Fri 3/6

1:29 pm-11:56 pm

1 stop8h 27m

Chicago O'Hare Intl

Sat 3/7

7:00 am-8:27 pm

1 stop15h 27m

$169

EugeneChicago

EUG - ORD

EUGORD

Eugene

Mon 2/23

9:01 am-11:56 pm

1 stop12h 55m

Chicago O'Hare Intl

Fri 2/27

7:00 am-11:58 pm

1 stop18h 58m

$179

EugeneChicago

EUG - ORD

EUGORD

Eugene

Fri 3/6

6:07 am-5:42 pm

2 stops9h 35m

Chicago O'Hare Intl

Sat 3/14

5:00 pm-11:49 pm

2 stops8h 49m

$180

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 3/10

10:45 am-9:15 pm

2 stops8h 30m

Chicago Midway

Tue 3/17

5:55 am-10:10 am

1 stop6h 15m

$186

EugeneChicago

EUG - ORD

EUGORD

Eugene

Thu 5/7

6:15 am-5:22 pm

1 stop9h 07m

Chicago O'Hare Intl

Wed 5/13

7:20 am-11:51 am

1 stop6h 31m

$189

EugeneChicago

EUG - ORD

EUGORD

Eugene

Fri 5/1

6:00 am-6:40 am

1 stop22h 40m

Chicago O'Hare Intl

Mon 5/4

8:48 pm-11:54 pm

1 stop29h 06m

$189

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 4/1

6:10 am-4:40 pm

2 stops8h 30m

Chicago Midway

Mon 4/6

5:40 pm-10:35 pm

1 stop6h 55m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 33 results
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Compare providers for flights from Eugene to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Eugene to Chicago in January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Eugene-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Eugene-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Eugene-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Eugene-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Eugene-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Eugene to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Eugene with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Eugene to Chicago?

Currently, December is the cheapest month in which you can book a flight from Eugene to Chicago (average of $120). Flying from Eugene to Chicago in March is currently the most expensive (average of $439). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated January 8, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from Eugene to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,663 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Alaska Airlines
8.0
Very good
11,663 reviews
Alaska Airlines
8.0
Very good
11,663 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Southwest
8.0
Very good
4,250 reviews
Alaska Airlines
8.0
Very good
11,663 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Delta
7.9
Good
8,027 reviews
Alaska Airlines
8.0
Very good
11,663 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
Hawaiian Airlines
7.8
Good
2,824 reviews
Alaska Airlines
8.0
Very good
11,663 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.
United Airlines
7.4
Good
9,139 reviews
Alaska Airlines
8.0
Very good
11,663 reviews

Boarding

8.1

Crew

8.5

Food

7.1

Entertainment

7.0

Comfort

7.8

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Dec 2025

SEA - MSY

I really got a lesson in upgrades. I let my seat get chosen . Both times a middle seat...on purpose ...even when we were not full. That's petty I sat behind the first class . They got more than 1 drink ...and a snack . .and the staff actually talked to them...behind a see thru shawl/sheet in the aisle....... You could see over the seats just fine and you could hear the voices just fine. But the sheet let You KNOW. Your not welcome here. For a moment I regretted not spending 300 dollars per seat so I could see a smile and eat a sandwhich and enjoy my seat . The married couple drank champain and laughed and flirted with each other. It looked so happy and care free MONEY really does buy happiness ..the hateful glares and sighs from my seat mates brought me back to reality I wasn't rich and I still had 2 hours left in this middle seat.

Related info for your journey

Find useful and relevant information for your journey from Eugene to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Eugene to Chicago?

    For a flight from Eugene to Chicago, you will be flying from Eugene. Eugene (EUG) is just 7.8 mi from the center of the city. Eugene is the only Eugene airport and it handles 0 outbound flights to Chicago per day. 5 airlines have flights to Chicago from Eugene on a regular basis.

  • How long is the flight from Eugene to Chicago?

    There are many flights that can get you from Eugene to Chicago in 8h 30m. Fly via Hawaiian Airlines, Alaska Airlines, or Southwest to get the fastest option. The distance from Eugene to Chicago is about 1786 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Eugene to Chicago round-trip?

    According to our current data, Delta ($169), Southwest ($179), and Alaska Airlines ($282) offers the cheapest pricing from Eugene to Chicago. Users have found that Delta is 56% cheaper than the other options available to this destination.

  • What are the cheapest flights from Eugene to Chicago?

    While on average a flight from Eugene to Chicago is generally $396, our data shows the cheapest flight currently is $269. When looking at the most popular route, (Eugene - Chicago O'Hare Intl), you can expect to pay $170 for that flight.

  • Can I find deals for flights from Eugene to Chicago that include hotel bookings?

    Yes. In addition to deals on Eugene to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Eugene to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Eugene to Chicago.

  • Can I find deals for business class flights from Eugene to Chicago?

    Yes. Cheapflights offers flight deals from Eugene to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Eugene to Chicago?

    Currently, December is the cheapest month in which you can book a flight from Eugene to Chicago (average of $120). Flying from Eugene to Chicago in March is currently the most expensive (average of $439). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Eugene to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Eugene to Chicago

Discover the top 5 airlines that operate flights from Eugene to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$169Average$395FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$179Average$433FlexibilityNo cancel feeOn-time63%
Alaska AirlinesCheapest$282Average$432FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$282Average$473FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$328Average$656FlexibilityNo cancel feeOn-time71%

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