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$139+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — CHI
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Eugene to Chicago are usually found in August or January, booked 51 days in advance, depart on a Friday or Wednesday and return on a Tuesday

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 agosto 14, 2025.

Round-trip from

$239
(Mytrip)

One-way from

$139
(Hawaiian Airlines)

Popular in

March

Cheapest in

August

Average price

$301
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. 7% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 14, 2025.

This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/47:44 pmEUG - ORD
1 stop14h 07mMultiple Airlines
mié. 9/107:09 pmORD - EUG
2 stops25h 45mMultiple Airlines
Deal found 8/14$239
This Hawaiian Airlines deal was found by Cheapflights users on 8/13. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/151:36 pmEUG - ORD
1 stop8h 27mHawaiian Airlines
mié. 9/176:20 amORD - EUG
1 stop8h 22mHawaiian Airlines
Deal found 8/13$282
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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.
lun. 9/151:36 pmEUG - ORD
1 stop8h 27mAlaska Airlines
mié. 9/175:45 pmORD - EUG
1 stop8h 40mAlaska Airlines
Deal found 8/14$283
This Hawaiian Airlines deal was found by Cheapflights users on 8/14. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/251:36 pmEUG - ORD
1 stop8h 27mHawaiian Airlines
dom. 9/287:00 amORD - EUG
1 stop6h 29mHawaiian Airlines
Deal found 8/14$286
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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.
vie. 9/121:36 pmEUG - ORD
1 stop8h 27mAlaska Airlines
vie. 9/195:45 pmORD - EUG
1 stop8h 40mAlaska Airlines
Deal found 8/14$287
This Delta deal was found by Cheapflights users on 8/13. 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.
mié. 11/126:15 amEUG - ORD
2 stops9h 42mDelta
vie. 11/146:00 pmORD - EUG
1 stop7h 14mDelta
Deal found 8/13$288
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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.
jue. 10/212:50 pmEUG - ORD
1 stop14h 10mAlaska Airlines
mar. 10/78:20 amORD - EUG
2 stops10h 45mAlaska Airlines
Deal found 8/14$291
This Delta deal was found by Cheapflights users on 8/14. 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.
lun. 11/246:15 amEUG - ORD
2 stops13h 38mDelta
mar. 12/27:15 amORD - EUG
2 stops11h 13mDelta
Deal found 8/14$293
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
vie. 10/105:20 pmEUG - ORD
1 stop28h 39mAlaska Airlines
dom. 10/128:20 amORD - EUG
1 stop10h 05mAlaska Airlines
Deal found 8/13$295
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
jue. 10/163:56 pmEUG - ORD
1 stop11h 05mAlaska Airlines
lun. 10/208:20 amORD - EUG
1 stop10h 05mAlaska Airlines
Deal found 8/13$305
This Hawaiian Airlines deal was found by Cheapflights users on 8/14. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/41:36 pmEUG - ORD
1 stop8h 27mHawaiian Airlines
mié. 9/106:20 amORD - EUG
1 stop8h 22mHawaiian Airlines
Deal found 8/14$310
This Southwest deal was found by Cheapflights users on 8/13. 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.
mié. 11/122:30 pmEUG - MDW
1 stop7h 00mSouthwest
vie. 11/147:45 amMDW - EUG
1 stop8h 30mSouthwest
Deal found 8/13$316

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 agosto 14, 2025.
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

jue. 9/4

7:44 pm-11:51 am

1 stop14h 07m

Chicago O'Hare Intl

mié. 9/10

7:09 pm-6:54 pm

2 stops25h 45m

$239

EugeneChicago

EUG - ORD

EUGORD

Eugene

lun. 9/15

1:36 pm-12:03 am

1 stop8h 27m

Chicago O'Hare Intl

mié. 9/17

6:20 am-12:42 pm

1 stop8h 22m

$282

EugeneChicago

EUG - ORD

EUGORD

Eugene

mié. 11/12

12:40 pm-9:53 pm

1 stop7h 13m

Chicago O'Hare Intl

vie. 11/14

6:00 pm-11:14 pm

1 stop7h 14m

$283

EugeneChicago

EUG - ORD

EUGORD

Eugene

lun. 9/15

1:36 pm-12:03 am

1 stop8h 27m

Chicago O'Hare Intl

mié. 9/17

5:45 pm-12:25 am

1 stop8h 40m

$283

EugeneChicago

EUG - ORD

EUGORD

Eugene

jue. 10/2

1:57 pm-11:12 pm

1 stop7h 15m

Chicago O'Hare Intl

mar. 10/7

2:53 pm-9:05 pm

1 stop8h 12m

$283

EugeneChicago

EUG - ORD

EUGORD

Eugene

mié. 9/17

1:36 pm-12:03 am

1 stop8h 27m

Chicago O'Hare Intl

jue. 9/25

6:20 am-12:42 pm

1 stop8h 22m

$283

EugeneChicago

EUG - ORD

EUGORD

Eugene

lun. 9/22

1:36 pm-12:03 am

1 stop8h 27m

Chicago O'Hare Intl

vie. 9/26

5:45 pm-10:48 pm

1 stop7h 03m

$286

EugeneChicago

EUG - ORD

EUGORD

Eugene

jue. 9/25

1:36 pm-12:03 am

1 stop8h 27m

Chicago O'Hare Intl

dom. 9/28

6:20 am-12:42 pm

1 stop8h 22m

$286

EugeneChicago

EUG - ORD

EUGORD

Eugene

jue. 11/13

6:15 am-5:46 pm

1 stop9h 31m

Chicago O'Hare Intl

vie. 11/14

6:00 pm-11:14 pm

1 stop7h 14m

$287

EugeneChicago

EUG - ORD

EUGORD

Eugene

vie. 9/12

1:36 pm-12:03 am

1 stop8h 27m

Chicago O'Hare Intl

vie. 9/19

5:45 pm-12:25 am

1 stop8h 40m

$287

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 34 results
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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

How far ahead should I book a flight from Eugene to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Eugene to Chicago. Price data was last updated on August 8, 2025.

The price you pay for your flight from Eugene to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 51 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, August is the cheapest month in which you can book a flight from Eugene to Chicago (average of $245). Flying from Eugene to Chicago in March is currently the most expensive (average of $321). 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.

What is the cheapest time of day to fly from EUG to CHI?

Find hourly flight availability from Eugene to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 14, 2025.

One of the essential ways to save on airfare from Eugene to Chicago is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 14% on airfare.

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 agosto 14, 2025.
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
10,000 reviews

Overall

8.0

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Southwest
8.0
Very good
4,244 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
United Airlines
7.4
Good
8,916 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.0

Boarding

8.1

Crew

8.5

Comfort

7.8

Food

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Aug 2025

BOI - LAX

flying in first class, my husband froze the entire flight and was miserable. first class does not offer blankets or any entertainment. (TV etc)

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.

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

    According to our current data, Delta ($216), Alaska Airlines ($286), and United Airlines ($306) offers the cheapest pricing from Eugene to Chicago. Users have found that Delta is 48% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Eugene to Chicago one-way?

    The cheapest airline one-way is Hawaiian Airlines, with whom users have recently found tickets for as low as $139. However, be on the lookout for offers from American Airlines and Alaska Airlines, as they are both options that can get you from Eugene to Chicago for a low price.

  • 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, August is the cheapest month in which you can book a flight from Eugene to Chicago (average of $245). Flying from Eugene to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$376FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$286Average$469FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$306Average$537FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$351Average$538FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$372Average$449FlexibilityNo cancel feeOn-time63%

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