Chicago

$130+ 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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — CHI
jul. 7 — jul. 141
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Cheapflights Tip: The best prices from Eugene to Chicago are usually found in January or April, booked 49 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 julio 2, 2025.

Round-trip from

$223
(Mytrip)

One-way from

$130
(Mytrip)

Popular in

March

Cheapest in

January

Average price

$457
From Eugene to Chicago (CHI)
One-way flight from Eugene to Chicago (CHI)
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 julio 2, 2025.

This Mytrip deal was found by Cheapflights users on 7/2. 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. 10/28:55 pmEUG - ORD
1 stop12h 41mMultiple Airlines
dom. 10/56:00 amORD - EUG
1 stop10h 12mMultiple Airlines
Deal found 7/2$223
This Hawaiian Airlines deal was found by Cheapflights users on 7/2. 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.
mar. 7/291:30 pmEUG - ORD
1 stop8h 29mHawaiian Airlines
mar. 8/57:00 amORD - EUG
1 stop6h 42mHawaiian Airlines
Deal found 7/2$278
This Alaska Airlines deal was found by Cheapflights users on 7/1. 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.
mar. 7/291:30 pmEUG - ORD
1 stop8h 29mAlaska Airlines
mar. 8/57:00 amORD - EUG
1 stop6h 42mAlaska Airlines
Deal found 7/1$279
This Southwest deal was found by Cheapflights users on 6/30. 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. 8/201:10 pmEUG - MDW
1 stop6h 40mSouthwest
mar. 8/266:00 amMDW - EUG
1 stop8h 25mSouthwest
Deal found 6/30$281
This Southwest deal was found by Cheapflights users on 6/30. 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. 8/201:10 pmEUG - ORD
1 stop8h 30mSouthwest
mar. 8/266:15 amORD - EUG
2 stops9h 20mSouthwest
Deal found 6/30$286
This Delta deal was found by Cheapflights users on 6/30. 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. 8/2011:20 amEUG - ORD
2 stops8h 44mDelta
mar. 8/268:25 amORD - EUG
2 stops10h 26mDelta
Deal found 6/30$291
This Delta deal was found by Cheapflights users on 7/1. 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.
sáb. 8/305:45 amEUG - MDW
2 stops9h 52mDelta
sáb. 9/61:08 pmMDW - EUG
2 stops11h 46mDelta
Deal found 7/1$380

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 julio 2, 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. 10/2

8:55 pm-11:36 am

1 stop12h 41m

Chicago O'Hare Intl

dom. 10/5

6:00 am-2:12 pm

1 stop10h 12m

$223

EugeneChicago

EUG - ORD

EUGORD

Eugene

mar. 7/29

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

mar. 8/5

7:00 am-11:42 am

1 stop6h 42m

$278

EugeneChicago

EUG - ORD

EUGORD

Eugene

mar. 7/29

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

mar. 8/5

7:00 am-11:42 am

1 stop6h 42m

$279

EugeneChicago

EUG - MDW

EUGMDW

Eugene

mié. 8/20

1:10 pm-9:50 pm

1 stop6h 40m

Chicago Midway

mar. 8/26

6:00 am-12:25 pm

1 stop8h 25m

$281

EugeneChicago

EUG - ORD

EUGORD

Eugene

mié. 8/20

1:10 pm-11:40 pm

1 stop8h 30m

Chicago O'Hare Intl

mar. 8/26

6:15 am-1:35 pm

2 stops9h 20m

$286

EugeneChicago

EUG - ORD

EUGORD

Eugene

mié. 8/20

11:20 am-10:04 pm

2 stops8h 44m

Chicago O'Hare Intl

mar. 8/26

8:25 am-4:51 pm

2 stops10h 26m

$291

EugeneChicago

EUG - MDW

EUGMDW

Eugene

sáb. 8/30

5:45 am-5:37 pm

2 stops9h 52m

Chicago Midway

sáb. 9/6

1:08 pm-10:54 pm

2 stops11h 46m

$380

EugeneChicago

EUG - ORD

EUGORD

Eugene

jue. 7/17

9:32 pm-2:13 pm

1 stop14h 41m

$130

EugeneChicago

EUG - ORD

EUGORD

Eugene

mié. 7/23

12:45 pm-11:39 pm

1 stop8h 54m

$139

EugeneChicago

EUG - ORD

EUGORD

Eugene

mié. 7/23

7:00 am-5:59 pm

1 stop8h 59m

$140

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/29

Showing 1-10 of 16 results
1
2

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 June 27, 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 49 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 julio 2, 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 julio 2, 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.

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
8.0
Very good

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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, Hawaiian Airlines ($278), Alaska Airlines ($279), and Southwest ($281) offers the cheapest pricing from Eugene to Chicago. Users have found that Hawaiian Airlines is 36% 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 Southwest, 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 Eugene?

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

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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 julio 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$385FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$303Average$512FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$306Average$567FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$351Average$575FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$372Average$449FlexibilityNo cancel feeOn-time63%

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