$100 Cheap Flights from Chicago (MDW) to Eugene (EUG)

View $100 flight on Sat, Oct 4, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Mahlon Sweet Field Airport (EUG)

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Cheap Flights from Chicago to Eugene (MDW-EUG)

Prices were available within the past 7 days and start at $100 for one-way flights and $200 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Sat, Oct 4 - Sat, Nov 1
MDW
Chicago
EUG
Eugene
$200 Roundtrip, found 5 days ago
$200
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Oct 4 from Chicago to Eugene, returning Sat, Nov 1, priced at $200 found 5 days ago
Southwest Airlines
Thu, Oct 16 - Mon, Oct 20
MDW
Chicago
EUG
Eugene
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Oct 16 from Chicago to Eugene, returning Mon, Oct 20, priced at $214 found 1 day ago
Southwest Airlines
Wed, Oct 8 - Wed, Oct 15
MDW
Chicago
EUG
Eugene
$221 Roundtrip, found 6 days ago
$221
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, Oct 8 from Chicago to Eugene, returning Wed, Oct 15, priced at $221 found 6 days ago
Southwest Airlines
Thu, Jan 8 - Wed, Jan 14
MDW
Chicago
EUG
Eugene
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Jan 8 from Chicago to Eugene, returning Wed, Jan 14, priced at $237 found 6 days ago
Southwest Airlines
Thu, Jan 8 - Wed, Jan 14
MDW
Chicago
EUG
Eugene
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Jan 8 from Chicago to Eugene, returning Wed, Jan 14, priced at $242 found 6 days ago
Southwest Airlines
Tue, Oct 21 - Tue, Nov 4
MDW
Chicago
EUG
Eugene
$245 Roundtrip, found 6 days ago
$245
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Tue, Oct 21 from Chicago to Eugene, returning Tue, Nov 4, priced at $245 found 6 days ago
Southwest Airlines
Thu, Jan 8 - Wed, Jan 14
MDW
Chicago
EUG
Eugene
$256 Roundtrip, found 6 days ago
$256
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Jan 8 from Chicago to Eugene, returning Wed, Jan 14, priced at $256 found 6 days ago
Southwest Airlines
Fri, Oct 24 - Tue, Oct 28
MDW
Chicago
EUG
Eugene
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Oct 24 from Chicago to Eugene, returning Tue, Oct 28, priced at $259 found 1 day ago
Southwest Airlines
Thu, Jan 8 - Wed, Jan 14
MDW
Chicago
EUG
Eugene
$261 Roundtrip, found 6 days ago
$261
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Thu, Jan 8 from Chicago to Eugene, returning Wed, Jan 14, priced at $261 found 6 days ago
Delta
Sat, Oct 11 - Sat, Oct 18
MDW
Chicago
EUG
Eugene
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 11 from Chicago to Eugene, returning Sat, Oct 18, priced at $312 found 1 day ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG) cost?
Get a cheap one-way flight from $100 or cheap return flight from $200 from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG)?
The cheapest month to fly from MDW to EUG is October, when demand is low. Off-peak months are usually when you'll find cheap fares for travel between these airports.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from MDW to EUG. Then, sort your results by "Price (lowest to highest)" to snap up a good deal.
How many flights per day from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG)?
Direct flights from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MDW to EUG?
You'll usually find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG)?
To land at Mahlon Sweet Field Airport (EUG) on time, opt for a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG) last-minute?
Last-minute fares from MDW to EUG are typically more expensive. For the cheapest rates, start looking for flights well ahead of time. That being said, if you're flexible with your travel dates, it's possible to score a cheap fare right before your trip.
Is it cheaper to book a MDW to EUG flight and hotel package?
Securing a MDW to EUG flight and hotel package is generally cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our wide range of accommodations and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Mahlon Sweet Field Airport (EUG)?
Typically, it's possible to cancel or reschedule your MDW to EUG flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
Eugene
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$199
Distance
1786 mi

Book with confidence

Book with confidence

Chicago to Eugene Flights

The cheapest times to fly from Chicago to Eugene

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Eugene are during the month of October. You can find some of the cheapest flights from Chicago to Eugene with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Eugene

Sunday is one of the best days to book for cheap flights from Chicago to Eugene: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Eugene

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Eugene in 2025. You can also book with separate airlines for your outbound and return journeys, from $100 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Eugene flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Eugene airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Eugene Flights

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*Available to One Key members.