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$120+ Cheap flights from Eugene (EUG) to Midway (MDW)

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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — MDW
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap flight deals from Eugene to Midway

Cheapest flights from Eugene to Midway
Explore the most affordable flight options available from Eugene to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 26, 2026.

This Southwest deal was found by Cheapflights users on 1/26. 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 3/1010:45 am
EUG
-
MDW
1 stop9h 30m
Southwest
Thu 3/125:40 am
MDW
-
EUG
1 stop6h 30m
Southwest
Deal found 1/26$289
This Delta deal was found by Cheapflights users on 1/26. 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 2/105:30 am
EUG
-
MDW
2 stops11h 06m
Delta
Sat 2/141:29 pm
MDW
-
EUG
2 stops11h 26m
Delta
Deal found 1/26$300
This Southwest deal was found by Cheapflights users on 1/25. 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.
Thu 4/92:50 pm
EUG
-
MDW
1 stop6h 50m
Southwest
Sun 4/126:00 am
MDW
-
EUG
1 stop6h 15m
Southwest
Deal found 1/25$310
This Southwest deal was found by Cheapflights users on 1/25. 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.
Thu 4/305:00 pm
EUG
-
MDW
1 stop10h 00m
Southwest
Mon 5/45:15 pm
MDW
-
EUG
1 stop7h 30m
Southwest
Deal found 1/25$315
This Southwest deal was found by Cheapflights users on 1/25. 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 4/2911:20 am
EUG
-
MDW
2 stops10h 00m
Southwest
Mon 5/44:05 pm
MDW
-
EUG
2 stops8h 40m
Southwest
Deal found 1/25$320
This Southwest deal was found by Cheapflights users on 1/26. 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 pm
EUG
-
MDW
1 stop5h 40m
Southwest
Fri 3/135:40 am
MDW
-
EUG
1 stop6h 30m
Southwest
Deal found 1/26$331
This Southwest deal was found by Cheapflights users on 1/26. 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.
Thu 5/282:50 pm
EUG
-
MDW
1 stop6h 50m
Southwest
Sun 5/316:00 am
MDW
-
EUG
1 stop6h 15m
Southwest
Deal found 1/26$339

Find flight deals from Eugene to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Eugene (EUG) to Midway (MDW). 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 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(Southwest)

One-way from

$120
(Southwest)

Popular in

October

Cheapest in

August

Average price

$310
Provider with most accurate pricing for Eugene-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Eugene-Chicago Midway flights.
Search Deals
From Eugene to Chicago Midway
Search Deals
One-way flight from Eugene to Chicago Midway
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($20 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Eugene to Midway 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 26, 2026.
Use the filters below to find and compare flights from Eugene to Chicago Midway Airport that are best for you.

Fly from

Eugene

Fly to

Midway

Route

Depart

Return

Price

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 3/10

10:45 am-10:15 pm

1 stop9h 30m

Chicago Midway

Thu 3/12

5:40 am-10:10 am

1 stop6h 30m

$289

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 4/29

1:40 pm-9:30 pm

1 stop5h 50m

Chicago Midway

Mon 5/4

4:05 pm-10:45 pm

2 stops8h 40m

$294

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 4/9

2:50 pm-11:40 pm

1 stop6h 50m

Chicago Midway

Sun 4/12

6:00 am-10:15 am

1 stop6h 15m

$310

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 4/30

5:00 pm-5:00 am

1 stop10h 00m

Chicago Midway

Mon 5/4

5:15 pm-10:45 pm

1 stop7h 30m

$315

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 4/30

5:00 pm-5:00 am

1 stop10h 00m

Chicago Midway

Tue 5/5

6:30 am-10:45 am

1 stop6h 15m

$315

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 3/10

1:35 pm-9:15 pm

1 stop5h 40m

Chicago Midway

Fri 3/13

5:40 am-10:10 am

1 stop6h 30m

$331

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 5/28

2:50 pm-11:40 pm

1 stop6h 50m

Chicago Midway

Sun 5/31

6:00 am-10:15 am

1 stop6h 15m

$339

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 3/9

2:40 pm-10:50 pm

1 stop6h 10m

$120

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 3/9

8:01 pm-10:25 am

3 stops36h 24m

$186

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 2/3

2:30 pm-10:40 pm

1 stop6h 10m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/23

Showing 1-10 of 14 results
1
2

Compare providers for flights from Eugene to Midway

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 Midway in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Eugene-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Eugene-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Eugene-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Midway Airport 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 Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated January 26, 2026.
Peruse reviews from past customers who have flown with Southwest from Eugene to Chicago Midway Airport 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.
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Food

7.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Eugene to Midway. 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 Midway?

    Eugene (EUG), located 7.8 mi from the city center, is the airport you fly out of when you book flights from Eugene to Chicago Midway. 1 airline have flights from Eugene to Chicago Midway on a regular basis. Booking flights from Eugene to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • How long is the flight from Eugene to Chicago Midway Airport?

    For as low as $289, Southwest can have you in Chicago Midway Airport from Eugene in 9h 30m. The distance from Eugene to Chicago Midway Airport is about 1786 mi.

  • What is the cheapest airline to fly from Eugene to Chicago Midway Airport round-trip?

    Cheapflights users have booked flights from Eugene to Chicago Midway Airport round-trip from $388.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Chicago Midway Airport?

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

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Top airline flying from Eugene to Midway

Discover the top airline that operate flights from Eugene to Midway. 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 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$388Average$449FlexibilityNo cancel feeOn-time63%

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