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$220+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
EUG — MDW
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap 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 September 11, 2025.

Round-trip from

$232
(Delta)

One-way from

$220
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$376
From Eugene to Chicago Midway
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One-way flight from Eugene to Chicago Midway
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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 September 2025
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Find 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 September 11, 2025.

This Southwest deal was found by Cheapflights users on 9/11. 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 10/304:05 pmEUG - MDW
1 stop5h 25mSouthwest
Fri 10/315:40 amMDW - EUG
1 stop6h 30mSouthwest
Deal found 9/11$287
This Southwest deal was found by Cheapflights users on 9/10. 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.
Fri 10/244:05 pmEUG - MDW
1 stop5h 25mSouthwest
Sun 10/265:15 amMDW - EUG
1 stop6h 50mSouthwest
Deal found 9/10$308
This Southwest deal was found by Cheapflights users on 9/11. 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 10/234:05 pmEUG - MDW
1 stop5h 25mSouthwest
Sun 10/265:15 amMDW - EUG
1 stop6h 50mSouthwest
Deal found 9/11$313
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/238:55 pmEUG - MDW
2 stops12h 21mMultiple Airlines
Sun 10/267:50 amMDW - EUG
1 stop28h 00mMultiple Airlines
Deal found 9/11$315
This Southwest deal was found by Cheapflights users on 9/10. 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.
Sun 10/1912:30 pmEUG - MDW
1 stop6h 40mSouthwest
Sat 10/255:15 amMDW - EUG
1 stop6h 50mSouthwest
Deal found 9/10$353
This Delta deal was found by Cheapflights users on 9/9. 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.
Wed 10/15:20 amEUG - MDW
2 stops10h 15mDelta
Fri 10/31:08 pmMDW - EUG
2 stops12h 37mDelta
Deal found 9/9$370
This Southwest deal was found by Cheapflights users on 9/9. 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 9/256:50 amEUG - MDW
1 stop6h 25mSouthwest
Tue 9/308:20 amMDW - EUG
1 stop6h 05mSouthwest
Deal found 9/9$394
This Southwest deal was found by Cheapflights users on 9/10. 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.
Fri 9/262:55 pmEUG - MDW
1 stop7h 10mSouthwest
Wed 10/155:45 amMDW - EUG
2 stops10h 30mSouthwest
Deal found 9/10$405

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 September 11, 2025.
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

Thu 10/30

4:05 pm-11:30 pm

1 stop5h 25m

Chicago Midway

Fri 10/31

5:40 am-10:10 am

1 stop6h 30m

$287

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 10/24

4:05 pm-11:30 pm

1 stop5h 25m

Chicago Midway

Sun 10/26

5:15 am-10:05 am

1 stop6h 50m

$308

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 10/23

4:05 pm-11:30 pm

1 stop5h 25m

Chicago Midway

Sun 10/26

5:15 am-10:05 am

1 stop6h 50m

$313

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 10/23

8:55 pm-11:16 am

2 stops12h 21m

Chicago Midway

Sun 10/26

7:50 am-9:50 am

1 stop28h 00m

$315

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 10/1

5:20 am-5:35 pm

2 stops10h 15m

Chicago Midway

Fri 10/3

1:08 pm-11:45 pm

2 stops12h 37m

$370

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Sun 10/19

10:40 am-7:15 pm

1 stop6h 35m

Chicago Midway

Sat 10/25

5:15 am-1:50 pm

2 stops10h 35m

$382

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 9/25

6:50 am-3:15 pm

1 stop6h 25m

Chicago Midway

Tue 9/30

8:20 am-12:25 pm

1 stop6h 05m

$394

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 9/26

2:55 pm-12:05 am

1 stop7h 10m

Chicago Midway

Wed 10/15

5:45 am-2:15 pm

2 stops10h 30m

$405

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 10/9

2:57 pm-11:13 am

3 stops18h 16m

$220

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 10/9

4:05 pm-11:30 pm

1 stop5h 25m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 14 results
1
2

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 September 11, 2025.
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
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $287, Southwest can have you in Chicago Midway Airport from Eugene in 5h 25m. The distance from Eugene to Chicago Midway Airport is about 1786 mi.

  • 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.

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

    Currently, April is the cheapest month in which you can book a flight from Eugene to Chicago Midway Airport (average of $160). Flying from Eugene to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 Midway Airport?

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

Browse thousands of different options on Cheapflights for your next trip

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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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$372Average$449FlexibilityNo cancel feeOn-time63%

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