EUG - MDW

$241 Find Cheap Flights from Eugene to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Eugene to Midway departing on 9/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Eugene to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Eugene to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Eugene to Midway (EUG-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Eugene to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Eugene to Midway

Wed, Nov 5 - Sun, Nov 9
Southwest Logo
12:40 pm - 8:05 pmEUG-MDW
5h 25m1 stop
Southwest Logo
7:45 am - 2:15 pmMDW-EUG
8h 30m1 stop
$288Southwest
Find Deal
Fri, Oct 17 - Wed, Oct 22
Southwest Logo
4:05 pm - 11:30 pmEUG-MDW
5h 25m1 stop
Southwest Logo
5:45 am - 2:15 pmMDW-EUG
10h 30m2 stops
$293Southwest
Find Deal
Tue, Oct 28 - Sun, Nov 2
Southwest Logo
12:25 pm - 10:40 pmEUG-MDW
8h 15m2 stops
Southwest Logo
5:00 am - 2:15 pmMDW-EUG
11h 15m2 stops
$298Southwest
Find Deal
Fri, Oct 24 - Mon, Oct 27
Southwest Logo
4:05 pm - 11:30 pmEUG-MDW
5h 25m1 stop
Southwest Logo
9:20 am - 2:25 pmMDW-EUG
7h 05m1 stop
$299Southwest
Find Deal
Mon, Dec 8 - Sat, Dec 13
Southwest Logo
2:30 pm - 5:05 amEUG-MDW
12h 35m1 stop
Southwest Logo
8:25 am - 7:45 pmMDW-EUG
13h 20m2 stops
$318Southwest
Find Deal
Tue, Oct 21 - Sun, Oct 26
Southwest Logo
3:00 pm - 5:15 amEUG-MDW
12h 15m1 stop
Southwest Logo
5:15 am - 10:05 amMDW-EUG
6h 50m1 stop
$323Southwest
Find Deal
Wed, Nov 5 - Mon, Nov 10
Southwest Logo
12:40 pm - 8:05 pmEUG-MDW
5h 25m1 stop
Southwest Logo
7:45 am - 2:15 pmMDW-EUG
8h 30m1 stop
$328Southwest
Find Deal
Thu, Oct 23 - Tue, Oct 28
Southwest Logo
6:05 am - 8:25 pmEUG-MDW
12h 20m2 stops
Southwest Logo
5:45 am - 2:15 pmMDW-EUG
10h 30m2 stops
$331Southwest
Find Deal
Wed, Oct 29 - Mon, Nov 3
Southwest Logo
1:20 pm - 10:40 pmEUG-MDW
7h 20m1 stop
Southwest Logo
9:40 am - 1:50 pmMDW-EUG
6h 10m1 stop
$332Southwest
Find Deal
Sat, Oct 25 - Thu, Oct 30
Delta Logo
5:15 am - 5:43 pmEUG-MDW
10h 28m2 stops
Delta Logo
1:08 pm - 11:14 pmMDW-EUG
12h 06m2 stops
$369Delta
Find Deal

Everything you should know

Top airlines
Southwest
Cheapest • from $288 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$288
Southwest
Wed 11/5Sun 11/9
EUG - MDW • 1 stop
Cheapest one-way
$241
Multiple Airlines
Sun 9/28
EUG - MDW • 3 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Booking Insights

KAYAK's insights & trends for Eugene to Midway flights

Get data-powered insights and trends into flights from Eugene to Midway to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Eugene to Chicago Midway Airport?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Eugene to Chicago Midway Airport were found on Southwest ($288) and Delta ($369).

Good to know

Cheapest flight$241
Flight from Eugene to Chicago Midway Airport

When to book flights from Eugene to Midway

Are your dates flexible? Find out the best times to travel from Eugene to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Eugene to Chicago Midway Airport flights

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

    In the last 3 days, the lowest price for a flight from Eugene to Chicago Midway Airport was $241 for a one-way ticket and $288 for a round-trip.

  • Do I need a passport to fly between Eugene and Chicago Midway Airport?

    No, a passport isn't needed to fly from Eugene to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which aircraft models fly most regularly from Eugene to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Eugene to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between Eugene and Chicago Midway Airport.

  • How does KAYAK find such low prices on flights from Eugene to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Eugene to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Eugene to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Eugene is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Eugene to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Eugene with another airline. Booking your flights between Eugene and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Eugene to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Eugene up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Eugene to Midway

 
See real verified KAYAK customer reviews for airlines flying from Eugene to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Eugene to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4242 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Everything you need to know for your flight from Eugene to Midway

Information on your arrival and departure airports

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