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Cheap flights from Eugene to Chicago from $166

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Eugene to Chicago departing on 12/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Eugene to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
11:30 am - 5:37 pmEUG-MDW
28h 07m2 stops
Delta Logo
1:49 pm - 11:12 pmMDW-EUG
11h 23m2 stops
$218Delta
Find Deal
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
6:35 am - 9:15 pmEUG-MDW
12h 40m2 stops
Southwest Logo
5:00 am - 10:40 amMDW-EUG
7h 40m1 stop
$250Southwest
Find Deal
Wed, Feb 18 - Sun, Feb 22
Southwest Logo
6:35 am - 9:15 pmEUG-MDW
12h 40m2 stops
Southwest Logo
7:55 am - 2:50 pmMDW-EUG
8h 55m2 stops
$256Southwest
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Wed, Feb 18 - Sun, Feb 22
Delta Logo
11:30 am - 5:37 pmEUG-MDW
28h 07m2 stops
Delta Logo
1:49 pm - 10:48 amMDW-EUG
22h 59m2 stops
$296Delta
Find Deal
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
5:20 pm - 5:00 amEUG-MDW
9h 40m1 stop
Southwest Logo
2:15 pm - 11:05 pmMDW-EUG
10h 50m2 stops
$319Southwest
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Wed, May 20 - Wed, May 27
Southwest Logo
2:30 pm - 10:40 pmEUG-MDW
6h 10m1 stop
Southwest Logo
5:00 am - 10:40 amMDW-EUG
7h 40m1 stop
$321Southwest
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Wed, Feb 18 - Sun, Feb 22
Southwest Logo
6:35 am - 4:35 pmEUG-MDW
8h 00m2 stops
Southwest Logo
2:15 pm - 11:05 pmMDW-EUG
10h 50m2 stops
$324Southwest
Find Deal
Wed, May 20 - Wed, May 27
Southwest Logo
1:40 pm - 9:30 pmEUG-MDW
5h 50m1 stop
Southwest Logo
10:40 am - 4:40 pmMDW-EUG
8h 00m1 stop
$339Southwest
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Wed, May 20 - Wed, May 27
Delta Logo
5:30 am - 6:32 pmEUG-MDW
11h 02m2 stops
Delta Logo
1:49 pm - 11:12 pmMDW-EUG
11h 23m2 stops
$468Delta
Find Deal
Thu, Jan 8 - Sun, Jan 11
Southwest Logo
7:00 pm - 5:05 amEUG-MDW
8h 05m1 stop
Southwest Logo
12:35 pm - 10:15 pmMDW-EUG
11h 40m2 stops
$484Southwest
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Mon, Dec 29 - Mon, Jan 5

Delta flights from Eugene to Chicago Midway Airport

Our best Delta deals on Eugene to Chicago Midway Airport flight tickets
Delta
Jan 8
EUG11:30 amEugene
28h 07m
2 stops
MDW5:37 pmChicago Midway
Jan 12
MDW1:49 pmChicago Midway
11h 23m
2 stops
EUG11:12 pmEugene
$218
Find similar
Delta
Jan 8
EUG11:30 amEugene
28h 07m
2 stops
MDW5:37 pmChicago Midway
Jan 12
MDW1:49 pmChicago Midway
22h 59m
2 stops
EUG10:48 amEugene
$296
Find similar
Delta
Jan 8
EUG5:30 amEugene
11h 02m
2 stops
MDW6:32 pmChicago Midway
Jan 11
MDW1:49 pmChicago Midway
11h 23m
2 stops
EUG11:12 pmEugene
$468
Find similar

Southwest flights from Eugene to Chicago Midway Airport

Our best Southwest deals on Eugene to Chicago Midway Airport flight tickets
Southwest
Feb 18
EUG6:35 amEugene
12h 40m
2 stops
MDW9:15 pmChicago Midway
Feb 22
MDW5:00 amChicago Midway
7h 40m
1 stop
EUG10:40 amEugene
$250
Find similar
Southwest
Feb 18
EUG6:35 amEugene
12h 40m
2 stops
MDW9:15 pmChicago Midway
Feb 22
MDW7:55 amChicago Midway
8h 55m
2 stops
EUG2:50 pmEugene
$256
Find similar
Southwest
May 20
EUG5:20 pmEugene
9h 40m
1 stop
MDW5:00 amChicago Midway
May 27
MDW2:15 pmChicago Midway
10h 50m
2 stops
EUG11:05 pmEugene
$319
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Eugene to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated December 2, 2025.
Use the filters below to find and compare flights from Eugene to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 1/8

11:30 am-5:37 pm

2 stops28h 07m

Chicago Midway

Mon 1/12

1:49 pm-11:12 pm

2 stops11h 23m

$218

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 2/18

6:35 am-9:15 pm

2 stops12h 40m

Chicago Midway

Sun 2/22

5:00 am-10:40 am

1 stop7h 40m

$250

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 2/18

6:35 am-9:15 pm

2 stops12h 40m

Chicago Midway

Sun 2/22

7:55 am-2:50 pm

2 stops8h 55m

$256

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 1/8

11:30 am-5:37 pm

2 stops28h 07m

Chicago Midway

Mon 1/12

1:49 pm-10:48 am

2 stops22h 59m

$296

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 5/20

5:20 pm-5:00 am

1 stop9h 40m

Chicago Midway

Wed 5/27

2:15 pm-11:05 pm

2 stops10h 50m

$319

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 2/18

2:30 pm-10:40 pm

1 stop6h 10m

Chicago Midway

Sun 2/22

5:00 am-10:40 am

1 stop7h 40m

$321

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 5/20

6:35 am-4:35 pm

2 stops8h 00m

Chicago Midway

Wed 5/27

2:15 pm-11:05 pm

2 stops10h 50m

$324

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 5/20

1:40 pm-9:30 pm

1 stop5h 50m

Chicago Midway

Wed 5/27

10:40 am-4:40 pm

1 stop8h 00m

$339

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 1/8

5:30 am-6:32 pm

2 stops11h 02m

Chicago Midway

Sun 1/11

1:49 pm-11:12 pm

2 stops11h 23m

$468

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 12/29

7:00 pm-5:05 am

1 stop8h 05m

Chicago Midway

Mon 1/5

12:35 pm-10:15 pm

2 stops11h 40m

$484

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Eugene to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from Eugene. The lowest ticket price found for a Friday departure recently was $450. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Thursday is the most expensive day to depart from Eugene because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $456.

When to book flights from Eugene to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Eugene to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Eugene to Chicago Midway Airport (EUG to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Eugene to Chicago Midway Airport

Fastest flight time

5h 25m

Direct flights

None
The fastest flight from Eugene to Chicago Midway Airport takes 5h 25m
There are no direct flights from Eugene to Chicago Midway Airport. There are no popular flight routes from Eugene to Chicago Midway Airport.
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  • How far is Eugene to Chicago Midway by plane?

    Chicago Midway is 1780.0 mi away from Eugene. A reasonable flight in good conditions will take 5h 50m.

  • When did momondo last update prices for flights from Eugene Airport to Chicago Midway Airport?

    Prices for flights from Eugene Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Eugene Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Eugene Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Eugene Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Eugene to Chicago Midway Airport?

Best airlines flying from Eugene to Chicago Midway Airport

Compare and see reviews for airlines that fly from Eugene to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $372Free CancellationRating
8.0
4,253 reviews
Search Southwest flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Eugene to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Eugene to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from Eugene to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Eugene which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Eugene to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Eugene. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Eugene to Chicago right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Eugene to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Chicago Midway Airport trip

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