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Cheap flights from Eugene to Chicago from $93

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 11/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Eugene to Chicago

Cheap round-trip flights

Southwest Logo
2:30 pm - 5:05 amEUG-MDW
12h 35m1 stop
Southwest Logo
7:45 am - 2:15 pmMDW-EUG
8h 30m1 stop
$286Southwest
Find Deal
Tue, Nov 4 - 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
Wed, Nov 5 - Sun, Nov 9
Southwest Logo
2:30 pm - 5:05 amEUG-MDW
12h 35m1 stop
Southwest Logo
7:45 am - 2:15 pmMDW-EUG
8h 30m1 stop
$293Southwest
Find Deal
Wed, Nov 5 - Sun, Nov 9
Southwest Logo
6:40 am - 8:25 pmEUG-MDW
11h 45m2 stops
Southwest Logo
7:45 am - 4:10 pmMDW-EUG
10h 25m1 stop
$296Southwest
Find Deal
Sat, Dec 6 - Fri, Dec 12
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
Fri, Oct 24 - Mon, Oct 27
Southwest Logo
6:40 am - 8:25 pmEUG-MDW
11h 45m2 stops
Southwest Logo
8:00 am - 2:15 pmMDW-EUG
8h 15m2 stops
$305Southwest
Find Deal
Sat, Dec 6 - Fri, Dec 12
Southwest Logo
2:30 pm - 5:05 amEUG-MDW
12h 35m1 stop
Southwest Logo
8:00 am - 2:15 pmMDW-EUG
8h 15m2 stops
$322Southwest
Find Deal
Tue, Nov 4 - 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
$328Southwest
Find Deal
Wed, Nov 5 - Mon, Nov 10
Delta Logo
7:00 am - 5:43 pmEUG-MDW
8h 43m2 stops
Delta Logo
1:14 pm - 11:13 pmMDW-EUG
11h 59m2 stops
$539Delta
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Wed, Nov 5 - Mon, Nov 10
Delta Logo
5:20 am - 5:35 pmEUG-MDW
10h 15m2 stops
Delta Logo
1:08 pm - 11:45 pmMDW-EUG
12h 37m2 stops
$567Delta
Find Deal
Wed, Oct 1 - Fri, Oct 3

Delta flights from Eugene to Chicago Midway Airport

Our best Delta deals on Eugene to Chicago Midway Airport flight tickets
Delta
Nov 5
EUG7:00 amEugene
8h 43m
2 stops
MDW5:43 pmChicago Midway
Nov 10
MDW1:14 pmChicago Midway
11h 59m
2 stops
EUG11:13 pmEugene
$539
Find similar
Delta
Oct 1
EUG5:20 amEugene
10h 15m
2 stops
MDW5:35 pmChicago Midway
Oct 3
MDW1:08 pmChicago Midway
12h 37m
2 stops
EUG11:45 pmEugene
$567
Find similar
Delta
Nov 5
EUG7:00 amEugene
8h 43m
2 stops
MDW5:43 pmChicago Midway
Nov 10
MDW1:14 pmChicago Midway
11h 59m
2 stops
EUG11:13 pmEugene
$569
Find similar

Southwest flights from Eugene to Chicago Midway Airport

Our best Southwest deals on Eugene to Chicago Midway Airport flight tickets
Southwest
Nov 4
EUG2:30 pmEugene
12h 35m
1 stop
MDW5:05 amChicago Midway
Nov 9
MDW7:45 amChicago Midway
8h 30m
1 stop
EUG2:15 pmEugene
$286
Find similar
Southwest
Nov 5
EUG12:40 pmEugene
5h 25m
1 stop
MDW8:05 pmChicago Midway
Nov 9
MDW7:45 amChicago Midway
8h 30m
1 stop
EUG2:15 pmEugene
$288
Find similar
Southwest
Nov 5
EUG2:30 pmEugene
12h 35m
1 stop
MDW5:05 amChicago Midway
Nov 9
MDW7:45 amChicago Midway
8h 30m
1 stop
EUG2:15 pmEugene
$293
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 September 15, 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

Tue 11/4

2:30 pm-5:05 am

1 stop12h 35m

Chicago Midway

Sun 11/9

7:45 am-2:15 pm

1 stop8h 30m

$286

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 11/5

12:40 pm-8:05 pm

1 stop5h 25m

Chicago Midway

Sun 11/9

7:45 am-2:15 pm

1 stop8h 30m

$288

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 11/5

2:30 pm-5:05 am

1 stop12h 35m

Chicago Midway

Sun 11/9

7:45 am-2:15 pm

1 stop8h 30m

$293

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Sat 12/6

6:40 am-8:25 pm

2 stops11h 45m

Chicago Midway

Fri 12/12

7:45 am-4:10 pm

1 stop10h 25m

$296

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 10/24

4:05 pm-11:30 pm

1 stop5h 25m

Chicago Midway

Mon 10/27

9:20 am-2:25 pm

1 stop7h 05m

$299

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Sat 12/6

6:40 am-8:25 pm

2 stops11h 45m

Chicago Midway

Fri 12/12

8:00 am-2:15 pm

2 stops8h 15m

$305

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 11/4

2:30 pm-5:05 am

1 stop12h 35m

Chicago Midway

Sun 11/9

8:00 am-2:15 pm

2 stops8h 15m

$322

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 11/5

12:40 pm-8:05 pm

1 stop5h 25m

Chicago Midway

Mon 11/10

7:45 am-2:15 pm

1 stop8h 30m

$328

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 11/5

7:00 am-5:43 pm

2 stops8h 43m

Chicago Midway

Mon 11/10

1:14 pm-11:13 pm

2 stops11h 59m

$539

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

$567

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

Direct flights

None
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 25m.

  • 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
4,242 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
Lansing
Portage
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.

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