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Cheap flights from Eugene to Chicago from $145

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 10/14. 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 (EUG-MDW)

Cheap round-trip flights

Southwest Logo
1:10 pm - 9:50 pmEUG-MDW
6h 40m1 stop
Southwest Logo
6:10 am - 11:00 amMDW-EUG
6h 50m1 stop
$304Southwest
Find Deal
Wed, Sep 24 - Wed, Oct 1
Southwest Logo
4:05 pm - 11:30 pmEUG-MDW
5h 25m1 stop
Southwest Logo
5:15 am - 10:05 amMDW-EUG
6h 50m1 stop
$310Southwest
Find Deal
Mon, Oct 20 - Sat, Oct 25
Southwest Logo
1:10 pm - 9:50 pmEUG-MDW
6h 40m1 stop
Southwest Logo
8:20 am - 12:25 pmMDW-EUG
6h 05m1 stop
$313Southwest
Find Deal
Wed, Sep 24 - Tue, Sep 30
Southwest Logo
4:05 pm - 11:30 pmEUG-MDW
5h 25m1 stop
Southwest Logo
5:15 am - 1:50 pmMDW-EUG
10h 35m2 stops
$315Southwest
Find Deal
Mon, Oct 20 - Sat, Oct 25
Southwest Logo
1:10 pm - 9:50 pmEUG-MDW
6h 40m1 stop
Southwest Logo
6:10 am - 1:35 pmMDW-EUG
9h 25m2 stops
$318Southwest
Find Deal
Wed, Sep 24 - Tue, Sep 30
Southwest Logo
6:50 am - 7:35 pmEUG-MDW
10h 45m1 stop
Southwest Logo
5:15 am - 1:50 pmMDW-EUG
10h 35m2 stops
$324Southwest
Find Deal
Wed, Sep 24 - Sat, Oct 4
Southwest Logo
6:50 am - 6:10 pmEUG-MDW
9h 20m2 stops
Southwest Logo
6:10 am - 11:00 amMDW-EUG
6h 50m1 stop
$340Southwest
Find Deal
Wed, Sep 24 - Wed, Oct 1
Southwest Logo
6:50 am - 7:35 pmEUG-MDW
10h 45m1 stop
Southwest Logo
7:45 am - 3:30 pmMDW-EUG
9h 45m1 stop
$347Southwest
Find Deal
Wed, Oct 1 - Fri, Oct 3
Delta Logo
6:30 am - 5:35 pmEUG-MDW
9h 05m2 stops
Delta Logo
1:43 pm - 10:42 pmMDW-EUG
10h 59m2 stops
$391Delta
Find Deal
Wed, Oct 1 - Fri, Oct 3
Delta Logo
6:30 am - 9:36 pmEUG-MDW
13h 06m2 stops
Delta Logo
1:43 pm - 11:45 pmMDW-EUG
12h 02m2 stops
$661Delta
Find Deal
Fri, Sep 26 - Mon, Sep 29

Delta flights from Eugene to Chicago Midway Airport

Our best Delta deals on Eugene to Chicago Midway Airport flight tickets
Delta
Oct 1
EUG6:30 amEugene
9h 05m
2 stops
MDW5:35 pmChicago Midway
Oct 3
MDW1:43 pmChicago Midway
10h 59m
2 stops
EUG10:42 pmEugene
$391
Find similar
Delta
Sep 26
EUG6:30 amEugene
13h 06m
2 stops
MDW9:36 pmChicago Midway
Sep 29
MDW1:43 pmChicago Midway
12h 02m
2 stops
EUG11:45 pmEugene
$661
Find similar
Delta
Sep 15
EUG5:00 pmEugene
14h 40m
2 stops
MDW9:40 amChicago Midway
Sep 17
MDW1:08 pmChicago Midway
11h 34m
2 stops
EUG10:42 pmEugene
$665
Find similar

Southwest flights from Eugene to Chicago Midway Airport

Our best Southwest deals on Eugene to Chicago Midway Airport flight tickets
Southwest
Sep 24
EUG1:10 pmEugene
6h 40m
1 stop
MDW9:50 pmChicago Midway
Oct 1
MDW6:10 amChicago Midway
6h 50m
1 stop
EUG11:00 amEugene
$304
Find similar
Southwest
Oct 20
EUG4:05 pmEugene
5h 25m
1 stop
MDW11:30 pmChicago Midway
Oct 25
MDW5:15 amChicago Midway
6h 50m
1 stop
EUG10:05 amEugene
$310
Find similar
Southwest
Sep 24
EUG1:10 pmEugene
6h 40m
1 stop
MDW9:50 pmChicago Midway
Sep 30
MDW8:20 amChicago Midway
6h 05m
1 stop
EUG12:25 pmEugene
$313
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 3, 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

Wed 9/24

1:10 pm-9:50 pm

1 stop6h 40m

Chicago Midway

Wed 10/1

6:10 am-11:00 am

1 stop6h 50m

$304

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 10/20

4:05 pm-11:30 pm

1 stop5h 25m

Chicago Midway

Sat 10/25

5:15 am-10:05 am

1 stop6h 50m

$310

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 9/24

1:10 pm-9:50 pm

1 stop6h 40m

Chicago Midway

Tue 9/30

8:20 am-12:25 pm

1 stop6h 05m

$313

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 10/20

4:05 pm-11:30 pm

1 stop5h 25m

Chicago Midway

Sat 10/25

5:15 am-1:50 pm

2 stops10h 35m

$315

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 9/24

1:10 pm-9:50 pm

1 stop6h 40m

Chicago Midway

Tue 9/30

6:10 am-1:35 pm

2 stops9h 25m

$318

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 9/24

6:50 am-7:35 pm

1 stop10h 45m

Chicago Midway

Sat 10/4

5:15 am-1:50 pm

2 stops10h 35m

$324

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 9/24

6:50 am-6:10 pm

2 stops9h 20m

Chicago Midway

Wed 10/1

6:10 am-11:00 am

1 stop6h 50m

$340

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 10/1

6:50 am-7:35 pm

1 stop10h 45m

Chicago Midway

Fri 10/3

7:45 am-3:30 pm

1 stop9h 45m

$347

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 10/1

6:30 am-5:35 pm

2 stops9h 05m

Chicago Midway

Fri 10/3

1:43 pm-10:42 pm

2 stops10h 59m

$391

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 9/26

6:30 am-9:36 pm

2 stops13h 06m

Chicago Midway

Mon 9/29

1:43 pm-11:45 pm

2 stops12h 02m

$661

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
4,238 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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