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Cheap flights from Eugene to Chicago from $299

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Eugene to Chicago departing on 1/9. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:30 am - 6:32 pm
EUG
-
MDW
11h 02m2 stops
Delta Logo
1:28 pm - 10:39 pm
MDW
-
EUG
11h 11m2 stops
$299Delta
Fri, Jan 9 - Tue, Jan 13
Delta Logo
5:15 am - 6:40 pm
EUG
-
MDW
11h 25m2 stops
Delta Logo
9:34 am - 4:30 pm
MDW
-
EUG
8h 56m2 stops
$324Delta
Thu, Feb 19 - Tue, Feb 24
Southwest Logo
6:10 am - 3:20 pm
EUG
-
MDW
7h 10m2 stops
Southwest Logo
5:40 pm - 10:35 pm
MDW
-
EUG
6h 55m1 stop
$344Southwest
Mon, Mar 9 - Mon, Mar 9
Delta Logo
5:30 am - 5:34 pm
EUG
-
MDW
10h 04m2 stops
Delta Logo
1:49 pm - 11:12 pm
MDW
-
EUG
11h 23m2 stops
$349Delta
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
6:10 am - 1:50 pm
EUG
-
MDW
5h 40m1 stop
Southwest Logo
5:40 pm - 10:35 pm
MDW
-
EUG
6h 55m1 stop
$368Southwest
Mon, Mar 9 - Mon, Mar 9
Delta Logo
6:10 am - 5:54 pm
EUG
-
MDW
9h 44m2 stops
Delta Logo
2:12 pm - 11:53 pm
MDW
-
EUG
11h 41m2 stops
$529Delta
Fri, May 1 - Mon, May 4
Delta Logo
6:10 am - 5:54 pm
EUG
-
MDW
9h 44m2 stops
Delta Logo
2:12 pm - 11:53 pm
MDW
-
EUG
11h 41m2 stops
$569Delta
Fri, May 1 - Mon, May 4
Delta Logo
6:10 am - 5:54 pm
EUG
-
MDW
9h 44m2 stops
Delta Logo
9:35 am - 5:10 pm
MDW
-
EUG
9h 35m2 stops
$579Delta
Fri, Mar 13 - Sun, Mar 15
Delta Logo
6:15 am - 6:31 pm
EUG
-
MDW
10h 16m2 stops
Delta Logo
2:00 pm - 11:54 pm
MDW
-
EUG
11h 54m2 stops
$619Delta
Wed, May 20 - Sat, May 23
Delta Logo
6:15 am - 6:31 pm
EUG
-
MDW
10h 16m2 stops
Delta Logo
9:30 am - 5:11 pm
MDW
-
EUG
9h 41m2 stops
$669Delta
Wed, May 20 - Sun, May 24

Delta flights from Eugene to Chicago Midway Airport

Our best Delta deals on Eugene to Chicago Midway Airport flight tickets
Delta
Jan 6
EUG5:30 amEugene
11h 02m
2 stops
MDW6:32 pmChicago Midway
Jan 9
MDW9:32 amChicago Midway
9h 05m
2 stops
EUG4:37 pmEugene
$299
Find similar
Delta
Feb 19
EUG5:15 amEugene
11h 25m
2 stops
MDW6:40 pmChicago Midway
Feb 24
MDW9:34 amChicago Midway
8h 56m
2 stops
EUG4:30 pmEugene
$324
Find similar
Delta
Jan 8
EUG5:30 amEugene
10h 04m
2 stops
MDW5:34 pmChicago Midway
Jan 12
MDW1:49 pmChicago Midway
11h 23m
2 stops
EUG11:12 pmEugene
$349
Find similar

Southwest flights from Eugene to Chicago Midway Airport

Our best Southwest deals on Eugene to Chicago Midway Airport flight tickets
Southwest
Mar 9
EUG6:10 amEugene
7h 10m
2 stops
MDW3:20 pmChicago Midway
Mar 9
MDW5:40 pmChicago Midway
6h 55m
1 stop
EUG10:35 pmEugene
$344
Find similar
Southwest
Mar 9
EUG6:10 amEugene
5h 40m
1 stop
MDW1:50 pmChicago Midway
Mar 9
MDW5:40 pmChicago Midway
6h 55m
1 stop
EUG10:35 pmEugene
$368
Find similar
Southwest
Dec 31
EUG2:30 pmEugene
12h 35m
1 stop
MDW5:05 amChicago Midway
Jan 7
MDW6:10 amChicago Midway
7h 20m
1 stop
EUG11:30 amEugene
$449
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 27, 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

Fri 1/9

5:30 am-6:32 pm

2 stops11h 02m

Chicago Midway

Tue 1/13

1:28 pm-10:39 pm

2 stops11h 11m

$299

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 2/19

5:15 am-6:40 pm

2 stops11h 25m

Chicago Midway

Tue 2/24

9:34 am-4:30 pm

2 stops8h 56m

$324

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 3/9

6:10 am-3:20 pm

2 stops7h 10m

Chicago Midway

Mon 3/9

5:40 pm-10:35 pm

1 stop6h 55m

$344

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 1/8

5:30 am-5:34 pm

2 stops10h 04m

Chicago Midway

Mon 1/12

1:49 pm-11:12 pm

2 stops11h 23m

$349

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 3/9

6:10 am-1:50 pm

1 stop5h 40m

Chicago Midway

Mon 3/9

5:40 pm-10:35 pm

1 stop6h 55m

$368

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 5/1

6:10 am-5:54 pm

2 stops9h 44m

Chicago Midway

Mon 5/4

2:12 pm-11:53 pm

2 stops11h 41m

$529

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 5/1

6:10 am-5:54 pm

2 stops9h 44m

Chicago Midway

Mon 5/4

2:12 pm-11:53 pm

2 stops11h 41m

$569

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 3/13

6:10 am-5:54 pm

2 stops9h 44m

Chicago Midway

Sun 3/15

9:35 am-5:10 pm

2 stops9h 35m

$579

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 5/20

6:15 am-6:31 pm

2 stops10h 16m

Chicago Midway

Sat 5/23

2:00 pm-11:54 pm

2 stops11h 54m

$619

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 5/20

6:15 am-6:31 pm

2 stops10h 16m

Chicago Midway

Sun 5/24

9:30 am-5:11 pm

2 stops9h 41m

$669

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

7h 10m

Direct flights

None
The fastest flight from Eugene to Chicago Midway Airport takes 7h 10m
There are no direct flights from Eugene to Chicago Midway Airport. There are no popular flight routes from Eugene to Chicago Midway Airport.
Search flight deals

  • 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 7h 10m.

  • 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 $388Free CancellationRating
8.0
4,258 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
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Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
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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