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Cheap flights from Eugene to Chicago from $175

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 8/12. 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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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.
Southwest Logo
11:15 am - 8:45 pm
EUG
-
MDW
7h 30m
1 stop
Southwest Logo
4:25 pm - 10:40 pm
MDW
-
EUG
8h 15m
1 stop
$252Southwest
Wed, Aug 19 - Mon, Aug 24
Southwest Logo
1:40 pm - 10:50 pm
EUG
-
MDW
7h 10m
1 stop
Southwest Logo
6:15 am - 12:40 pm
MDW
-
EUG
8h 25m
2 stops
$253Southwest
Wed, Aug 19 - Mon, Aug 24
Southwest Logo
12:25 pm - 10:55 pm
EUG
-
MDW
8h 30m
2 stops
Southwest Logo
6:15 am - 12:40 pm
MDW
-
EUG
8h 25m
2 stops
$258Southwest
Wed, Aug 19 - Mon, Aug 24
Southwest Logo
6:40 pm - 5:00 am
EUG
-
MDW
8h 20m
1 stop
Southwest Logo
6:30 am - 10:25 am
MDW
-
EUG
5h 55m
1 stop
$349Southwest
Mon, Aug 3 - Sun, Aug 9
Southwest Logo
11:15 am - 8:45 pm
EUG
-
MDW
7h 30m
1 stop
Southwest Logo
6:50 am - 1:20 pm
MDW
-
EUG
8h 30m
2 stops
$354Southwest
Wed, Aug 26 - Sat, Aug 29
Southwest Logo
12:25 pm - 10:55 pm
EUG
-
MDW
8h 30m
2 stops
Southwest Logo
5:40 am - 1:20 pm
MDW
-
EUG
9h 40m
2 stops
$359Southwest
Wed, Aug 26 - Sat, Aug 29
Southwest Logo
10:15 am - 12:40 am
EUG
-
MDW
12h 25m
2 stops
Southwest Logo
6:30 am - 10:25 am
MDW
-
EUG
5h 55m
1 stop
$360Southwest
Mon, Aug 3 - Sun, Aug 9
Southwest Logo
1:40 pm - 11:45 pm
EUG
-
MDW
8h 05m
1 stop
Southwest Logo
5:15 am - 9:35 am
MDW
-
EUG
6h 20m
1 stop
$380Southwest
Wed, Jul 15 - Fri, Jul 17
Southwest Logo
2:45 pm - 12:20 am
EUG
-
MDW
7h 35m
1 stop
Southwest Logo
5:15 am - 9:35 am
MDW
-
EUG
6h 20m
1 stop
$383Southwest
Sat, Jul 11 - Mon, Jul 13
Southwest Logo
5:55 pm - 5:25 am
EUG
-
MDW
9h 30m
2 stops
Southwest Logo
5:15 am - 9:35 am
MDW
-
EUG
6h 20m
1 stop
$385Southwest
Wed, Jul 15 - Fri, Jul 17

Delta flights from Eugene to Chicago Midway Airport

Our best Delta deals on Eugene to Chicago Midway Airport flight tickets
Delta
Jul 22
EUG6:15 amEugene
10h 03m
2 stops
MDW6:18 pmChicago Midway
Aug 4
MDW12:46 pmChicago Midway
13h 00m
2 stops
EUG11:46 pmEugene
$519
Delta
Jul 14
EUG6:15 amEugene
10h 10m
2 stops
MDW6:25 pmChicago Midway
Jul 21
MDW9:19 amChicago Midway
8h 43m
2 stops
EUG4:02 pmEugene
$559
Delta
Sep 20
EUG5:42 pmEugene
13h 25m
2 stops
MDW9:07 amChicago Midway
Oct 1
MDW1:47 pmChicago Midway
12h 07m
2 stops
EUG11:54 pmEugene
$594

Southwest flights from Eugene to Chicago Midway Airport

Our best Southwest deals on Eugene to Chicago Midway Airport flight tickets
Southwest
Aug 19
EUG11:15 amEugene
7h 30m
1 stop
MDW8:45 pmChicago Midway
Aug 24
MDW4:25 pmChicago Midway
8h 15m
1 stop
EUG10:40 pmEugene
$252
Southwest
Aug 19
EUG1:40 pmEugene
7h 10m
1 stop
MDW10:50 pmChicago Midway
Aug 24
MDW6:15 amChicago Midway
8h 25m
2 stops
EUG12:40 pmEugene
$253
Southwest
Aug 19
EUG12:25 pmEugene
8h 30m
2 stops
MDW10:55 pmChicago Midway
Aug 24
MDW6:15 amChicago Midway
8h 25m
2 stops
EUG12:40 pmEugene
$258

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 June 1, 2026.
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

Cheapest round-trip

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 8/19

11:15 am-8:45 pm

1 stop7h 30m

Chicago Midway

Mon 8/24

4:25 pm-10:40 pm

1 stop8h 15m

$252

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 8/19

1:40 pm-10:50 pm

1 stop7h 10m

Chicago Midway

Mon 8/24

6:15 am-12:40 pm

2 stops8h 25m

$253

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 8/19

12:25 pm-10:55 pm

2 stops8h 30m

Chicago Midway

Mon 8/24

6:15 am-12:40 pm

2 stops8h 25m

$258

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 8/3

6:40 pm-5:00 am

1 stop8h 20m

Chicago Midway

Sun 8/9

6:30 am-10:25 am

1 stop5h 55m

$349

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 8/26

11:15 am-8:45 pm

1 stop7h 30m

Chicago Midway

Sat 8/29

6:50 am-1:20 pm

2 stops8h 30m

$354

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 8/26

12:25 pm-10:55 pm

2 stops8h 30m

Chicago Midway

Sat 8/29

5:40 am-1:20 pm

2 stops9h 40m

$359

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 8/3

10:15 am-12:40 am

2 stops12h 25m

Chicago Midway

Sun 8/9

6:30 am-10:25 am

1 stop5h 55m

$360

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 7/15

1:40 pm-11:45 pm

1 stop8h 05m

Chicago Midway

Fri 7/17

5:15 am-9:35 am

1 stop6h 20m

$380
Quickest round-trip

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Sat 7/11

2:45 pm-12:20 am

1 stop7h 35m

Chicago Midway

Mon 7/13

5:15 am-9:35 am

1 stop6h 20m

$383

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 7/15

5:55 pm-5:25 am

2 stops9h 30m

Chicago Midway

Fri 7/17

5:15 am-9:35 am

1 stop6h 20m

$385

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

Can stopping save me money on Eugene to Chicago Midway Airport flights?

You could potentially save up to 32% on your flight if you consider stops on a Eugene to Chicago Midway Airport flight.

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 30m

Direct flights

None
The fastest flight from Eugene to Chicago Midway Airport takes 7h 30m
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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Frequently asked questions about flying from Eugene to Chicago Midway Airport

  • 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 30m.

  • 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 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.

Traveling to a place near Chicago?

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