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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 8/14. 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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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
5:55 pm - 5:00 am
EUG
-
MDW
9h 05m
1 stop
Southwest Logo
5:30 am - 9:50 am
MDW
-
EUG
6h 20m
1 stop
$349Southwest
Tue, Jul 7 - Wed, Jul 15
Southwest Logo
5:50 pm - 5:00 am
EUG
-
MDW
9h 10m
1 stop
Southwest Logo
6:15 am - 12:40 pm
MDW
-
EUG
8h 25m
2 stops
$350Southwest
Sun, Aug 9 - Thu, Aug 13
Southwest Logo
2:40 pm - 10:25 pm
EUG
-
MDW
5h 45m
1 stop
Southwest Logo
3:20 pm - 11:10 pm
MDW
-
EUG
9h 50m
2 stops
$354Southwest
Tue, Jul 7 - Wed, Jul 15
Delta Logo
6:15 am - 6:25 pm
EUG
-
MDW
10h 10m
2 stops
Delta Logo
1:18 pm - 11:55 pm
MDW
-
EUG
12h 37m
2 stops
$359Delta
Tue, Jul 7 - Tue, Jul 14
Southwest Logo
10:15 am - 11:25 pm
EUG
-
MDW
11h 10m
1 stop
Southwest Logo
5:25 am - 2:05 pm
MDW
-
EUG
10h 40m
2 stops
$360Southwest
Thu, Jul 30 - Sat, Aug 1
Southwest Logo
5:20 pm - 5:00 am
EUG
-
MDW
9h 40m
1 stop
Southwest Logo
5:25 am - 2:05 pm
MDW
-
EUG
10h 40m
2 stops
$364Southwest
Sat, Jul 25 - Sat, Aug 1
Southwest Logo
11:15 am - 10:50 pm
EUG
-
MDW
9h 35m
2 stops
Southwest Logo
9:25 pm - 11:40 am
MDW
-
EUG
16h 15m
2 stops
$365Southwest
Tue, Sep 15 - Sun, Sep 20
Southwest Logo
2:45 pm - 4:40 am
EUG
-
MDW
11h 55m
2 stops
Southwest Logo
5:25 am - 2:05 pm
MDW
-
EUG
10h 40m
2 stops
$369Southwest
Sat, Jul 25 - Sat, Aug 1
Southwest Logo
2:45 pm - 12:10 am
EUG
-
MDW
7h 25m
1 stop
Southwest Logo
5:15 am - 9:35 am
MDW
-
EUG
6h 20m
1 stop
$382Southwest
Fri, Jun 5 - Mon, Jun 8
Southwest Logo
5:05 pm - 1:25 am
EUG
-
MDW
6h 20m
1 stop
Southwest Logo
6:00 pm - 10:40 pm
MDW
-
EUG
6h 40m
1 stop
$383Southwest
Thu, Jun 4 - Fri, Jun 5

Southwest flights from Eugene to Chicago Midway Airport

Our best Southwest deals on Eugene to Chicago Midway Airport flight tickets
Southwest
Jul 7
EUG5:55 pmEugene
9h 05m
1 stop
MDW5:00 amChicago Midway
Jul 15
MDW5:30 amChicago Midway
6h 20m
1 stop
EUG9:50 amEugene
$349
Southwest
Aug 9
EUG5:50 pmEugene
9h 10m
1 stop
MDW5:00 amChicago Midway
Aug 13
MDW6:15 amChicago Midway
8h 25m
2 stops
EUG12:40 pmEugene
$350
Southwest
Jul 7
EUG2:40 pmEugene
5h 45m
1 stop
MDW10:25 pmChicago Midway
Jul 15
MDW3:20 pmChicago Midway
9h 50m
2 stops
EUG11:10 pmEugene
$354

Delta flights from Eugene to Chicago Midway Airport

Our best Delta deals on Eugene to Chicago Midway Airport flight tickets
Delta
Jul 7
EUG6:15 amEugene
10h 10m
2 stops
MDW6:25 pmChicago Midway
Jul 14
MDW1:18 pmChicago Midway
12h 37m
2 stops
EUG11:55 pmEugene
$359
Delta
Jul 21
EUG6:15 amEugene
10h 10m
2 stops
MDW6:25 pmChicago Midway
Jul 28
MDW9:49 amChicago Midway
8h 13m
2 stops
EUG4:02 pmEugene
$420
Delta
Jul 7
EUG6:15 amEugene
10h 10m
2 stops
MDW6:25 pmChicago Midway
Jul 14
MDW1:18 pmChicago Midway
12h 37m
2 stops
EUG11:55 pmEugene
$484

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 May 13, 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

Tue 7/7

5:55 pm-5:00 am

1 stop9h 05m

Chicago Midway

Wed 7/15

5:30 am-9:50 am

1 stop6h 20m

$349

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Sun 8/9

5:50 pm-5:00 am

1 stop9h 10m

Chicago Midway

Thu 8/13

6:15 am-12:40 pm

2 stops8h 25m

$350

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 7/7

2:40 pm-10:25 pm

1 stop5h 45m

Chicago Midway

Wed 7/15

3:20 pm-11:10 pm

2 stops9h 50m

$354

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 7/7

6:15 am-6:25 pm

2 stops10h 10m

Chicago Midway

Tue 7/14

1:18 pm-11:55 pm

2 stops12h 37m

$359

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 7/30

10:15 am-11:25 pm

1 stop11h 10m

Chicago Midway

Sat 8/1

5:25 am-2:05 pm

2 stops10h 40m

$360

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Sat 7/25

5:20 pm-5:00 am

1 stop9h 40m

Chicago Midway

Sat 8/1

5:25 am-2:05 pm

2 stops10h 40m

$364

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 9/15

11:15 am-10:50 pm

2 stops9h 35m

Chicago Midway

Sun 9/20

9:25 pm-11:40 am

2 stops16h 15m

$365

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Sat 7/25

2:45 pm-4:40 am

2 stops11h 55m

Chicago Midway

Sat 8/1

5:25 am-2:05 pm

2 stops10h 40m

$369

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 6/5

2:45 pm-12:10 am

1 stop7h 25m

Chicago Midway

Mon 6/8

5:15 am-9:35 am

1 stop6h 20m

$382
Quickest round-trip

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 6/4

5:05 pm-1:25 am

1 stop6h 20m

Chicago Midway

Fri 6/5

6:00 pm-10:40 pm

1 stop6h 40m

$383

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 21% 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

6h 20m

Direct flights

None
The fastest flight from Eugene to Chicago Midway Airport takes 6h 20m
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 6h 20m.

  • 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
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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