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Cheap flights from Eugene to Chicago from $99

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 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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
1:35 pm - 9:15 pm
EUG
-
MDW
5h 40m
1 stop
Southwest Logo
5:35 pm - 10:45 pm
MDW
-
EUG
7h 10m
1 stop
$197Southwest
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
6:10 am - 4:10 pm
EUG
-
MDW
8h 00m
2 stops
Southwest Logo
5:55 am - 10:10 am
MDW
-
EUG
6h 15m
1 stop
$202Southwest
Tue, Mar 10 - Tue, Mar 17
Delta Logo
5:15 am - 6:40 pm
EUG
-
MDW
11h 25m
2 stops
Delta Logo
2:05 pm - 11:50 pm
MDW
-
EUG
11h 45m
2 stops
$208Delta
Mon, Mar 9 - Tue, Mar 17
Southwest Logo
5:00 pm - 5:00 am
EUG
-
MDW
10h 00m
1 stop
Southwest Logo
6:00 am - 10:30 am
MDW
-
EUG
6h 30m
1 stop
$244Southwest
Fri, Apr 17 - Mon, Apr 20
Delta Logo
6:10 am - 5:54 pm
EUG
-
MDW
9h 44m
2 stops
Delta Logo
2:05 pm - 11:50 pm
MDW
-
EUG
11h 45m
2 stops
$259Delta
Tue, Mar 10 - Tue, Mar 17
Southwest Logo
2:50 pm - 11:40 pm
EUG
-
MDW
6h 50m
1 stop
Southwest Logo
6:00 am - 10:30 am
MDW
-
EUG
6h 30m
1 stop
$263Southwest
Thu, May 7 - Fri, May 8
Multiple Airlines Logo
12:51 pm - 2:49 pm
EUG
-
MDW
23h 58m
2 stops
Multiple Airlines Logo
6:15 am - 5:08 pm
MDW
-
EUG
12h 53m
1 stop
$277Multiple Airlines
Thu, Apr 23 - Mon, Apr 27
Southwest Logo
5:15 pm - 5:00 am
EUG
-
MDW
9h 45m
1 stop
Southwest Logo
5:35 pm - 10:45 pm
MDW
-
EUG
7h 10m
1 stop
$278Southwest
Wed, Mar 11 - Tue, Mar 17
Southwest Logo
10:50 am - 10:35 pm
EUG
-
MDW
9h 45m
1 stop
Southwest Logo
5:55 am - 10:10 am
MDW
-
EUG
6h 15m
1 stop
$283Southwest
Thu, Mar 12 - Tue, Mar 17
Southwest Logo
6:10 am - 5:05 pm
EUG
-
MDW
8h 55m
2 stops
Southwest Logo
5:55 am - 10:10 am
MDW
-
EUG
6h 15m
1 stop
$287Southwest
Wed, Mar 11 - Tue, Mar 17

Southwest flights from Eugene to Chicago Midway Airport

Our best Southwest deals on Eugene to Chicago Midway Airport flight tickets
Southwest
Mar 10
EUG1:35 pmEugene
5h 40m
1 stop
MDW9:15 pmChicago Midway
Mar 17
MDW5:35 pmChicago Midway
7h 10m
1 stop
EUG10:45 pmEugene
$197
Southwest
Mar 10
EUG6:10 amEugene
8h 00m
2 stops
MDW4:10 pmChicago Midway
Mar 17
MDW5:55 amChicago Midway
6h 15m
1 stop
EUG10:10 amEugene
$202
Southwest
Apr 17
EUG5:00 pmEugene
10h 00m
1 stop
MDW5:00 amChicago Midway
Apr 20
MDW6:00 amChicago Midway
6h 30m
1 stop
EUG10:30 amEugene
$244

Delta flights from Eugene to Chicago Midway Airport

Our best Delta deals on Eugene to Chicago Midway Airport flight tickets
Delta
Mar 9
EUG5:15 amEugene
11h 25m
2 stops
MDW6:40 pmChicago Midway
Mar 17
MDW2:05 pmChicago Midway
11h 45m
2 stops
EUG11:50 pmEugene
$208
Delta
Mar 10
EUG6:10 amEugene
9h 44m
2 stops
MDW5:54 pmChicago Midway
Mar 17
MDW2:05 pmChicago Midway
11h 45m
2 stops
EUG11:50 pmEugene
$259
Delta
Feb 27
EUG6:07 amEugene
10h 33m
2 stops
MDW6:40 pmChicago Midway
Mar 3
MDW1:29 pmChicago Midway
11h 26m
2 stops
EUG10:55 pmEugene
$300

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 February 12, 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

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 3/10

1:35 pm-9:15 pm

1 stop5h 40m

Chicago Midway

Tue 3/17

5:35 pm-10:45 pm

1 stop7h 10m

$197

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 3/10

6:10 am-4:10 pm

2 stops8h 00m

Chicago Midway

Tue 3/17

5:55 am-10:10 am

1 stop6h 15m

$202

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Mon 3/9

5:15 am-6:40 pm

2 stops11h 25m

Chicago Midway

Tue 3/17

2:05 pm-11:50 pm

2 stops11h 45m

$208

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Fri 4/17

5:00 pm-5:00 am

1 stop10h 00m

Chicago Midway

Mon 4/20

6:00 am-10:30 am

1 stop6h 30m

$244

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Tue 3/10

6:10 am-5:54 pm

2 stops9h 44m

Chicago Midway

Tue 3/17

2:05 pm-11:50 pm

2 stops11h 45m

$259

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 5/7

2:50 pm-11:40 pm

1 stop6h 50m

Chicago Midway

Fri 5/8

6:00 am-10:30 am

1 stop6h 30m

$263

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 4/23

12:51 pm-2:49 pm

2 stops23h 58m

Chicago Midway

Mon 4/27

6:15 am-5:08 pm

1 stop12h 53m

$277

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 3/11

5:15 pm-5:00 am

1 stop9h 45m

Chicago Midway

Tue 3/17

5:35 pm-10:45 pm

1 stop7h 10m

$278

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Thu 3/12

10:50 am-10:35 pm

1 stop9h 45m

Chicago Midway

Tue 3/17

5:55 am-10:10 am

1 stop6h 15m

$283

EugeneChicago

EUG - MDW

EUGMDW

Eugene

Wed 3/11

6:10 am-5:05 pm

2 stops8h 55m

Chicago Midway

Tue 3/17

5:55 am-10:10 am

1 stop6h 15m

$287

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 54% 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

5h 40m

Direct flights

None
The fastest flight from Eugene to Chicago Midway Airport takes 5h 40m
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 5h 40m.

  • 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
4,283 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
Schererville
Valparaiso
Munster
Crown Point
Chesterton
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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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