MDW

$114 Find Cheap Flights from Oregon to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 4/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Oregon to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oregon to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oregon to Midway

Sat, Apr 25 - Sat, May 2
Southwest Logo
7:05 pm - 5:40 am
PDX
-
MDW
8h 35m
1 stop
Southwest Logo
5:10 am - 12:55 pm
MDW
-
PDX
9h 45m
1 stop
$227Southwest
Wed, Apr 29 - Mon, May 4
Southwest Logo
5:20 pm - 5:00 am
EUG
-
MDW
9h 40m
1 stop
Southwest Logo
6:00 am - 10:30 am
MDW
-
EUG
6h 30m
1 stop
$237Southwest
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
11:55 pm - 5:50 am
PDX
-
MDW
3h 55mnonstop
Southwest Logo
8:50 pm - 11:10 pm
MDW
-
PDX
4h 20mnonstop
$239Southwest
Wed, Apr 29 - Mon, May 4
Southwest Logo
6:35 am - 5:00 pm
EUG
-
MDW
8h 25m
2 stops
Southwest Logo
6:00 am - 10:30 am
MDW
-
EUG
6h 30m
1 stop
$242Southwest
Wed, Apr 29 - Mon, May 4
Southwest Logo
6:35 am - 5:00 pm
EUG
-
MDW
8h 25m
2 stops
Southwest Logo
4:05 pm - 10:45 pm
MDW
-
EUG
8h 40m
2 stops
$247Southwest
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
6:10 pm - 6:00 am
PDX
-
MDW
9h 50m
1 stop
Southwest Logo
8:50 pm - 11:10 pm
MDW
-
PDX
4h 20mnonstop
$249Southwest
Sat, Apr 18 - Sat, Apr 25
Southwest Logo
11:55 pm - 5:50 am
PDX
-
MDW
3h 55mnonstop
Southwest Logo
6:05 pm - 8:25 pm
MDW
-
PDX
4h 20mnonstop
$251Southwest
Wed, Apr 15 - Wed, Apr 22
Southwest Logo
7:00 am - 7:35 pm
PDX
-
MDW
10h 35m
2 stops
Southwest Logo
8:50 pm - 11:10 pm
MDW
-
PDX
4h 20mnonstop
$254Southwest
Tue, Mar 31 - Tue, Apr 7
Delta Logo
5:15 am - 5:22 pm
EUG
-
MDW
10h 07m
2 stops
Delta Logo
2:05 pm - 11:50 pm
MDW
-
EUG
11h 45m
2 stops
$308Delta
Fri, Apr 17 - Mon, Apr 20
Delta Logo
2:18 pm - 10:28 pm
BOI
-
MDW
7h 10m
1 stop
Delta Logo
2:12 pm - 8:29 pm
MDW
-
BOI
7h 17m
1 stop
$309Delta
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Good to know

Low seasonJanuary
Cheapest flight$114
Best time to beat the crowds with an average 3% drop in price.
Flight from Portland to Chicago Midway Airport

FAQs for booking Oregon to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Oregon to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oregon to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oregon to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Oregon is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oregon to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Oregon with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oregon to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)