MDW

$82 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 10/15. 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

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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

Thu, Oct 23 - Sun, Oct 26
Frontier Logo
12:43 pm - 12:36 amPDX-MDW
9h 53m1 stop
Frontier Logo
9:26 pm - 11:48 amMDW-PDX
16h 22m2 stops
$196Frontier
Find Deal
Mon, Oct 20 - Thu, Oct 23
Frontier Logo
12:43 pm - 12:24 amPDX-MDW
9h 41m1 stop
Frontier Logo
6:24 pm - 11:48 amMDW-PDX
19h 24m1 stop
$198Frontier
Find Deal
Wed, Oct 1 - Fri, Oct 3
Frontier Logo
7:15 am - 7:11 amPDX-MDW
21h 56m2 stops
Frontier Logo
4:48 pm - 12:12 amMDW-PDX
9h 24m1 stop
$204Frontier
Find Deal
Fri, Nov 14 - Mon, Nov 17
Frontier Logo
9:02 pm - 1:57 pmPDX-MDW
14h 55m1 stop
Frontier Logo
12:30 pm - 11:56 amMDW-PDX
25h 26m1 stop
$209Frontier
Find Deal
Wed, Dec 24 - Thu, Jan 1
Southwest Logo
6:55 pm - 9:15 amPDX-MDW
12h 20m1 stop
Southwest Logo
8:45 am - 3:20 pmMDW-PDX
8h 35m1 stop
$212Southwest
Find Deal
Wed, Dec 24 - Thu, Jan 1
Southwest Logo
6:55 pm - 11:25 amPDX-MDW
14h 30m2 stops
Southwest Logo
8:45 am - 3:20 pmMDW-PDX
8h 35m1 stop
$217Southwest
Find Deal
Fri, Oct 3 - Tue, Oct 7
Delta Logo
11:35 pm - 9:48 amBOI-MDW
9h 13m1 stop
Delta Logo
7:10 pm - 11:54 pmMDW-BOI
5h 44m1 stop
$249Delta
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Fri, Oct 10 - Sat, Oct 18
Delta Logo
12:40 am - 10:30 amPDX-MDW
7h 50m1 stop
Delta Logo
3:00 pm - 8:26 pmMDW-PDX
7h 26m1 stop
$251Delta
Find Deal
Fri, Oct 17 - Fri, Oct 24
Logo
3:53 pm - 10:47 pmPDX-MDW
28h 54m2 stops
Logo
12:11 pm - 11:48 amMDW-PDX
25h 37m1 stop
$268
Find Deal
Thu, Oct 23 - Sun, Oct 26
Logo
12:28 pm - 12:36 amBOI-MDW
11h 08m1 stop
Logo
6:24 pm - 7:57 pmMDW-BOI
26h 33m2 stops
$414
Find Deal

Everything you should know

Cheapest round-trip
$196
Overall average: $357
Frontier
Thu 10/23Sun 10/26
PDX - MDW • 1 stop
Cheapest non-stop
$209
Typical prices: $299-559
Southwest
Tue 11/18Mon 11/24
PDX - MDW • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$82
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Boise 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
Valparaiso
Lansing
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Midway

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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