MDW

$90 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 8/31. 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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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

Tue, Aug 26 - Sat, Sep 6
Delta Logo
1:30 pm - 9:44 pmBOI-MDW
7h 14m1 stop
Delta Logo
7:17 pm - 11:56 pmMDW-BOI
5h 39m1 stop
$197Delta
Find Deal
Sat, Sep 13 - Tue, Sep 16
Southwest Logo
6:00 am - 12:00 pmPDX-MDW
4h 00mnonstop
Southwest Logo
3:50 pm - 6:05 pmMDW-PDX
4h 15mnonstop
$197Southwest
Find Deal
Fri, Aug 29 - Sun, Aug 31
Southwest Logo
1:35 pm - 7:35 pmPDX-MDW
4h 00mnonstop
Southwest Logo
8:20 pm - 10:35 pmMDW-PDX
4h 15mnonstop
$198Southwest
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Sat, Sep 13 - Sat, Sep 20
Delta Logo
5:25 am - 1:03 pmBOI-MDW
6h 38m1 stop
Delta Logo
1:43 pm - 11:57 pmMDW-BOI
11h 14m2 stops
$202Delta
Find Deal
Thu, Sep 4 - Sat, Sep 6
Southwest Logo
6:10 am - 12:10 pmPDX-MDW
4h 00mnonstop
Southwest Logo
2:10 pm - 4:25 pmMDW-PDX
4h 15mnonstop
$207Southwest
Find Deal
Fri, Aug 22 - Sat, Aug 30
Delta Logo
12:46 am - 8:51 amPDX-MDW
6h 05m1 stop
Delta Logo
7:17 pm - 11:31 pmMDW-PDX
6h 14m1 stop
$208Delta
Find Deal
Sat, Sep 13 - Tue, Sep 16
Southwest Logo
4:00 pm - 5:10 amPDX-MDW
11h 10m1 stop
Southwest Logo
8:30 pm - 10:45 pmMDW-PDX
4h 15mnonstop
$212Southwest
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Thu, Aug 14 - Sat, Aug 16
Frontier Logo
6:35 am - 8:54 pmPDX-MDW
12h 19m1 stop
Frontier Logo
2:44 pm - 11:24 pmMDW-PDX
10h 40m1 stop
$248Frontier
Find Deal
Thu, Oct 9 - Thu, Oct 16
Frontier Logo
11:08 am - 10:01 pmPDX-MDW
8h 53m1 stop
Frontier Logo
4:29 pm - 12:16 amMDW-PDX
9h 47m1 stop
$258Frontier
Find Deal
Mon, Sep 1 - Mon, Sep 15
Frontier Logo
12:18 pm - 12:24 amPDX-MDW
10h 06m1 stop
Frontier Logo
4:48 pm - 12:12 amMDW-PDX
9h 24m1 stop
$259Frontier
Find Deal
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Good to know

Low seasonJanuary
Cheapest flight$90
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 7% increase 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.

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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