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Cheap flights from Chicago Midway Airport to Oregon from $62

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Oregon departing on 1/16. 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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Find the cheapest flights from Chicago Midway Airport to Oregon

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Oregon that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Oregon.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Oregon? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Oregon, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Oregon

Find recent round-trip train or bus tickets from Chicago Midway Airport to Oregon.

All round-trip flight deals to Oregon

The cheapest plane tickets to Oregon found on KAYAK recently.
8:15 am - 12:15 amMDW-PDX
18h 00m1 stop
7:35 am - 12:13 amPDX-MDW
14h 38m1 stop
$114Frontier
Find Deal
Tue, Jan 7 - Tue, Jan 14
7:15 am - 11:01 amMDW-PDX
29h 46m1 stop
12:03 pm - 12:17 amPDX-MDW
10h 14m1 stop
$115Frontier
Find Deal
Thu, Jan 23 - Mon, Jan 27
7:15 am - 11:03 amMDW-PDX
29h 48m1 stop
12:13 pm - 10:02 pmPDX-MDW
7h 49m1 stop
$138Frontier
Find Deal
Thu, Dec 12 - Sun, Dec 15
8:15 am - 12:15 amMDW-PDX
18h 00m1 stop
12:03 pm - 12:13 amPDX-MDW
10h 10m1 stop
$154Frontier
Find Deal
Wed, Dec 11 - Mon, Dec 16
7:05 am - 12:37 amMDW-PDX
19h 32m1 stop
6:32 am - 12:17 amPDX-MDW
15h 45m1 stop
$158Frontier
Find Deal
Tue, Feb 25 - Sat, Mar 1
10:19 am - 8:29 pmMDW-BOI
11h 10m2 stops
5:30 am - 12:46 pmBOI-MDW
6h 16m1 stop
$233Delta
Find Deal
Wed, Jan 29 - Sun, Feb 2
3:25 pm - 5:50 pmMDW-PDX
4h 25mnonstop
8:00 am - 1:55 pmPDX-MDW
3h 55mnonstop
$234Southwest
Find Deal
Sat, Jan 18 - Mon, Jan 20
1:26 pm - 8:36 pmMDW-PDX
9h 10m1 stop
12:45 am - 10:36 amPDX-MDW
7h 51m1 stop
$236Delta
Find Deal
Tue, Feb 18 - Fri, Feb 21
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
8:00 am - 1:55 pmPDX-MDW
3h 55mnonstop
$254Southwest
Find Deal
Fri, Jan 17 - Mon, Jan 20
5:07 pm - 8:37 amMDW-PDX
17h 30m2 stops
12:03 pm - 12:17 amPDX-MDW
10h 14m1 stop
Fri, Jan 10 - Fri, Jan 17
7:15 am - 11:01 amMDW-PDX
29h 46m1 stop
$62Frontier
Find Deal
Thu, Jan 16
8:15 am - 12:15 amMDW-PDX
18h 00m1 stop
$64Frontier
Find Deal
Wed, Jan 15
3:25 pm - 5:50 pmMDW-PDX
4h 25mnonstop
$109Southwest
Find Deal
Sat, Jan 18
6:59 pm - 11:58 pmMDW-BOI
5h 59m1 stop
$114Delta
Find Deal
Fri, Jan 24
5:45 pm - 8:05 pmMDW-PDX
4h 20mnonstop
$114Southwest
Find Deal
Tue, Mar 11
1:26 pm - 8:35 pmMDW-PDX
9h 09m1 stop
$118Delta
Find Deal
Tue, Jan 28
6:31 pm - 11:34 pmMDW-PDX
31h 03m3 stops
Sun, Jan 5
6:31 pm - 11:02 amMDW-BOI
41h 31m3 stops
Thu, Jan 2
10:14 pm - 9:01 pmMDW-PDX
24h 47m3 stops
$468Volaris
Find Deal
Sun, Mar 30
10:14 pm - 9:01 pmMDW-PDX
24h 47m3 stops
$526Volaris
Find Deal
Tue, Apr 1
6:00 am - 12:40 pmMDW-BOI
7h 40m1 stop
5:30 am - 1:35 pmBOI-MDW
7h 05m1 stop
$668Delta
Find Deal
Thu, Nov 28 - Tue, Dec 3
9:31 am - 4:29 pmMDW-BOI
7h 58m2 stops
5:30 am - 1:35 pmBOI-MDW
7h 05m1 stop
$673Delta
Find Deal
Thu, Nov 28 - Tue, Dec 3
6:00 am - 4:29 pmMDW-BOI
11h 29m2 stops
5:30 am - 5:02 pmBOI-MDW
10h 32m2 stops
$678Delta
Find Deal
Thu, Nov 28 - Tue, Dec 3
9:30 am - 2:10 pmMDW-BOI
5h 40m1 stop
5:30 am - 1:35 pmBOI-MDW
7h 05m1 stop
$708Delta
Find Deal
Fri, Nov 29 - Tue, Dec 3
9:30 am - 2:10 pmMDW-BOI
5h 40m1 stop
5:30 am - 5:02 pmBOI-MDW
10h 32m2 stops
$713Delta
Find Deal
Fri, Nov 29 - Tue, Dec 3
10:41 am - 7:05 pmMDW-PDX
10h 24m1 stop
11:15 pm - 8:50 amPDX-MDW
7h 35m1 stop
$716Delta
Find Deal
Wed, Nov 27 - Wed, Nov 27
7:00 am - 12:29 amMDW-PDX
19h 29m1 stop
10:11 am - 1:15 amPDX-MDW
13h 04m1 stop
$763Frontier
Find Deal
Fri, Nov 29 - Sun, Dec 1
5:45 am - 11:40 amMDW-BOI
6h 55m1 stop
12:40 pm - 12:10 amBOI-MDW
10h 30m1 stop
$792Southwest
Find Deal
Thu, Nov 28 - Sat, Nov 30
9:55 am - 5:55 pmMDW-BOI
9h 00m2 stops
12:40 pm - 10:45 pmBOI-MDW
9h 05m1 stop
$797Southwest
Find Deal
Thu, Nov 28 - Sat, Nov 30
7:40 pm - 10:10 pmMDW-PDX
4h 30mnonstop
7:50 am - 1:45 pmPDX-MDW
3h 55mnonstop
$943Southwest
Find Deal
Fri, Nov 29 - Sat, Nov 30
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
8:00 am - 1:55 pmPDX-MDW
3h 55mnonstop
$254Southwest
Find Deal
Fri, Jan 17 - Mon, Jan 20
8:30 am - 10:55 amMDW-PDX
4h 25mnonstop
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$263Southwest
Find Deal
Tue, Jan 7 - Tue, Jan 14
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
6:35 am - 12:30 pmPDX-MDW
3h 55mnonstop
$274Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
8:00 am - 1:55 pmPDX-MDW
3h 55mnonstop
$290Southwest
Find Deal
Sun, Jan 26 - Sun, Feb 2
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$294Southwest
Find Deal
Thu, Jan 16 - Tue, Jan 21
8:05 pm - 10:30 pmMDW-PDX
4h 25mnonstop
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$299Southwest
Find Deal
Mon, Feb 17 - Wed, Feb 19
8:30 am - 10:55 amMDW-PDX
4h 25mnonstop
6:35 am - 12:30 pmPDX-MDW
3h 55mnonstop
$319Southwest
Find Deal
Wed, Feb 26 - Sun, Mar 2
7:40 pm - 10:10 pmMDW-PDX
4h 30mnonstop
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$339Southwest
Find Deal
Mon, Dec 9 - Wed, Jan 8
8:05 pm - 10:30 pmMDW-PDX
4h 25mnonstop
6:35 am - 12:30 pmPDX-MDW
3h 55mnonstop
$355Southwest
Find Deal
Thu, Feb 27 - Sun, Mar 2
8:05 pm - 10:30 pmMDW-PDX
4h 25mnonstop
12:55 pm - 6:50 pmPDX-MDW
3h 55mnonstop
$369Southwest
Find Deal
Fri, Feb 21 - Mon, Mar 10

Delta flights from Chicago Midway Airport to Oregon

Our best Delta deals on Chicago Midway Airport to Oregon flight tickets
Delta
Jan 29
MDW10:19 amChicago Midway
11h 10m
2 stops
BOI8:29 pmBoise Air Term. Gowen Fld
Feb 2
BOI5:30 amBoise Air Term. Gowen Fld
6h 16m
1 stop
MDW12:46 pmChicago Midway
Delta
Feb 18
MDW1:26 pmChicago Midway
9h 10m
1 stop
PDX8:36 pmPortland
Feb 21
PDX12:45 amPortland
7h 51m
1 stop
MDW10:36 amChicago Midway
Delta
Jan 21
MDW1:26 pmChicago Midway
11h 52m
2 stops
BOI12:18 amBoise Air Term. Gowen Fld
Jan 24
BOI5:30 amBoise Air Term. Gowen Fld
11h 44m
2 stops
MDW6:14 pmChicago Midway

Frontier flights from Chicago Midway Airport to Oregon

Our best Frontier deals on Chicago Midway Airport to Oregon flight tickets
Frontier
Jan 7
MDW8:15 amChicago Midway
18h 00m
1 stop
PDX12:15 amPortland
Jan 14
PDX7:35 amPortland
14h 38m
1 stop
MDW12:13 amChicago Midway
Frontier
Jan 23
MDW7:15 amChicago Midway
29h 46m
1 stop
PDX11:01 amPortland
Jan 27
PDX12:03 pmPortland
10h 14m
1 stop
MDW12:17 amChicago Midway
Frontier
Dec 12
MDW7:15 amChicago Midway
29h 48m
1 stop
PDX11:03 amPortland
Dec 15
PDX12:13 pmPortland
7h 49m
1 stop
MDW10:02 pmChicago Midway

See travel insights to Oregon from

How to get the cheapest flight ticket from Chicago Midway Airport to Oregon

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

What is the cheapest day to depart on your flight to Oregon?

On average, the least expensive day to fly to Oregon from Chicago Midway Airport is on a Sunday. momondo users have found tickets for Sunday departures for as low as $187. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Monday, with ticket prices averaging around $420.

What is the cheapest Chicago Midway to Oregon flight route?

Fly from Chicago Midway to Portland for the best Chicago Midway - Oregon flight prices

What cabin class options are available on Chicago Midway to Oregon flights?

There are 1 cabin classes available to choose from on Chicago Midway to Oregon flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago Midway Airport to Oregon flights?

You could potentially save up to 43% on your flight if you consider stops on a Chicago Midway Airport to Oregon flight.

Cheap Chicago Midway Airport to Oregon flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Oregon

Best Price Found

$62

Fastest flight time

4h 20m

Direct flights

Every day

Airports in Oregon

2 airports
The best one-way flight to Oregon from Chicago Midway Airport in the past 72 hours is $62. The best round-trip flight deal from Chicago Midway Airport to Oregon found on momondo in the last 72 hours is $114.
The fastest flight from Chicago Midway Airport to Oregon takes 4h 20m
Direct flights go from Chicago Midway Airport to Oregon every day.
There are 2 airports near Oregon: Portland (PDX), Boise Air Term. Gowen Fld (BOI)

  • When did momondo last update prices for flights from Chicago Midway Airport to Oregon?

    Prices for flights from Chicago Midway Airport to Oregon are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Oregon?

  • How old do you have to be to fly from Chicago Midway Airport to Oregon?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Oregon.

  • What documentation or ID do you need to fly to Oregon?

    The travel and health documents required for your trip to Oregon can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Oregon. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago Midway Airport to Oregon?


Best airlines flying from Chicago Midway Airport to Oregon

Compare and see reviews for airlines that fly from Chicago Midway Airport to Oregon with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $118Free CancellationRating
6.1
3,524 reviews
Search Frontier flights
SouthwestPriceFrom $237Free CancellationRating
8.1
4,982 reviews
Search Southwest flights
DeltaPriceFrom $292Free CancellationRating
8.0
8,736 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Oregon?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Oregon. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Oregon with flexible booking policies on momondo?

Yes. All flights to Oregon from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Oregon?

Once you have performed a search for Chicago to Oregon flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Oregon right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Oregon from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


An easier way to manage your Oregon trip

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