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Cheap flights from Midway (MDW) to Oregon from $73

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/18. 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.
MDW — PDX
Jun 15 — Jun 221
From?
To?
Sat 6/15
Sat 6/22
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Oregon?

Travelers have found it’s best to book a flight 11 days in advance to save up to 115% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 11 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway Airport to Oregon 1-2 weeks in advance for as low as $253, or $558 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago Midway Airport to Oregon?

Due to multiple factors, expect to potentially pay more when booking in July. For low rates, January can be a great choice for travel to Oregon. Flights to Oregon from Chicago Midway Airport in January are about $352 on average during January, but can be found for as low as $158.

What is the cheapest time of day to fly from MDW to OR?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Oregon as you normally would.

Cheap Midway to Oregon flights in June & July 2024

Find cheap flight options from Midway to Oregon specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Prices were last updated on June 10, 2024.
The lowest fares we've come across on flights traveling from Chicago to Oregon in June and July 2024. For more flight deals, be sure to check back very soon.
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/227:12 pmPDX - MDW
1 stop8h 09mFrontier
Deal found 6/9$148
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/227:12 pmPDX - MDW
1 stop8h 09mFrontier
Deal found 6/9$149
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/226:25 pmPDX - MDW
2 stops8h 56mFrontier
Deal found 6/9$153
Tue 7/99:45 pmMDW - PDX
1 stop11h 04mFrontier
Tue 7/1611:43 amPDX - MDW
1 stop15h 02mFrontier
Deal found 6/9$177
Tue 7/22:06 pmMDW - PDX
1 stop11h 22mFrontier
Thu 7/114:28 pmPDX - MDW
1 stop10h 17mFrontier
Deal found 6/9$178
Wed 7/1712:23 pmMDW - PDX
1 stop9h 09mFrontier
Wed 7/244:18 pmPDX - MDW
2 stops11h 15mFrontier
Deal found 6/9$180
Sun 6/165:05 amMDW - PDX
1 stop27h 40mFrontier
Sat 6/2212:58 amPDX - MDW
1 stop8h 14mFrontier
Deal found 6/8$187
Mon 7/15:55 amMDW - PDX
1 stop26h 55mFrontier
Mon 7/86:44 pmPDX - MDW
1 stop8h 49mFrontier
Deal found 6/9$188
Fri 6/218:58 pmMDW - PDX
1 stop23h 24mFrontier
Tue 6/255:41 pmPDX - MDW
2 stops8h 52mFrontier
Deal found 6/10$189

Midway to Oregon 2024 flight deals

Discover exclusive flight deals for travel between Midway and Oregon in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
The lowest fares we've come across on flights traveling from Chicago to Oregon in June and July 2024. For more flight deals, be sure to check back very soon.
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/227:12 pmPDX - MDW
1 stop8h 09mFrontier
Deal found 6/9$148
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/227:12 pmPDX - MDW
1 stop8h 09mFrontier
Deal found 6/9$149
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/226:25 pmPDX - MDW
2 stops8h 56mFrontier
Deal found 6/9$153
Mon 8/1212:23 pmMDW - PDX
1 stop11h 08mFrontier
Fri 8/233:40 pmPDX - MDW
1 stop21h 34mFrontier
Deal found 6/10$176
Thu 9/195:54 amMDW - PDX
1 stop12h 12mFrontier
Wed 9/259:26 pmPDX - MDW
1 stop11h 16mFrontier
Deal found 6/9$177
Tue 7/22:06 pmMDW - PDX
1 stop11h 22mFrontier
Thu 7/114:28 pmPDX - MDW
1 stop10h 17mFrontier
Deal found 6/9$178
Wed 8/2111:32 amMDW - PDX
1 stop11h 04mFrontier
Mon 8/269:26 pmPDX - MDW
1 stop11h 16mFrontier
Deal found 6/9$179
Thu 8/155:54 amMDW - PDX
1 stop12h 12mFrontier
Mon 8/199:26 pmPDX - MDW
1 stop11h 16mFrontier
Deal found 6/9$180
Thu 9/266:00 amMDW - PDX
1 stop19h 40mFrontier
Mon 9/309:26 pmPDX - MDW
1 stop11h 16mFrontier
Deal found 6/9$181

Midway to Oregon flights leaving soon

Find last-minute flight options from Midway to Oregon for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
Book one of these great deals on flights from Chicago to Oregon. Tip: verify your flight details before completing your reservation.
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/227:12 pmPDX - MDW
1 stop8h 09mFrontier
Deal found 6/9$148
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/227:12 pmPDX - MDW
1 stop8h 09mFrontier
Deal found 6/9$149
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/226:25 pmPDX - MDW
2 stops8h 56mFrontier
Deal found 6/9$153
Sun 6/165:05 amMDW - PDX
1 stop27h 40mFrontier
Sat 6/2212:58 amPDX - MDW
1 stop8h 14mFrontier
Deal found 6/8$187
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Sat 6/2212:58 amPDX - MDW
1 stop8h 14mFrontier
Deal found 6/9$198
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Fri 6/2112:49 amPDX - MDW
1 stop18h 41mFrontier
Deal found 6/9$201
Sat 6/155:40 amMDW - PDX
1 stop29h 05mFrontier
Sat 6/227:12 pmPDX - MDW
1 stop8h 09mFrontier
Deal found 6/9$204
Sat 6/155:40 amMDW - PDX
1 stop29h 05mFrontier
Sat 6/226:25 pmPDX - MDW
2 stops8h 56mFrontier
Deal found 6/9$209
Mon 6/175:55 amMDW - PDX
1 stop20h 01mFrontier
Fri 6/2110:22 pmPDX - MDW
1 stop10h 39mFrontier
Deal found 6/10$222

One-way flights to Oregon from Midway

Search for one-way flight options from Midway to Oregon. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
If you're seeking multiple options on one-way flights from Chicago to Oregon, be sure to check out these deals, which are updated often. For those needing a return trip from Chicago, there is a search form available above.
Tue 6/186:00 amMDW - PDX
1 stop26h 50mFrontier
Deal found 6/10$73
Wed 6/198:58 pmMDW - PDX
2 stops20h 01mFrontier
Deal found 6/9$80
Sat 8/1010:20 amMDW - PDX
1 stop8h 38mFrontier
Deal found 6/10$86
Sat 8/1010:20 amMDW - PDX
1 stop8h 14mFrontier
Deal found 6/9$87
Mon 8/1212:23 pmMDW - PDX
1 stop11h 08mFrontier
Deal found 6/10$91
Tue 7/22:06 pmMDW - PDX
1 stop11h 22mFrontier
Deal found 6/10$92
Mon 7/86:15 amMDW - PDX
1 stop26h 34mFrontier
Deal found 6/9$93
Wed 9/1811:32 amMDW - PDX
1 stop11h 04mFrontier
Deal found 6/10$94
Tue 7/99:45 pmMDW - PDX
1 stop11h 04mFrontier
Deal found 6/9$95

Find flights from Midway to Oregon within your budget

Customize your flight search to find flights from Midway to Oregon 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, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$176 - $424

Route

Depart

Return

Price

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Mon 8/12

1 stop11h 08m

Portland

Fri 8/23

1 stop21h 34m

$176

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 9/19

1 stop12h 12m

Portland

Wed 9/25

1 stop11h 16m

$177

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Tue 7/2

1 stop11h 22m

Portland

Thu 7/11

1 stop10h 17m

$178

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Wed 8/21

1 stop11h 04m

Portland

Mon 8/26

1 stop11h 16m

$179

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 8/15

1 stop12h 12m

Portland

Mon 8/19

1 stop11h 16m

$180

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 9/26

1 stop19h 40m

Portland

Mon 9/30

1 stop11h 16m

$181

Chicago MidwayBoise Air Term. Gowen Fld

MDW - BOI

MDWBOI

Chicago Midway

Fri 8/2

1 stop5h 51m

Boise Air Term. Gowen Fld

Tue 8/6

1 stop7h 03m

$240

Chicago MidwayBoise Air Term. Gowen Fld

MDW - BOI

MDWBOI

Chicago Midway

Sat 8/3

1 stop5h 37m

Boise Air Term. Gowen Fld

Mon 8/19

1 stop7h 03m

$260

Chicago MidwayBoise Air Term. Gowen Fld

MDW - BOI

MDWBOI

Chicago Midway

Thu 9/19

2 stops24h 01m

Boise Air Term. Gowen Fld

Sun 9/22

3 stops16h 56m

$424

Flights are sorted by cheapest first

Deals found on 6/10

No data available for this route at this time. Please check back soon.

Best time to book a flight from Midway to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Oregon. Reviews last updated June 10, 2024.
Read through reviews of airlines operating flights from Chicago to Oregon, such as Frontier and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,295 reviews

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.0
Very good
10,295 reviews
Delta
8.0
Very good
10,295 reviews

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

WestJet
7.5
Good
2,847 reviews
Delta
8.0
Very good
10,295 reviews

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Allegiant Air
7.5
Good
991 reviews
Delta
8.0
Very good
10,295 reviews

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.2
Okay
3,969 reviews
Delta
8.0
Very good
10,295 reviews

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Food

7.4

Overall

8.0

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Midway to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Chicago Midway Airport to Oregon for under $200 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Oregon for under $200. The cheapest flight booked recently is on Frontier for just $176, but on average you can expect to pay $188.

  • Are there last-minute flights available from Chicago Midway Airport to Oregon for under $200?

    There are currently 20+ open flights from Chicago Midway Airport to Oregon within the next 7 days for less than $200.

  • What are the most popular routes from Chicago Midway Airport to Oregon?

    Most travelers choose Chicago Midway - Portland, Chicago Midway - Bend/Redmond or Chicago Midway - Eugene when deciding on the best route from Chicago Midway Airport to Oregon.

  • What does MDW to PDX mean?

    MDW and PDX are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. MDW to PDX refers to a flight route from Chicago Midway Airport to Portland Airport. Eugene Airport (EUG), Bend/Redmond Airport (RDM), Medford Airport (MFR), North Bend Airport (OTH), Pendleton Airport (PDT) are some additional IATA codes for airports related to your trip.

  • Can I find deals for flights from Midway to Oregon that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Oregon flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Oregon with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Oregon flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Midway to Oregon that include hotel bookings?

    Yes. In addition to deals on Midway to Oregon flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Oregon?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Oregon.

  • Can I find deals for business class flights from Midway to Oregon?

    Yes. Cheapflights offers flight deals from Midway to Oregon by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Midway to Oregon that allow pets onboard?

    Many airlines flying from Midway to Oregon offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Oregon?

    Yes, you can often find last-minute deals on Midway to Oregon flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Oregon flight deals updated?

    The Chicago Midway Airport to Oregon flight deals you see on this page were last updated on 6/10.

  • What are the most popular airlines that fly from Chicago Midway Airport to Oregon?

    When booking a flight from Chicago Midway Airport to Oregon, you may want to consider flying on Delta, Frontier or United Airlines as they are the most popular for this route.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Oregon?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Oregon (average of $274). Flying from Chicago Midway Airport to Oregon in July is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Oregon
See prices for flight routes from nearby airports that may be better suited for you.

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Top 3 airlines flying from Midway to Oregon

Discover the top 3 airlines that operate flights from Midway to Oregon. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,080,152 searches. Data last updated June 10, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$139Average$387FlexibilityNo cancel feeOn-time69%
FrontierCheapest$167Average$218FlexibilityNo cancel feeOn-time62%
DeltaCheapest$296Average$639FlexibilityNo cancel feeOn-timeN/A
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Miami to Washington, D.C. flights
Houston to New Orleans flights
New York to Berlin flights
USA to Philippines flights
New York to Las Vegas flights
Los Angeles to Boston flights
Pittsburgh to Nashville flights
Chicago Midway Airport to Pennsylvania flights

Search flights from Midway to Oregon by cabin class

Find flights from Midway to Oregon, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from Midway to Oregon

Find hourly flight availability from Midway to Oregon. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2024.
1%of flight departuresEarly morningMidnight to 6 am
44%of flight departuresMorning6 am to noon
33%of flight departuresAfternoonNoon to 6 pm
22%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

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