$179+ Cheap flights from Midway (MDW) to Portland (PDX)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDX
Oct 13 — Oct 201
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Portland
Cheapest
Best
Last-minute
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Cheapest flights from Midway to PortlandExplore the most affordable flight options available from Midway to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 13, 2026.
Explore the most affordable flight options available from Midway to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 13, 2026.
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:00 am -
Nonstop4h 25m
Sat 10/2411:35 pm -
Nonstop3h 50m
Deal found 9/11![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:15 am -
2 stops9h 20m
Mon 10/265:20 am -
Nonstop3h 50m
Deal found 9/10![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:45 pm -
Nonstop4h 30m
Mon 10/1211:35 pm -
Nonstop3h 50m
Deal found 9/9![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/248:40 pm -
Nonstop4h 40m
Thu 12/3111:25 am -
1 stop10h 45m
Deal found 9/12![Southwest logo]()
$373
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:31 pm -
1 stop8h 13m
Sat 10/176:00 am -
1 stop8h 47m
Deal found 9/10![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:59 am -
2 stops8h 06m
Mon 10/1211:12 pm -
1 stop8h 20m
Deal found 9/10![Delta logo]()
$382
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/89:45 pm -
Nonstop4h 30m
Tue 10/1311:15 am -
1 stop9h 30m
Deal found 9/9![Southwest logo]()
$386
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:29 am -
2 stops10h 02m
Mon 10/58:44 pm -
2 stops10h 00m
Deal found 9/10![Delta logo]()
$387
Best flights from Midway to PortlandDiscover carefully curated flight deals from Midway to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 13, 2026.
Discover carefully curated flight deals from Midway to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 13, 2026.
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:00 pm -
Nonstop4h 35m
Tue 11/2411:30 pm -
Nonstop3h 45m
Deal found 9/8![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:40 pm -
Nonstop4h 40m
Wed 12/26:00 am -
Nonstop3h 50m
Deal found 9/8![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:00 am -
Nonstop4h 25m
Sat 10/2410:40 am -
1 stop6h 00m
Deal found 9/11![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/710:25 am -
Nonstop4h 35m
Mon 11/97:35 am -
2 stops8h 00m
Deal found 9/9![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:20 am -
2 stops10h 05m
Thu 11/511:30 pm -
Nonstop3h 45m
Deal found 9/9![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1010:25 am -
2 stops11h 10m
Sat 10/175:55 pm -
1 stop9h 05m
Deal found 9/12![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/63:40 pm -
1 stop7h 20m
Mon 11/97:35 am -
2 stops8h 00m
Deal found 9/9![Southwest logo]()
$388
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:45 pm -
Nonstop4h 30m
Sun 10/255:20 am -
Nonstop3h 50m
Deal found 9/8![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/310:15 am -
Nonstop4h 25m
Sun 2/710:55 am -
Nonstop3h 50m
Deal found 9/10![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:15 pm -
1 stop8h 05m
Sun 10/45:20 am -
Nonstop3h 50m
Deal found 9/10![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/19:15 pm -
Nonstop4h 40m
Wed 11/46:40 am -
1 stop8h 35m
Deal found 9/12![Southwest logo]()
$418
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:45 pm -
1 stop6h 30m
Sun 10/255:20 am -
Nonstop3h 50m
Deal found 9/12![Southwest logo]()
$418
Last-minute flights from Midway to PortlandDiscover last-minute flight deals from Midway to Portland. Data last updated September 13, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Portland. Data last updated September 13, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:00 pm -
1 stop10h 47m
Mon 10/58:44 pm -
2 stops10h 00m
Deal found 9/7![Delta logo]()
$375
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:00 pm -
1 stop8h 16m
Mon 10/511:10 pm -
1 stop8h 22m
Deal found 9/10![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:00 pm -
2 stops10h 33m
Mon 10/128:44 pm -
2 stops10h 00m
Deal found 9/8![Delta logo]()
$381
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/99:45 pm -
Nonstop4h 30m
Mon 10/1211:35 pm -
Nonstop3h 50m
Deal found 9/9![Southwest logo]()
$372
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1711:00 am -
Nonstop4h 25m
Sat 10/2411:35 pm -
Nonstop3h 50m
Deal found 9/11![Southwest logo]()
$357
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:27 pm -
2 stops10h 29m
Tue 10/278:44 pm -
2 stops10h 00m
Deal found 9/8![Delta logo]()
$313
This Southwest deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:15 am -
2 stops9h 20m
Mon 10/265:20 am -
Nonstop3h 50m
Deal found 9/10![Southwest logo]()
$368
One-way flights from Midway to PortlandSearch for one-way flight options from Midway to Portland. Find affordable one-way fares based on user searches. Data last updated September 13, 2026.
Search for one-way flight options from Midway to Portland. Find affordable one-way fares based on user searches. Data last updated September 13, 2026.
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:15 pm -
Nonstop4h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$179
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:27 pm -
2 stops10h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$187
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:15 am -
2 stops9h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$189
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/69:37 am -
2 stops27h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$193
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:45 pm -
Nonstop4h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$198
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/113:40 pm -
1 stop7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Southwest logo]()
$203
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:31 pm -
1 stop8h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$204
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:39 pm -
2 stops13h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Delta logo]()
$209
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:50 am -
2 stops8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Southwest logo]()
$213
Find flight deals from Midway to Portland
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $313 (Delta) |
One-way from | $179 (Southwest) |
Popular in | October |
Cheapest in | March |
Average price | $337 |
Good round-trip deal | $383 or less |
Good one-way deal | $218 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Portland 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 7,457,451 searches. Data last updated September 13, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Thu 10/8
9:45 pm-12:15 am
Nonstop4h 30m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$179
Quickest round-trip
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Wed 10/28
10:05 am-12:30 pm
Nonstop4h 25m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$179
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Sat 10/10
5:31 pm-11:44 pm
1 stop8h 13m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$189
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Sat 10/31
9:29 am-4:10 pm
2 stops8h 41m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$194
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Sat 10/10
8:25 am-5:20 pm
2 stops10h 55m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$194
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Wed 11/11
1:05 pm-11:51 pm
2 stops12h 46m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$194
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Fri 10/9
9:45 pm-12:15 am
Nonstop4h 30m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$194
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Fri 10/16
6:15 pm-1:25 am
1 stop9h 10m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$208
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Wed 10/7
7:50 am-1:50 pm
2 stops8h 00m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$213
ChicagoPortland
MDW Chicago Midway - PDX Portland
MDWPDX
Chicago Midway
Sat 11/21
10:34 am-6:55 pm
2 stops10h 21m
Portland
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$220
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Midway to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Portland in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Portland flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Portland
Have a flexible travel schedule? Discover the best time to fly to Portland from Midway with our price prediction graph.
MDW-PDX
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Portland
What is the cheapest month to book a flight from Chicago Midway Airport to Portland?
Currently, March is the cheapest month in which you can book a flight from Chicago Midway Airport to Portland (average of $227). Flying from Chicago Midway Airport to Portland in October is currently the most expensive (average of $538). 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.
What is the cheapest time of day to fly from MDW to PDX?
Find hourly flight availability from Midway to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 13, 2026.
One of the essential ways to save on airfare from Chicago Midway Airport to Portland is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 56% on airfare.
The best insider tips for Chicago Midway Airport to Portland flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Portland trip
Our travel experts
Reviews of airlines servicing Portland
Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated September 13, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Portland, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsBeaverton
Seaside
Lincoln City
Durham
Longview
Lake Oswego
Vancouver
Kelso
Troutdale
Clackamas
Cannon Beach
McMinnville
The Dalles
Wilsonville
Stevenson
Tillamook
Hillsboro
Astoria
Gresham
Silverton
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Midway and Portland flights
Browse other Midway and Portland flight options. Last updated on September 13, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on September 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Portland
Explore flights to Portland departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 13, 2026.
Top airline flying from Midway to Portland
Discover the top airline that operate flights from Midway to Portland. 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 7,457,451 searches. Data last updated September 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$227 | Average$372 | FlexibilityNo cancel fee | On-time63% |