Cheap flights from Midway (MDW) to Portland (PDX) from $95
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 5/12. 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
May 2 — May 91
From?
To?
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
The best prices from Chicago Midway to Portland are usually found in January or September, booked 54 days in advance, depart on a Monday or Thursday and return on a Friday
Cheap 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 April 27, 2024.
Popular in | June |
|---|---|
Cheapest in | January |
Round-trip from | $276 |
One-way from | $95 |
What is the cheapest day to fly round-trip from Chicago Midway Airport to Portland?
Travelers have found that booking a Sunday departure is the best way to save up to 94% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.
How far in advance should I book a flight from Chicago Midway Airport to Portland?
To save up to 132% on this flight, we recommend booking at least 47 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Chicago Midway Airport to Portland from $469 1-2 weeks out and tickets from $739 for flights departing within the next 72 hours.
What is the cheapest month to fly from Chicago Midway Airport to Portland?
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Portland. Flights to Portland from Chicago Midway Airport in January are about $383 on average during January, but can be found for as low as $149.
When is the cheapest time to fly from Chicago Midway Airport to Portland (MDW - PDX)?
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 evening could potentially save you up to 63% on airfare.
Cheap Frontier flights from Midway to Portland
Explore cheap flight options specifically provided by Frontier for the route between Midway and Portland. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Take a peek at the cheapest Frontier flights we've detected traveling from Chicago to Portland. It's recommended that users confirm their flight details before booking.
Sat 5/410:59 pmMDW - PDX
1 stop12h 16mFrontier
Sat 5/116:06 pmPDX - MDW
1 stop12h 25mFrontier
Deal found 4/26$156
Sat 5/410:59 pmMDW - PDX
1 stop12h 16mFrontier
Fri 5/1012:49 amPDX - MDW
1 stop17h 50mFrontier
Deal found 4/26$183
Thu 5/95:01 amMDW - PDX
1 stop14h 13mFrontier
Sun 5/1212:59 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$184
Fri 5/179:10 pmMDW - PDX
2 stops20h 00mFrontier
Sat 5/1812:33 amPDX - MDW
1 stop8h 36mFrontier
Deal found 4/26$188
Thu 5/910:59 pmMDW - PDX
2 stops15h 27mFrontier
Sun 5/1212:59 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$189
Sat 5/1810:01 pmMDW - PDX
1 stop13h 10mFrontier
Sat 5/254:00 pmPDX - MDW
2 stops11h 50mFrontier
Deal found 4/26$190
Fri 5/1711:31 amMDW - PDX
1 stop11h 51mFrontier
Sun 5/199:31 pmPDX - MDW
1 stop11h 05mFrontier
Deal found 4/26$198
Wed 5/2911:31 amMDW - PDX
1 stop11h 51mFrontier
Mon 6/312:36 amPDX - MDW
1 stop14h 36mFrontier
Deal found 4/26$199
Sat 5/2510:01 pmMDW - PDX
1 stop13h 10mFrontier
Tue 5/2812:48 amPDX - MDW
1 stop8h 21mFrontier
Deal found 4/26$200
Cheap Delta flights from Midway to Portland
Explore cheap flight options specifically provided by Delta for the route between Midway and Portland. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Some of the best deals we've found on Delta flights traveling from Chicago to Portland. Ensure the flight price, dates, time, and airline match your criteria before you book.
Thu 5/303:45 pmMDW - PDX
1 stop7h 52mDelta
Fri 5/3112:40 amPDX - MDW
1 stop8h 22mDelta
Deal found 4/26$239
Fri 5/177:10 pmMDW - PDX
1 stop6h 15mDelta
Thu 5/2312:40 amPDX - MDW
1 stop6h 07mDelta
Deal found 4/26$308
Thu 5/303:45 pmMDW - PDX
1 stop7h 52mDelta
Sat 6/110:48 pmPDX - MDW
1 stop7h 07mDelta
Deal found 4/26$320
Sat 5/185:00 pmMDW - PDX
1 stop8h 23mDelta
Sat 5/2510:48 pmPDX - MDW
1 stop9h 23mDelta
Deal found 4/26$338
Sat 5/255:00 pmMDW - PDX
1 stop8h 25mDelta
Wed 5/296:00 amPDX - MDW
1 stop7h 50mDelta
Deal found 4/26$463
Fri 5/177:10 pmMDW - PDX
1 stop6h 15mDelta
Mon 5/2010:47 pmPDX - MDW
1 stop7h 08mDelta
Deal found 4/25$483
Sat 5/255:00 pmMDW - PDX
1 stop8h 25mDelta
Wed 5/296:00 amPDX - MDW
1 stop7h 50mDelta
Deal found 4/26$490
Sat 5/46:30 amMDW - PDX
1 stop7h 21mDelta
Wed 5/811:45 amPDX - MDW
1 stop8h 16mDelta
Deal found 4/26$496
Fri 5/177:10 pmMDW - PDX
1 stop6h 15mDelta
Mon 5/2010:47 pmPDX - MDW
1 stop7h 08mDelta
Deal found 4/26$502
Cheap Midway to Portland flights in April & May 2024
Find cheap flight options from Midway to Portland specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Prices were last updated on April 27, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Portland in 2024. Check back soon for alternative fares.
Fri 5/1010:59 pmMDW - PDX
1 stop12h 21mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$128
Fri 5/1010:59 pmMDW - PDX
1 stop12h 21mFrontier
Sun 5/1212:59 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$154
Sat 5/410:59 pmMDW - PDX
1 stop12h 16mFrontier
Sat 5/116:06 pmPDX - MDW
1 stop12h 25mFrontier
Deal found 4/26$156
Thu 5/99:11 amMDW - PDX
1 stop10h 03mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$158
Thu 5/910:59 pmMDW - PDX
2 stops15h 27mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$161
Thu 5/910:59 pmMDW - PDX
2 stops15h 27mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$163
Wed 5/155:30 amMDW - PDX
1 stop27h 18mFrontier
Sat 5/1812:33 amPDX - MDW
1 stop8h 36mFrontier
Deal found 4/26$164
Sat 5/115:45 amMDW - PDX
1 stop13h 21mFrontier
Tue 5/146:05 pmPDX - MDW
1 stop13h 17mFrontier
Deal found 4/26$167
Wed 5/225:01 amMDW - PDX
1 stop27h 47mFrontier
Sun 5/2612:48 amPDX - MDW
1 stop8h 31mFrontier
Deal found 4/26$169
Midway to Portland 2024 flight deals
Discover exclusive flight deals for travel between Midway and Portland in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,068,117 searches. Data last updated April 27, 2024.
Listed are some of the best fares we've found on flights departing from Chicago to Portland in 2024. Check back soon for alternative fares.
Fri 5/1010:59 pmMDW - PDX
1 stop12h 21mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$128
Fri 5/1010:59 pmMDW - PDX
1 stop12h 21mFrontier
Sun 5/1212:59 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$154
Sat 5/410:59 pmMDW - PDX
1 stop12h 16mFrontier
Sat 5/116:06 pmPDX - MDW
1 stop12h 25mFrontier
Deal found 4/26$156
Thu 5/99:11 amMDW - PDX
1 stop10h 03mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$158
Thu 5/910:59 pmMDW - PDX
2 stops15h 27mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$161
Thu 5/910:59 pmMDW - PDX
2 stops15h 27mFrontier
Mon 5/1311:30 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$163
Wed 5/155:30 amMDW - PDX
1 stop27h 18mFrontier
Sat 5/1812:33 amPDX - MDW
1 stop8h 36mFrontier
Deal found 4/26$164
Sat 5/115:45 amMDW - PDX
1 stop13h 21mFrontier
Tue 5/146:05 pmPDX - MDW
1 stop13h 17mFrontier
Deal found 4/26$167
Wed 5/225:01 amMDW - PDX
1 stop27h 47mFrontier
Sun 5/2612:48 amPDX - MDW
1 stop8h 31mFrontier
Deal found 4/26$169
Midway to Portland flights leaving soon
Find last-minute flight options from Midway to Portland 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 3,068,117 searches. Data last updated April 27, 2024.
Have a look at some of the flights available from Chicago to Portland departing last-minute. Tip: verify your flight details before completing your reservation.
Sat 5/410:59 pmMDW - PDX
1 stop12h 16mFrontier
Sat 5/116:06 pmPDX - MDW
1 stop12h 25mFrontier
Deal found 4/26$156
Sat 5/410:59 pmMDW - PDX
1 stop12h 16mFrontier
Fri 5/1012:49 amPDX - MDW
1 stop17h 50mFrontier
Deal found 4/26$183
Sat 5/410:59 pmMDW - PDX
1 stop12h 16mFrontier
Mon 5/612:59 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$200
Thu 5/29:11 amMDW - PDX
1 stop10h 03mFrontier
Sat 5/46:06 pmPDX - MDW
1 stop12h 25mFrontier
Deal found 4/26$208
Thu 5/212:29 pmMDW - PDX
1 stop25h 57mFrontier
Fri 5/312:49 amPDX - MDW
1 stop13h 49mFrontier
Deal found 4/26$209
Thu 5/212:29 pmMDW - PDX
1 stop25h 57mFrontier
Sun 5/52:50 pmPDX - MDW
1 stop18h 48mFrontier
Deal found 4/26$217
Fri 5/310:59 pmMDW - PDX
1 stop12h 21mFrontier
Thu 5/912:59 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$227
Fri 5/35:30 amMDW - PDX
1 stop20h 29mFrontier
Sun 5/57:47 pmPDX - MDW
1 stop12h 20mFrontier
Deal found 4/26$228
Sat 5/45:45 amMDW - PDX
1 stop13h 21mFrontier
Tue 5/712:59 amPDX - MDW
1 stop8h 39mFrontier
Deal found 4/26$229
One-way flights to Portland from Midway
Search for one-way flight options from Midway to Portland. 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 3,068,117 searches. Data last updated April 27, 2024.
Users in need of a one-way flight from Chicago to Portland can choose from these deals. Those seeking round-trip flights from Chicago to Portland should utilize the search form at the the top of the page.
Sun 5/1210:59 pmMDW - PDX
1 stop12h 11mFrontier
Deal found 4/26$95
Tue 5/79:51 amMDW - PDX
1 stop9h 14mFrontier
Deal found 4/26$99
Fri 5/1711:31 amMDW - PDX
1 stop11h 51mFrontier
Deal found 4/26$100
Sat 6/110:01 pmMDW - PDX
1 stop13h 10mFrontier
Deal found 4/26$106
Tue 4/309:51 amMDW - PDX
1 stop9h 14mFrontier
Deal found 4/25$109
Sat 5/410:30 amMDW - PDX
1 stop15h 29mFrontier
Deal found 4/26$110
Fri 5/1711:31 amMDW - PDX
1 stop11h 51mFrontier
Deal found 4/26$111
Tue 5/289:10 pmMDW - PDX
2 stops24h 10mFrontier
Deal found 4/26$116
Sun 5/510:59 pmMDW - PDX
1 stop12h 11mFrontier
Deal found 4/26$120
Find flights from Midway to Portland within your budget
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 3,068,117 searches. Data last updated April 27, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$183 - $308
Route
Depart
Return
Price
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/4
1 stop12h 16m
Portland
Fri 5/10
1 stop17h 50m
$183
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 5/9
1 stop14h 13m
Portland
Sun 5/12
1 stop8h 39m
$184
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Fri 5/17
2 stops20h 00m
Portland
Sat 5/18
1 stop8h 36m
$188
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 5/9
2 stops15h 27m
Portland
Sun 5/12
1 stop8h 39m
$189
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Sat 5/18
1 stop13h 10m
Portland
Sat 5/25
2 stops11h 50m
$190
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Fri 5/17
1 stop11h 51m
Portland
Sun 5/19
1 stop11h 05m
$198
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Wed 5/29
1 stop11h 51m
Portland
Mon 6/3
1 stop14h 36m
$199
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Thu 5/30
1 stop7h 52m
Portland
Fri 5/31
1 stop8h 22m
$239
Chicago MidwayPortland
MDW - PDX
MDWPDX
Chicago Midway
Fri 5/17
1 stop6h 15m
Portland
Thu 5/23
1 stop6h 07m
$308
When is the best time to book a flight from Chicago Midway Airport to Portland?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Portland. Price data was last updated on January 28, 2024.
Booking 47 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
When is the cheapest time to fly from Chicago Midway Airport to Portland?
Use this chart to determine the cheapest time to fly round-trip from Midway to Portland. Price data was last updated on April 21, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to Portland flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Average price of flights to Portland by month
Plan your trip from Midway to Portland by taking into account the cheapest months to travel. The average price of a one-way flight from Midway to Portland is currently $107 while a round-trip flight costs $209. Price data was last updated on April 21, 2024.
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Portland (average of $276). Flying from Chicago Midway Airport to Portland in July is currently the most expensive (average of $408). 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.
January
$276
February
$306
March
$336
April
$303
May
$339
June
$388
July
$408
August
$347
September
$295
October
$276
November
$298
December
$292
Temperature and rainfall in Portland by month
Plan your trip to Portland by taking into account the average temperature and rainfall totals by month.
PDX Temperature | 41 - 69.8 °F |
|---|
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 April 27, 2024.
Get a feel of what it's like to fly with Frontier and Delta from Chicago to Portland by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
10,951 reviews
Crew
8.6
Entertainment
8.0
Overall
8.1
Food
7.4
Boarding
8.2
Comfort
7.9
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
10,951 reviews
10,951 reviews
Crew
8.6
Entertainment
8.0
Overall
8.1
Food
7.4
Boarding
8.2
Comfort
7.9
Reviews
1 / 10
Terrible flight crew that skipped our row for service multiple times.
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.
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.
Alternative routes for Midway to PortlandSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 3 airlines flying from Midway to Portland
Discover the top 3 airlines 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 3,068,117 searches. Data last updated April 27, 2024.
Search flights from Midway to Portland by cabin class
Find flights from Midway to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Midway to Portland
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 April 27, 2024.
| 0%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 0%of flight departures | Morning6 am to noon |
| 100%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 pm to midnight |
Midnight
6 AM
Noon
6 PM
Weekly flight availability from Midway to Portland
Explore weekly flight availability from Midway to Portland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 27, 2024.
| Sunday | 1daily flight |
|---|---|
| Monday | 1daily flight |
| Tuesday | 1daily flight |
| Wednesday | 1daily flight |
| Thursday | 1daily flight |
| Friday | 1daily flight |
| Saturday | 1daily flight |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Midway to Portland?
Cheapflights makes it easy to find Midway to Portland flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from Midway to Portland?
Millions of users choose and trust Cheapflights to book the best flight deals from Midway to Portland for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Can Cheapflights find flights from Midway to Portland with no change fees?
Yes! Cheapflights helps users easily find flights from Midway to Portland with no change fees.
Can Cheapflights notify me if prices for flights from Midway to Portland become cheaper?
Of course! You can now track prices for flights from Midway to Portland and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.