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$72+ Cheap flights from Midway (MDW) to Portland (PDX)

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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PDX
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
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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 July 25, 2024.

Popular in

October

Cheapest in

September

Round-trip from

$148
(Frontier)

One-way from

$72
(mytrip.com)
High demand for flights, 49% potential price rise
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Best time to find cheap flights, 48% potential price drop
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From Chicago Midway to Portland
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One-way flight from Chicago Midway to Portland
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What is the cheapest day to fly round-trip from Chicago Midway Airport to Portland?

Travelers have found that booking a Saturday departure is the best way to save up to 72% 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 47% on this flight, we recommend booking at least 53 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 $332 1-2 weeks out and tickets from $352 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 March. For low rates, May can be a great choice for travel to Portland. Flights to Portland from Chicago Midway Airport in May are about $334 on average during May, but can be found for as low as $105.

What is the cheapest time of day to fly from MDW to 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 afternoon could potentially save you up to 61% on airfare.

Cheap Midway to Portland flights in July & August 2024

Find cheap flight options from Midway to Portland specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 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.
This mytrip.com deal was found by Cheapflights users on 7/25. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/228:44 pmMDW - PDX
1 stop15h 19mFrontier
Mon 8/2612:49 amPDX - MDW
1 stop14h 21mFrontier
Deal found 7/25$147
This mytrip.com deal was found by Cheapflights users on 7/25. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/158:44 pmMDW - PDX
1 stop15h 19mFrontier
Wed 8/2112:49 amPDX - MDW
1 stop8h 17mFrontier
Deal found 7/25$149
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1710:38 pmMDW - PDX
1 stop27h 21mFrontier
Sat 8/248:51 pmPDX - MDW
1 stop29h 54mFrontier
Deal found 7/24$150
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/810:55 pmMDW - PDX
1 stop9h 54mFrontier
Sat 8/178:42 amPDX - MDW
1 stop13h 07mFrontier
Deal found 7/25$151
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/216:15 amMDW - PDX
1 stop19h 34mFrontier
Sun 8/2512:49 amPDX - MDW
1 stop16h 14mFrontier
Deal found 7/24$152
This Frontier deal was found by Cheapflights users on 7/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/86:30 amMDW - PDX
1 stop11h 36mFrontier
Sat 8/178:42 amPDX - MDW
1 stop13h 07mFrontier
Deal found 7/24$153
This Gotogate deal was found by Cheapflights users on 7/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/86:30 amMDW - PDX
1 stop12h 07mFrontier
Sat 8/1010:25 pmPDX - MDW
1 stop28h 20mFrontier
Deal found 7/23$154
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2410:38 pmMDW - PDX
1 stop27h 21mFrontier
Mon 8/262:03 pmPDX - MDW
1 stop8h 54mFrontier
Deal found 7/24$155
This Gotogate deal was found by Cheapflights users on 7/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/810:55 pmMDW - PDX
1 stop9h 54mFrontier
Mon 8/192:03 pmPDX - MDW
1 stop8h 54mFrontier
Deal found 7/23$156

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 2,752,877 searches. Data last updated July 25, 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.
This mytrip.com deal was found by Cheapflights users on 7/25. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/228:44 pmMDW - PDX
1 stop15h 19mFrontier
Mon 8/2612:49 amPDX - MDW
1 stop14h 21mFrontier
Deal found 7/25$147
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/54:21 pmMDW - PDX
1 stop9h 38mFrontier
Tue 9/106:05 amPDX - MDW
1 stop7h 42mFrontier
Deal found 7/25$148
This mytrip.com deal was found by Cheapflights users on 7/25. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/158:44 pmMDW - PDX
1 stop15h 19mFrontier
Wed 8/2112:49 amPDX - MDW
1 stop8h 17mFrontier
Deal found 7/25$149
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1710:38 pmMDW - PDX
1 stop27h 21mFrontier
Sat 8/248:51 pmPDX - MDW
1 stop29h 54mFrontier
Deal found 7/24$150
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/810:55 pmMDW - PDX
1 stop9h 54mFrontier
Sat 8/178:42 amPDX - MDW
1 stop13h 07mFrontier
Deal found 7/25$151
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/216:15 amMDW - PDX
1 stop19h 34mFrontier
Sun 8/2512:49 amPDX - MDW
1 stop16h 14mFrontier
Deal found 7/24$152
This Frontier deal was found by Cheapflights users on 7/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/86:30 amMDW - PDX
1 stop11h 36mFrontier
Sat 8/178:42 amPDX - MDW
1 stop13h 07mFrontier
Deal found 7/24$153
This Gotogate deal was found by Cheapflights users on 7/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/86:30 amMDW - PDX
1 stop12h 07mFrontier
Sat 8/1010:25 pmPDX - MDW
1 stop28h 20mFrontier
Deal found 7/23$154
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2410:38 pmMDW - PDX
1 stop27h 21mFrontier
Mon 8/262:03 pmPDX - MDW
1 stop8h 54mFrontier
Deal found 7/24$155

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 2,752,877 searches. Data last updated July 25, 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.
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/312:08 pmMDW - PDX
1 stop11h 56mFrontier
Tue 8/611:43 amPDX - MDW
1 stop15h 02mFrontier
Deal found 7/24$213
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/312:08 pmMDW - PDX
1 stop11h 56mFrontier
Wed 8/74:18 pmPDX - MDW
2 stops11h 15mFrontier
Deal found 7/24$226
This mytrip.com deal was found by Cheapflights users on 7/23. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/306:00 amMDW - PDX
1 stop19h 59mFrontier
Sat 8/310:27 pmPDX - MDW
1 stop28h 18mFrontier
Deal found 7/23$244
This Gotogate deal was found by Cheapflights users on 7/23. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/47:56 pmMDW - PDX
1 stop27h 03mFrontier
Sat 8/1010:25 pmPDX - MDW
1 stop28h 20mFrontier
Deal found 7/23$246
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/47:56 pmMDW - PDX
1 stop27h 03mFrontier
Sat 8/1010:25 pmPDX - MDW
1 stop28h 20mFrontier
Deal found 7/24$250
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/306:00 amMDW - PDX
1 stop19h 59mFrontier
Fri 8/910:21 pmPDX - MDW
1 stop10h 52mFrontier
Deal found 7/24$257
This Trip.com deal was found by Cheapflights users on 7/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/16:30 amMDW - PDX
1 stop11h 58mFrontier
Tue 8/611:43 amPDX - MDW
1 stop15h 02mFrontier
Deal found 7/23$265
This CheapOair deal was found by Cheapflights users on 7/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/306:00 amMDW - PDX
1 stop19h 59mFrontier
Thu 8/812:56 amPDX - MDW
1 stop5h 57mFrontier
Deal found 7/24$268
This Gotogate deal was found by Cheapflights users on 7/24. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/3112:23 pmMDW - PDX
1 stop9h 09mFrontier
Wed 8/712:49 amPDX - MDW
1 stop8h 13mFrontier
Deal found 7/24$270

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 2,752,877 searches. Data last updated July 25, 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.
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/236:05 amMDW - PDX
1 stop6h 23mFrontier
Deal found 7/24$72
This Frontier deal was found by Cheapflights users on 7/23. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/511:25 amMDW - PDX
1 stop9h 48mFrontier
Deal found 7/23$77
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1710:38 pmMDW - PDX
1 stop27h 21mFrontier
Deal found 7/24$78
This mytrip.com deal was found by Cheapflights users on 7/25. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2410:38 pmMDW - PDX
1 stop27h 21mFrontier
Deal found 7/25$79
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/810:55 pmMDW - PDX
1 stop9h 54mFrontier
Deal found 7/24$80
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2410:38 pmMDW - PDX
1 stop27h 21mFrontier
Deal found 7/24$81
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/107:05 amMDW - PDX
1 stop11h 29mFrontier
Deal found 7/24$82
This Frontier deal was found by Cheapflights users on 7/24. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/74:19 pmMDW - PDX
1 stop9h 50mFrontier
Deal found 7/24$83
This mytrip.com deal was found by Cheapflights users on 7/24. 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 mytrip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/65:02 pmMDW - PDX
1 stop9h 07mFrontier
Deal found 7/24$87

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 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$148 - $444

Route

Depart

Return

Price

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 9/12

1 stop6h 14m

Portland

Mon 9/16

1 stop8h 52m

$148

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 8/15

1 stop15h 19m

Portland

Wed 8/21

1 stop8h 17m

$149

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 8/17

1 stop27h 21m

Portland

Sat 8/24

1 stop29h 54m

$150

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Mon 8/26

1 stop16h 31m

Portland

Mon 9/2

1 stop8h 54m

$151

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Wed 8/21

1 stop19h 34m

Portland

Sun 8/25

1 stop16h 14m

$152

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Thu 8/8

1 stop11h 36m

Portland

Sat 8/17

1 stop13h 07m

$153

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 9/7

1 stop11h 05m

Portland

Sat 9/14

1 stop9h 10m

$216

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 10/4

1 stop6h 19m

Portland

Fri 10/11

1 stop5h 50m

$227

Chicago MidwayPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 8/30

3 stops26h 29m

Portland

Sat 9/7

3 stops21h 41m

$444

Flights are sorted by cheapest first

Deals found on 7/25

What is the cheapest day 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 July 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 Sunday evenings when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

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.
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.

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

If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 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 July 25, 2024.
Get a feel of what it's like to fly with Frontier, Delta and WestJet 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.
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

Delta
8.0
Very good
9,630 reviews
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

WestJet
7.4
Good
2,761 reviews
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

Frontier
6.2
Okay
3,835 reviews
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.6

Entertainment

8.0

Reviews

1 / 10

One of the worst flights ever. I got to the airport early for my 6:48 pm flight and tried to get on the 4:30 ish flight. The gate agent was one of the worst customer service people in my 20 yrs of flying Delta. Very rude and wouldn’t even talk to me about riding standby. Then flight took off 3 hrs late and when Landed in Atlanta, the gate people wouldn’t even try to get me on the plane. It was still there but door was closed. For all of my almost 2 million miles, the worst experience from Delta. I am highly disappointed as it was not my fault I have to sleep in Atlanta and not Jacksonville Florida

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.

  • What airport do you fly into for flights to Portland from Chicago Midway?

    Most people fly into Portland (PDX) if they book a flight to Portland from Chicago Midway. On average, Portland has 1 inbound flight from Chicago Midway per day from 3 airlines. Portland is conveniently located just 6.0 mi from Portland’s city center.

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

    Yes, there are multiple flights from Chicago Midway Airport to Portland for under $200. The cheapest flight booked recently is on Frontier for just $148, but on average you can expect to pay $158.

  • Are there last-minute flights available from Chicago Midway Airport to Portland for under $300?

    There are currently 20+ open flights from Chicago Midway Airport to Portland within the next 7 days for less than $300.

  • What is the cheapest airline to fly from Chicago Midway Airport to Portland round-trip?

    According to our current data, Frontier ($148), offers the cheapest pricing from Chicago Midway Airport to Portland. Frontier is currently priced 56% below the average price you’ll pay for this route.

  • What does MDW to PDX mean?

    This is defined as Chicago Midway Airport (MDW) and Portland Airport (PDX). Codes like Portland Airport are often used to just call airports uniquely.

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

    The amount of baggage you can bring on your Midway to Portland 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 Portland with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Portland 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 Portland that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Midway to Portland 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 Portland that allow pets onboard?

    Many airlines flying from Midway to Portland 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 Portland?

    Yes, you can often find last-minute deals on Midway to Portland 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 Portland flight deals updated?

    The Chicago Midway Airport to Portland flight deals you see on this page were last updated on 7/25.

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

    Consider Delta, Frontier or United Airlines when booking your flight. These represent the most popular airlines when flying from Chicago Midway Airport to Portland.

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

    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 $342). 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.

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Alternative routes for Midway to Portland
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 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 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$139Average$387FlexibilityNo cancel feeOn-time69%
FrontierCheapest$167Average$216FlexibilityNo cancel feeOn-time62%
DeltaCheapest$310Average$615FlexibilityNo cancel feeOn-timeN/A
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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.
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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 July 25, 2024.
1%of flight departuresEarly morningMidnight to 6 am
41%of flight departuresMorning6 am to noon
29%of flight departuresAfternoonNoon to 6 pm
29%of flight departuresEvening6 pm to midnight
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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 July 25, 2024.
Sunday1daily flight
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