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Cheap MDW to PDX Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$172.15

Cheap MDW to PDX Flights

Question : About how long is the flight from Chicago to Portland?
Answer : Flying from MDW to PDX typically takes about four hours and 38 minutes.

Question : If speed is all that matters, how can you get from MDW to PDX as quickly as possible?
Answer : If you're able to take the quickest direct flight (which is offered by Southwest Airlines), you will be able to leave MDW at 6:55 PM CST and get to PDX at 9:25 PM PST (four hours and 30 minutes). Remember, there is a time change of two hours.

Question : How long do most people stay in Portland?
Answer : Of course you're not most people, but if you were, you'd stay roughly five days.

Question : How often is the Chicago Midway International Airport (MDW) to Portland International Airport (PDX) route delayed?
Answer : Passengers are currently getting to their destination on schedule 73% of the time, which ranks in the 44th percentile worldwide. When there is a delay, it averages less than half an hour.

Question : Is this route your best bet for getting to Portland with minimal delays?
Answer : MDW to PDX currently scores 2 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delay minutes. With 2 stars, you should feel rather worried about getting to Portland on time.

Question : Would you be willing to change your travel days if it saved you money?
Answer : The cheapest day to fly in January is Thursday. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.

Question : If you’re booking MDW to PDX, how many different choices of departure times do you have?
Answer : The number of flight times varies by day of the week, but on average, MDW to PDX sees four different choices. The average route departing the United States currently has nine different flight times per day, so expect fewer options than you're used to.

Chicago to Portland Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to Portland will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Portland.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MDW to PDX flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to PDX with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.