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Cheap MDW to PWM Flights

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

Chicago

$104.60

Cheap MDW to PWM Flights

Question : Have you considered flying out of an airport besides Chicago Midway International Airport (MDW)?
Answer : Chicago Midway International Airport is a terrific airport, but in getting you to Portland, there is a lower cost option – O'Hare International Airport. It's just 16 miles away and flights are being booked 9% cheaper over the next few months.

Question : If punctuality is required for you to book a flight, which airline is your best bet?
Answer : Southwest Airlines will have you to PWM on schedule 100% of the time. Stick to Southwest Airlines and you won't spend more time in airports than you have to. Hopefully they keep that perfect record alive.

Question : How much should a trip from Chicago (MDW) to Portland (PWM) cost?
Answer : Flight prices change less than the majority of routes in the United States for MDW to PWM. They range from $324 to $804. The further out you book a route, the more likely you are to save.

Question : Should you take that vacation to Portland in the next 30 days?
Answer : Since low prices are preferred, look at Dec 16th. As of Nov 20th, it's showing the cheapest ticket sales at $580. That is 13% below the average price for this route, so you can spend that extra money on a fun experience in Portland.

Question : If your plans are flexible, have you considered changing your departure day?
Answer : In December, Friday is your lowest-cost day to fly. Being flexible with your travel days garners even more savings during booking.

Question : In terms of overall promptness, how does MDW to PWM rank compared to the rest of the world?
Answer : MDW to PWM currently scores 4 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delay minutes. With 4 stars, you should feel at ease about getting to Portland on time.

Question : What is the likelihood your flight will be delayed for this route?
Answer : Passengers on the Chicago to Portland route have been getting to their destination on time an incredible 100% of the time. If a flight is delayed, though, expect an average of less than 15 minutes added to your flight time.

Chicago to Maine 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 Maine 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 Maine.

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 PWM 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 PWM 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.