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Cheap PWM to MDW Flights

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

Chicago

$208.63

Cheap PWM to MDW Flights

Question : How much time do people spend in Chicago?
Answer : The average time spent in Chicago by passengers from Portland is about one week.

Question : Which airline has the least delays from Portland to Chicago?
Answer : Booking with Southwest Airlines means you will arrive to Chicago when you are supposed to. In fact, this timely airline has a 100% average for landing before the plane turns into a pumpkin. Of course, it never hurts to be prepared. If you’re on XOJET, be sure to sign up for the delay notifications to stay up to date with your flight’s status.

Question : How much is a plane ticket to Chicago (MDW) from Portland (PWM)?
Answer : Prices can vary from $321 to $693. Booking in advance can usually help you get the cheapest price. Prices are usually lower the further out you book.

Question : Is there an alternative airport near Chicago?
Answer : There is another airport outside Chicago. O'Hare International Airport (ORD) is 16 miles away, and over the next two months flights are being booked 17% cheaper than flights to Chicago Midway International Airport.

Question : Can I change the date of my flight?
Answer : Yes, you can switch your departure date. If you would like to save some funds in doing so, the cheapest day to fly in February is Tuesday. Flexibility is key when booking travel plans in order to keep costs down.

Question : What is the cheapest day to fly?
Answer : The cheapest day to fly from Portland to Chicago is on Tuesday. If you are trying to save a little money on your next flight look for flights on Tuesday.

Question : What is the cheapest day to fly to Chicago?
Answer : As of Jan 22nd, the cheapest day to fly from Portland to Chicago is Feb 6th. Tickets are currently being sold for $321, which is 20% below the average price for this route.

Maine to Chicago 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 Maine to Chicago 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 Chicago.

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 PWM to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Maine 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 MDW 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.