Cheap flights from Chicago Midway Airport to Portland from $164

On average, the least expensive day to fly to Portland, Maine from Chicago Midway Airport is on a Saturday. momondo users have found tickets for Saturday departures for as low as $339. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $432.

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Portland, Maine when you can find flight prices for as low as $299. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $384. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Chicago Midway to Portland for the best Chicago Midway - Portland flight prices

There is only 1 cabin class available to choose from on Chicago Midway Airport to Portland, Maine flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Historically, on average around 10% of flights between Chicago and Portland have experienced a delay on any given week. The average delay length over the past 12 months has been 116 minutes.

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 9% of their flights experiencing any sort of delay.