$99 Find Cheap Flights from Chicago Midway Airport to Maine - Compare and Save

The cheapest ticket to Maine from Chicago Midway Airport found in the last 5 days was to Portland, at $289 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Portland (PWM), and the cheapest round-trip airline ticket found on this route in the last 5 days was $289.

The cheapest time of day to fly to Maine is generally in the evening, when round-trip flights cost $308 on average. Morning departures are around 33% more expensive than evening flights, on average. The most expensive time of day to fly to Maine is generally in the morning, which is peak travel time and where the average cost of a ticket is $410.

No, with an average price for the route of $390, prices are generally cheapest when you fly direct.

Your flight ticket price will generally be cheaper if you fly to Maine on a Saturday and more expensive on a Sunday. On your return trip to Chicago Midway Airport, you should consider flying back on a Friday, and avoid Sundays for better deals.

The duration of a flight to Maine depends on your arrival airport. The shortest routes to Maine from Chicago Midway Airport are to Portland, which takes 2h 10m, and Bangor, which takes 7h 50m.

There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

The earliest flight from Chicago Midway Airport to Maine departs at 1:00 pm, landing in Portland at 4:15 pm.

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Maine jets off at 7:55 pm and lands in Portland at 11:15 pm.