The cheapest times to fly from MDW to PWM are
- August 13th to March 4th (except the weeks of October 1st, November 19th, December 17th, and December 24th)
based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from MDW to PWM is early December. Prices can be as high as $855 for Friday flights during mid March, or as low as $315 for Tuesday flights around early December.
When to Fly to Portland
Flying from Chicago, IL (MDW) to Portland, ME (PWM) will usually cost between $344 to $661 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early December with an average ticket price of $341. Due to high demand the most expensive time to fly is mid March, with an average price of $664. Planning your trip to low-cost times can easily save you $323 on economy flights and even more on first-class flights. Generally, any price below $420 can be considered a good price for a round-trip MDW to PWM flight.
See below for a graph of average weekly prices for the MDW to PWM route. All prices are for round-trip tickets in USD.
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Compared to other flights, the MDW to PWM flight is much cheaper than the average and costs much less than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.29, which is below average.
Flight Prices by Day of the Week
Tuesday is usually the cheapest day to depart and return on this flight. Fridays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $113 (23%) on this flight.
Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $386. Return trip prices are from the PWM to MDW flight, and often highlight the quality of our data in showing the same trend.
Departing Prices by Day
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Return Trip Prices by Day
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Nonstop Flights and Layovers
Travelers looking to fly from MDW to PWM can generally find a 0-layover flight. Because there is a direct flight option the real-world direct flight time of 2 hour 35 minutes may be realistic.
Alternative Nearby Airports
Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is a nonstop flight from MDW to PWM while comparing.
- 95 miles (153 km) away from PWM
- Usually 28.33% less expensive than PWM
- Nonstop flights available
- 145 miles (233 km) away from PWM
- Usually 27.86% less expensive than PWM
- Nonstop flights available
- 75 miles (121 km) away from PWM
- Usually 4.05% less expensive than PWM
- Nonstop flights available
Flight Questions Answered
Still have questions about flying from MDW to PWM? We’ve got answers.
Which airlines fly this route?
You can find 4 major airlines flying this route most often: Cape Air, Delta, Southwest, United, and potentially more during busy seasons.
How far away is it from Portland International Jetport Airport to Chicago Midway International Airport?
The distance between the two airports is roughly 893 miles or 1437 kilometers.
How long does it take to fly from MDW to PWM?
The real-world flight time for a nonstop MDW to PWM flight is about 2 hour 35 minutes.
How many flights go between Chicago, IL and Portland, ME?
It depends on the day of the week and the date, but a typical day might have around 74 available flights from MDW to PWM.
Airport Location Info
Departing Airport
Origination code | MDW |
Origination airport name | Chicago Midway International Airport |
City | Chicago, IL |
Country | the United States |
Latitude | 41.8 |
Longitude | -87.8 |
Return Airport
Destination code | PWM |
Destination airport name | Portland International Jetport Airport |
City | Portland, ME |
Country | the United States |
Latitude | 43.6 |
Longitude | -70.3 |
Late and Early Flight Data
Flights from MDW to PWM tend to depart late almost never compared to the average flight. According to our recently updated data, 0% of flights departed 5 or more minutes late, and 0% of flights left 5 or more minutes early. On average you can expect to leave PWM heading for MDW about 1 minutes early. This does significantly impact arrival time, as the average landing time in Portland, ME is about 15 minutes early. The numbers below show a recent average of take-off times versus the scheduled departure flight:
- Southwest: 1 minutes early
- Some airlines not reporting
Other Resources
Flights to PWM
Flights from PWM
Popular Flights
Flights to MDW
Flights from MDW
Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.