Cheap flights to South Portland
15 cities have regular scheduled flights to South Portland (PWM). 16 airlines fly to the city, from major international carriers to budget low-cost options. Most flights depart from New York City, Washington, D.C., Chicago, Philadelphia, Charlotte. Compare fares, choose the best option and book your tickets online at the best price. Enter your departure city above to find flights and check prices.
Washington, D.C. — New York City
Chicago — Detroit
New York City — South Portland
North Charleston — South Portland
Charlotte — Washington, D.C.
Minneapolis — South Portland
Philadelphia — Tampa
Orlando — South Portland
Dallas — South Portland
Atlanta — South Portland
Detroit — South Portland
Popular departure cities to South Portland
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United StatesFlight insights to South Portland
Data-driven trends for direct flights to South Portland — how often airlines fly, where passengers come from, and typical fares and flight times.
Most frequent departure cities
The most frequent direct routes to South Portland come from New York City, Washington, D.C. and Chicago. New York City leads with around 193 flights a week.
- New York City193 flights/week
- Washington, D.C.105 flights/week
- Chicago63 flights/week
- Philadelphia60 flights/week
- Charlotte38 flights/week
Direct routes & fares
Popular non-stop routes to South Portland range from Charlotte at $78 to Philadelphia at $164 — a quick way to compare direct-flight fares.
- New York Cityfrom $84
- Washington, D.C.from $113
- Chicagofrom $116
- Philadelphiafrom $164
- Charlottefrom $78
Cheapest departure cities
The cheapest places to fly to South Portland from right now are Charlotte from $78, New York City from $84 and North Charleston from $91.
- Charlottefrom $78
- New York Cityfrom $84
- North Charlestonfrom $91
- Raleighfrom $93
- Orlandofrom $97
Longest direct flights
The longest direct flight to South Portland is from Denver at about 4h 13m, followed by Houston (3h 58m) and Dallas (3h 50m).
- Denver4h 13m
- Houston3h 58m
- Dallas3h 50m
- Orlando3h
- Minneapolis2h 51m
Frequently asked questions
- Which cities have flights to South Portland?
- There are 15+ cities with regular flights to South Portland, from major international hubs to nearby regional airports. Pick your departure city to compare fares and book.
- Where do most flights to South Portland depart from?
- Most travelers fly to South Portland from New York City, Washington, D.C., Chicago, Philadelphia, Charlotte. These routes have the highest flight frequency and passenger traffic, so fares are usually competitive.
- How many airlines fly to South Portland?
- 16 airlines operate flights to South Portland, ranging from major international carriers to budget low-cost airlines. Competition helps keep fares affordable.
- When is the best time to book flights to South Portland?
- For short-haul routes, booking 4–8 weeks ahead usually gives the best prices. For long-haul flights, aim for 2–3 months ahead. Prices also drop in off-peak seasons and for midweek departures.
- How to find cheap flights to South Portland?
- Compare offers from multiple airlines, use flexible dates and set up price alerts. Our platform lets you track price trends and choose the best time to buy your tickets.