JetBlue has round-trip flights from New York (JFK) to Portland, Maine or New Orleans (PWM, MSY) for $97-$137, NONSTOP. Maine flights August to October. New Orleans flights September to November. A few weekends available for Maine. Very few weekends for New Orleans.
Category: <span>Maine</span>
United has round-trip flights from Chicago (ORD) to Portland, Maine (PWM) for $135, NONSTOP. Flights May to November. Departures on Tuesday, Wednesday, and Saturday. Extended weekends available. Origin/Destination reversible. No Thanksgiving dates.
JetBlue and Delta have round-trip flights from New York (JFK) to Portland, Maine (PWM) for $97, NONSTOP. Flights March to May. No Weekends. Departures on Monday, Tuesday, Wednesday, and Thursday. Origin/Destination reversible.
American Airlines has round-trip flights from Chicago (ORD) to Portland, Maine (PWM) for $150 with a connection. Flights January to March. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
United has round-trip flights from Chicago (ORD) to Orlando, Denver, Portland, Maine (MCO, DEN, PWM) for $135-$148, NONSTOP. Portland flights September to October. Orlando and Denver flights August to December. Very few extended weekends available. Origin/Destination reversible.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
United has round-trip flights from Chicago (ORD) to Portland, Maine (PWM) for $119, NONSTOP. Flights August to October. Extended weekends available. Origin/Destination reversible.
United’s “Basic Economy” fares do not allow for a free carry-on bag. Only a personal item (like a small laptop bag) is free. Seats are randomly assigned for free prior to boarding.
The personal item size on United is smaller (9 x 10 x 17 inches) than Frontier or Spirit (8 x 13 x 18 inches).
United and Delta have round-trip flights from New York/Newark (EWR/JFK) to Portland, Maine (PWM) for $118, NONSTOP. Flights August to November. Weekends available. Origin/Destination reversible. No Thanksgiving dates.
JetBlue has round-trip flights from Milwaukee (MKE) to Portland, Maine (PWM) for $171 with a connection. Flights August to September. Very few extended weekends available.
JetBlue and United have round-trip flights from New York/Newark (LGA/EWR) to Portland, Maine (PWM) for $98, NONSTOP. Flights September to October. No Friday departures. Very few extended weekends available. Origin/Destination reversible.
American Airlines has round-trip flights from Chicago (ORD) to Portland, Maine (PWM) for $128, NONSTOP. Flights September to October. No Thursday departures. Very few weekends available.
Main Cabin. Not Basic. A Carry-on bag, personal item, and seat selection are allowed without additional fee.
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American Airlines and United have round-trip flights from Chicago (ORD) to Portland, Maine or Nashville (PWM, BNA) for $118-$128, NONSTOP. Flights between August and November.
A Carry-on bag and also a personal item is allowed for free on American. You can avoid paying for seat selection by accepting the randomly assigned seat at the gate.
United has round-trip flights from Chicago (ORD) to Portland, Maine (PWM) for $149, NONSTOP. Flights September to November. Weekends available.
American Airlines and Delta have round-trip flights from Milwaukee (MKE) to Portland, Maine (PWM) for $155 with a connection. Flights September to December. Weekends available.
JetBlue has round-trip flights from New York (JFK/LGA) to Portland, Maine (PWM) for $97, NONSTOP. Flights August to October. Departures on Monday, Tuesday, Wednesday, Thursday, and Saturday. Extended weekends available. Origin/Destination reversible.

