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Maine

$96+ Cheap flights from Maine

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — ORD
Aug 21 — Aug 281
Fri 8/21
Fri 8/28
1 adult, Economy
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Find flights from Maine within your budget

 
Find flights departing from Maine that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on July 22, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Tue 9/15

7:10 pm-11:01 pm

Nonstop3h 51m

Orlando

Tue 9/22

10:00 am-1:08 pm

Nonstop3h 08m

$199

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Sat 8/22

7:35 pm-10:54 pm

Nonstop3h 19m

Orlando

Tue 8/25

2:06 pm-7:58 pm

1 stop5h 52m

$209

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 8/18

2:45 pm-9:58 pm

1 stop8h 13m

Chicago O'Hare Intl

Tue 8/25

11:01 am-2:28 pm

Nonstop2h 27m

$218

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 8/18

2:45 pm-9:58 pm

1 stop8h 13m

Chicago O'Hare Intl

Fri 8/21

8:20 pm-11:51 pm

Nonstop2h 31m

$218

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/12

9:00 am-10:59 am

Nonstop2h 59m

Chicago O'Hare Intl

Sat 8/15

10:25 am-2:07 pm

Nonstop2h 42m

$225

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 8/4

12:25 pm-2:19 pm

Nonstop2h 54m

Chicago O'Hare Intl

Sat 8/15

4:30 pm-8:11 pm

Nonstop2h 41m

$225

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 8/3

8:50 pm-10:44 pm

Nonstop2h 54m

Chicago O'Hare Intl

Fri 8/14

3:19 pm-6:59 pm

Nonstop2h 40m

$225

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 8/28

12:25 pm-2:19 pm

Nonstop2h 54m

Chicago O'Hare Intl

Sun 8/30

7:30 pm-11:02 pm

Nonstop2h 32m

$225
Quickest round-trip

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 8/12

8:50 pm-10:44 pm

Nonstop2h 54m

Chicago O'Hare Intl

Tue 8/18

10:30 am-1:59 pm

Nonstop2h 29m

$225

BostonOrlando

BOS - MCO

BOSMCO

Boston Logan Intl

Wed 11/11

5:45 am-10:44 am

1 stop4h 59m

Orlando

Sat 11/14

7:00 am-12:18 pm

1 stop5h 18m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Maine

Have a flexible travel schedule? Discover the best time to fly from Maine with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Maine

Get recent, data-driven insights about flights from Maine including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Maine?

Currently, September is the cheapest month in which you can book a flight from Maine (average of $319). Flying from Maine in December will prove the most costly (average of $473). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Which airlines fly from Maine?

For flights departing from Maine check dates and pricing for the following: United Airlines, American Airlines, Delta. These airlines depart to the following popular destinations: Chicago.

MEA
MEA
From $179
Pegasus Airlines
Pegasus Airlines
From $69
Turkish Airlines
Turkish Airlines
From $193
Ajet
Ajet
From $68

What is the cheapest place to fly to from Maine?

The cheapest city to fly to from Maine is Tweed-New Haven, with prices starting at $43. Explore other affordable destinations below.

Tweed-New Haven
Tweed-New Haven
From $43
Norfolk
Norfolk
From $69
Tampa
Tampa
From $80
Orlando
Orlando
From $85

When is the best time to book a flight from Maine?

To ensure you get the cheapest price possible for a flight from Maine, you should look to book at least 77 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Browse thousands of different options on Cheapflights for your next trip

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Related info for your journey

Access useful and relevant information related to your journey from Maine. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated July 22, 2026.

  • What is the cheapest month to fly from Maine?

    September is currently the cheapest month to fly from Maine. At this moment in time December is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Maine?

    Check out the cheapest flights from Maine to embark to:
    Fly from Portland to Charleston from $117 round trip
    Fly from Portland to Orlando from $147 round trip
    Fly from Portland to Tampa from $178 round trip
    Fly from Portland to Fort Lauderdale from $178 round trip
    Fly from Portland to Fort Myers from $188 round trip

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