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Cheap flights from Tallahassee to Boston from $425

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Tallahassee to Boston departing on 1/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Tallahassee to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:00 am - 12:06 pm
TLH
-
PWM
5h 06m1 stop
American Airlines Logo
5:07 pm - 10:26 pm
PWM
-
TLH
5h 19m1 stop
$425American Airlines
Fri, Jan 16 - Fri, Jan 23
American Airlines Logo
7:00 am - 12:06 pm
TLH
-
PWM
5h 06m1 stop
American Airlines Logo
5:20 am - 2:15 pm
PWM
-
TLH
8h 55m2 stops
$430American Airlines
Fri, Jan 16 - Fri, Jan 23
American Airlines Logo
6:00 am - 12:06 pm
TLH
-
PWM
6h 06m2 stops
American Airlines Logo
5:20 am - 2:15 pm
PWM
-
TLH
8h 55m2 stops
$611American Airlines
Fri, Jan 16 - Fri, Jan 23

American Airlines flights from Tallahassee to Portland, Maine

Our best American Airlines deals on Tallahassee to Portland, Maine flight tickets
American Airlines
Jan 16
TLH7:00 amTallahassee
5h 06m
1 stop
PWM12:06 pmPortland
Jan 23
PWM5:07 pmPortland
5h 19m
1 stop
TLH10:26 pmTallahassee
$425
Find similar
American Airlines
Jan 16
TLH7:00 amTallahassee
5h 06m
1 stop
PWM12:06 pmPortland
Jan 23
PWM5:20 amPortland
8h 55m
2 stops
TLH2:15 pmTallahassee
$430
Find similar
American Airlines
Jan 16
TLH6:00 amTallahassee
6h 06m
2 stops
PWM12:06 pmPortland
Jan 23
PWM5:20 amPortland
8h 55m
2 stops
TLH2:15 pmTallahassee
$611
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Tallahassee to Portland, Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 21, 2025.
Use the filters below to find and compare flights from Tallahassee to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

TallahasseePortland

TLH - PWM

TLHPWM

Tallahassee

Fri 1/16

7:00 am-12:06 pm

1 stop5h 06m

Portland

Fri 1/23

5:07 pm-10:26 pm

1 stop5h 19m

$425

TallahasseePortland

TLH - PWM

TLHPWM

Tallahassee

Fri 1/16

7:00 am-12:06 pm

1 stop5h 06m

Portland

Fri 1/23

5:20 am-2:15 pm

2 stops8h 55m

$430

TallahasseePortland

TLH - PWM

TLHPWM

Tallahassee

Fri 1/16

6:00 am-12:06 pm

2 stops6h 06m

Portland

Fri 1/23

5:20 am-2:15 pm

2 stops8h 55m

$611

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Boston from

How to get the cheapest flight ticket from Tallahassee to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Tallahassee is on a Friday. momondo users have found tickets for Friday departures for as low as $532. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday is the most expensive day to depart from Tallahassee because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $773.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Tallahassee to Portland, Maine when you can find flight prices for as low as $564. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the evening because they tend to be around $721. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Tallahassee to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Tallahassee to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Tallahassee to Portland, Maine (TLH to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Tallahassee to Portland, Maine

Fastest flight time

4h 37m

Direct flights

None
The fastest flight from Tallahassee to Portland, Maine takes 4h 37m
There are no direct flights from Tallahassee to Portland, Maine. There are no popular flight routes from Tallahassee to Portland, Maine.
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  • How far is Tallahassee to Portland by plane?

    Tallahassee and Portland are 1192.7 mi apart from one another. By plane, this route typically takes 4h 37m.

  • When did momondo last update prices for flights from Tallahassee Airport to Portland Airport?

    Prices for flights from Tallahassee Airport to Portland Airport were last updated today.

  • How many operators does momondo search for flights from Tallahassee Airport to Portland Airport?

  • How old do you have to be to fly from Tallahassee Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Tallahassee Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Tallahassee to Portland, Maine?

Best airlines flying from Tallahassee to Portland, Maine

Compare and see reviews for airlines that fly from Tallahassee to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $306Free CancellationRating
7.2
11,050 reviews
Search American Airlines flights
DeltaPriceFrom $306Free CancellationRating
7.9
8,021 reviews
Search Delta flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Auburn
Gorham
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Tallahassee to Portland?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Tallahassee to Portland. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Tallahassee to Portland with flexible booking policies on momondo?

Yes. All flights to Portland from Tallahassee on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Tallahassee to Portland?

momondo provides multiple filters to help you find the best flight to Portland from Tallahassee. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Tallahassee to Portland right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Tallahassee to Portland flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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