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Cheap flights to Pittsfield

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Flight deals to Pittsfield

Looking for a cheap last-minute deal or the best roundtrip flight to Pittsfield? Find our lowest prices on one-way and roundtrip tickets to the most convenient airport right here.
Albany.$83 per passenger.Departing Wed, Jun 17, returning Wed, Jun 24.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Wed, Jun 17, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Wed, Jun 24, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $83, select.
Albany.$94 per passenger.Departing Fri, May 1, returning Mon, May 4.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Fri, May 1, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Mon, May 4, arriving in Fort Lauderdale International.Price includes taxes and charges.From $94, select.
Albany.$97 per passenger.Departing Fri, May 29, returning Mon, Jun 8.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Fri, May 29, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Mon, Jun 8, arriving in Nashville.Price includes taxes and charges.From $97, select.
Albany.$103 per passenger.Departing Fri, Jun 26, returning Fri, Jul 10.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Fri, Jun 26, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Fri, Jul 10, arriving in Nashville.Price includes taxes and charges.From $103, select.
Albany.$106 per passenger.Departing Fri, Jul 3, returning Fri, Jul 10.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Fri, Jul 3, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Fri, Jul 10, arriving in Nashville.Price includes taxes and charges.From $106, select.
Albany.$106 per passenger.Departing Thu, Apr 30, returning Sun, May 3.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Orlando Sanford on Thu, Apr 30, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Sun, May 3, arriving in Orlando Sanford.Price includes taxes and charges.From $106, select.
Albany.$113 per passenger.Departing Mon, Apr 20, returning Fri, Apr 24.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Mon, Apr 20, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Fri, Apr 24, arriving in Fort Lauderdale International.Price includes taxes and charges.From $113, select.
Albany.$115 per passenger.Departing Fri, Jul 24, returning Fri, Aug 14.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Fort Lauderdale International on Fri, Jul 24, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Fri, Aug 14, arriving in Fort Lauderdale International.Price includes taxes and charges.From $115, select.
Albany.$165 per passenger.Departing Mon, Sep 14, returning Mon, Sep 21.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Nashville on Mon, Sep 14, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Mon, Sep 21, arriving in Nashville.Price includes taxes and charges.From $165, select.
Albany.$209 per passenger.Departing Mon, Aug 17, returning Mon, Aug 24.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from St. Pete–Clearwater International on Mon, Aug 17, arriving in Albany.Inbound direct flight with Allegiant Air departing from Albany on Mon, Aug 24, arriving in St. Pete–Clearwater International.Price includes taxes and charges.From $209, select.
Albany.$238 per passenger.Departing Fri, Oct 16, returning Mon, Oct 19.Round-trip flight with jetBlue.Outbound direct flight with jetBlue departing from Fort Lauderdale International on Fri, Oct 16, arriving in Albany.Inbound direct flight with jetBlue departing from Albany on Mon, Oct 19, arriving in Fort Lauderdale International.Price includes taxes and charges.From $238, select.
Albany.$261 per passenger.Departing Mon, Dec 14, returning Mon, Dec 21.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Nashville on Mon, Dec 14, arriving in Albany.Inbound indirect flight with Delta, departing from Albany on Mon, Dec 21, arriving in Nashville.Price includes taxes and charges.From $261, select.
Albany.$261 per passenger.Departing Wed, May 20, returning Thu, Aug 13.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Nashville on Wed, May 20, arriving in Albany.Inbound indirect flight with Delta, departing from Albany on Thu, Aug 13, arriving in Nashville.Price includes taxes and charges.From $261, select.
Albany.$288 per passenger.Departing Sat, Oct 31, returning Mon, Nov 2.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Washington Ronald Reagan on Sat, Oct 31, arriving in Albany.Inbound indirect flight with Delta, departing from Albany on Mon, Nov 2, arriving in Washington Ronald Reagan.Price includes taxes and charges.From $288, select.
Albany.$306 per passenger.Departing Thu, Aug 27, returning Tue, Sep 1.Round-trip flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departing from Orlando International on Thu, Aug 27, arriving in Albany.Inbound indirect flight with Southwest Airlines, departing from Albany on Tue, Sep 1, arriving in Orlando International.Price includes taxes and charges.From $306, select.
Albany.$306 per passenger.Departing Wed, Nov 18, returning Sun, Nov 22.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Orlando International on Wed, Nov 18, arriving in Albany.Inbound indirect flight with Delta, departing from Albany on Sun, Nov 22, arriving in Orlando International.Price includes taxes and charges.From $306, select.
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Flying to Pittsfield

The things to know before you go.
Fly intoAlbany Airport
Distance to Pittsfield35.0 miles
Average flight time2 hrs, 25 mins
Most popular airlineAmerican Airlines
Cheapest flight found$42
Cheapest month to flyJune

Find the cheapest time to fly to Pittsfield

Flexible on travel dates? Find the cheapest month – or even day – to catch a flight to Pittsfield.
Apr
from $113
May
from $94
Jun
from $83
Jul
from $106
Aug
from $209
Sep
from $165
Oct
from $238
Nov
from $306
Dec
from $261
Jan
from $503
Feb
Find prices
Mar
Find prices

Frequently asked questions

The average flight time to Pittsfield is 1 hour and 28 minutes. We've calculated this based on journeys to Albany Airport.
There are two (2) airports near Pittsfield: Albany Airport and Hartford Bradley International Airport.
American Airlines, Southwest Airlines, Delta, United, Piedmont Airlines, Alaska Airlines, Allegiant Air, and WestJet all offer direct flights to Albany Airport.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Pittsfield but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
Yes – you can fly direct to Albany Airport or Hartford Bradley International Airport, and the average flight time is 2 hours and 25 minutes.
The best price we found for a roundtrip flight to Pittsfield is $83. This is an estimate based on information collected from different airlines and travel providers flying to Albany Airport over the last four (4) days and is subject to change and availability.
The cheapest airport near Pittsfield is Albany – which is 35.0 miles away from the center of Pittsfield. We've found flights to this airport from $83.
After crunching the numbers on our flight calendar, we found that the cheapest date to fly to Albany Airport, the closest airport to Pittsfield, is Wednesday, June 17, 2026.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Pittsfield is around 40 days in advance, so don’t leave your flight to the last minute.
Albany Airport is 35.0 miles from Pittsfield and Hartford Bradley International Airport is 45.6 miles from Pittsfield.
The average temperature in Pittsfield in April is around 44°F. The warmest month in Pittsfield is typically July, which averages 78°F. The coolest month is January, with temperatures averaging 13°F. The rainiest month is September, and it usually rains the least in February.
Currently, the cheapest airline that flies to Albany Airport – the closest airport to Pittsfield – is Allegiant Air.
Albany Airport is 35.0 miles from Pittsfield which is approximately 1 hour and 3 minutes driving time. Check out the options for car rental at Albany Airport.
Hartford Bradley International Airport is 45.6 miles from Pittsfield which is approximately 1 hour and 24 minutes driving time. Check out the options for car rental at Hartford Bradley International Airport.

Plan your trip to Pittsfield