$61 Cheap flight deals from Pittsburgh (PIT) to The Berkshires (ALB)

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This Weekend's Flight Deals from Pittsburgh to The Berkshires

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Oct 16 - Sun, Oct 18
PIT
Pittsburgh Intl.
BDL
Bradley Intl.
$446 Roundtrip, found 1 day ago
$446
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Oct 16 from Pittsburgh Intl. to Bradley Intl., returning Sun, Oct 18, priced at $446 found 1 day ago
Fri, Oct 16 - Mon, Oct 19
PIT
Pittsburgh Intl.
ALB
Albany Intl.
$1,271 Roundtrip, found 6 days ago
$1,271
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Oct 16 from Pittsburgh Intl. to Albany Intl., returning Mon, Oct 19, priced at $1,271 found 6 days ago

Airfares from $61 One Way, $112 Round Trip from Pittsburgh to The Berkshires

Prices starting at $112 for return flights and $61 for one-way flights to The Berkshires were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Dec 4 - Mon, Dec 7
PIT
Pittsburgh
BDL
Hartford
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Dec 4 from Pittsburgh to Hartford, returning Mon, Dec 7, priced at $112 found 1 day ago
Fri, Dec 4 - Mon, Dec 7
PIT
Pittsburgh
BDL
Hartford
$117 Roundtrip, found 10 hours ago
$117
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Pittsburgh to Hartford, returning Mon, Dec 7, priced at $117 found 10 hours ago
Fri, Dec 4 - Fri, Dec 11
PIT
Pittsburgh
BDL
Hartford
$122 Roundtrip, found 19 hours ago
$122
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Pittsburgh to Hartford, returning Fri, Dec 11, priced at $122 found 19 hours ago
Mon, Dec 7 - Mon, Dec 14
PIT
Pittsburgh
BDL
Hartford
$128 Roundtrip, found 6 days ago
$128
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Dec 7 from Pittsburgh to Hartford, returning Mon, Dec 14, priced at $128 found 6 days ago
Fri, Dec 4 - Mon, Dec 7
PIT
Pittsburgh
BDL
Hartford
$139 Roundtrip, found 10 hours ago
$139
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Pittsburgh to Hartford, returning Mon, Dec 7, priced at $139 found 10 hours ago

The Berkshires economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Vervana, Trademark Collection by Wyndham
2.5-star property

Hotel Vervana, Trademark Collection by Wyndham

8.2/10 Very Good! (1,001 reviews)

Nov 12 - Nov 16

4 night stay

Pittsburgh (PIT) to Albany (ALB)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $592, price is now $540 per person
$540
per person
found 1 day ago
The room was very spacious and clean. Staff was helpful, parking was easy. I would definitely stay here again.

Reviewed on Oct 11, 2026

Brook Bound Inn
2.0-star property

Brook Bound Inn

9.4/10 Exceptional! (19 reviews)

Nov 12 - Nov 16

4 night stay

Pittsburgh (PIT) to Albany (ALB)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $940, price is now $758 per person
$758
per person
found 1 day ago
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!

Reviewed on Aug 30, 2026

The Equinox Golf Resort And Spa
4.5-star property

The Equinox Golf Resort And Spa

7.4/10 Good! (667 reviews)

Nov 12 - Nov 16

4 night stay

Pittsburgh (PIT) to Albany (ALB)

Southwest Airlines • Non-stop roundtrip • Coach
Price was $675, price is now $641 per person
$641
per person
found 1 day ago

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More About Flying To The Berkshires from Pittsburgh

Route Information for Flights from Pittsburgh to The Berkshires

Origin Airport IATA Code
PIT
Destination Airport IATA Code
ALB
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Pittsburgh to The Berkshires

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.