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Sheffield

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Sheffield Flights as Low as $139

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Tue, Aug 19 - Tue, Aug 26
MCO
Orlando Intl.
ALB
Albany Intl.
$139 Roundtrip, found 21 hours ago
$139
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Tue, Aug 19 from Orlando Intl. to Albany Intl., returning Tue, Aug 26, priced at $139 found 21 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$140 Roundtrip, just found
$140
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $140 just found
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $143 found 1 day ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$145 Roundtrip, just found
$145
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $145 just found
American Airlines
Wed, Sep 3 - Thu, Sep 4
MCO
Orlando Intl.
ALB
Albany Intl.
$146 Roundtrip, found 3 days ago
$146
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Albany Intl., returning Thu, Sep 4, priced at $146 found 3 days ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $148 found 1 day ago
American Airlines
Tue, Aug 19 - Tue, Aug 26
MCO
Orlando Intl.
ALB
Albany Intl.
$150 Roundtrip, found 21 hours ago
$150
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Aug 19 from Orlando Intl. to Albany Intl., returning Tue, Aug 26, priced at $150 found 21 hours ago
American Airlines
Tue, Aug 19 - Tue, Aug 26
MCO
Orlando Intl.
ALB
Albany Intl.
$161 Roundtrip, found 21 hours ago
$161
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Aug 19 from Orlando Intl. to Albany Intl., returning Tue, Aug 26, priced at $161 found 21 hours ago
Breeze Airways
Sun, Sep 7 - Sun, Sep 14
MCO
Orlando Intl.
ALB
Albany Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Sep 7 from Orlando Intl. to Albany Intl., returning Sun, Sep 14, priced at $161 found 1 day ago
Delta
Mon, Sep 15 - Wed, Sep 17
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Sep 15 from Ronald Reagan Washington National to Albany Intl., returning Wed, Sep 17, priced at $190 found 2 days ago
Delta
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $197 found 5 hours ago
United
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$207 Roundtrip, found 5 hours ago
$207
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $207 found 5 hours ago
Delta
Wed, Oct 15 - Wed, Oct 22
GSP
Greenville-Spartanburg Intl.
ALB
Albany Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Oct 15 from Greenville-Spartanburg Intl. to Albany Intl., returning Wed, Oct 22, priced at $237 found 4 days ago
Bargain Flight
Tue, Aug 12 - Tue, Aug 26
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Aug 12 from Sky Harbor Intl. to Albany Intl., returning Tue, Aug 26, priced at $277 found 1 day ago
Delta
Thu, Dec 25 - Tue, Jan 6
FCA
Glacier Park Intl.
ALB
Albany Intl.
$307 Roundtrip, found 6 days ago
$307
Roundtrip
found 6 days ago
Select Delta flight, departing Thu, Dec 25 from Glacier Park Intl. to Albany Intl., returning Tue, Jan 6, priced at $307 found 6 days ago
Alaska Airlines
Thu, Dec 25 - Tue, Jan 6
FCA
Glacier Park Intl.
ALB
Albany Intl.
$633 Roundtrip, found 6 days ago
$633
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Dec 25 from Glacier Park Intl. to Albany Intl., returning Tue, Jan 6, priced at $633 found 6 days ago

Cheap Flights to Sheffield

Fall in love at first flight with your vacation to Sheffield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Sheffield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Sheffield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Sheffield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Sheffield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the ALB airport.

What is the cheapest month to fly to Sheffield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Sheffield are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Sheffield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Sheffield.

What airport is best to fly into Sheffield?

When you’re planning your trip to Sheffield, convenience is the name of the game. Luckily, Sheffield Pittsfield Municipal Airport is nearby so you can deplane and get going on checking off everything on your Sheffield must-do list.

How much are flights to Sheffield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Sheffield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $139, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Sheffield?

The trick to saving a stack of cash on your flight to Sheffield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $139 right now, why wait?

Sheffield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$138

Last Minute Hotel Deals in Sheffield

Wilder House Berkshires

Wilder House Berkshires

2 out of 5
48 S Main Street, Sheffield, MA
Stay at this B&B in Sheffield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thom Reed UFO Monument Park and Lime Kiln Farm Wildlife ...
9.6/10 Exceptional! (26 reviews)
Lovely stay
"Brad was a terrific host in a perfect location to explore northwestern Connecticut and the Berkshires."

Reviewed on Jun 16, 2025

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Wilder House Berkshires
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (633 reviews)
"It was ok for a one night"

Reviewed on Jul 15, 2025

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Berkshires Untold
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street, South Lee, MA
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (673 reviews)
"Wonderful SPACIOUS spotless unit with full kitchen, table and chair set, lovely forest view deck, two bathrooms, separate bedrooms and a comfortable sleep sofa!! Only problem was that there was no elevator to take our pieces of luggage to the third level. And we are Senior citizens! Otherwise, a ..."

Reviewed on Jul 14, 2025

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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,013 reviews)
"Dependable and well located."

Reviewed on Jul 13, 2025

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The Yankee, Trademark Collection by Wyndham
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street, Stockbridge, MA
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,004 reviews)
"Live the front porch and dining room. We were first assigned a room in the Steven’s bldg. it was completely not up to standards. Musty smell , far from hotel and old dirty furniture. I complained to the front desk and was upgraded to a nicer building. Staff very cooperative. The pool was cloudy and ..."

Reviewed on Jul 13, 2025

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The Red Lion Inn
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
Stay at this 3.5-star hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.6/10 Excellent! (439 reviews)
Replace the shower head.
"Too much water wasted when taking a shower. Replace the shower head. The front desk guy was the nicest. Very attentive and service oriented."

Reviewed on Jul 15, 2025

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The Constance by the Lenox Collection
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (513 reviews)
"Great area, very reasonable."

Reviewed on Jul 11, 2025

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Berkshire Mountain Lodge
Quality Inn

Quality Inn

2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,006 reviews)
Nice get away
"We had a very nice stay , the staff was friendly , everything was very clean and quiet. The breakfast was great , I’d stay again."

Reviewed on Jul 13, 2025

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Quality Inn
See all 1,258 properties in Sheffield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.