Cheap Flights to Hampshire County from $61 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Hampshire County's top cities

A paved pathway flanked by red foliage and a wooden bridge.

Amherst

Flights
Amherst

How Much Does it Cost To Fly To Hampshire County?

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

Fri, Dec 4 - Sun, Dec 6
MYR
Myrtle Beach Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Dec 4 from Myrtle Beach Intl. to Bradley Intl., returning Sun, Dec 6, priced at $122 found 1 hour ago
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Bradley Intl., returning Mon, Dec 7, priced at $156 found 1 day ago
Fri, Dec 4 - Mon, Dec 7
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$165 Roundtrip, found 3 days ago
$165
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Dec 4 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Dec 7, priced at $165 found 3 days ago
Thu, Oct 29 - Sat, Nov 7
TPA
Tampa Intl.
BDL
Bradley Intl.
$167 Roundtrip, found 6 days ago
$167
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Oct 29 from Tampa Intl. to Bradley Intl., returning Sat, Nov 7, priced at $167 found 6 days ago
Tue, Nov 24 - Wed, Dec 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$204 Roundtrip, found 9 hours ago
$204
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Nov 24 from Orlando Intl. to Bradley Intl., returning Wed, Dec 2, priced at $204 found 9 hours ago
Sat, Dec 12 - Sat, Jan 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Dec 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Jan 9, priced at $223 found 1 day ago
Sat, Dec 12 - Sat, Jan 9
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Dec 12 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Jan 9, priced at $223 found 1 day ago
Thu, Nov 26 - Tue, Dec 1
MYR
Myrtle Beach Intl.
BDL
Bradley Intl.
$228 Roundtrip, found 5 days ago
$228
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Nov 26 from Myrtle Beach Intl. to Bradley Intl., returning Tue, Dec 1, priced at $228 found 5 days ago
OriginDestinationTravel DatesFlights From*
LAXWindsor LocksOctober 28 to November 3$245
PDXWindsor LocksNovember 18 to November 25$260
LAXWorcesterOctober 29 to November 5$559
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LAXWindsor LocksOctober 10 to October 12$598
*Prices include taxes and fees

Best Hampshire County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Colonial Hotel
3.0-star property

The Colonial Hotel

Oct 9 - Oct 12

3 night stay

Orlando (MCO) to Worcester (ORH)

Frontier Airlines • FirstClass

Worcester (ORH) to Orlando (MCO)

Delta • FirstClass
Price was $1,492, price is now $1,445 per person
$1,445
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Orlando to Hampshire County
View all trips

Travelers ❤️ These Hampshire County 🏨

Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and 5 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions Mullins Center and UMass Fine Arts Center are located nearby.
9/10 Wonderful! (1,014 reviews)
"Excellent"

Reviewed on Oct 6, 2026

Opens in a new windowHotel UMass
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Calvin Theatre and Performing Arts Center and Don Muller Gallery are located nearby.
Opens in a new windowHotel Northampton
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

2.5 out of 5
400 Russell St Hadley MA
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cinemark At Hampshire Mall and Warren McGuirk Alumni Stadium are located nearby.
9.2/10 Wonderful! (1,008 reviews)
"Hotel is very tired and basic in need of updates. Rooms especially."

Reviewed on Oct 6, 2026

Opens in a new windowComfort Inn & Suites Hadley - Amherst
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Inn on Boltwood

Inn on Boltwood

3 out of 5
30 Boltwood Ave. Amherst MA
Book a stay at this business-friendly hotel in Amherst. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Emily Dickinson Museum and Beneski Museum of Natural History are located nearby.
9.4/10 Exceptional! (886 reviews)
"Loved everything about my stay with one minor exception, the bath towels. The bath towels were not very absorbent."

Reviewed on Oct 5, 2026

Opens in a new windowInn on Boltwood
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.

Frequently asked questions

How much is the cheapest flight to Hampshire County?
A roundtrip flight to Hampshire County cost as little as $122 over the last seven days. Once you've selected your travel dates, we'll help you score a fantastic deal. This price was available on Travelocity for flights to Hampshire County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Hampshire County?
Splash out more money on epic adventures rather than airline tickets by zipping off to Hampshire County in December. This is the cheapest month to jet to this place based on Travelocity's direct return flight demand from January to December last year. Look through our list of flights and get away from it all on the cheap.
How can I check my flight status to Hampshire County?
Check on the status of your flight to Hampshire County, make amendments to your journey and much more from our "Trips" portal. Located at the top of the Travelocity homepage, it's the place to manage and view your bookings. All you have to do is sign in or create a new account. Wise wanderers will also enjoy the Travelocity app. You'll get alerts for any gate changes and flight delays, along with the ability to view deals on rental cars, hotels and activities while you're out and about. If you have family flying with you, it's also a quick way to share your flight info with each other.
How do I find the best deals on flights to Hampshire County?
It's always wise to book early, and if you can, avoid flying during high season. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. It's an easy way to compare prices for surrounding days. In the last seven days, the best price for a roundtrip flight to Hampshire County was $122. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Hampshire County with Travelocity?
Pack your bags and prepare for an epic trip with Travelocity. It's our goal to find you some top deals on cheap flights to Hampshire County. Whether you're chasing flexible airfares or cheap family flights from budget airlines, we can make it happen.
What are the most popular flight routes to Hampshire County?
If you have plans to book a flight to Hampshire County, here are some of the most popular routes that'll get you there:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 1,131 flights a month.
  • Chicago, IL (ORD-O'Hare Intl.) to Bradley Intl. Airport (BDL) - 1,048 flights a month.
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Bradley Intl. Airport (BDL) - 866 flights a month.

How much is a flight to Hampshire County on average?
Travelers were finding roundtrip flights to Hampshire County for between $122 and $598 with Travelocity in the last seven days. Whether you're looking to fly budget or business class, we'll help you land an awesome deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Hampshire County?
Take a peek at these leading routes to get a sense of the average duration of a direct flight to Hampshire County:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 15 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 9 minutes
  • Philadelphia, PA (PHL-Philadelphia Intl.) to Bradley Intl. Airport (BDL) - 1 hour and 12 minutes

What can I expect on a flight to Hampshire County?
The time your flight takes and whether you book with a budget or full-service carrier will determine what to expect on board. If you're looking for long-haul flights to Hampshire County, drinks, meals and entertainment should be included. Trying to find cheap flights for family vacations? Check out the deals from low-cost carriers. Generally, these airlines don't provide as many inclusions, or you'll need to pay an extra fee for them.