$66 Cheap flights to Hampshire County

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Top places to visit in Hampshire County

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

Amherst
A mountainous landscape with autumn foliage and a lake.
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Hadley

Hadley

Cheap flights to Hampshire County from $66 One Way, $112 Round Trip

$112 return flights and $66 one-way flights to Hampshire County 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 2 days ago
$112
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Dec 4 from Pittsburgh to Hartford, returning Mon, Dec 7, priced at $112 found 2 days ago
Wed, Dec 2 - Mon, Dec 7
MCO
Orlando
BDL
Hartford
$162 Roundtrip, found 16 hours ago
$162
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Wed, Dec 2 from Orlando to Hartford, returning Mon, Dec 7, priced at $162 found 16 hours ago
Thu, Oct 29 - Mon, Nov 2
FLL
Fort Lauderdale
BDL
Hartford
$164 Roundtrip, found 12 hours ago
$164
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Oct 29 from Fort Lauderdale to Hartford, returning Mon, Nov 2, priced at $164 found 12 hours ago
Thu, Dec 24 - Thu, Dec 31
MCO
Orlando
BDL
Hartford
$214 Roundtrip, found 3 hours ago
$214
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Dec 24 from Orlando to Hartford, returning Thu, Dec 31, priced at $214 found 3 hours ago
Thu, Oct 29 - Mon, Nov 2
FLL
Fort Lauderdale
BDL
Hartford
$223 Roundtrip, found 3 days ago
$223
Roundtrip
found 3 days ago
Select United flight, departing Thu, Oct 29 from Fort Lauderdale to Hartford, returning Mon, Nov 2, priced at $223 found 3 days ago
Thu, Nov 26 - Mon, Dec 7
FLL
Fort Lauderdale
BDL
Hartford
$223 Roundtrip, found 5 days ago
$223
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Nov 26 from Fort Lauderdale to Hartford, returning Mon, Dec 7, priced at $223 found 5 days ago
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Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LAXWindsor LocksOctober 17 to October 24$422
PDXWindsor LocksOctober 16 to October 19$675
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Hampshire County Accommodation Deals

Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
Fully refundable
$144 nightly
The price is $161 total per night from Oct 26 to Oct 27
$161 total
Oct 26 - Oct 27
Total with taxes and fees
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 ...
Opens in a new windowHotel UMass
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $184 total per night from Oct 14 to Oct 15
$184 total
Oct 14 - Oct 15
Total with taxes and fees
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 ...
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
Fully refundable
$118 nightly
The price is $132 total per night from Nov 4 to Nov 5
$132 total
Nov 4 - Nov 5
Total with taxes and fees
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 ...
9.2/10 Wonderful! (1,000 reviews)
"The room and bath were clean. The bed is comfortable. The tv show selection is seriously lacking. Breakfast choices are excellent but the coffee is unbelievably weak. Plus, where is the whole milk?"

Reviewed on Oct 6, 2026

Opens in a new windowComfort Inn & Suites Hadley - Amherst
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Inn on Boltwood

Inn on Boltwood

3 out of 5
30 Boltwood Ave. Amherst MA
Fully refundableReserve now, pay when you stay
$229 nightly
The price is $256 total per night from Nov 1 to Nov 2
$256 total
Nov 1 - Nov 2
Total with taxes and fees
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. ...
9.4/10 Exceptional! (887 reviews)
"We had an a very nice stay. Lovely accommodations The staff is top notch. They were always polite, professional and helpful. The grounds are well manicured and lovely. The inn is conveniently located and within walking distance to downtown. We would return."

Reviewed on Oct 10, 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.

Family Friendly Hotels in Hampshire County

The Ellery

The Ellery

3.5 out of 5
259 Elm Street Northampton MA
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $141 total per night from Oct 28 to Oct 29
$141 total
Oct 28 - Oct 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,002 reviews)
"Clean and elegant design, the staff and atmosphere were warm and inviting. Breakfast was simple and delicious. I wished I could stay longer and would definitely stay again. Best motel in my opinion. They pay attention to detail."

Reviewed on Oct 11, 2026

Opens in a new windowThe Ellery
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.

Need a Car For After Your Flight?

Special

Vehicle determined upon pick-up Compact or Larger
  • 5 people
  • Unlimited mileage
Windsor Locks, Connecticut, USA
Vehicle determined upon pick-up Compact or Larger

$84

$346 total
found 4 days ago
Special Vehicle determined upon pick-up Compact or Larger

Economy

Mitsubishi Mirage
  • 4 people
  • Unlimited mileage
Windsor Locks, Connecticut, USA
Mitsubishi Mirage

$85

$349 total
found 4 days ago
Economy Mitsubishi Mirage

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
Windsor Locks, Connecticut, USA
Nissan Versa

$90

$367 total
found 4 days ago
Compact Nissan Versa

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
Windsor Locks, Connecticut, USA
Chrysler Pacifica

$90

$367 total
found 4 days ago
Mini Van Chrysler Pacifica
Lowest prices found within the past 4 days. Prices and availability subject to change. Additional terms may apply.

Hampshire County

Why search for low cost fares on your flights to Hampshire County when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Hampshire County

Orbitz offers massive discounts and substantial last-minute savings on your Hampshire County flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Hampshire County flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Hampshire County. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Hampshire County but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

How much is a flight to Hampshire County?
Loads of terrific deals were had this week, with return flights to Hampshire County ranging from $112 to $675. But it was passengers departing from Pittsburgh (PIT) who bagged the really big bargains. One-way tickets to Hampshire County started from a low $66.
How to book the cheapest flight to Hampshire County?
With some of the most exciting flight deals around, a bargain is always waiting for you with Orbitz. The following tips and hints will help you find cheap flights to Hampshire County — and leave you with more cash to play with:

  • Taking off from or landing at nearby airports can sometimes work out cheaper. Type in your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below to see what your options are.
  • Similarly, click on the 'Show flexible dates' option to compare the airfares on days around your selected departure. You may be able to find cheaper flight deals if your travel dates are flexible.
  • To filter your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also select your preferred departure and arrival times under 'Sort & Filter' to the left.
  • If you know your travel dates, lock in your flight. Airfares normally get more expensive as the departure date gets closer.
  • Think about bundling your hotels, flights and car rentals into a package deal with Orbitz to stretch your budget even further.
  • If it's an option, avoid traveling in peak seasons. Airfares often hit their highest during summer, school breaks and other vacation periods like Easter, Thanksgiving and Christmas.

How long is a flight to Hampshire County?
Flight lengths depend on where you're taking off from, whether that's the South, the Northern states or someplace else. Listed below are three of the major routes to Hampshire County and how long they take:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 10 minutes
  • Orlando, FL (MCO-Orlando Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 39 minutes
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) to Bradley Intl. Airport (BDL) - 1 hour and 25 minutes

What is the best time to book a flight to Hampshire County?
On average, the cheapest month to book a plane ticket is January. This is followed by February and August. When searching for a cheap flight to Hampshire County, be ready to book. Cheap deals emerge quickly and don't stick around!
What day of the week is the cheapest to book a flight to Hampshire County?
Land a fantastic flight deal by booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days of the week to pick up cheap seats to Hampshire County.
What is the cheapest day of the week to fly to Hampshire County?
According to Orbitz data from 2020, you should start your vacation on a Monday to get cheap flights to Hampshire County. Next cheapest day? Tuesday. Saturday will set you back the most. So, depart early in the week if you'd like to score a wallet-friendly fare without paying premium prices.
What is the cheapest month to fly to Hampshire County?
Get set to jet for less in August. This is generally the best month to take off if you want cheap flights to Hampshire County, according to Orbitz data. The costliest time to fly is June, so try to avoid this month if you're on a budget.
Which airlines allow free cancellation?
Life changes, and your ticket should be able to as well. That's why Orbitz makes it a cinch to search for fares with free cancellation and no change fees. Simply enter your departure and arrival points and then select "Filter by flexible change policies." How's that for peace of mind?
What do I need for the flight to Hampshire County?
The key to a smooth and comfortable flight is being well prepared. Here are some useful tips to help you get ready for your adventure:

  • Whether you print it out or use an electronic one, you'll need your boarding pass to step foot on the plane. You'll also need some kind of government-issued photo ID. If you're traveling internationally, make sure your passport is valid and you've looked into visa requirements.
  • Make time fly by even quicker on your short flight by packing the right gear. Think yummy snacks, bottled water and entertainment. If you want your journey to Hampshire County to pass peacefully, squeeze some noise-canceling headphones or earplugs into your carry-on bag too.
  • It can get cold on the plane. If you don't like the thought of shivering your way through the flight, wear an extra layer of clothes.

How many direct flights are there to Hampshire County?
You can jump aboard one of 175 flights that travel direct to Hampshire County every month. American Airlines, Delta Air Lines and Southwest Airlines are just a few of the carriers that will get you there comfortably in one stretch. United Airlines, JetBlue Airways and Spirit Airlines also fly to Hampshire County nonstop.
How do I get cheap first-class/business deals to Hampshire County?
Experienced travelers have honed the art of finding first or business-class flights to Hampshire County without the steep price tag. You can do the same with these helpful hints:

  • Flexibility isn't just useful in the gym. Avoid locking in your travel dates so you can pick up more affordable airfares when a sale pops up.
  • Plenty of low-cost airlines offer comfortable business-class seating that doesn't cost a bundle.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket with loyalty points.

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.