$56 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 $56 One Way, $100 Round Trip

$100 return flights and $56 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 - Fri, Dec 11
MCO
Orlando
BDL
Hartford
$100 Roundtrip, found 16 hours ago
$100
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Dec 4 from Orlando to Hartford, returning Fri, Dec 11, priced at $100 found 16 hours ago
Mon, Jan 25 - Tue, Feb 2
RDU
Raleigh
BDL
Hartford
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Jan 25 from Raleigh to Hartford, returning Tue, Feb 2, priced at $117 found 1 hour ago
Thu, Jan 21 - Sun, Jan 24
FLL
Fort Lauderdale
BDL
Hartford
$167 Roundtrip, found 21 hours ago
$167
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Jan 21 from Fort Lauderdale to Hartford, returning Sun, Jan 24, priced at $167 found 21 hours ago
Sat, Oct 31 - Sat, Nov 7
TPA
Tampa
BDL
Hartford
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Oct 31 from Tampa to Hartford, returning Sat, Nov 7, priced at $170 found 2 days ago
Wed, Oct 14 - Mon, Oct 19
TPA
Tampa
BDL
Hartford
$220 Roundtrip, found 15 hours ago
$220
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Oct 14 from Tampa to Hartford, returning Mon, Oct 19, priced at $220 found 15 hours ago
Wed, Oct 14 - Mon, Oct 19
TPA
Tampa
BDL
Hartford
$220 Roundtrip, found 15 hours ago
$220
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Oct 14 from Tampa to Hartford, returning Mon, Oct 19, priced at $220 found 15 hours ago
Wed, Oct 28 - Mon, Nov 2
FLL
Fort Lauderdale
BDL
Hartford
$237 Roundtrip, found 18 hours ago
$237
Roundtrip
found 18 hours ago
Select United flight, departing Wed, Oct 28 from Fort Lauderdale to Hartford, returning Mon, Nov 2, priced at $237 found 18 hours ago
Sat, Dec 26 - Sat, Jan 2
MCO
Orlando
BDL
Hartford
$239 Roundtrip, found 17 hours ago
$239
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sat, Dec 26 from Orlando to Hartford, returning Sat, Jan 2, priced at $239 found 17 hours ago
Wed, Nov 4 - Wed, Nov 4
FLL
Fort Lauderdale
BDL
Hartford
$242 Roundtrip, found 2 days ago
$242
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Wed, Nov 4 from Fort Lauderdale to Hartford, returning Wed, Nov 4, priced at $242 found 2 days ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
LAXWindsor LocksSeptember 19 to September 25$487
PDXWindsor LocksSeptember 18 to September 25$782
HKGWindsor LocksSeptember 20 to September 24$1,501
*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
$144 nightly
The price is $161 total per night from Sep 27 to Sep 28
$161 total
Sep 27 - Sep 28
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 ...
8.8/10 Excellent! (1,015 reviews)
"Nice and helpful staffs. Had a pleasant stay"

Reviewed on Sep 15, 2026

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
$140 nightly
The price is $157 total per night from Sep 16 to Sep 17
$157 total
Sep 16 - Sep 17
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 ...
9.2/10 Wonderful! (1,004 reviews)
"Excellent location and parking Staff was outstanding."

Reviewed on Sep 13, 2026

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
$144 nightly
The price is $160 total per night from Sep 22 to Sep 23
$160 total
Sep 22 - Sep 23
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 ...
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
$195 nightly
The price is $217 total per night from Sep 16 to Sep 17
$217 total
Sep 16 - Sep 17
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! (870 reviews)
"perfect historic inn to stay while in this area restaurant is wonderful!"

Reviewed on Sep 14, 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
$129 nightly
The price is $144 total per night from Sep 16 to Sep 17
$144 total
Sep 16 - Sep 17
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 ...
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?

Compact

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

$27

$156 total
found 3 days ago
Compact Nissan Versa

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

$27

$157 total
found 3 days ago
Special Vehicle determined upon pick-up Compact or Larger

Economy

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

$27

$156 total
found 3 days ago
Economy Mitsubishi Mirage

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
Windsor Locks, Connecticut, USA
Toyota Corolla

$27

$159 total
found 3 days ago
Midsize Toyota Corolla
Lowest prices found within the past 3 days. Prices and availability subject to change. Additional terms may apply.

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 $100 to $1,501. But it was passengers departing from Raleigh (RDU) who bagged the really big bargains. One-way tickets to Hampshire County started from a low $56.
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.