Flights To Hampshire County - Cheap Flights Starting at CA $96

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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.

Mon, Aug 31 - Tue, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $193 Roundtrip, found 15 hours ago
CA $193
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Mon, Aug 31 from Orlando Intl. to Bradley Intl., returning Tue, Sep 1, priced at CA $193 found 15 hours ago
Fri, Jun 5 - Mon, Jun 8
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $218 Roundtrip, found 3 days ago
CA $218
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jun 5 from Orlando Intl. to Bradley Intl., returning Mon, Jun 8, priced at CA $218 found 3 days ago
Sat, Jun 6 - Wed, Jun 10
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $220 Roundtrip, found 7 hours ago
CA $220
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to Bradley Intl., returning Wed, Jun 10, priced at CA $220 found 7 hours ago
Sun, Sep 20 - Mon, Sep 28
TPA
Tampa Intl.
BDL
Bradley Intl.
CA $245 Roundtrip, found 3 days ago
CA $245
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, Sep 20 from Tampa Intl. to Bradley Intl., returning Mon, Sep 28, priced at CA $245 found 3 days ago
Fri, Jun 5 - Mon, Jun 8
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $326 Roundtrip, found 3 days ago
CA $326
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jun 5 from Orlando Intl. to Bradley Intl., returning Mon, Jun 8, priced at CA $326 found 3 days ago
Fri, Jun 5 - Mon, Jun 8
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $354 Roundtrip, found 3 days ago
CA $354
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Jun 5 from Orlando Intl. to Bradley Intl., returning Mon, Jun 8, priced at CA $354 found 3 days ago
Fri, Jun 5 - Mon, Jun 8
MCO
Orlando Intl.
BDL
Bradley Intl.
CA $381 Roundtrip, found 3 days ago
CA $381
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Jun 5 from Orlando Intl. to Bradley Intl., returning Mon, Jun 8, priced at CA $381 found 3 days ago
Thu, Aug 13 - Mon, Aug 17
MCO
Orlando Intl.
ORH
Worcester Regional
CA $403 Roundtrip, found 2 days ago
CA $403
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Orlando Intl. to Worcester Regional, returning Mon, Aug 17, priced at CA $403 found 2 days ago
Tue, Jun 16 - Wed, Jun 17
YYZ
Pearson Intl.
ORH
Worcester Regional
CA $538 Roundtrip, found 2 days ago
CA $538
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Jun 16 from Pearson Intl. to Worcester Regional, returning Wed, Jun 17, priced at CA $538 found 2 days ago
Wed, Aug 12 - Wed, Aug 19
YYZ
Pearson Intl.
BDL
Bradley Intl.
CA $711 Roundtrip, found 2 days ago
CA $711
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 12 from Pearson Intl. to Bradley Intl., returning Wed, Aug 19, priced at CA $711 found 2 days ago
Sat, Sep 5 - Sat, Sep 26
YWG
Winnipeg James Armstrong Richardson Intl.
BDL
Bradley Intl.
CA $719 Roundtrip, found 22 hours ago
CA $719
Roundtrip
found 22 hours ago
Select Delta flight, departing Sat, Sep 5 from Winnipeg James Armstrong Richardson Intl. to Bradley Intl., returning Sat, Sep 26, priced at CA $719 found 22 hours ago
OriginDestinationTravel datesFlights from*
LAXWindsor LocksAugust 27 to August 30CA $373
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXWindsor LocksMay 30 to June 1CA $593
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Gardner Inn
2.0-star property

Gardner Inn

Jul 15 - Jul 17

2 night stay

Vancouver (YVR) to Worcester (ORH)

JetBlue Airways • Coach

Worcester (ORH) to Vancouver (YVR)

Air Canada • Coach
Price was CA $832, price is now CA $811 per person
CA $811
per person
found 16 hours ago
The Colonial Hotel
3.0-star property

The Colonial Hotel

Jul 15 - Jul 17

2 night stay

Vancouver (YVR) to Worcester (ORH)

JetBlue Airways • Coach

Worcester (ORH) to Vancouver (YVR)

Air Canada • Coach
Price was CA $932, price is now CA $898 per person
CA $898
per person
found 16 hours ago
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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.
8.8/10 Excellent! (1,005 reviews)
"Excellent stay"

Reviewed on May 23, 2026

Opens in a new windowHotel UMass
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 out of 5
117 Conz St Northampton MA
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Spare Time Bowling and Northampton Center For The Arts are located nearby.
7.2/10 Good! (1,001 reviews)
"In need of a complete renovation, especially motel part. Very tired and dated. All the air around the doors smells like smoke. Everything is in disrepair, stains on the bed cover. We booked a king with a pullout couch but couch was not a pullout. Very sad and ridiculously expensive for what it is ..."

Reviewed on May 19, 2026

Opens in a new windowQuality Inn & Suites Northampton - Amherst
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 Autobahn and Cinemark At Hampshire Mall are located nearby.
9.4/10 Exceptional! (1,005 reviews)
"Clean, well run hotel"

Reviewed on May 25, 2026

Opens in a new windowComfort Inn & Suites Hadley - Amherst
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The Ellery

The Ellery

3.5 out of 5
259 Elm Street Northampton MA
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 staff in our reviews. Popular attractions Smith College Botanic Garden and Lyman Conservatory are located nearby.
9.2/10 Wonderful! (1,001 reviews)
"The best thing about this property is the location, meaning it’s close to Smith College and a nice walk to downtown (if you don’t mind a relatively long hilly walk, which I like). The room was clean and the bed was comfortable, and it was quiet. The negatives were a somewhat absent and disinterested ..."

Reviewed on May 24, 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.

Frequently asked questions

How much is the cheapest flight to Hampshire County?
A roundtrip flight to Hampshire County cost as little as CA $193 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 August. 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 CA $193. 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 CA $193 and CA $719 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.