Search Cheap Flights to
Cummington

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Cummington Flights as Low as $102

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

Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 14 hours ago
$102
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 14 hours ago
Spirit Airlines
Thu, Aug 21 - Sun, Aug 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$106 Roundtrip, found 6 hours ago
$106
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Aug 21 from Orlando Intl. to Bradley Intl., returning Sun, Aug 24, priced at $106 found 6 hours ago
Breeze Airways
Fri, Aug 29 - Sat, Aug 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sat, Aug 30, priced at $110 found 1 hour ago
Frontier Airlines
Fri, Aug 29 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $110 just found
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $112 found 2 hours ago
Spirit Airlines
Fri, Aug 1 - Fri, Aug 8
MCO
Orlando Intl.
BOS
Logan Intl.
$113 Roundtrip, just found
$113
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Aug 1 from Orlando Intl. to Logan Intl., returning Fri, Aug 8, priced at $113 just found
Breeze Airways
Thu, Aug 21 - Sun, Aug 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$114 Roundtrip, found 6 hours ago
$114
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Aug 21 from Orlando Intl. to Bradley Intl., returning Sun, Aug 24, priced at $114 found 6 hours ago
Frontier Airlines
Fri, Aug 29 - Sat, Aug 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$114 Roundtrip, found 1 hour ago
$114
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sat, Aug 30, priced at $114 found 1 hour ago
Breeze Airways
Sat, Aug 16 - Sat, Aug 16
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Aug 16 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 16, priced at $117 just found
Breeze Airways
Fri, Aug 29 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $118 just found
Breeze Airways
Thu, Aug 21 - Sun, Aug 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$119 Roundtrip, found 6 hours ago
$119
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Aug 21 from Orlando Intl. to Bradley Intl., returning Sun, Aug 24, priced at $119 found 6 hours ago
Breeze Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$120 Roundtrip, found 2 hours ago
$120
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $120 found 2 hours ago
JetBlue Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $137 found 2 hours ago
Delta
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Delta flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $157 just found
American Airlines
Fri, Aug 29 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$159 Roundtrip, just found
$159
Roundtrip
just found
Select American Airlines flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $159 just found
United
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$201 Roundtrip, just found
$201
Roundtrip
just found
Select United flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $201 just found

Cheap Flights to Cummington

Fall in love at first flight with your vacation to Cummington 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 Cummington on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Cummington

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Cummington 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 CEF airport.

What is the cheapest month to fly to Cummington?

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 Cummington are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Cummington?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Cummington.

What airport is best to fly into Cummington?

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

How much are flights to Cummington?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Cummington on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $102, 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 Cummington?

The trick to saving a stack of cash on your flight to Cummington? 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 $102 right now, why wait?

Cummington Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$97

Last Minute Hotel Deals in Cummington

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,247 reviews)
"Third time staying love the pool, and the staff is always ready to help with a smile. This has become our family’s spot. Kudos to housekeeping for the great job they do. A++"

Reviewed on Jul 17, 2025

Get rates
D. Hotel Suites & Spa
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,885 reviews)
"This is a great get away! Beautiful atmosphere and lots of variety of activities"

Reviewed on Jul 17, 2025

Get rates
Vacation Village in the Berkshires
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 room service. Our guests praise the helpful staff in our reviews. Popular attractions Mullins ...
8.6/10 Excellent! (1,007 reviews)
"Located in the heart of UMass Amherst campus, the convenience to the college is unsurpassed. The staff welcomed us, accommodated all our requests, was friendly and genuine. The rooms were clean, comfortable, and had everything needed. A++++ one of the friendliest and comfortable places I’ve stayed ..."

Reviewed on Jul 19, 2025

Get rates
Hotel UMass
Comfort Inn & Suites

Comfort Inn & Suites

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 ...
9.2/10 Wonderful! (1,001 reviews)
"Great room"

Reviewed on Jul 18, 2025

Get rates
Comfort Inn & Suites
Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

2.5 out of 5
9 Greenfield Rd, South Deerfield, MA
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
7/10 Good! (1,002 reviews)
"It was clean and served our purpose just fine"

Reviewed on Jul 14, 2025

Get rates
Red Roof Inn PLUS+ South Deerfield – Amherst
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
9.6/10 Exceptional! (470 reviews)
"My daughter and I stayed here overnight for a Williams visit. Very convenient, upscale hotel - basically in the middle of campus. My daughter did not like the modern farmhouse vibe, but I thought it worked well with the location."

Reviewed on Jul 18, 2025

Get rates
The Williams Inn
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! (640 reviews)
"We enjoyed the unique character and flavor of the hotel!"

Reviewed on Jul 19, 2025

Get rates
Berkshires Untold
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (823 reviews)
Very solid spot
"Great spot for exploring the area. Walking distance to downtown, and easy drive to nature, which is why I was in town w/ friends. Only complaint is that the hot water ran out really fast in the showers the days we were there"

Reviewed on Jul 16, 2025

Get rates
Holiday Inn & Suites Pittsfield-Berkshires by IHG
See all 918 properties in Cummington
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.