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Canaan

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Canaan Flights as Low as $107

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

Breeze Airways
Sat, May 10 - Tue, May 13
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 20 hours ago
$107
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Tue, May 13, priced at $107 found 20 hours ago
Breeze Airways
Sat, May 10 - Tue, May 13
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$112 Roundtrip, found 20 hours ago
$112
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Tue, May 13, priced at $112 found 20 hours ago
Breeze Airways
Sat, May 10 - Tue, May 13
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 20 hours ago
$117
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Tue, May 13, priced at $117 found 20 hours ago
Breeze Airways
Sat, May 10 - Mon, May 12
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Mon, May 12, priced at $122 found 4 days ago
Breeze Airways
Sat, May 10 - Mon, May 12
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Mon, May 12, priced at $127 found 4 days ago
Breeze Airways
Sat, May 10 - Tue, May 13
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$129 Roundtrip, found 20 hours ago
$129
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Tue, May 13, priced at $129 found 20 hours ago
JetBlue Airways
Tue, May 20 - Sat, May 24
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$141 Roundtrip, found 20 hours ago
$141
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Tue, May 20 from Southwest Florida Intl. to Bradley Intl., returning Sat, May 24, priced at $141 found 20 hours ago
American Airlines
Sat, May 10 - Mon, May 12
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$161 Roundtrip, found 4 days ago
$161
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Mon, May 12, priced at $161 found 4 days ago
United
Sat, May 10 - Tue, May 13
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$207 Roundtrip, found 20 hours ago
$207
Roundtrip
found 20 hours ago
Select United flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Tue, May 13, priced at $207 found 20 hours ago
American Airlines
Sun, Jun 15 - Mon, Jun 23
MIA
Miami Intl.
BDL
Bradley Intl.
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jun 15 from Miami Intl. to Bradley Intl., returning Mon, Jun 23, priced at $210 found 2 days ago
Spirit Airlines
Wed, Jul 30 - Sun, Aug 3
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$215 Roundtrip, found 4 days ago
$215
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Jul 30 from Southwest Florida Intl. to Bradley Intl., returning Sun, Aug 3, priced at $215 found 4 days ago
Delta
Sat, May 10 - Tue, May 13
RSW
Southwest Florida Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 20 hours ago
$217
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, May 10 from Southwest Florida Intl. to Bradley Intl., returning Tue, May 13, priced at $217 found 20 hours ago
Breeze Airways
Mon, Jun 23 - Fri, Jun 27
GSO
Piedmont Triad Intl.
BDL
Bradley Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jun 23 from Piedmont Triad Intl. to Bradley Intl., returning Fri, Jun 27, priced at $232 found 1 day ago
American Airlines
Tue, May 13 - Sat, May 24
SBP
San Luis Obispo County Regional
BDL
Bradley Intl.
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 13 from San Luis Obispo County Regional to Bradley Intl., returning Sat, May 24, priced at $264 found 1 day ago
Delta
Mon, Apr 21 - Sat, Apr 26
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$365 Roundtrip, found 23 hours ago
$365
Roundtrip
found 23 hours ago
Select Delta flight, departing Mon, Apr 21 from Ronald Reagan Washington National to Bradley Intl., returning Sat, Apr 26, priced at $365 found 23 hours ago
Alaska Airlines
Sat, May 17 - Sun, May 25
SBP
San Luis Obispo County Regional
BDL
Bradley Intl.
$636 Roundtrip, found 1 day ago
$636
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Sat, May 17 from San Luis Obispo County Regional to Bradley Intl., returning Sun, May 25, priced at $636 found 1 day ago

Cheap Flights to Canaan

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

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

Frequently Asked Questions About flights to Canaan

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

What is the cheapest month to fly to Canaan?

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 Canaan are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Canaan?

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 Canaan.

What airport is best to fly into Canaan?

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

How much are flights to Canaan?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Canaan on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $107, 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 Canaan?

The trick to saving a stack of cash on your flight to Canaan? 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 $107 right now, why wait?

Canaan Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$106

Last Minute Hotel Deals in Canaan

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $134 per night from Apr 28 to Apr 29
$134
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (619 reviews)
"Great deal for villa resort suite. Lots of space, great condition, great amenities, great location."

Reviewed on Apr 12, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $211 per night from Apr 20 to Apr 21
$211
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Quaint & hospitable!"

Reviewed on Apr 13, 2025

The Red Lion Inn
Quality Inn
Quality Inn
2.5 out of 5
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
The price is $75 per night from May 1 to May 2
$75
includes taxes & fees
May 1 - May 2
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,002 reviews)
"We like Great Barrington. This is a great location. This is a great value.. We will be back."

Reviewed on Mar 29, 2025

Quality Inn
Quality Inn
Quality Inn
2.5 out of 5
170 Housatonic Street, Lee, MA
The price is $95 per night from May 18 to May 19
$95
includes taxes & fees
May 18 - May 19
Book a stay at this business-friendly hotel in Lee. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,000 reviews)
"affordable hotel"

Reviewed on Apr 5, 2025

Quality Inn
The Litchfield Inn
The Litchfield Inn
4 out of 5
432 Bantam Road, Litchfield, CT
The price is $272 per night from Apr 21 to Apr 22
$272
includes taxes & fees
Apr 21 - Apr 22
Stay at this 4-star spa hotel in Litchfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (907 reviews)
"Service was outstanding and aimed to please."

Reviewed on Apr 15, 2025

The Litchfield Inn
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
The price is $139 per night from May 1 to May 2
$139
includes taxes & fees
May 1 - May 2
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (610 reviews)
"Staff was very nice and the room was clean and quiet."

Reviewed on Mar 28, 2025

Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Little Lion
The Little Lion
3 out of 5
506 Stockbridge Road, Great Barrington, MA
The price is $95 per night from May 1 to May 2
$95
includes taxes & fees
May 1 - May 2
Stay at this 3-star motel in Great Barrington. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (479 reviews)
"A cozy little inn! I recommend it!"

Reviewed on Apr 9, 2025

The Little Lion
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
The price is $151 per night from Apr 20 to Apr 21
$151
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (695 reviews)
"Stayed a week while working in the area. Staff was super friendly, rooms were clean & quiet, mattresses pretty comfortable. The only thing keeping it from a solid 5 stars was the breakfast is not so good. Watery eggs just aren't my jam."

Reviewed on Apr 10, 2025

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
See all 937 properties in Canaan
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.