
Popular airlines from Toronto to Gloucester
- Air Canada
Air Canada
- American Airlines
American Airlines
- Delta
Delta
- United
United
- Porter Airlines
Porter Airlines
- Air Transat
Air Transat
- Plan, book, fly with confidence
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Find available prices by choosing your travel dates.
Cheap Flights from Toronto to Gloucester (YTO-BOS)
Prices were available within the past 7 days and start at $134 for one-way flights and $224 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jun 6 - Sun, Jun 8
YTZ
Toronto
BOS
Boston
$224 Roundtrip, just found
$224
Roundtrip
just found

Fri, Jun 6 - Sun, Jun 8
YTZ
Toronto
BOS
Boston
$230 Roundtrip, just found
$230
Roundtrip
just found

Wed, May 28 - Sun, Jun 1
YKF
Kitchener
BOS
Boston
$230 Roundtrip, just found
$230
Roundtrip
just found

Wed, May 28 - Sun, Jun 1
YYZ
Toronto
BOS
Boston
$231 Roundtrip, just found
$231
Roundtrip
just found

Mon, Sep 29 - Fri, Oct 3
YYZ
Toronto
BOS
Boston
$244 Roundtrip, found 4 days ago
$244
Roundtrip
found 4 days ago

Tue, Jun 3 - Sat, Jun 7
YYZ
Toronto
BOS
Boston
$256 Roundtrip, found 2 hours ago
$256
Roundtrip
found 2 hours ago
Find the cheapest month to fly from Toronto (YTO) to Boston (BOS)
March is typically the cheapest month to fly
From $198 - $245 per traveler.
Graph displaying average flight prices per month
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Lodging
- Hotels near Sargent House Museum
- Hotels near Gloucester Unitarian Universalist Church
- Hotels near Cape Ann Historical Museum
- Hotels near Capt Bill & Sons Whale Watch
- Hotels near Cape Ann Museum
- Hotels near Maritime Gloucester
- Hotels near Fishermen's Memorial Monument
- Hotels near Gloucester Station
- Condo Rentals in Gloucester Station
- Hotels near Schooner Adventure
- Hotels near Rocky Neck Art Colony
- Hotels near Ten Pound Lighthouse
- Hotels near The Gorton Theatre
- Hotels near Half Moon Beach
- Hotels near Stage Fort Park
- Boston Hotels
- Hotels near Niles Beach
- Hotels near Good Harbor Beach
- Hotels near Dogtown
- Hotels near Ravenswood Park
- Hotels near West Gloucester Station
- Hotels near Eastern Point Lighthouse
- Hotels near Hammond Castle
- North Shore Hotels
- Oceanfront Hotels in North Shore
- Hotels near Long Beach
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Packages
- Sargent House Museum
- Gloucester Unitarian Universalist Church
- Cape Ann Historical Museum
- Capt Bill & Sons Whale Watch
- Maritime Gloucester
- Fishermen's Memorial Monument
- Schooner Adventure
- Rocky Neck Art Colony
- Half Moon Beach
- Stage Fort Park
- Good Harbor Beach
- Hammond Castle
- Niles Beach
- Dogtown
- Ravenswood Park
- Eastern Point Lighthouse
- Wingaersheek Beach
- Long Beach
- North Shore Vacations
- Visit North Shore
*Available to One Key members.