Flights To Essex County - Cheap Flights Starting at CA $91

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Gloucester

Flights
Gloucester

How Much Does it Cost To Fly To Essex County?

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

Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
BOS
Logan Intl.
CA $227 Roundtrip, found 7 hours ago
CA $227
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 14, priced at CA $227 found 7 hours ago
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
BOS
Logan Intl.
CA $241 Roundtrip, found 7 hours ago
CA $241
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 14, priced at CA $241 found 7 hours ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $245 Roundtrip, found 1 day ago
CA $245
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 24 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 31, priced at CA $245 found 1 day ago
Wed, Oct 21 - Sat, Oct 31
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $281 Roundtrip, found 1 day ago
CA $281
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Oct 21 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 31, priced at CA $281 found 1 day ago
Sat, Nov 14 - Tue, Nov 17
TPA
Tampa Intl.
BOS
Logan Intl.
CA $341 Roundtrip, found 17 hours ago
CA $341
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sat, Nov 14 from Tampa Intl. to Logan Intl., returning Tue, Nov 17, priced at CA $341 found 17 hours ago
Thu, Nov 26 - Thu, Dec 3
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $346 Roundtrip, found 7 hours ago
CA $346
Roundtrip
found 7 hours ago
Select Air Canada flight, departing Thu, Nov 26 from Pearson Intl. to Logan Intl., returning Thu, Dec 3, priced at CA $346 found 7 hours ago
Thu, Dec 10 - Fri, Dec 11
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $360 Roundtrip, found 13 hours ago
CA $360
Roundtrip
found 13 hours ago
Select Air Canada flight, departing Thu, Dec 10 from Billy Bishop Toronto City to Logan Intl., returning Fri, Dec 11, priced at CA $360 found 13 hours ago
Tue, Nov 17 - Mon, Nov 23
MCO
Orlando Intl.
BOS
Logan Intl.
CA $369 Roundtrip, found 4 days ago
CA $369
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Nov 17 from Orlando Intl. to Logan Intl., returning Mon, Nov 23, priced at CA $369 found 4 days ago
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
BOS
Logan Intl.
CA $381 Roundtrip, found 7 hours ago
CA $381
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Sat, Nov 7 from Orlando Intl. to Logan Intl., returning Sat, Nov 14, priced at CA $381 found 7 hours ago
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Jan 1 - Jan 3

2 night stay

Ottawa (YOW) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $1,801, price is now CA $1,278 per person
CA $1,278
per person
found 17 hours ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Nov 12 - Nov 15

3 night stay

Toronto (YYZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Save 100% on your flight
Price was CA $2,753, price is now CA $1,963 per person
CA $1,963
per person
found 12 hours ago
Mandarin Oriental, Boston
5.0-star property

Mandarin Oriental, Boston

Nov 12 - Nov 15

3 night stay

Toronto (YYZ) to Boston (BOS)

Air Canada • Roundtrip • Coach
Save 100% on your flight
Price was CA $2,803, price is now CA $2,037 per person
CA $2,037
per person
found 12 hours ago
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Travelers ❤️ These Essex County 🏨

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
275 Independence Way Danvers MA
Book a stay at this business-friendly hotel in Danvers. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Witch Museum and Rebecca Nurse Homestead are located nearby.
8.6/10 Excellent! (1,140 reviews)
"/"

Reviewed on Oct 7, 2026

Opens in a new windowSonesta Select Boston Danvers
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
50 Ferncroft Rd Danvers MA
Book a stay at this golf hotel in Danvers. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Putnam House are located nearby.
8.2/10 Very good! (2,557 reviews)
"Staff was great, hotel pretty outdated though not the best Hilton I’ve stayed in."

Reviewed on Oct 8, 2026

Opens in a new windowDoubleTree by Hilton Boston North Shore
Methuen Inn and Conference Center

Methuen Inn and Conference Center

2.5 out of 5
159 Pelham Street Methuen MA
Stay at this hotel in Methuen. Enjoy free WiFi, free parking, and room service. Popular attractions Methuen Memorial Music Hall and Greycourt State Park are located nearby.
Opens in a new windowMethuen Inn and Conference Center
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Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
999 Broadway Saugus MA
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and MarketStreet Lynnfield are located nearby.
Opens in a new windowHoliday Inn Express Boston - Saugus by IHG
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 Essex County?
To give you an idea of prices, the cheapest roundtrip flight to Essex County was CA $227 during the last seven days. A great way to bag a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Essex County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Essex County?
Put together your itinerary and then jet away with one of the 17 airlines that fly to Essex County. Consider booking a seat with the popular air carrier, American Airlines. It offers around 325 flights every month to Haverhill, Essex County's gateway city, so finding your perfect fare should be a cinch.
What is the cheapest month to fly to Essex County?
Based on Travelocity's direct return flight demand from January to December last year, November is the cheapest period to fly to Essex County. Search for flights during this month and get a top deal today.
How can I check my flight status to Essex County?
"Trips" can fill you in when it comes to information about your flight to Essex County. This handy portal allows you to manage everything in the one place, from checking your flight status to making changes to your itinerary. Click on Trips at the top right of the Travelocity homepage and then sign in or create an account. You can also download the Travelocity app and access your information while you're out and about. Whether you've got the family flying with you or you're wandering on your own, all your travel plans are right at your fingertips.
How do I find the best deals on flights to Essex County?
Here are some tips — book in advance, avoid vacation periods and be flexible with your travel dates. If your dates aren't set in stone, search for your flight to Essex County on Travelocity and click on "Flexible dates" at the top of the page. This will show you any cheaper tickets on a nearby day. CA $227 was the lowest price paid for a return flight to Essex County in the last seven days. 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 Essex County with Travelocity?
Start packing today and prepare to jet off with Travelocity. It's our job to find you fantastic deals on cheap flights to Essex County. Whether you're looking for airfares with flexible cancellation policies or cheap family flights from budget carriers, we can make it happen.
What are the most popular flight routes to Essex County?
As a leading destination for travelers, it's easy to find flights to Essex County. Browse this list of popular routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Logan Intl. Airport (BOS) - 3,514 flights a month.
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 3,419 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 3,193 flights a month.

How much is a flight to Essex County on average?
Roundtrip flights to Essex County cost between CA $227 and CA $381 in the last seven days. When you find a price that works for you, grab it fast. Cheap deals don't hang around forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.