Flights To Essex County - Cheap Flights Starting at CA $71

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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.

Thu, Nov 19 - Sun, Dec 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
CA $140 Roundtrip, found 1 hour ago
CA $140
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 6, priced at CA $140 found 1 hour ago
Thu, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
CA $148 Roundtrip, found 4 days ago
CA $148
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $148 found 4 days ago
Sat, Nov 7 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $168 Roundtrip, found 1 day ago
CA $168
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $168 found 1 day ago
Sat, Nov 7 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $175 Roundtrip, just found
CA $175
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $175 just found
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $176 Roundtrip, found 4 days ago
CA $176
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 14, priced at CA $176 found 4 days ago
Thu, Nov 5 - Sat, Nov 7
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $199 Roundtrip, found 6 hours ago
CA $199
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 7, priced at CA $199 found 6 hours ago
Thu, Nov 5 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $209 Roundtrip, found 1 day ago
CA $209
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $209 found 1 day ago
Wed, Nov 4 - Sat, Nov 14
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $219 Roundtrip, found 20 hours ago
CA $219
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Nov 4 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 14, priced at CA $219 found 20 hours ago
Thu, Sep 3 - Mon, Sep 7
YXX
Abbotsford Intl.
BOS
Logan Intl.
CA $316 Roundtrip, found 18 hours ago
CA $316
Roundtrip
found 18 hours ago
Select WestJet flight, departing Thu, Sep 3 from Abbotsford Intl. to Logan Intl., returning Mon, Sep 7, priced at CA $316 found 18 hours ago
Thu, Sep 3 - Thu, Sep 17
YVR
Vancouver Intl.
BOS
Logan Intl.
CA $321 Roundtrip, found 12 hours ago
CA $321
Roundtrip
found 12 hours ago
Select WestJet flight, departing Thu, Sep 3 from Vancouver Intl. to Logan Intl., returning Thu, Sep 17, priced at CA $321 found 12 hours ago
Sat, Sep 12 - Sun, Sep 13
YTZ
Billy Bishop Toronto City
BOS
Logan Intl.
CA $330 Roundtrip, just found
CA $330
Roundtrip
just found
Select Porter Airlines flight, departing Sat, Sep 12 from Billy Bishop Toronto City to Logan Intl., returning Sun, Sep 13, priced at CA $330 just found
Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Nov 11 - Nov 13

2 night stay

Montreal (YMQ) to Boston (BOS)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $1,804, price is now CA $1,246 per person
CA $1,246
per person
found 1 day ago
Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Sep 4 - Sep 7

3 night stay

Montreal (YMQ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $3,051, price is now CA $2,191 per person
CA $2,191
per person
found 1 day ago
The Mansion at Ocean Edge
4.0-star property

The Mansion at Ocean Edge

Oct 7 - Oct 13

6 night stay

Toronto (YYZ) to Boston (BOS)

Delta • Coach

Boston (BOS) to Toronto (YYZ)

Cape Air • Coach
Price was CA $6,432, price is now CA $4,693 per person
CA $4,693
per person
found 23 hours ago
Don't see what you're looking for?
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Travelers ❤️ These Essex County 🏨

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 Glen Magna Farms are located nearby.
Opens in a new windowDoubleTree by Hilton Boston North Shore
Holiday Inn Hotel & Suites Boston - Peabody by IHG

Holiday Inn Hotel & Suites Boston - Peabody by IHG

3 out of 5
1 Newbury St Peabody MA
Book a stay at this business-friendly hotel in Peabody. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Salem Witch Museum and Salem Common are located nearby.
Opens in a new windowHoliday Inn Hotel & Suites Boston - Peabody by IHG
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, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Witch Museum and Salem Common are located nearby.
8.6/10 Excellent! (1,089 reviews)
"Amazing place to stay We loved it for our overnight"

Reviewed on Aug 22, 2026

Opens in a new windowSonesta Select Boston Danvers
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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 Revere Beach are located nearby.
8.6/10 Excellent! (1,202 reviews)
"Great room. A little road noise but great room!"

Reviewed on Aug 22, 2026

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 $140 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 20 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 $140 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 $140 and CA $330 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.