Cheap Flights to Essex County from $51 (2026/2027)

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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 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at $107 found 3 days ago
Sat, Oct 31 - Sat, Oct 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 31, priced at $112 found 2 days ago
Thu, Jan 7 - Thu, Jan 14
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$112 Roundtrip, found 4 hours ago
$112
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Jan 14, priced at $112 found 4 hours ago
Sat, Oct 31 - Sat, Oct 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 4 hours ago
$117
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 31, priced at $117 found 4 hours ago
Sat, Oct 3 - Wed, Oct 7
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Oct 3 from Ronald Reagan Washington National to Logan Intl., returning Wed, Oct 7, priced at $117 found 1 hour ago
Sat, Oct 31 - Sat, Oct 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 31, priced at $122 found 4 days ago
Thu, Dec 3 - Sun, Dec 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 11 hours ago
$127
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 6, priced at $127 found 11 hours ago
Sat, Sep 12 - Sat, Oct 3
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$145 Roundtrip, found 4 hours ago
$145
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sat, Sep 12 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Oct 3, priced at $145 found 4 hours ago
Sat, Oct 3 - Wed, Oct 7
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$171 Roundtrip, found 1 hour ago
$171
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Oct 3 from Ronald Reagan Washington National to Logan Intl., returning Wed, Oct 7, priced at $171 found 1 hour ago
Sat, Oct 31 - Tue, Nov 3
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$193 Roundtrip, found 12 hours ago
$193
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sat, Oct 31 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Tue, Nov 3, priced at $193 found 12 hours ago
Sat, Dec 5 - Sat, Dec 12
MCO
Orlando Intl.
BOS
Logan Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Dec 5 from Orlando Intl. to Logan Intl., returning Sat, Dec 12, priced at $200 found 1 day ago

Best Essex County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Nov 19 - Nov 22

3 night stay

Dallas (DFW) to Boston (BOS)

JetBlue Airways • Non-stop • Coach

Boston (BOS) to Dallas (DFW)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,331, price is now $691 per person
$691
per person
found 1 day ago
Raffles Boston
5.0-star property

Raffles Boston

Nov 5 - Nov 10

5 night stay

Dallas (DFW) to Boston (BOS)

Southwest Airlines • Coach

Boston (BOS) to Dallas (DFW)

JetBlue Airways • Coach
Save 100% on your flight
Price was $2,809, price is now $1,785 per person
$1,785
per person
found 1 day ago
Fairmont Copley Plaza, Boston
4.5-star property

Fairmont Copley Plaza, Boston

Sep 17 - Sep 20

3 night stay

Dallas (DFW) to Boston (BOS)

JetBlue Airways • Non-stop • Coach

Boston (BOS) to Dallas (DFW)

Frontier Airlines • Non-stop • Coach
Price was $1,807, price is now $1,157 per person
$1,157
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Dallas to Essex County
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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.
8.2/10 Very Good! (2,553 reviews)
"I liked the location of the hotel. The restaurant was nice and reasonable prices. The not so great part was , the arcade was closed the entire time we were their. The Women at the front desk were in need for more help and looked very overwelmed. The smell inmy room# 747 was musty from AC. I heard ..."

Reviewed on Aug 25, 2026

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! (1,102 reviews)
"The room was comfortable. TV was terrible. You could not navigate the menu, you could not use bluetooth to stream anything from your phone and there were only 8 channels available to watch."

Reviewed on Aug 25, 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! (1,204 reviews)
"Staff was friendly"

Reviewed on Aug 23, 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 $107 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. $107 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 $107 and $200 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.
How long is the average flight to Essex County?
Here are a number of preferred direct flights to Essex County plus their average journey times:

  • Chicago, IL (ORD-O'Hare Intl.) to Logan Intl. Airport (BOS) - 2 hours and 23 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 51 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 2 hours and 56 minutes

What can I expect on a flight to Essex County?
This mostly depends on your carrier and the duration of your flight. Many airlines provide warm meals, snacks and entertainment on long-haul journeys. Whether you're chasing business class flights to Essex County or cheap flights for family vacations, you'll be well looked after from takeoff to touchdown.