$68 Cheap flights to Essex County

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Top places to visit in Essex County

A beach with a lifeguard tower, waves, and a large house with a tower on a rocky shore.
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Gloucester

Gloucester

Cheap flights to Essex County from $68 One Way, $132 Round Trip

$132 return flights and $68 one-way flights to Essex County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Apr 18 - Fri, Apr 30
PIE
St. Petersburg
PSM
Portsmouth
$132 Roundtrip, found 3 hours ago
$132
Roundtrip
found 3 hours ago
Select Allegiant Air flight, departing Sun, Apr 18 from St. Petersburg to Portsmouth, returning Fri, Apr 30, priced at $132 found 3 hours ago
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando
PSM
Portsmouth
$138 Roundtrip, found 3 days ago
$138
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando to Portsmouth, returning Sun, Dec 6, priced at $138 found 3 days ago
Wed, Dec 9 - Wed, Dec 16
MCO
Orlando
MHT
Manchester
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 9 from Orlando to Manchester, returning Wed, Dec 16, priced at $142 found 1 day ago
Sat, Jan 23 - Sat, Jan 30
MCO
Orlando
BOS
Boston
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 23 from Orlando to Boston, returning Sat, Jan 30, priced at $170 found 1 day ago
Tue, Nov 10 - Sat, Nov 14
TPA
Tampa
BOS
Boston
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Nov 10 from Tampa to Boston, returning Sat, Nov 14, priced at $179 found 1 hour ago
Tue, Nov 10 - Sat, Nov 14
TPA
Tampa
BOS
Boston
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Nov 10 from Tampa to Boston, returning Sat, Nov 14, priced at $179 found 1 hour ago
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Find The Perfect Hotel For After Your Flight

Score Epic Essex County Accommodation Deals

Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
275 Independence Way Danvers MA
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $130 total per night from Nov 4 to Nov 5
$130 total
Nov 4 - Nov 5
Total with taxes and fees
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 ...
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
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $132 total per night from Nov 8 to Nov 9
$132 total
Nov 8 - Nov 9
Total with taxes and fees
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 ...
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
Fully refundable
$90 nightly
The price is $100 total per night from Oct 12 to Oct 13
$100 total
Oct 12 - Oct 13
Total with taxes and fees
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 ...
6/10 (1,007 reviews)
"Bedsheets / pillowcases had hair on them, bedspread also had debris on it."

Reviewed on Oct 11, 2026

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
Fully refundable
$125 nightly
The price is $140 total per night from Nov 9 to Nov 10
$140 total
Nov 9 - Nov 10
Total with taxes and fees
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 ...
8.6/10 Excellent! (1,217 reviews)
"Loved the stay! This hotel is close to all your needs, especially if coming for sightseeing events in local area. Chris and Monica were amazing!!!!!"

Reviewed on Oct 11, 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.

Need a Car For After Your Flight?

Standard SUV

Chevrolet Equinox
  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Chevrolet Equinox

$102

$292 total
found 2 days ago
Standard SUV Chevrolet Equinox

Premium Crossover

Dodge Durango
  • 7 people
  • Unlimited mileage
EAST BOSTON, USA
Dodge Durango

$115

$308 total
found 2 days ago
Premium Crossover Dodge Durango

Mini Van

Chrysler Pacifica
  • 7 people
  • Unlimited mileage
Boston, Massachusetts, USA
Chrysler Pacifica

$123

$345 total
found 2 days ago
Mini Van Chrysler Pacifica

Standard Elite Van

Ford Transit Wagon
  • 12 people
  • Unlimited mileage
EAST BOSTON, USA
Ford Transit Wagon

$133

$352 total
found 2 days ago
Standard Elite Van Ford Transit Wagon
Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Essex County

Get the absolute lowest prices on flights to Essex County by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Essex County Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Essex County flights.

Avoid Check-In Hassles When Traveling On Flights to Essex County

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Essex County flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Essex County flight using Orbitz.

Frequently asked questions

Which airlines fly to Essex County?
Take a look at the deals from the 12 airlines that operate services to Essex County. Whether you want to live it up in the pointy end of the plane or save cash in economy, there'll be a seat for you. Touch down at Logan Intl. Airport (BOS) with one of these reputable carriers:

  • JetBlue - 175 flights to Essex County per month
  • Delta - 158 flights to Essex County per month
  • Air Canada - 151 flights to Essex County per month

What is the best airport to fly to in Essex County?
Logan Intl. Airport (BOS) is the major gateway for this terrific region. Once you've left the arrivals area, the options are endless when it comes to adventuring around Essex County.
How much is a flight to Essex County?
This week, prices hovered between $132 and $179 for a round-trip flight to Essex County. Fares one-way originating from St. Petersburg (PIE) sank to $68 during the same period.
How to book the cheapest flight to Essex County?
Picking up cheap flights to Essex County is as simple as booking your ticket with Orbitz. But if you'd love to make sure you're nabbing the best flight deals around, here are some tips to keep in mind:

  • Departing from or arriving at other airports can often be more cost-effective. Enter your preferred departure and arrival airports. Next, select the 'Nearby airports' function below the form fields to look through your options.
  • Similarly, click on the 'Show flexible dates' option to view the prices on days either side of your chosen departure. It's possible to pick up cheaper flight deals if you're flexible with your plans.
  • To filter your results, click on 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • Once you've sorted out your travel dates, book your flight. Ticket prices normally get dearer as the departure date nears.
  • Bundle your flights, hotels and car rental into a competitive package deal. Save your hard-earned money for things you're really excited about, like exploring every corner of Essex County.
  • Don't fly during peak seasons if possible. By avoiding school vacations and summer, you can save big on your airfares.

How long is a flight to Essex County?
Your point of origin, which airport you leave from and if your journey is direct — flight times depend on lots of factors. But we've rounded up the average times for some busy routes to Essex County:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 44 minutes
  • New York, NY (LGA-LaGuardia) to Logan Intl. Airport (BOS) - 1 hour and 34 minutes
  • New York, NY (JFK-John F. Kennedy Intl.) to Logan Intl. Airport (BOS) - 1 hour and 17 minutes

What is the best time to book a flight to Essex County?
If you can, book your flights to Essex County in January. This is the best month for low airfares, closely followed by February and August. With a little organizing, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Essex County?
To score a fantastic flight deal, make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to purchase flights to Essex County.
What is the cheapest day of the week to fly to Essex County?
Consider going early in the week to nab cheap flights to Essex County. Orbitz data from 2020 shows Monday is generally the most affordable day to head off, followed by Tuesday. Saturdays were shown to have the highest airfares. This is possibly because many travelers prefer to begin their trip at the end of the week.
What is the cheapest month to fly to Essex County?
Get set to jet for less in August. This is generally the best month to get on a plane if you want cheap flights to Essex County, based on Orbitz data. The most expensive time to take off is June, so avoid this month if you can.
Which airlines allow free cancellation?
Life changes, and we think your flight should be able to do the same. That's why Orbitz makes it easy to search for airlines with free cancellation and no change fees. Just enter your departure and arrival destinations and then choose "Filter by flexible change policies." You can't beat that for peace of mind!
What do I need for the flight to Essex County?
Whether you're a seasoned flyer or it's your first time in the air, it helps to be organized when traveling. Here are some things to take into account:

  • Travel paperwork such as e-tickets and identification will be required. To avoid any last-minute delays at check-in, make certain your booking is made with the exact name, birth date and gender as listed on your government-issued ID.
  • A well-packed carry-on bag is just the ticket for flying in comfort. Given your flight to Essex County is no short hop, take enough snacks and things to keep you occupied. A book, magazine or e-reader will help the hours pass.
  • Aircraft cabins are often quite cold. If you decide to travel during the height of the Essex County summer, be sure to take some warm clothes to keep comfortable.

How many direct flights are there to Essex County?
With 1,287 direct flights every month, you'll be jetting straight into Essex County and starting your next exciting adventure in next to no time. Some of the airlines that fly nonstop to Essex County include JetBlue Airways, Delta Air Lines and American Airlines. Cape Air, United Airlines and Southwest Airlines are other frequently booked options.
How do I get cheap first-class/business deals to Essex County?
Smart travelers have a way of finding business or first-class fares to Essex County without the steep price tag. Take a leaf out of their book with these useful hints:

  • Being flexible isn't confined to yoga. Leave some room to move around your travel dates so you can pick up cheaper airfares when a sale comes along.
  • Low-cost airlines offer business-class seats at a fraction of the usual cost. Give the full-service carriers a miss and look up these cheaper options.
  • Make the most of your airline's loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction.

What is the best time to go to Essex County?
Essex County is an exciting getaway destination year-round, but the most popular months are May, July and August. If you prefer warm weather, consider visiting in summertime. Like most destinations in the Northern Hemisphere, the summer season starts June 20. During this time, temperatures typically hover between 60 ºF and 80 ºF during the day.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.