$53 Cheap flights to Essex County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Essex County

FlightsFlights
FlightsFlights

Gloucester

Gloucester

Cheap flights to Essex County from $53 One Way, $114 Round Trip

$114 return flights and $53 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.

Wed, Sep 2 - Sat, Sep 5
RDU
Raleigh
BOS
Boston
$114 Roundtrip, found 2 hours ago
$114
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Raleigh to Boston, returning Sat, Sep 5, priced at $114 found 2 hours ago
Sat, Jan 30 - Sat, Feb 6
MCO
Orlando
PSM
Portsmouth
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jan 30 from Orlando to Portsmouth, returning Sat, Feb 6, priced at $117 found 1 day ago
Thu, Sep 17 - Sun, Sep 20
RDU
Raleigh
PSM
Portsmouth
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Raleigh to Portsmouth, returning Sun, Sep 20, priced at $122 found 2 days ago
Sat, Sep 5 - Fri, Sep 11
MCO
Orlando
BOS
Boston
$135 Roundtrip, found 20 hours ago
$135
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Orlando to Boston, returning Fri, Sep 11, priced at $135 found 20 hours ago
Thu, Dec 3 - Tue, Dec 8
RDU
Raleigh
MHT
Manchester
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Raleigh to Manchester, returning Tue, Dec 8, priced at $142 found 2 days ago
Wed, Sep 2 - Sun, Sep 6
MCO
Orlando
MHT
Manchester
$169 Roundtrip, found 23 hours ago
$169
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Wed, Sep 2 from Orlando to Manchester, returning Sun, Sep 6, priced at $169 found 23 hours ago
Tue, Aug 25 - Tue, Sep 8
JAX
Jacksonville
BOS
Boston
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Aug 25 from Jacksonville to Boston, returning Tue, Sep 8, priced at $210 found 2 days ago
Wed, Jul 8 - Tue, Aug 25
JAX
Jacksonville
BOS
Boston
$212 Roundtrip, found 5 days ago
$212
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Jul 8 from Jacksonville to Boston, returning Tue, Aug 25, priced at $212 found 5 days ago
Tue, Jul 28 - Tue, Aug 4
JAX
Jacksonville
BOS
Boston
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 28 from Jacksonville to Boston, returning Tue, Aug 4, priced at $214 found 3 days ago
Mon, Aug 31 - Wed, Sep 2
JAX
Jacksonville
BOS
Boston
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Aug 31 from Jacksonville to Boston, returning Wed, Sep 2, priced at $215 found 1 day ago
Wed, Jul 8 - Tue, Aug 25
JAX
Jacksonville
BOS
Boston
$216 Roundtrip, found 5 days ago
$216
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 8 from Jacksonville to Boston, returning Tue, Aug 25, priced at $216 found 5 days ago
Wed, Sep 16 - Sat, Sep 19
JAX
Jacksonville
BOS
Boston
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 16 from Jacksonville to Boston, returning Sat, Sep 19, priced at $217 found 2 days ago

Find The Perfect Hotel For After Your Flight

Score Epic Essex County Accommodation Deals

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
$130 nightly
The price is $146 total per night from Jul 16 to Jul 17
$146 total
Jul 16 - Jul 17
Total with taxes and fees
Book a stay at this golf hotel in Danvers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (2,442 reviews)
"We thought it was strange that there was no complimentary coffee aside from the janky coffee machine in the room that spit water everywhere and could barely make an actual full cup. There was the option to buy it downstairs at the Starbucks or in the restaurant although that seemed like a bit of ..."

Reviewed on Jun 14, 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
Fully refundable
$135 nightly
The price is $151 total per night from Jul 12 to Jul 13
$151 total
Jul 12 - Jul 13
Total with taxes and fees
Book a stay at this business-friendly hotel in Peabody. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Salem Witch Museum and ...
7.2/10 Good! (1,019 reviews)
"Very clean, staff good however there were no blackout curtains in the room so the it was light all night and difficult to sleep."

Reviewed on Jun 16, 2026

Opens in a new windowHoliday Inn Hotel & Suites Boston - Peabody by IHG
The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers

2 out of 5
219 Newbury St. Danvers MA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Jul 5 to Jul 6
$122 total
Jul 5 - Jul 6
Total with taxes and fees
Stay at this motel in Danvers. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.6/10 Good! (1,038 reviews)
"This hotel has been renovated and is very clean, no bugs, quality bedding. It is a little tough to find since it is behind another building, but there is a lighted sign for it visible from the main road."

Reviewed on Jun 15, 2026

Opens in a new windowThe Northshore Hotel - Boston/Danvers
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Hotel Salem

The Hotel Salem

3 out of 5
209 Essex Street Salem MA
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $208 total per night from Jun 29 to Jun 30
$208 total
Jun 29 - Jun 30
Total with taxes and fees
Stay at this hotel in Salem. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,024 reviews)
"The staff in all of the areas were kind and helpful. I especially loved the close proximity to everything in Salem and the Rooftop bar!"

Reviewed on Jun 15, 2026

Opens in a new windowThe Hotel Salem
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?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Essex County

Orbitz makes it easy for you to find cheap prices for flights to Essex County. When you search for your tickets on Orbitz, you don’t have to look any further for the best Essex County flights available ever again.

Orbitz Offers Exceptional Customer Service

Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Essex County flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Essex County again.

Earn with Your Frequent Flyer Program and Orbitz

If you’re a member of a frequent flyer or airline loyalty program, you can keep earning points or miles while making your travel reservations for flights to Essex County with Orbitz! Just enter your account number during the ticket booking process and your points will be added to your account every time you book with Orbitz.

Low Prices for Essex County Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Essex County. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

Make Travel Plans at Your Convenience

If you’re always on-the-go, you’ll appreciate the free Orbitz apps for iPhones, Android devices, and iPads, that make it simple for you to check on your flight plans while you’re out and about. Orbitz will even send you a free text, email, or voice alert to inform you of any delay in your flight.

Frequently asked questions

Which airlines fly to Essex County?
Take a look at the deals from the 24 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 $114 and $217 for a round-trip flight to Essex County. Fares one-way originating from Orlando (MCO) sank to $53 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.