$40 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 $40 One Way, $102 Round Trip

$102 return flights and $40 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.

Thu, Jan 7 - Sun, Jan 10
RDU
Raleigh
MHT
Manchester
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh to Manchester, returning Sun, Jan 10, priced at $102 just found
Sat, Oct 31 - Sat, Nov 7
MCO
Orlando
PSM
Portsmouth
$112 Roundtrip, found 5 days ago
$112
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Oct 31 from Orlando to Portsmouth, returning Sat, Nov 7, priced at $112 found 5 days ago
Thu, Jan 21 - Sun, Jan 24
RDU
Raleigh
PSM
Portsmouth
$122 Roundtrip, found 2 hours ago
$122
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jan 21 from Raleigh to Portsmouth, returning Sun, Jan 24, priced at $122 found 2 hours ago
Wed, Nov 4 - Wed, Nov 11
MCO
Orlando
MHT
Manchester
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Nov 4 from Orlando to Manchester, returning Wed, Nov 11, priced at $123 found 1 day ago
Sat, Oct 24 - Sat, Oct 31
MCO
Orlando
BOS
Boston
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Oct 24 from Orlando to Boston, returning Sat, Oct 31, priced at $126 found 4 days ago
Wed, Oct 7 - Tue, Oct 13
MCO
Orlando
BOS
Boston
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Oct 7 from Orlando to Boston, returning Tue, Oct 13, priced at $179 found 2 hours ago
Wed, Jan 6 - Wed, Jan 13
SFO
San Francisco
MHT
Manchester
$245 Roundtrip, found 6 hours ago
$245
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Wed, Jan 6 from San Francisco to Manchester, returning Wed, Jan 13, priced at $245 found 6 hours ago
Wed, Jan 6 - Wed, Jan 13
SFO
San Francisco
MHT
Manchester
$245 Roundtrip, found 6 hours ago
$245
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, Jan 6 from San Francisco to Manchester, returning Wed, Jan 13, priced at $245 found 6 hours ago
Wed, Nov 11 - Sat, Nov 14
LAX
Los Angeles
BOS
Boston
$258 Roundtrip, found 6 hours ago
$258
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, Nov 11 from Los Angeles to Boston, returning Sat, Nov 14, priced at $258 found 6 hours ago
Sat, Oct 24 - Tue, Oct 27
LAX
Los Angeles
BOS
Boston
$262 Roundtrip, found 1 hour ago
$262
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Sat, Oct 24 from Los Angeles to Boston, returning Tue, Oct 27, priced at $262 found 1 hour ago
Wed, Oct 28 - Tue, Nov 3
SFO
San Francisco
BOS
Boston
$278 Roundtrip, found 1 hour ago
$278
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Wed, Oct 28 from San Francisco to Boston, returning Tue, Nov 3, priced at $278 found 1 hour ago
Sun, Oct 18 - Tue, Oct 27
SFO
San Francisco
BOS
Boston
$285 Roundtrip, found 5 days ago
$285
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, Oct 18 from San Francisco to Boston, returning Tue, Oct 27, priced at $285 found 5 days ago

Find The Perfect Hotel For After Your Flight

Score Epic Essex County Accommodation Deals

Motel 6 Danvers, MA - Boston North

Motel 6 Danvers, MA - Boston North

2 out of 5
65 Newbury Street/US Route 1 North Danvers MA
$102 nightly
The price is $114 total per night from Sep 16 to Sep 17
$114 total
Sep 16 - Sep 17
Total with taxes and fees
Stay at this motel in Danvers. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Salem Witch Museum and Salem Common are located ...
5.8/10 (1,010 reviews)
"A/c and heating worked well"

Reviewed on Sep 14, 2026

Opens in a new windowMotel 6 Danvers, MA - Boston North
Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel

2.5 out of 5
50 Dayton St Danvers MA
$158 nightly
The price is $176 total per night from Sep 21 to Sep 22
$176 total
Sep 21 - Sep 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Danvers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,007 reviews)
"The beds were very comfortable. The swimming pool was really cold so we couldn’t stay in long. We were disappointed that at breakfast the cutlery and cups were all plastic and there were nowhere to recycle."

Reviewed on Sep 14, 2026

Opens in a new windowBest Western Plus North Shore Hotel
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
$143 nightly
The price is $160 total per night from Sep 20 to Sep 21
$160 total
Sep 20 - Sep 21
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 ...
7.4/10 Good! (1,009 reviews)
"My favorite place to stay!"

Reviewed on Sep 14, 2026

Opens in a new windowHoliday Inn Hotel & Suites Boston - Peabody by IHG
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SpringHill Suites by Marriott Boston Peabody

SpringHill Suites by Marriott Boston Peabody

3 out of 5
43 Newbury St./Route 1 North Peabody MA
$143 nightly
The price is $160 total per night from Sep 21 to Sep 22
$160 total
Sep 21 - Sep 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Peabody. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Opens in a new windowSpringHill Suites by Marriott Boston Peabody
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

Mitsubishi Mirage
  • 4 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Mitsubishi Mirage

$48

$262 total
found 23 hours ago
Economy Mitsubishi Mirage

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Nissan Versa

$48

$265 total
found 23 hours ago
Compact Nissan Versa

Mini Van

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

$49

$267 total
found 23 hours ago
Mini Van Chrysler Pacifica

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
East Boston, Massachusetts, USA
Toyota Corolla

$50

$272 total
found 23 hours ago
Midsize Toyota Corolla
Lowest prices found within the past 23 hours. Prices and availability subject to change. Additional terms may apply.

Essex County

Traveling to Essex County and need a cheap flight? Orbitz has great deals on flights to Essex County right now. Plus, we offer big discounts on hotel rooms and car rentals for a great money-saving trip.

Find Low Cost Flights to Essex County Quickly and Hassle-Free

There are many Internet sites that promise cheap Essex County flights, but a busy, bargain-minded trip planner needs more than just budget air tickets. Not only does Orbitz offer the best deals for domestic and international air fare, but we also provide the resources and tools to help you plan your flights to Essex County, book your lodging, and look up key attractions in Essex County. Our easy search tools and guaranteed low prices let you budget your time and your money so you have more of both to spend on your vacation.

New Apps Make Booking Essex County Flights Easier Than Ever

You no longer need to be sitting at your computer to find amazing Orbitz sales for flights to Essex County now we offer cutting-edge mobile tools for many Android and iOS gadgets. These free apps allow you to run a search for discount air fare, look for special vacation packages, or check on your booked Essex County flights from any location. Some special deals are only available for mobile customers, so be sure to take advantage of these free downloads today.

Orbitz Customers Are Truly #1

Orbitz takes pride in providing the best customer experience possible, and that effort doesn't end with discount flights to Essex County or user-friendly mobile apps and web tools. Orbitz Customer Service is always ready to answer questions and help you with booking, planning, or canceling your Essex County flights. When you need us, we’re here for you!

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 $102 and $285 for a round-trip flight to Essex County. Fares one-way originating from Orlando (MCO) sank to $40 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.