Cheap Flights to Essex County from $29

View $29 flight on Sat, Feb 14, 2026Opens in a new window

Popular airlines to Essex County

  • American Airlines

    American Airlines

  • United

    United

  • Southwest Airlines

    Southwest Airlines

  • Delta

    Delta

  • Frontier Airlines

    Frontier Airlines

  • JetBlue Airways

    JetBlue Airways

  • Alaska Airlines

    Alaska Airlines

Today's featured flight deals to Essex County

Nonstop
Carry-on included
Lower price than typical

How much is the cheapest flight to Essex County?

Prices were available within the past 7 days and start at $29 for one-way flights and $62 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Feb 14 - Wed, Feb 25
MCO
Orlando
BOS
Boston
$62 Roundtrip, just found
$62
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 14 from Orlando to Boston, returning Wed, Feb 25, priced at $62 just found
Spirit Airlines
Wed, Feb 25 - Sat, Feb 28
MCO
Orlando
BOS
Boston
$65 Roundtrip, just found
$65
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Feb 25 from Orlando to Boston, returning Sat, Feb 28, priced at $65 just found
Frontier Airlines
Sun, Feb 15 - Tue, Feb 24
MCO
Orlando
BOS
Boston
$66 Roundtrip, found 1 hour ago
$66
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Orlando to Boston, returning Tue, Feb 24, priced at $66 found 1 hour ago
Spirit Airlines
Wed, Feb 25 - Sat, Feb 28
MCO
Orlando
BOS
Boston
$73 Roundtrip, just found
$73
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Feb 25 from Orlando to Boston, returning Sat, Feb 28, priced at $73 just found
Frontier Airlines
Thu, Feb 12 - Wed, Feb 18
MCO
Orlando
BOS
Boston
$74 Roundtrip, found 1 hour ago
$74
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Orlando to Boston, returning Wed, Feb 18, priced at $74 found 1 hour ago
Frontier Airlines
Sun, Feb 15 - Sat, Feb 28
MCO
Orlando
BOS
Boston
$75 Roundtrip, found 2 days ago
$75
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Feb 15 from Orlando to Boston, returning Sat, Feb 28, priced at $75 found 2 days ago
Spirit Airlines
Wed, Jan 28 - Tue, Feb 3
MCO
Orlando
BOS
Boston
$77 Roundtrip, found 1 hour ago
$77
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Jan 28 from Orlando to Boston, returning Tue, Feb 3, priced at $77 found 1 hour ago
Breeze Airways
Sat, Jan 24 - Sun, Jan 25
MCO
Orlando
PSM
Portsmouth
$95 Roundtrip, found 5 hours ago
$95
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Jan 24 from Orlando to Portsmouth, returning Sun, Jan 25, priced at $95 found 5 hours ago
Southwest Airlines
Mon, Mar 30 - Tue, Mar 31
MCO
Orlando
MHT
Manchester
$134 Roundtrip, found 4 days ago
$134
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Mon, Mar 30 from Orlando to Manchester, returning Tue, Mar 31, priced at $134 found 4 days ago
JetBlue Airways
Fri, Feb 13 - Sun, Feb 22
RSW
Fort Myers
BOS
Boston
$138 Roundtrip, found 1 hour ago
$138
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Fri, Feb 13 from Fort Myers to Boston, returning Sun, Feb 22, priced at $138 found 1 hour ago

Airports in Essex County

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Logan Intl. BOS. Cheapest option available. Flights from $287
BOS
Logan Intl.
Cheapest
Flights from $287
Select flight to Manchester-Boston Regional MHT. Flights from $422
MHT
Manchester-Boston Regional
Flights from $422

Enjoy extra legroom, flight flexibility, and a seamless travel experience.

Essex County Flights Information

Airlines serving
Frontier Airlines, Spirit Airlines, Breeze Airways, JetBlue Airways, Southwest Airlines
Roundtrip price
from $62

Frequently asked questions

How do I find cheap flights to Essex County that have flexible change policies?
Search for your affordable airfares to Essex County, then mark the "No change fee" box directly under the "Flexible change policies" subheading. It's that simple. We appreciate that things can change and flexibility matters, so you can book with confidence with Expedia.
Which airlines fly to Essex County?
When you're ready to book your seat to or near Essex County, these leading carriers are waiting to welcome you on board:

  • Delta Air Lines - 3,952 flights to or near Essex County each month, including 3,952 flights to Logan Intl. Airport (BOS) per month.
  • JetBlue Airways - 3,907 flights to or near Essex County each month, including 3,907 flights to Logan Intl. Airport (BOS) per month.
  • American Airlines - 2,103 flights to or near Essex County each month, including 2,103 flights to Logan Intl. Airport (BOS) per month.

How can I find cheap tickets to Essex County?
One of the best ways to bag cheap tickets to Essex County is to be flexible with your dates. Search for your flights, then click "flexible dates" above the results. It will bring up the cheapest prices for nearby days. The best price for a flight to Essex County in the last seven days was $62. Booking well ahead of time will generally help you walk away with an even bigger bargain.
How much is a flight to Essex County?
One-way flights from Orlando (MCO) sold for just $29 in the last seven days. During this time, the cost of a return journey to Essex County ranged between $62 and $138. If you find a fantastic deal, book as fast as you can — these prices don't stick around.
What are the most popular airports to fly into in Essex County?
Essex County's primary gateway is Logan Intl. Airport (BOS). Get your next thrilling journey underway by locking in a ticket on one of the 13,250 flights a month to this destination.
When is the cheapest time to fly to Essex County?
If you'd rather spend your vacation dollars exploring Essex County rather than on your trip there, leave early in the week. The most cost-effective day to travel is normally Tuesday, with Monday close behind. With many folks traveling over the weekend, Saturday typically has the highest airfares.
How much is a plane ticket to Essex County?
In the last seven days, seats to Essex County ranged between $62 and $138. Prices depend on a number of things, particularly the departure time, carrier, cabin class and when the fare is booked.
What months are the cheapest to book a flight to Essex County?
Reserve your ticket in February for the cheapest flights to Essex County. December is known as the most expensive time to purchase an airfare.
How long is a flight to Essex County?
Your flight to Essex County could be long or it could be short depending on where you travel from. Before you load your tablet with podcasts and movies, have a look at the average flight times for these busy domestic routes:

  • Washington, DC (DCA-Ronald Reagan Washington National) to Logan Intl. Airport (BOS) - 1 hour and 47 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Logan Intl. Airport (BOS) - 2 hours and 33 minutes
  • Chicago, IL (ORD-OHare Intl.) to Logan Intl. Airport (BOS) - 2 hours and 30 minutes

What is the best time to go to Essex County?
Haverhill, Essex County's main city, is a superb place to visit at anytime. Not a big fan of cooler weather? Then head here from June 20 onward during the summer months, when temperatures range from 60ºF to 80ºF. May, July and August is when Haverhill is at its liveliest.

Trending flights to Essex County

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Feb 14 - Wed, Feb 25
MCO
Orlando
BOS
Boston
$62 Roundtrip, just found
$62
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 14 from Orlando to Boston, returning Wed, Feb 25, priced at $62 just found
*Available to One Key members.