Flights To Essex County - Cheap Flights Starting at CA $89

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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
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $275 Roundtrip, found 1 day ago
CA $275
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $275 found 1 day ago
Thu, Nov 5 - Sun, Nov 8
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $282 Roundtrip, found 1 day ago
CA $282
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 5 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at CA $282 found 1 day ago
Thu, Oct 1 - Sun, Oct 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $285 Roundtrip, found 5 hours ago
CA $285
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Oct 1 from Orlando Intl. to Portsmouth Intl., returning Sun, Oct 4, priced at CA $285 found 5 hours ago
Thu, Oct 1 - Sun, Oct 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $290 Roundtrip, found 3 days ago
CA $290
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Oct 1 from Orlando Intl. to Portsmouth Intl., returning Sun, Oct 4, priced at CA $290 found 3 days ago
Thu, Oct 1 - Sun, Oct 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
CA $292 Roundtrip, found 5 hours ago
CA $292
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Thu, Oct 1 from Orlando Intl. to Portsmouth Intl., returning Sun, Oct 4, priced at CA $292 found 5 hours ago
Wed, Jul 22 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
CA $298 Roundtrip, found 13 hours ago
CA $298
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Wed, Jul 22 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at CA $298 found 13 hours ago
Sat, Aug 29 - Sat, Sep 5
YYZ
Pearson Intl.
BOS
Logan Intl.
CA $314 Roundtrip, found 1 hour ago
CA $314
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Sat, Aug 29 from Pearson Intl. to Logan Intl., returning Sat, Sep 5, priced at CA $314 found 1 hour ago
Tue, Aug 11 - Wed, Aug 19
MCO
Orlando Intl.
BOS
Logan Intl.
CA $326 Roundtrip, found 5 days ago
CA $326
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Orlando Intl. to Logan Intl., returning Wed, Aug 19, priced at CA $326 found 5 days ago
Wed, Aug 19 - Sun, Aug 23
MCO
Orlando Intl.
BOS
Logan Intl.
CA $338 Roundtrip, found 5 days ago
CA $338
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Aug 19 from Orlando Intl. to Logan Intl., returning Sun, Aug 23, priced at CA $338 found 5 days ago
Sat, Sep 5 - Sun, Sep 6
YXX
Abbotsford Intl.
BOS
Logan Intl.
CA $397 Roundtrip, found 2 days ago
CA $397
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Sep 5 from Abbotsford Intl. to Logan Intl., returning Sun, Sep 6, priced at CA $397 found 2 days ago
Mon, Aug 31 - Sun, Sep 6
YVR
Vancouver Intl.
BOS
Logan Intl.
CA $447 Roundtrip, found 6 days ago
CA $447
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Aug 31 from Vancouver Intl. to Logan Intl., returning Sun, Sep 6, priced at CA $447 found 6 days ago
Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston
2.0-star property

Good Hotels Boston

Jul 23 - Jul 27

4 night stay

Buffalo (BUF) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Price was CA $1,668, price is now CA $1,109 per person
CA $1,109
per person
found 1 day ago
Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

Aug 20 - Aug 23

3 night stay

Buffalo (BUF) to Boston (BOS)

JetBlue Airways • Roundtrip • Coach
Price was CA $2,223, price is now CA $1,321 per person
CA $1,321
per person
found 1 day ago
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0-star property

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

Aug 14 - Aug 19

5 night stay

Toronto (YYZ) to Boston (BOS)

Porter Airlines • Roundtrip • Coach
Price was CA $7,549, price is now CA $4,962 per person
CA $4,962
per person
found 6 hours ago
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Travelers ❤️ These Essex County 🏨

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.
7.2/10 Good! (1,015 reviews)
"Went to visit family and stayed here because of proximity. The pool was definitely a bonus! Marielle was exceptionally welcoming. She made sure we were ok. The entire front desk staff was amazing. Room needed minor repairs but overall amazing time. Would stay here again!"

Reviewed on Jul 7, 2026

Opens in a new windowHoliday Inn Hotel & Suites Boston - Peabody by IHG
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, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Water Park of New England and Putnam House are located nearby.
8.2/10 Very good! (2,431 reviews)
"Nunca limpiaron el cuarto no cambiaron las toallas fuera de eso todo muy bueno"

Reviewed on Jul 5, 2026

Opens in a new windowDoubleTree by Hilton Boston North Shore
The Northshore Hotel - Boston/Danvers

The Northshore Hotel - Boston/Danvers

2 out of 5
219 Newbury St. Danvers MA
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. Popular attractions Salem Witch Museum and Putnam House are located nearby.
7.6/10 Good! (1,047 reviews)
"We have stayed here many times before and it was nice to stay in an updated room, However the light for the bathroom is very difficult to find, it is behind the bathroom door. When entering the room after a long drive my husband went into the bathroom could not find the light and walked into the ..."

Reviewed on Jul 7, 2026

Opens in a new windowThe Northshore Hotel - 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! (1,161 reviews)
"The staff were extremely nice and friendly from the minute we arrived. The room was clean and comfortable, we brought body wash and shampoo, not that it was needed as its provided in every shower. Nice little perk. We noticed the pool was open from 8-8 which is nice. Will definitely stay there ..."

Reviewed on Jul 7, 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 CA $275 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. CA $275 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 CA $275 and CA $447 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.