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Essex

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Essex Flights as Low as $127

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 1 day ago
$127
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $127 found 1 day ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $132 found 1 day ago
Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$135 Roundtrip, found 20 hours ago
$135
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $135 found 20 hours ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $137 found 1 day ago
Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$140 Roundtrip, found 20 hours ago
$140
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $140 found 20 hours ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$144 Roundtrip, found 12 hours ago
$144
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $144 found 12 hours ago
Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$145 Roundtrip, found 20 hours ago
$145
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $145 found 20 hours ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$149 Roundtrip, found 12 hours ago
$149
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $149 found 12 hours ago
Frontier Airlines
Thu, Aug 27 - Mon, Aug 31
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Aug 27 from Raleigh - Durham Intl. to Logan Intl., returning Mon, Aug 31, priced at $150 found 6 days ago
Breeze Airways
Thu, Sep 3 - Sat, Sep 5
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 5, priced at $150 found 1 day ago
Breeze Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$154 Roundtrip, found 12 hours ago
$154
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Sep 6, priced at $154 found 12 hours ago
Frontier Airlines
Sat, Sep 19 - Sat, Oct 10
MCO
Orlando Intl.
BOS
Logan Intl.
$157 Roundtrip, found 15 hours ago
$157
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Sat, Sep 19 from Orlando Intl. to Logan Intl., returning Sat, Oct 10, priced at $157 found 15 hours ago
Bargain Flight
Mon, Aug 10 - Fri, Aug 14
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$191 Roundtrip, found 16 hours ago
$191
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Mon, Aug 10 from Raleigh - Durham Intl. to Logan Intl., returning Fri, Aug 14, priced at $191 found 16 hours ago
Delta
Wed, Sep 2 - Tue, Sep 15
MCO
Orlando Intl.
BOS
Logan Intl.
$199 Roundtrip, found 15 hours ago
$199
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Sep 2 from Orlando Intl. to Logan Intl., returning Tue, Sep 15, priced at $199 found 15 hours ago
American Airlines
Tue, Sep 22 - Tue, Sep 29
MCO
Orlando Intl.
BOS
Logan Intl.
$202 Roundtrip, found 15 hours ago
$202
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Sep 22 from Orlando Intl. to Logan Intl., returning Tue, Sep 29, priced at $202 found 15 hours ago
JetBlue Airways
Wed, Sep 2 - Sat, Sep 19
MCO
Orlando Intl.
BOS
Logan Intl.
$209 Roundtrip, found 15 hours ago
$209
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Wed, Sep 2 from Orlando Intl. to Logan Intl., returning Sat, Sep 19, priced at $209 found 15 hours ago

Cheap Flights to Essex

Fall in love at first flight with your vacation to Essex by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Essex on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Essex, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Essex

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Essex with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the BOS airport.

What is the cheapest month to fly to Essex?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Essex are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Essex?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Essex.

What airport is best to fly into Essex?

When you’re planning your trip to Essex, convenience is the name of the game. Luckily, Essex Beverly Municipal Airport is nearby so you can deplane and get going on checking off everything on your Essex must-do list.

How much are flights to Essex?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Essex on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $127, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Essex?

The trick to saving a stack of cash on your flight to Essex? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $127 right now, why wait?

Essex Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$126

Last Minute Hotel Deals in Essex

Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
201 Everett Ave Chelsea MA
Stay at this hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,901 reviews)
"Nice stay, comfortable bed, convenient location."

Reviewed on Jul 28, 2026

Get rates
Doubletree By Hilton Boston Logan Airport Chelsea
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
295 Ocean Blvd Hampton NH
Book a stay at this beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,386 reviews)
"Apparently, now you don’t have the both open at the same time. Lack staff. Room missing towels , water and hair dryer . These small things makes me might not return in August"

Reviewed on Jul 28, 2026

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Ashworth by the Sea
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, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (2,471 reviews)
"Hotel was decent, except for the smoke detector randomly beeping and talking at 630 in the morning. It woke us up out of a sound sleep. I tried to call front desk before it woke our baby, she instructed to take the battery out. There were no batteries. Sure enough the sounds woke our son up, and ..."

Reviewed on Jul 28, 2026

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DoubleTree 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
Book a stay at this business-friendly hotel in Peabody. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Salem Witch Museum and ...
Get rates
Holiday Inn Hotel & Suites Boston - Peabody by IHG
Best Western Plus North Shore Hotel

Best Western Plus North Shore Hotel

2.5 out of 5
50 Dayton St Danvers MA
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! (1,011 reviews)
"Stayed for two days with family while visiting nearby sites such as Salem. Two queen bed room was very spacious compared to other similar hotel rooms. Short distance to major driving routes, but very quiet and peaceful location. My daughters and I had a great time seeing the nearby historical ..."

Reviewed on Jul 28, 2026

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Best Western Plus North Shore Hotel
Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave Wakefield MA
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (646 reviews)
"Room was clean, music from the bar was loud. Breakfast was satisfying."

Reviewed on Jul 28, 2026

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Lakeside Inn
Hampton Inn Boston - Logan Airport

Hampton Inn Boston - Logan Airport

3 out of 5
230 Lee Burbank Hwy Revere MA
Book a stay at this business-friendly hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful ...
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Hampton Inn Boston - Logan Airport
Holiday Inn Boston Logan Airport - Chelsea by IHG

Holiday Inn Boston Logan Airport - Chelsea by IHG

3 out of 5
1012 BROADWAY STREET Chelsea MA
Book a stay at this business-friendly hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,007 reviews)
"Comfortable beds, safe parking, laundry facilities and indoor swimming pool. Big glass door shower with ample Dove products."

Reviewed on Jul 28, 2026

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Holiday Inn Boston Logan Airport - Chelsea by IHG
See all 2,162 properties in Essex
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.