Search Cheap Flights to
Wakefield

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Wakefield Flights as Low as $102

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

Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 1 day ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 2 hours ago
$107
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 2 hours ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 4 days ago
$115
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 4 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 3 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$118 Roundtrip, found 4 days ago
$118
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $118 found 4 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$120 Roundtrip, found 3 days ago
$120
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $120 found 3 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $122 found 3 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$123 Roundtrip, found 23 hours ago
$123
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $123 found 23 hours ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$126 Roundtrip, found 4 days ago
$126
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $126 found 4 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$128 Roundtrip, found 23 hours ago
$128
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $128 found 23 hours ago
Spirit Airlines
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
BOS
Logan Intl.
$142 Roundtrip, found 2 hours ago
$142
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Wed, Oct 22 from Orlando Intl. to Logan Intl., returning Wed, Oct 22, priced at $142 found 2 hours ago
Frontier Airlines
Mon, Jul 21 - Sat, Jul 26
MCO
Orlando Intl.
BOS
Logan Intl.
$155 Roundtrip, found 6 days ago
$155
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $155 found 6 days ago
JetBlue Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
BOS
Logan Intl.
$193 Roundtrip, found 2 hours ago
$193
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Oct 22 from Orlando Intl. to Logan Intl., returning Wed, Oct 22, priced at $193 found 2 hours ago
Delta
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 4 hours ago
$197
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $197 found 4 hours ago
American Airlines
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
BOS
Logan Intl.
$211 Roundtrip, found 2 hours ago
$211
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Oct 22 from Orlando Intl. to Logan Intl., returning Wed, Oct 22, priced at $211 found 2 hours ago
United
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$217 Roundtrip, found 4 hours ago
$217
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $217 found 4 hours ago

Cheap Flights to Wakefield

Fall in love at first flight with your vacation to Wakefield 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 Wakefield on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Wakefield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Wakefield 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 Wakefield?

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 Wakefield are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Wakefield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Wakefield.

What airport is best to fly into Wakefield?

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

How much are flights to Wakefield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Wakefield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $102, 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 Wakefield?

The trick to saving a stack of cash on your flight to Wakefield? 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 $102 right now, why wait?

Wakefield Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$120

Last Minute Hotel Deals in Wakefield

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 ...
7.2/10 Good! (2,180 reviews)
"The staff was very helpful and accommodating. The hotel was well kept and comfortable. Over all very good experience !"

Reviewed on Jul 11, 2025

Get rates
Lakeside Inn
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,662 reviews)
"Very nice views, clean and conveniently located."

Reviewed on Jul 11, 2025

Get rates
Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,415 reviews)
Close to Fenway Park for Red Sox games.
"The room was super nice, walking distance to Fenway Park. It was very clean and the staff were all friendly. I would stay there again for sure."

Reviewed on Jul 13, 2025

Get rates
citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our ...
9/10 Wonderful! (5,307 reviews)
"Very uptown! Loved the atmosphere. The restaurant was to die for. Great Italian food and breakfast. Ten minutes from airport. Fifteen minutes to everything!"

Reviewed on Jul 11, 2025

Get rates
Harborside Inn Of Boston
citizenM Boston North Station
citizenM Boston North Station
4 out of 5
80-120 Causeway Street, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (3,533 reviews)
Amazing modern hotel
"Super amazing hotel right in the heart of Boston. Room was very clean and comfy. The bed was not only very large but the pillows and blankets were cloud soft, I’m talking like I feel asleep right away. It’s cool that you can control everything in the room via the iPad. I love the hotel so much I ..."

Reviewed on Jul 13, 2025

Get rates
citizenM Boston North Station
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,733 reviews)
"Good location. TV not working, soap and shampoo dispenser not working in shower."

Reviewed on Jul 11, 2025

Get rates
Copley Square Hotel, a FOUND Hotel
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (2,068 reviews)
"Perfect place for family."

Reviewed on Jul 10, 2025

Get rates
The Revolution Hotel
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (4,147 reviews)
"We had a great time here! The rooms were nice and very clean, and every staff member we ran into was friendly and helpful. The location is great, which is a nice bonus. Parks, shopping, and dining are all within walking distance. I'll definitely stay here again next time I'm in Boston."

Reviewed on Jul 10, 2025

Get rates
The Godfrey Hotel Boston
See all 3,759 properties in Wakefield
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.