Search Cheap Flights to
Medway

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Medway Flights as Low as $103

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

Breeze Airways
Sat, Aug 30 - Sat, Aug 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$103 Roundtrip, found 12 hours ago
$103
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 30, priced at $103 found 12 hours ago
Spirit Airlines
Wed, Sep 3 - Sun, Sep 7
MCO
Orlando Intl.
BOS
Logan Intl.
$104 Roundtrip, found 5 days ago
$104
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Logan Intl., returning Sun, Sep 7, priced at $104 found 5 days ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 8 hours ago
$107
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 8 hours ago
Spirit Airlines
Wed, Sep 10 - Fri, Sep 12
MCO
Orlando Intl.
BOS
Logan Intl.
$108 Roundtrip, found 6 hours ago
$108
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Wed, Sep 10 from Orlando Intl. to Logan Intl., returning Fri, Sep 12, priced at $108 found 6 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 12 hours ago
$112
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $112 found 12 hours ago
Breeze Airways
Sat, Aug 30 - Sat, Aug 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$113 Roundtrip, found 12 hours ago
$113
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 30, priced at $113 found 12 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 12 hours ago
$117
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 12 hours ago
Spirit Airlines
Sat, Oct 11 - Sat, Oct 18
MCO
Orlando Intl.
BOS
Logan Intl.
$120 Roundtrip, found 6 hours ago
$120
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sat, Oct 11 from Orlando Intl. to Logan Intl., returning Sat, Oct 18, priced at $120 found 6 hours ago
Frontier Airlines
Mon, Nov 3 - Mon, Nov 10
MCO
Orlando Intl.
BOS
Logan Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Orlando Intl. to Logan Intl., returning Mon, Nov 10, priced at $126 found 1 day ago
Breeze Airways
Tue, Oct 21 - Tue, Oct 28
MCO
Orlando Intl.
PVD
T.F. Green
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Oct 21 from Orlando Intl. to T.F. Green, returning Tue, Oct 28, priced at $132 found 2 days ago
JetBlue Airways
Tue, Oct 14 - Tue, Oct 14
MCO
Orlando Intl.
BOS
Logan Intl.
$173 Roundtrip, found 6 hours ago
$173
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Tue, Oct 14 from Orlando Intl. to Logan Intl., returning Tue, Oct 14, priced at $173 found 6 hours ago
American Airlines
Tue, Oct 21 - Tue, Oct 28
MCO
Orlando Intl.
PVD
T.F. Green
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Oct 21 from Orlando Intl. to T.F. Green, returning Tue, Oct 28, priced at $187 found 2 days ago
United
Tue, Nov 4 - Tue, Nov 11
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select United flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Tue, Nov 11, priced at $197 found 12 hours ago
Delta
Tue, Oct 21 - Tue, Oct 28
MCO
Orlando Intl.
PVD
T.F. Green
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Oct 21 from Orlando Intl. to T.F. Green, returning Tue, Oct 28, priced at $197 found 2 days ago
JetBlue Airways
Thu, Aug 21 - Tue, Aug 26
MCO
Orlando Intl.
ORH
Worcester Regional
$273 Roundtrip, found 16 hours ago
$273
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Thu, Aug 21 from Orlando Intl. to Worcester Regional, returning Tue, Aug 26, priced at $273 found 16 hours ago
American Airlines
Sat, Aug 16 - Mon, Aug 18
PIA
Greater Peoria Regional
ORH
Worcester Regional
$443 Roundtrip, found 10 hours ago
$443
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Aug 16 from Greater Peoria Regional to Worcester Regional, returning Mon, Aug 18, priced at $443 found 10 hours ago

Cheap Flights to Medway

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

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

Frequently Asked Questions About flights to Medway

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

What is the cheapest month to fly to Medway?

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 Medway are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Medway?

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 Medway.

What airport is best to fly into Medway?

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

How much are flights to Medway?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Medway on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $103, 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 Medway?

The trick to saving a stack of cash on your flight to Medway? 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 $103 right now, why wait?

Medway Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$102

Last Minute Hotel Deals in Medway

Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street, Waltham, MA
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast ...
7.8/10 Good! (2,240 reviews)
"Great hotel"

Reviewed on Aug 10, 2025

Get rates
Embassy Suites by Hilton Boston Waltham
Boston Marriott Newton

Boston Marriott Newton

4 out of 5
2345 Commonwealth Avenue, Newton, MA
Stay at this 4-star business-friendly hotel in Newton. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,008 reviews)
"Perfect stay!"

Reviewed on Aug 8, 2025

Get rates
Boston Marriott Newton
Bally's Twin River Lincoln Casino & Hotel

Bally's Twin River Lincoln Casino & Hotel

3.5 out of 5
100 Twin River Rd, Lincoln, RI
Stay at this 3.5-star hotel in Lincoln. Enjoy free WiFi, free valet parking, and 17 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,114 reviews)
"No"

Reviewed on Aug 9, 2025

Get rates
Bally's Twin River Lincoln Casino & Hotel
Sheraton Boston Needham Hotel

Sheraton Boston Needham Hotel

3.5 out of 5
100 Cabot St, Needham, MA
Book a stay at this business-friendly hotel in Needham. Enjoy breakfast (surcharge), a fitness center, and parking (surcharge). Our guests praise the helpful ...
8.6/10 Excellent! (1,480 reviews)
Definitely a great place
"Lovely place. Accommodated a late check out, super friendly on phone and in-person. No problems with app booking. Beautiful lobby."

Reviewed on Aug 9, 2025

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Sheraton Boston Needham Hotel
The Boston Hotel

The Boston Hotel

2 out of 5
40 Mt Hood Road, Boston, MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
7.2/10 Good! (685 reviews)
"Great place!"

Reviewed on Aug 7, 2025

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The Boston Hotel
Hampton Inn & Suites Watertown Boston

Hampton Inn & Suites Watertown Boston

2.5 out of 5
25 Bond Street, Watertown, MA
Book a stay at this business-friendly hotel in Watertown. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the breakfast and ...
9.2/10 Wonderful! (1,004 reviews)
"I booked a suite with a super spacious layout that was clean and well-designed. There’s a convenient plaza around the hotel with plenty of restaurant options and a great supermarket. I’ll definitely choose to stay here again next time."

Reviewed on Aug 9, 2025

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Hampton Inn & Suites Watertown Boston
Extended Stay America Suites Boston Waltham 32 4th Ave

Extended Stay America Suites Boston Waltham 32 4th Ave

2.5 out of 5
32 4th Ave, Waltham, MA
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
5.6/10 (1,008 reviews)
"The property was well maintained and the staff was very nice."

Reviewed on Aug 2, 2025

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Extended Stay America Suites Boston Waltham 32 4th Ave
Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street, Newton, MA
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (2,867 reviews)
"T"

Reviewed on Aug 9, 2025

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Four Points by Sheraton Boston Newton
See all 994 properties in Medway
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.