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Orleans

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Orleans 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 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 1 hour ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 3 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $111 found 5 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 5 days ago
$115
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 5 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 2 days ago
$115
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 2 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 1 day ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $118 found 2 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $120 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $122 found 1 day ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$123 Roundtrip, found 10 hours ago
$123
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $123 found 10 hours ago
Spirit Airlines
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
BOS
Logan Intl.
$142 Roundtrip, found 1 hour ago
$142
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Oct 22 from Orlando Intl. to Logan Intl., returning Wed, Oct 22, priced at $142 found 1 hour ago
Frontier Airlines
Mon, Jul 21 - Sat, Jul 26
MCO
Orlando Intl.
BOS
Logan Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jul 21 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $155 found 4 days ago
JetBlue Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
BOS
Logan Intl.
$193 Roundtrip, found 1 hour ago
$193
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Oct 22 from Orlando Intl. to Logan Intl., returning Wed, Oct 22, priced at $193 found 1 hour ago
Delta
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $197 found 6 hours ago
American Airlines
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
BOS
Logan Intl.
$211 Roundtrip, found 1 hour ago
$211
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Oct 22 from Orlando Intl. to Logan Intl., returning Wed, Oct 22, priced at $211 found 1 hour ago
United
Tue, Nov 4 - Wed, Nov 12
MCO
Orlando Intl.
BOS
Logan Intl.
$217 Roundtrip, found 6 hours ago
$217
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Nov 4 from Orlando Intl. to Logan Intl., returning Wed, Nov 12, priced at $217 found 6 hours ago

Cheap Flights to Orleans

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

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

Frequently Asked Questions About flights to Orleans

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

What is the cheapest month to fly to Orleans?

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

How many airlines fly to Orleans?

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 Orleans.

What airport is best to fly into Orleans?

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

How much are flights to Orleans?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Orleans 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 Orleans?

The trick to saving a stack of cash on your flight to Orleans? 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?

Orleans Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$101

Last Minute Hotel Deals in Orleans

Rodeway Inn Orleans - Cape Cod
Rodeway Inn Orleans - Cape Cod
2 out of 5
48 Cranberry Hwy, Orleans, MA
Book a stay at this business-friendly motel in Orleans. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (743 reviews)
"Central location - short drive to the beach. Clean pool. Basic. Clean. Centrally located."

Reviewed on Jul 11, 2025

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Rodeway Inn Orleans - Cape Cod
Olde Tavern Motel And Inn
Olde Tavern Motel And Inn
2.5 out of 5
151 Cranberry Hwy, Orleans, MA
Stay at this motel in Orleans. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9.4/10 Exceptional! (202 reviews)
"Peter was very helpful and made our stay very enjoyable. We will definitely stay here again when visiting the Cape."

Reviewed on Jul 5, 2025

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Olde Tavern Motel And Inn
Skaket Beach Motel
Skaket Beach Motel
2 out of 5
203 Cranberry Hwy, Orleans, MA
Book a stay at this business-friendly motel in Orleans. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (403 reviews)
Comfortable, clean motel for stay in Brewster, MA.
"We were very pleased with the clean, updated room, comfortable bed, nice bathroom, two areas with sinks for a couple to get ready. Only criticism would be that the office, breakfast area needs to be redone - musty odor."

Reviewed on Jul 8, 2025

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Skaket Beach Motel
Cape Sands Inn
Cape Sands Inn
2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,007 reviews)
"Problem with finding a parking spot upon return from. Not certain why there was not a spot for every room. Had to park in a spot marked for compact cars only parking spot. Went out at 5 am to move car to available open spot."

Reviewed on Jul 8, 2025

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Cape Sands Inn
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,389 reviews)
"Convienant location Good amenities Coffee and pastries Breakfast Pool snack bar Pub with menu after 6 pm to 11 pm"

Reviewed on Jul 9, 2025

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Bayside Resort Hotel
Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
4 out of 5
1225 Iyannough Rd, Hyannis, MA
Stay at this 4-star spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
8.6/10 Excellent! (210 reviews)
"The rooms are gorgeous definitely an upgrade from the Cape Coder. We wish though there were small drier machines on each floor in order to dry the bathing suits that would be perfect!"

Reviewed on Jul 10, 2025

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Margaritaville Resort Cape Cod
Hyannis Harbor Hotel
Hyannis Harbor Hotel
3.5 out of 5
213 Ocean St, Hyannis, MA
Stay at this 3.5-star business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
8/10 Very Good! (1,005 reviews)
"Close to all tours and excursions, great restaurants, very poor parking at hotel, parking spots are very small and have only 3 handicap parking."

Reviewed on Jul 5, 2025

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Hyannis Harbor Hotel
Hyannis Plaza Hotel
Hyannis Plaza Hotel
2.5 out of 5
662 Main Street, Hyannis, MA
Book a stay at this luxury hotel in Hyannis. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Hyannis Harbor and Cape Codder ...
6.8/10 (770 reviews)
Need microwave in room
"It was great and comfortable. I enjoy my stay, but I wish you guys had a microwave in the rooms"

Reviewed on Jul 10, 2025

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Hyannis Plaza Hotel
See all 5,191 properties in Orleans
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.