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Milton

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Milton Flights as Low as $117

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.
$117 Roundtrip, found 4 days ago
$117
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $117 found 4 days ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 4 days ago
$122
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $122 found 4 days ago
Breeze Airways
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 6 days ago
$122
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 14, priced at $122 found 6 days ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 4 days ago
$127
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $127 found 4 days ago
Breeze Airways
Thu, Nov 19 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Nov 19 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Dec 10, priced at $132 found 4 days ago
Breeze Airways
Sat, Nov 7 - Sat, Nov 14
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sat, Nov 14, priced at $137 found 5 days ago
Breeze Airways
Sat, Nov 7 - Sun, Nov 15
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$142 Roundtrip, found 5 days ago
$142
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 15, priced at $142 found 5 days ago
Breeze Airways
Thu, Oct 29 - Sun, Nov 15
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Oct 29 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 15, priced at $142 found 3 days ago
Breeze Airways
Sat, Nov 7 - Sun, Nov 15
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Nov 7 from Orlando Intl. to Portsmouth Intl., returning Sun, Nov 15, priced at $147 found 5 days ago
Breeze Airways
Thu, Oct 29 - Sun, Nov 15
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$147 Roundtrip, found 3 days ago
$147
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Oct 29 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 15, priced at $147 found 3 days ago
Frontier Airlines
Sat, Oct 10 - Sat, Oct 24
MCO
Orlando Intl.
BOS
Logan Intl.
$164 Roundtrip, found 3 days ago
$164
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Oct 10 from Orlando Intl. to Logan Intl., returning Sat, Oct 24, priced at $164 found 3 days ago
JetBlue Airways
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando Intl.
BOS
Logan Intl.
$204 Roundtrip, found 2 hours ago
$204
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Sep 30 from Orlando Intl. to Logan Intl., returning Tue, Oct 6, priced at $204 found 2 hours ago
Bargain Flight
Mon, Oct 26 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Mon, Oct 26 from Raleigh - Durham Intl. to Logan Intl., returning Sat, Oct 31, priced at $212 found 3 days ago
Southwest Airlines
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando Intl.
BOS
Logan Intl.
$224 Roundtrip, found 2 hours ago
$224
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Wed, Sep 30 from Orlando Intl. to Logan Intl., returning Tue, Oct 6, priced at $224 found 2 hours ago
Delta
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando Intl.
BOS
Logan Intl.
$229 Roundtrip, found 2 hours ago
$229
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Sep 30 from Orlando Intl. to Logan Intl., returning Tue, Oct 6, priced at $229 found 2 hours ago
American Airlines
Wed, Sep 30 - Tue, Oct 6
MCO
Orlando Intl.
BOS
Logan Intl.
$280 Roundtrip, found 2 hours ago
$280
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Wed, Sep 30 from Orlando Intl. to Logan Intl., returning Tue, Oct 6, priced at $280 found 2 hours ago

Cheap Flights to Milton

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

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

Frequently Asked Questions About flights to Milton

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

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 Milton are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Milton?

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 Milton.

What airport is best to fly into Milton?

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

How much are flights to Milton?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Milton on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $117, 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 Milton?

The trick to saving a stack of cash on your flight to Milton? 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 $117 right now, why wait?

Milton Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$116

Last Minute Hotel Deals in Milton

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
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Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,872 reviews)
"Polite staff, but unhelpful, when I booked, I am pretty sure I did so with an ensuite, when I checked in I was told the bathroom was down the hall (not what I booked), for the price bracket and star rating, this was a big no no. I was told I couldn't cancel, the staff polite but unhelpful. I lost ..."

Reviewed on Aug 28, 2026

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The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,808 reviews)
"Great hotel!"

Reviewed on Aug 27, 2026

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Omni Boston Hotel at the Seaport
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
9.6/10 Exceptional! (7,440 reviews)
"The room was extremely clean and the staff serviced it every day. Had clean towels and sheets all the time. Staff was extremely accommodating and helpful. The restaurant is also very solid, but the Tradesman coffee and pastry house was well worth it. Great coffee, sandwiches, and pastries."

Reviewed on Aug 27, 2026

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The Dagny Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (3,018 reviews)
"Wonderful location, excellent check in, perfect sized room, easy parking!"

Reviewed on Aug 28, 2026

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Hilton Boston Park Plaza
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Stay at this 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 reviews. ...
9.2/10 Wonderful! (6,930 reviews)
"The location was excellent! We walked everywhere and subway access was right in front of the hotel as well. The front desk staff was great - very helpful and full of good suggestions for first time visitors to Boston. And our rooms were very clean. Our only real complaint was that our bed was old ..."

Reviewed on Aug 28, 2026

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Harborside Inn Of Boston
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

3 out of 5
220 Huntington Avenue Boston MA
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Copley Square and Fenway Park are located nearby.
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The Midtown Hotel MOD Collection by Sonesta
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
9.6/10 Exceptional! (4,113 reviews)
"We had 3 rooms booked under a reservation and the hotel messed up and only checked in 2 even though it clearly said 3. One guy was very helpful, made a note on the account that things were fixed and when we arrived at night The front desk staff(specifically the manager) were rude in trying to get ..."

Reviewed on Aug 27, 2026

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Encore Boston Harbor
See all 4,204 properties in Milton
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.