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Portland

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Portland Flights as Low as $148

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

Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Breeze Airways
Avelo Airlines
Avelo Airlines
Breeze Airways
Frontier Airlines
Breeze Airways
Bargain Flight
Southwest Airlines
American Airlines
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Delta
Bargain Flight

Cheap Flights to Portland

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

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

Frequently Asked Questions About flights to Portland

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

What is the cheapest month to fly to Portland?

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 Portland are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Portland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 14 to choose from for your flight to Portland.

What airport is best to fly into Portland?

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

How much are flights to Portland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Portland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $148, 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 Portland?

The trick to saving a stack of cash on your flight to Portland? 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 $148 right now, why wait?

Portland Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$103

Last Minute Hotel Deals in Portland

Solano Inn

Solano Inn

2.5 out of 5
1503 Portland-Cobalt Rd Portland CT
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Arrigoni Winery and Dart Island State Park are located ...
Solano Inn
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
The Capitol Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Motel 6 Wethersfield, CT - Hartford
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
298 E Haddam Moodus Rd East Haddam CT
Stay at this cabin in East Haddam. Enjoy free parking and patios. Popular attractions Machimoodus State Park and Amasa Day House are located nearby.
9.4/10 Exceptional! (222 reviews)
"The room was nicely clean, dishes and cups all you need is the food and what you see in pictures that’s exactly what you get love it and will visit again perfect to unwind with your partner or alone very private and secure"

Reviewed on Nov 8, 2026

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Stay at this hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Hampton Inn & Suites Hartford/East Hartford
Comfort Inn & Suites East Hartford - Hartford

Comfort Inn & Suites East Hartford - Hartford

2.5 out of 5
333 Roberts Street East Hartford CT
Book a stay at this business-friendly hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Comfort Inn & Suites East Hartford - Hartford
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Southington by IHG
Ramada by Wyndham Hartford North / Bradley Airport

Ramada by Wyndham Hartford North / Bradley Airport

2.5 out of 5
383 South Center St Windsor Locks CT
Stay at this hotel in Windsor Locks. Enjoy free breakfast, free parking, and a 24-hour fitness center. Popular attractions Oliver Ellsworth Homestead and Connecticut ...
6/10 (1,007 reviews)
"Although the room was acceptable, the walls were dirty, the pool ceiling leaked during rain and the guests seem to be of the homeless sort. Brown bag breakfast and no coffee in the lobby."

Reviewed on Nov 9, 2026

Ramada by Wyndham Hartford North / Bradley Airport
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.