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Portland

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Portland Flights as Low as $140

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Breeze Airways
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Avelo Airlines
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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 June, 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 15 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 Tweed - New Haven Regional 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 $140, 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 $140 right now, why wait?

Portland Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$139

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 ...
8.6/10 Excellent! (224 reviews)
Location, staff very friendly and helpful!

Reviewed on Apr 19, 2026

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 ...
7.6/10 Good! (1,267 reviews)
The room wasn’t the cleanest. I pulled back the sheets and found a lot of long black hair. The bureau draws didn’t close. There was no remote in the room. The window sill was very dusty. The room had a musty smell to it. Breakfast was not great. Even though the food was on warmers it was still cold. ...

Reviewed on Apr 27, 2026

The Capitol Hotel
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 ...
8.6/10 Excellent! (1,280 reviews)
Breakfast was delicious and the room was great!

Reviewed on Apr 27, 2026

Holiday Inn Express Southington by IHG
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. ...
8.8/10 Excellent! (1,149 reviews)
The hotel was very dated, the room looked like it was from 1970 “ yes I’m old enough to remember 1970) the rug was bunched up in a tripping hazard in many places in the center of the room. The bedspread had pools in it and looked like it’s been worn out for 10 years the couch I wouldn’t even sit ...

Reviewed on Apr 24, 2026

Hampton Inn & Suites Hartford/East Hartford
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. ...
7.2/10 Good! (1,103 reviews)
La grúa me llevo mi vehículo parqueado bien y no importo que me estaba quedando en el hotel simple mente porque se me callo el recibo de parqueo y tube que pagar casi 200 dollar

Reviewed on Apr 28, 2026

Motel 6 Wethersfield, CT - Hartford
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2 out of 5
298 E Haddam Moodus Rd East Haddam CT
Stay at this cabin in East Haddam. Enjoy free parking, patios, and climate control. Popular attractions Machimoodus State Park and Amasa Day House are located ...
9.6/10 Exceptional! (145 reviews)
Quite and cozy. I woud recommend but little too expensive for people like me (im broke)

Reviewed on Apr 27, 2026

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,001 reviews)
Older buildings but clean and well maintained. Breakfast was good, staff was friendly.

Reviewed on Apr 26, 2026

The Farmington Inn & Suites
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd Hartford CT
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,057 reviews)
Breakfast was hot and fresh. Coffee was good. Plenty of parking

Reviewed on Apr 15, 2026

Best Western Hartford Hotel & Suites
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.