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Portland

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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 , 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  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 , 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  right now, why wait?

Portland Flight Information
Destination airport
Portland
Destination airport IATA code
HFD

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 Chris Cote's Toptracer Golf ...
8.6/10 Excellent! (193 reviews)
"Room was nicely re-done to modern standards and large."

Reviewed on Sep 6, 2025

Solano Inn
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.4/10 Good! (1,035 reviews)
Overnight stay
"The staff is very polite and helpful. Breakfast was very good. I would recommend"

Reviewed on Sep 14, 2025

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! (1,092 reviews)
"Easy access from the interstate. Very close to the cute downtown with nice restaurants"

Reviewed on Sep 16, 2025

Holiday Inn Express Southington by IHG
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 ...
7.6/10 Good! (1,004 reviews)
"Excellent hotel. Close to everything. Friendly staff"

Reviewed on Sep 9, 2025

Best Western Hartford Hotel & Suites
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. ...
9/10 Wonderful! (1,027 reviews)
"Very conveniently locate to major roads. In complementary shuttle service to downtown Hartford was a major plus. The staff was very gracious and helpful."

Reviewed on Sep 14, 2025

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. ...
6.6/10 (1,021 reviews)
"The property was clean and pet friendly at no additional charge, the room was pretty updated."

Reviewed on Sep 16, 2025

Motel 6 Wethersfield, CT - Hartford
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave, Hamden, CT
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
6.6/10 (1,004 reviews)
"Loved the pool,clean environment! Friendly staff and helpful too. The breakfast was delicious too. Keep up the great work!"

Reviewed on Sep 13, 2025

Hamden Hotel and Suites – Hamden New Haven
Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South

2.5 out of 5
712 Cedar Street, Newington, CT
Stay at this hotel in Newington. Enjoy free WiFi and free parking. Popular attractions Iwo Jima Survivors Memorial Park and Mill Pond Park are located ...
7.6/10 Good! (199 reviews)
"Clean and quiet room"

Reviewed on Sep 16, 2025

Woodspring Suites Newington - Hartford South
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.