Search Cheap Flights toPortland
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Portland Flights as Low as $102
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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 April, 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 16 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 $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 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 $102 right now, why wait?
Destination airport | Tweed - New Haven Regional |
|---|---|
Destination airport IATA code | HVN |
Roundtrip price | $101 |
Last Minute Hotel Deals in Portland
The Capitol Hotel
Lovely visit room was clean most impressive part was certainly the gentlemen who was on shift when I checked in. He was extremely helpful kind funny and very professional
Reviewed on Feb 20, 2026
Hampton Inn & Suites Hartford/East Hartford
The staff was excellent. The location was great and the value was very good. Didn’t care for the beds and pillows. Not very comfortable. My only critique. Otherwise a great stay!
Reviewed on Feb 19, 2026
DoubleTree by Hilton Hartford Downtown
Clean easy and kind people
Reviewed on Feb 17, 2026
Holiday Inn Express Southington by IHG
Clean, safe, great place to stay
Reviewed on Feb 22, 2026
Comfort Inn Wethersfield - Hartford
The room was clean, staff assisted us as needed.
Reviewed on Feb 15, 2026
The Goodwin Hotel
Staff was pleasant and attentive. Clean room. Beautiful building. Modern decor. Amenities provided as listed. Would highly recommend staying here.
Reviewed on Feb 18, 2026
Extended Stay America Suites Hartford Farmington
Everything was good
Reviewed on Feb 15, 2026
Holiday Inn Cheshire - Southington by IHG
the room was clean and the staff was kind
Reviewed on Feb 17, 2026
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver