Search Cheap Flights to
Portland

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Portland Flights as Low as $265

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

Spirit Airlines
Thu, May 22 - Thu, May 29
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$265 Roundtrip, found 7 hours ago
$265
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Thu, May 22 from Greater Rochester Intl. to Bradley Intl., returning Thu, May 29, priced at $265 found 7 hours ago
JetBlue Airways
Sat, May 24 - Tue, May 27
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$273 Roundtrip, found 7 hours ago
$273
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sat, May 24 from Greater Rochester Intl. to Bradley Intl., returning Tue, May 27, priced at $273 found 7 hours ago
Spirit Airlines
Thu, May 22 - Sun, May 25
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$280 Roundtrip, found 7 hours ago
$280
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Thu, May 22 from Greater Rochester Intl. to Bradley Intl., returning Sun, May 25, priced at $280 found 7 hours ago
JetBlue Airways
Wed, May 21 - Tue, May 27
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$282 Roundtrip, found 7 hours ago
$282
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, May 21 from Greater Rochester Intl. to Bradley Intl., returning Tue, May 27, priced at $282 found 7 hours ago
American Airlines
Sun, May 25 - Wed, May 28
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$284 Roundtrip, found 7 hours ago
$284
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, May 25 from Greater Rochester Intl. to Bradley Intl., returning Wed, May 28, priced at $284 found 7 hours ago
JetBlue Airways
Tue, May 20 - Tue, May 27
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$292 Roundtrip, found 7 hours ago
$292
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, May 20 from Greater Rochester Intl. to Bradley Intl., returning Tue, May 27, priced at $292 found 7 hours ago
United
Sun, May 25 - Thu, May 29
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$294 Roundtrip, found 7 hours ago
$294
Roundtrip
found 7 hours ago
Select United flight, departing Sun, May 25 from Greater Rochester Intl. to Bradley Intl., returning Thu, May 29, priced at $294 found 7 hours ago
JetBlue Airways
Wed, May 21 - Sat, May 24
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$297 Roundtrip, found 7 hours ago
$297
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, May 21 from Greater Rochester Intl. to Bradley Intl., returning Sat, May 24, priced at $297 found 7 hours ago
JetBlue Airways
Tue, May 20 - Thu, May 29
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$302 Roundtrip, found 7 hours ago
$302
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, May 20 from Greater Rochester Intl. to Bradley Intl., returning Thu, May 29, priced at $302 found 7 hours ago
JetBlue Airways
Tue, May 20 - Sat, May 24
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$307 Roundtrip, found 7 hours ago
$307
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, May 20 from Greater Rochester Intl. to Bradley Intl., returning Sat, May 24, priced at $307 found 7 hours ago
JetBlue Airways
Thu, May 22 - Tue, May 27
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$325 Roundtrip, found 7 hours ago
$325
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Thu, May 22 from Greater Rochester Intl. to Bradley Intl., returning Tue, May 27, priced at $325 found 7 hours ago
JetBlue Airways
Fri, May 23 - Thu, May 29
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$335 Roundtrip, found 7 hours ago
$335
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Fri, May 23 from Greater Rochester Intl. to Bradley Intl., returning Thu, May 29, priced at $335 found 7 hours ago
JetBlue Airways
Sat, May 24 - Sun, May 25
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$340 Roundtrip, found 7 hours ago
$340
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sat, May 24 from Greater Rochester Intl. to Bradley Intl., returning Sun, May 25, priced at $340 found 7 hours ago
Bargain Flight
Fri, May 9 - Mon, May 12
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$341 Roundtrip, found 7 hours ago
$341
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Fri, May 9 from Greater Rochester Intl. to Bradley Intl., returning Mon, May 12, priced at $341 found 7 hours ago
Breeze Airways
Sun, May 11 - Thu, May 15
ROC
Greater Rochester Intl.
HVN
Tweed - New Haven Regional
$666 Roundtrip, found 7 hours ago
$666
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Sun, May 11 from Greater Rochester Intl. to Tweed - New Haven Regional, returning Thu, May 15, priced at $666 found 7 hours ago
Delta
Thu, May 22 - Sun, May 25
ROC
Greater Rochester Intl.
BDL
Bradley Intl.
$1,031 Roundtrip, found 7 hours ago
$1,031
Roundtrip
found 7 hours ago
Select Delta flight, departing Thu, May 22 from Greater Rochester Intl. to Bradley Intl., returning Sun, May 25, priced at $1,031 found 7 hours ago

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 May, 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 $265, 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 $265 right now, why wait?

Portland Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$264

Last Minute Hotel Deals in Portland

Solano Inn
Solano Inn
2.5 out of 5
1503 Portland-Cobalt Rd, Portland, CT
The price is $118 per night from May 8 to May 9
$118
includes taxes & fees
May 8 - May 9
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Arrigoni Winery and Harbor Park are located ...
9/10 Wonderful! (123 reviews)
"Staff was excellent. Super friendly and welcoming.👏👏"

Reviewed on Apr 28, 2025

Solano Inn
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is $107 per night from May 13 to May 14
$107
includes taxes & fees
May 13 - May 14
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,006 reviews)
"Very adequate hotel for a night stay after a concert at the Oakdale theater. The free breakfast was very good."

Reviewed on May 4, 2025

Clarion Inn
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
The price is $100 per night from May 11 to May 12
$100
includes taxes & fees
May 11 - May 12
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! (1,011 reviews)
"Staff was very friendly and room was very clean."

Reviewed on May 4, 2025

Holiday Inn Express Southington by IHG
The Goodwin Hotel
The Goodwin Hotel
3.5 out of 5
1 Haynes St, Hartford, CT
The price is $216 per night from May 27 to May 28
$216
includes taxes & fees
May 27 - May 28
Stay at this 3.5-star hotel in Hartford. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,005 reviews)
Avery pleasant and relaxing stay.
"Not as much of a classic old hotel vibe as i expected. More of a modern classic vibe. Nothing t complain about except the $3,00 charge for what should be complenentary bottled water in the room. Very clean and quiet neighborhood. Garage elevator to building lobby attached to hotel redeption. Very ..."

Reviewed on May 2, 2025

The Goodwin Hotel
Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 out of 5
185 Brainard Rd, Hartford, CT
The price is $111 per night from May 14 to May 15
$111
includes taxes & fees
May 14 - May 15
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! (1,007 reviews)
"Staff was friendly and helpful. Room was clean, looked newly painted, remodeled. Refrigerator and microwave worked and were clean. Beds were very comfortable and room was very quiet. Elevator was quick. 24 hour coffee was good. Breakfast was okay. Zero complaints. Would stay again."

Reviewed on Apr 28, 2025

Best Western Hartford Hotel & Suites
Motel 6 Wethersfield, CT - Hartford
Motel 6 Wethersfield, CT - Hartford
2 out of 5
1341 Silas Deane Hwy, Wethersfield, CT
The price is $75 per night from May 12 to May 13
$75
includes taxes & fees
May 12 - May 13
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. ...
6.4/10 (1,002 reviews)
"Security"

Reviewed on Apr 28, 2025

Motel 6 Wethersfield, CT - Hartford
Hampton Inn & Suites Hartford/East Hartford
Hampton Inn & Suites Hartford/East Hartford
2.5 out of 5
351 Pitkin Steet, East Hartford, CT
The price is $126 per night from May 25 to May 26
$126
includes taxes & fees
May 25 - May 26
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! (1,004 reviews)
"Hilton properties can sometimes be a bit inconsistent, but this hotel is an absolute gem. Really great staff and facilities, and a comfortable room. Walkable to the downtown area."

Reviewed on May 3, 2025

Hampton Inn & Suites Hartford/East Hartford
Cambria Hotel Manchester South Windsor
Cambria Hotel Manchester South Windsor
3 out of 5
1000 Long Leaf Lane, South Windsor, CT
The price is $160 per night from May 29 to May 30
$160
includes taxes & fees
May 29 - May 30
Stay at this 3-star business-friendly hotel in South Windsor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9.2/10 Wonderful! (668 reviews)
"Very clean & helpful staff"

Reviewed on May 2, 2025

Cambria Hotel Manchester South Windsor
See all 658 properties in Portland
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.