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Portland

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Portland Flights as Low as $107

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

Breeze Airways
Fri, Apr 4 - Sun, Apr 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$107 Roundtrip, found 5 days ago
$107
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Sun, Apr 6, priced at $107 found 5 days ago
Frontier Airlines
Fri, Apr 4 - Tue, Apr 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 16 hours ago
$110
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Tue, Apr 8, priced at $110 found 16 hours ago
Frontier Airlines
Fri, Apr 4 - Sun, Apr 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 16 hours ago
$110
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Sun, Apr 6, priced at $110 found 16 hours ago
Frontier Airlines
Wed, Apr 2 - Sun, Apr 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$111 Roundtrip, found 16 hours ago
$111
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Orlando Intl. to Bradley Intl., returning Sun, Apr 6, priced at $111 found 16 hours ago
Spirit Airlines
Tue, Apr 15 - Sat, Apr 19
MCO
Orlando Intl.
BDL
Bradley Intl.
$113 Roundtrip, found 2 days ago
$113
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Apr 15 from Orlando Intl. to Bradley Intl., returning Sat, Apr 19, priced at $113 found 2 days ago
Breeze Airways
Thu, Mar 27 - Thu, Apr 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Mar 27 from Orlando Intl. to Bradley Intl., returning Thu, Apr 24, priced at $116 found 2 days ago
Breeze Airways
Fri, Apr 4 - Tue, Apr 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 16 hours ago
$117
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Tue, Apr 8, priced at $117 found 16 hours ago
Breeze Airways
Fri, Apr 4 - Tue, Apr 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$117 Roundtrip, found 16 hours ago
$117
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Tue, Apr 8, priced at $117 found 16 hours ago
JetBlue Airways
Thu, May 15 - Tue, May 20
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 19 hours ago
$137
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Thu, May 15 from Orlando Intl. to Bradley Intl., returning Tue, May 20, priced at $137 found 19 hours ago
American Airlines
Thu, May 15 - Sat, May 17
MCO
Orlando Intl.
BDL
Bradley Intl.
$178 Roundtrip, found 19 hours ago
$178
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Thu, May 15 from Orlando Intl. to Bradley Intl., returning Sat, May 17, priced at $178 found 19 hours ago
Delta
Fri, Apr 4 - Sun, Apr 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Apr 4 from Orlando Intl. to Bradley Intl., returning Sun, Apr 6, priced at $197 found 5 days ago
United
Thu, May 15 - Sat, May 17
MCO
Orlando Intl.
BDL
Bradley Intl.
$212 Roundtrip, found 19 hours ago
$212
Roundtrip
found 19 hours ago
Select United flight, departing Thu, May 15 from Orlando Intl. to Bradley Intl., returning Sat, May 17, priced at $212 found 19 hours ago
Frontier Airlines
Thu, Apr 3 - Tue, Apr 8
ORD
O'Hare Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 18 hours ago
$248
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Thu, Apr 3 from O'Hare Intl. to Bradley Intl., returning Tue, Apr 8, priced at $248 found 18 hours ago
Delta
Wed, Apr 2 - Tue, Apr 8
GSP
Greenville-Spartanburg Intl.
BDL
Bradley Intl.
$332 Roundtrip, found 20 hours ago
$332
Roundtrip
found 20 hours ago
Select Delta flight, departing Wed, Apr 2 from Greenville-Spartanburg Intl. to Bradley Intl., returning Tue, Apr 8, priced at $332 found 20 hours ago
Spirit Airlines
Tue, Apr 1 - Wed, Apr 30
SNA
John Wayne
BDL
Bradley Intl.
$346 Roundtrip, found 6 days ago
$346
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Apr 1 from John Wayne to Bradley Intl., returning Wed, Apr 30, priced at $346 found 6 days ago
Alaska Airlines
Wed, Apr 2 - Wed, Apr 30
SNA
John Wayne
BDL
Bradley Intl.
$661 Roundtrip, found 6 days ago
$661
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Wed, Apr 2 from John Wayne to Bradley Intl., returning Wed, Apr 30, priced at $661 found 6 days 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 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 $107, 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 $107 right now, why wait?

Portland Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$106

Last Minute Hotel Deals in Portland

Solano Inn
Solano Inn
2.5 out of 5
1503 Portland-Cobalt Rd, Portland, CT
The price is $97 per night from Mar 30 to Mar 31
$97
includes taxes & fees
Mar 30 - Mar 31
Stay at this hotel in Portland. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Arrigoni Winery and Harbor Park are located ...
9.2/10 Wonderful! (96 reviews)
"Nice in expensive work travel stay. Affordable. Rooms recently upgraded"

Reviewed on Mar 21, 2025

Solano 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 $109 per night from Mar 30 to Mar 31
$109
includes taxes & fees
Mar 30 - Mar 31
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! (1,009 reviews)
"Very nice property and very nice people"

Reviewed on Mar 22, 2025

Holiday Inn Express Southington by IHG
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is $99 per night from Apr 6 to Apr 7
$99
includes taxes & fees
Apr 6 - Apr 7
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! (1,007 reviews)
"Nice hotel with free breakfast"

Reviewed on Mar 23, 2025

Clarion Inn
DoubleTree by Hilton Hartford Downtown
DoubleTree by Hilton Hartford Downtown
4 out of 5
315 Trumbull St, Hartford, CT
The price is $165 per night from Apr 20 to Apr 21
$165
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4-star business-friendly hotel in Hartford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the clean rooms ...
7.4/10 Good! (1,001 reviews)
Great place to stay when in Hartford
"Front desk staff was very nice. Loved the cookies! Room was clean and beds were very comfortable."

Reviewed on Mar 17, 2025

DoubleTree by Hilton Hartford Downtown
Motel 6 Wethersfield, CT - Hartford
Motel 6 Wethersfield, CT - Hartford
2 out of 5
1341 Silas Deane Hwy, Wethersfield, CT
The price is $72 per night from Mar 31 to Apr 1
$72
includes taxes & fees
Mar 31 - Apr 1
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 (1,001 reviews)
"Nadia was very helpful and a lovely person love her energy"

Reviewed on Mar 24, 2025

Motel 6 Wethersfield, CT - Hartford
Extended Stay America Suites Hartford Farmington
Extended Stay America Suites Hartford Farmington
2.5 out of 5
1 Batterson Park Rd, Farmington, CT
The price is $92 per night from Apr 11 to Apr 12
$92
includes taxes & fees
Apr 11 - Apr 12
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (904 reviews)
"Close to interstate."

Reviewed on Mar 25, 2025

Extended Stay America Suites Hartford Farmington
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 Apr 13 to Apr 14
$126
includes taxes & fees
Apr 13 - Apr 14
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! (1,000 reviews)
"The $100 incidental is a bit expensive but overall it’s a great stay. I go 3-4 times a year."

Reviewed on Mar 25, 2025

Hampton Inn & Suites Hartford/East Hartford
Woodspring Suites Newington - Hartford South
Woodspring Suites Newington - Hartford South
2.5 out of 5
712 Cedar Street, Newington, CT
The price is $85 per night from Mar 27 to Mar 28
$85
includes taxes & fees
Mar 27 - Mar 28
Stay at this hotel in Newington. Enjoy free WiFi and free parking. Popular attractions Iwo Jima Survivors Memorial Park and Westfarms Mall are located ...
7.8/10 Good! (52 reviews)
"It was good experience"

Reviewed on Mar 20, 2025

Woodspring Suites Newington - Hartford South
See all 660 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.