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Portland

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Portland Flights as Low as $154

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

Frontier Airlines
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$154 Roundtrip, found 1 hour ago
$154
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $154 found 1 hour ago
Frontier Airlines
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$156 Roundtrip, found 1 hour ago
$156
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $156 found 1 hour ago
Frontier Airlines
Sat, Jun 20 - Sat, Jul 4
MCO
Orlando Intl.
BDL
Bradley Intl.
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jun 20 from Orlando Intl. to Bradley Intl., returning Sat, Jul 4, priced at $164 found 1 day ago
Breeze Airways
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$166 Roundtrip, found 1 hour ago
$166
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $166 found 1 hour ago
Breeze Airways
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$168 Roundtrip, found 1 hour ago
$168
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $168 found 1 hour ago
Breeze Airways
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$171 Roundtrip, found 1 hour ago
$171
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $171 found 1 hour ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$184 Roundtrip, found 4 hours ago
$184
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jul 28, priced at $184 found 4 hours ago
Avelo Airlines
Thu, Jul 30 - Mon, Aug 3
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Aug 3, priced at $208 found 2 days ago
Delta
Tue, Jul 21 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$224 Roundtrip, found 4 hours ago
$224
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jul 28, priced at $224 found 4 hours ago
JetBlue Airways
Tue, Jul 21 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$224 Roundtrip, found 4 hours ago
$224
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jul 28, priced at $224 found 4 hours ago
United
Wed, Aug 12 - Wed, Sep 2
MCO
Orlando Intl.
BDL
Bradley Intl.
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Wed, Sep 2, priced at $229 found 1 hour ago
Bargain Flight
Wed, Jul 29 - Wed, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$229 Roundtrip, found 16 hours ago
$229
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Wed, Jul 29 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Wed, Aug 19, priced at $229 found 16 hours ago
American Airlines
Tue, Jul 21 - Tue, Jul 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$232 Roundtrip, found 4 hours ago
$232
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Jul 21 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Tue, Jul 28, priced at $232 found 4 hours ago
Breeze Airways
Wed, Jun 10 - Wed, Jun 10
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$254 Roundtrip, found 20 hours ago
$254
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Jun 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Jun 10, priced at $254 found 20 hours ago
Avelo Airlines
Thu, Jun 18 - Sun, Jun 21
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$456 Roundtrip, found 2 days ago
$456
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Thu, Jun 18 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Jun 21, priced at $456 found 2 days ago
Breeze Airways
Wed, Jul 29 - Fri, Aug 14
DAB
Daytona Beach Intl.
HVN
Tweed - New Haven Regional
$847 Roundtrip, found 20 hours ago
$847
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Jul 29 from Daytona Beach Intl. to Tweed - New Haven Regional, returning Fri, Aug 14, priced at $847 found 20 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 August, 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 $154, 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 $154 right now, why wait?

Portland Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$183

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! (239 reviews)
"It was a very nice room, comfortable bed. Didn’t have a hairdryer but they were prompt to respond. We weren’t sure what it would be like when we first drove in, and we were pleasantly surprised."

Reviewed on Jun 8, 2026

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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 ...
7.4/10 Good! (1,364 reviews)
"After I paid for a none refundable reservation for a room. My wife checked out reviews, she does this when we travel. When she showed me the negative reviews she found, I became concerned since I could not get my money back. Well as it turns out my worries we not necessary. We travel often and have ..."

Reviewed on Jun 7, 2026

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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! (1,324 reviews)
"My Daughter was sick on the bed and they were very fast getting the bedding changed out. The breakfast was very well maintained by attentive staff members and varied day to day. The 24 hrs coffee and hot chocolate was a great addition."

Reviewed on Jun 6, 2026

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Holiday Inn Express Southington by IHG
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! (1,161 reviews)
"Reserved a queen with fridge and micro. Queen frame but not a queen mattress. Door to bathroom did not close or lock. Decent gap to entry door between frame and door itself. Have to unplug micro to use fridge. Samantha at front desk was busy but very polite and professional."

Reviewed on Jun 7, 2026

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Motel 6 Wethersfield, CT - Hartford
Economy Inn

Economy Inn

2.5 out of 5
490 Main Street East Hartford CT
Book a stay at this family-friendly hotel in East Hartford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Xfinity Theatre and ...
6.2/10 (690 reviews)
"He was manager during Sunday morning , it’s look he feel awkward , just cuz I asked him where Dunkin’ Donuts nearby he don’t know the answer ! He could have better how arrange he must be understand ?"

Reviewed on Jun 8, 2026

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Economy Inn
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! (372 reviews)
"Pretty clean and simple"

Reviewed on Jun 8, 2026

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Woodspring Suites Newington - Hartford South
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! (1,005 reviews)
"I was attending a wedding nearby. It was the perfect place for me and my girls to rest our heads. It was a lovely room very clean. We absolutely loved it."

Reviewed on Jun 5, 2026

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The Farmington Inn & Suites
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 ...
6.8/10 (1,006 reviews)
"I would not recommend this hotel to anyone."

Reviewed on Jun 7, 2026

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Hamden Hotel and Suites – Hamden New Haven
See all 735 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.