Search Cheap Flights to
Portland

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Portland Flights as Low as $110

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

Breeze Airways
Fri, Aug 29 - Sat, Aug 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sat, Aug 30, priced at $110 just found
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$115 Roundtrip, found 10 hours ago
$115
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $115 found 10 hours ago
Breeze Airways
Fri, Aug 29 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$118 Roundtrip, found 1 hour ago
$118
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $118 found 1 hour ago
Spirit Airlines
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$119 Roundtrip, just found
$119
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $119 just found
Spirit Airlines
Sat, Aug 30 - Sun, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Sun, Aug 31, priced at $120 just found
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$122 Roundtrip, found 1 hour ago
$122
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $122 found 1 hour ago
Spirit Airlines
Thu, Aug 21 - Sun, Aug 24
MCO
Orlando Intl.
BDL
Bradley Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Aug 21 from Orlando Intl. to Bradley Intl., returning Sun, Aug 24, priced at $122 found 3 days ago
Breeze Airways
Fri, Aug 29 - Sat, Aug 30
MCO
Orlando Intl.
BDL
Bradley Intl.
$123 Roundtrip, just found
$123
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 29 from Orlando Intl. to Bradley Intl., returning Sat, Aug 30, priced at $123 just found
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$125 Roundtrip, found 10 hours ago
$125
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Bradley Intl., returning Sun, Sep 7, priced at $125 found 10 hours ago
Frontier Airlines
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
BDL
Bradley Intl.
$136 Roundtrip, found 4 hours ago
$136
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Fri, Aug 1 from Orlando Intl. to Bradley Intl., returning Sun, Aug 3, priced at $136 found 4 hours ago
JetBlue Airways
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $137 just found
Breeze Airways
Fri, Sep 19 - Mon, Sep 22
TPA
Tampa Intl.
BDL
Bradley Intl.
$142 Roundtrip, found 6 hours ago
$142
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Tampa Intl. to Bradley Intl., returning Mon, Sep 22, priced at $142 found 6 hours ago
American Airlines
Thu, Oct 9 - Tue, Oct 14
MCO
Orlando Intl.
BDL
Bradley Intl.
$159 Roundtrip, just found
$159
Roundtrip
just found
Select American Airlines flight, departing Thu, Oct 9 from Orlando Intl. to Bradley Intl., returning Tue, Oct 14, priced at $159 just found
Breeze Airways
Thu, Dec 11 - Sun, Dec 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 11 from Tampa Intl. to Tweed - New Haven Regional, returning Sun, Dec 14, priced at $177 found 1 day ago
United
Sat, Aug 30 - Mon, Sep 1
MCO
Orlando Intl.
BDL
Bradley Intl.
$207 Roundtrip, just found
$207
Roundtrip
just found
Select United flight, departing Sat, Aug 30 from Orlando Intl. to Bradley Intl., returning Mon, Sep 1, priced at $207 just found
Delta
Sat, Aug 2 - Wed, Aug 6
MCO
Orlando Intl.
BDL
Bradley Intl.
$210 Roundtrip, found 4 hours ago
$210
Roundtrip
found 4 hours ago
Select Delta flight, departing Sat, Aug 2 from Orlando Intl. to Bradley Intl., returning Wed, Aug 6, priced at $210 found 4 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 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 $110, 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 $110 right now, why wait?

Portland Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$109

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 daily housekeeping. Popular attractions Arrigoni Winery and Harbor Park are located ...
8.8/10 Excellent! (153 reviews)
"We had a very nice comfortable stay. Thank you very much."

Reviewed on Jul 8, 2025

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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! (1,019 reviews)
Capital Cozy
"The hotel is very convenient. It's close to the train station, and local bars. There's an events stadium nearby. The hotel itself was very nice for the cost of stay. It seriously exceeded my expectations. I want the staff there to know that I appreciate the comfort they provided there."

Reviewed on Jul 9, 2025

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The Capitol Hotel
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 Westfarms Mall are located ...
7.4/10 Good! (121 reviews)
"Easy to find very clean-brand new look. Con: needed darkening shades and they did not offer any sort of kitchen appliances for there kitchenette’s. Hand towels would have been appreciated."

Reviewed on Jul 5, 2025

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Woodspring Suites Newington - Hartford South
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! (1,002 reviews)
"Kind of in a hood area with broken glass in parking lot. Loud guests. And the halls smell like weed. Got what I paid for."

Reviewed on Jul 7, 2025

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Hampton Inn & Suites Hartford/East Hartford
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
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! (1,017 reviews)
"Good stay no problems at all"

Reviewed on Jul 7, 2025

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Clarion Inn
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 (1,006 reviews)
"Nice room for one night"

Reviewed on Jun 29, 2025

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Motel 6 Wethersfield, CT - Hartford
Best Western Manchester
Best Western Manchester
2.5 out of 5
20 Taylor Street, Manchester, CT
Book a stay at this family-friendly hotel in Manchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
8.2/10 Very Good! (157 reviews)
"This hotel is extremely close to a hotel wonderful bike trail"

Reviewed on Jul 9, 2025

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Best Western Manchester
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! (1,002 reviews)
"Great stay for an overnight, slightly dated rooms but nothing noteworthy"

Reviewed on Jun 29, 2025

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Best Western Hartford Hotel & Suites
See all 669 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.