Find cheap flights from Portland to Connecticut

Find cheap flights from Portland to Connecticut

Search hundreds of travel sites at once for deals on flights to Connecticut

Round-trip
Economy
Portland (PWM)
Connecticut
Sun 8/1
Sun 8/8
Any month
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Top tips for finding cheap flights to Connecticut

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November and December. The cheapest month to fly to Connecticut is August.
  • Morning departure is around 30% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs - booking Connecticut flights

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Top airline flying Portland to Connecticut

Scores according to KAYAK customer reviews

7.2
American Airlines
Overall score based on 45,969 reviews
7.5
Boarding
7.1
Comfort
7.8
Crew
6.8
Entertainment
6.7
Food
Airline reviews

Pros: "Plane wasn’t full and left and arrived early!"
Cons: "Offering some kind of beverage"

Cons: "IFE was not streaming movies, WiFi on but not loading"

Cons: "A bigger plane."

Pros: "Nothing."
Cons: "The crew’s attitude. Forcing me to check my bag when there were plenty of spots overhead. Telling me my carryon, which fits perfectly under the seat, isn’t allowed to go under my seat. The crew and gate attendant were rude. Poor service. Poor flight."

Cons: "Dalay"

Pros: "Everything was super comforting"
Cons: "The flight are always subjected to delay ... I didn’t like that..."

Cons: "Baggage handler lost my bag, grabbed it off plane cabin, never found"

Pros: "Really a nice meal and good service"

Pros: "The crew did a great job."
Cons: "Seating is very uncomfortable."

Cons: "Great flight"

Cons: "Plane flight got delayed until 6pm from 10:30am. What."

Cons: "Flight currently delayed 3 hours! No help booking another flight or compensation or way of getting back to NYC in time."

Pros: "Crew was great. Seats could be a bit wider"

Pros: "Crew was great. Boarding was easy."
Cons: "Easier option for entertainment."

Cons: "May be legg more room, either I gain way or the seat are smaller. But I got home safe, so I will use you again."

Cons: "Weather related, mostly, so not AA’s fault"

Cons: "Flight delayed, interior of aircraft was deteriorating"

Pros: "The flight attendant was very nice and tried to make our long delay tolerable"
Cons: "Why do you board a flight when the airport has grounded takeoffs? Just to meet some stupid metric for on-time departures, you make 100 people sit in the plane for 2 hrs, when you could have just let them wait to board. Misery."

Pros: "All...mainly Luis, one of the on board flight attendants, in charge of pampering us with excelent attention, in the most minor details of food preparation , always pain attention to our needs and Confort."
Cons: "Nothing to complain about On this trip, wich departed Kate due to bad weather in Miami, due to heavy rain adn storm, and in spite of that, the flight arrived just a few minutes behind schedule."

Cons: "Flights had to be changed due to a delay on first flight that would make it impossible to take the connecting flight. My route and airlines were completely changed, which caused a big delay in original arrival time. In addition to that, my luggage did not make it and I'm still waiting to find out where my suitcases are. Very disappointed."

Pros: "Arrived on time despite late departure"
Cons: "Bumpy ride in CLT but uncontrollable"

Pros: "the flight was AVIANCA , not American Airlines"

Pros: "WiFi was on the flight. Free with TMobile."
Cons: "Easy and fast flight"

Pros: "The first class service was excellent."

Pros: "Flight crew very friendly."
Cons: "No entertainment so 1 star rating. Kind passenger switched seats so I could sit with my husband and son. Would have had to sit behind them if not for her. Paying extra for isle seats was a surprise."

Pros: "Crew overall was friendly. Flight took off a little early and arrived nearly an hour early."
Cons: "Entertainment system had to be rebooted for the entire plane, so no entertainment for the first hour or so. Even once working, the tactile screen did not work well and was frustrating to use. Food was OK, not great. Pasta was overcooked and dry. Fake cheddar cheese was not good."

Cons: "Wish they had told me there was a shuttle to other side of airport. Had not been to this airport in many years."

Pros: "The available movies and games in personal screen"
Cons: "Seat selection"

Pros: "We arrived on time."
Cons: "These planes feel like they are made of Legos. They are absurdly tiny and uncomfortable (and I am a small woman). Hot and stinky when boarding and no room for you or your carry on luggage. The days of glamorous air travel seem very far away."

Pros: "I was really impressed by the dinner and breakfast choices. I liked that the plane had several bathrooms, and great-looking staff. It’s sad to fly somewhere and see staff not care about their appearance. They were also very attentive and personable."
Cons: "I’m a tall person so sitting through a 9-hour flight was hard for me. I tried to go to sleep but leg room was an issue. I sat in the middle row in the back center section of the plane."

Pros: "Nothing"
Cons: "I checked in on American Airlines and because I didn't load the boarding pass to my smart phone I wasn't allowed to board."

Pros: "Great flight!"
Cons: "N/A"

Pros: "Flight crew was courteous Seat was as comfortable as an airline seat can be"
Cons: "BULKHEAD seat did not have entertainment. Had to go in search of water"

Pros: "At least they kept throwing food at us on the plane."
Cons: "Arrived 3 hours early to CDG, and a long line to check a bag. It took so long, eventually they allowed people to cut in line as their flight departure times neared. 2+ hours later, I finally got to a kiosk to print my boarding pass and baggage tag, but now another line to drop off my bag on the conveyor belt. With less than 30 minutes to departure, and still haven't gone through security, I gave up and made my checked bag a carry-on as well. And then tight seats on the plane, with no individual screens (the movie played on a tiny screen 2 rows up in the aisle.)"

Pros: "Other passengers were friendly?"
Cons: "I was traveling alone with my tired, cranky 13 month old. I get that it's no fun for anyone, including me, to have a tired toddler on the flight! But from the moment we boarded the flight attendant was unfriendly and unhelpful. I asked for help putting a heavy bag in the overhead compartment. She half-heartedly tried and then told me it "didn't fit". By simply turning it on its side, I was able to easily make it fit, but it was uncomfortable for me to have to do so while also holding my baby! The flight attendant then commented that I couldn't have the child in a carrier during the flight (something I am well aware of!). She also neglected to offer us a snack later on. Overall, she was rude and inconsiderate and made a difficult trip more unpleasant."

Pros: "My daughter liked the movie Gifted on the flight. Only decent experience in 2 days of travel"
Cons: "Worst experience with an airline ever. Never going to fly AA again. They lost 3 valued customers."

Cons: "The video screens weren't very good. You had to tap screen multiple times to select a choice."

Pros: "The PWM airport, ALMOST makes air travel tolerable. Great little airport. Crew was pleasant, Seemed to enjoy their work. That, alone makes a huge difference in an industry that truly doesn't put customer service anywhere NEAR the top of the priority list."

Pros: "Food was fine."
Cons: "Plane was old and didn't include personal screens in the seats, for an 8+ hour flight it should be mandatory. Everything about the plane felt old and slightly dirty, and while flying across the Atlantic, it's slightly nerve wracking to still see cigarette disposals in the bathroom and on the seats (reminding you just how old the plane is)! The boarding process was a bit crazed, we were put on buses in no particular priority order and dropped off at the plane to all board at the same time!"

Cons: "The flight attendant was arrogant. This is her job... just for $$$"

Pros: "left early and arrived early. cabin staff was friendly"

Pros: "The flight attendants and food were excellent."
Cons: "The volume for my seat's media was not working."

Pros: "Punctuality"
Cons: "Small plane with no leg room"

Pros: "Everything"
Cons: "Nothing"

Cons: "Flight was good until, after arriving 30 minutes early to PWM, our plane had to wait about that much time for our gate to open. Once pulling to the gate we waited another 15 minutes for someone to figure out the walkway and open the door tom the plane-- all with no communication from the crew."

Cons: "i decided to purchase a separate direct flight at a different time instead of changing my flight, only to be informed later when i tried to hop on the back end of my original flight, that they had canceled my ticket since i hadnt boarded on the front end of that flight. i had spoken to a customer service rep about my option before purchasing the extra ticket, and she did not mention that this would be an issue. then i had to pay extra to get back on my original flight."

Pros: "Quick and easy"

Pros: "American Airlines is my favorite Airlines to fly. There is a little more leg room and the seats are a little wider. The staff is very professional and courteous."

Cons: "My flight date was changed because of a medical issue with my grandson, and I was outraged by the amount of the change fee."

Read more about American Airlines
COVID-19 information

Safety measures for airlines flying from Portland to Connecticut

Airlines flying from Portland to Connecticut have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Portland to Connecticut

Mandatory masks

Masks required on board, masks provided on flights from Portland to Connecticut

Social distancing seating

Middle seats unavailable to book on flights from Portland to Connecticut

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Portland to Connecticut

Book cheap flights from Portland to Connecticut

Recent round-trip flight deals

9/3
Fri
1 stop
American Airlines
13h 58m
PWM - HVN
9/4
Sat
1 stop
American Airlines
12h 11m
HVN - PWM
9/3
Fri
1 stop
American Airlines
13h 58m
PWM - HVN
9/4
Sat
1 stop
American Airlines
9h 05m
HVN - PWM
9/3
Fri
1 stop
American Airlines
13h 58m
PWM - HVN
9/4
Sat
1 stop
American Airlines
12h 11m
HVN - PWM
8/5
Thu
1 stop
American Airlines
11h 24m
PWM - HVN
8/6
Fri
1 stop
American Airlines
15h 37m
HVN - PWM

Recent one-way flight deals

8/25
Wed
2 stops
American Airlines
24h 45m
PWM - HVN
8/19
Thu
1 stop
American Airlines
13h 58m
PWM - HVN
8/19
Thu
2 stops
American Airlines
24h 45m
PWM - HVN
8/15
Sun
1 stop
American Airlines
11h 24m
PWM - HVN
8/15
Sun
2 stops
American Airlines
28h 59m
PWM - HVN
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