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Find cheap flights from Portland to Connecticut from $59

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Connecticut departing on 9/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 7/6
Sat 7/13

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Best Connecticut Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New Yorknonstop$117

Good to know

Low season

February

High season

May

Cheapest flight

$59
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Portland to New York John F Kennedy Airport

FAQs - booking Connecticut flights

  • How does KAYAK find such low prices on flights from Portland to Connecticut?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Connecticut.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Connecticut?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Connecticut from Portland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Connecticut?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Connecticut with an airline and back to Portland with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Connecticut?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Connecticut from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Connecticut

  • Looking for a cheap flight? 25% of our users found tickets from Portland to the following destinations at these prices or less: Newark $143 one-way - $286 round-trip; New York $118 one-way - $191 round-trip; New York $148 one-way - $265 round-trip
  • Morning departure is around 34% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Portland to Connecticut

Need help choosing which airline to fly with from Portland to Connecticut? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10368 reviews
8.2Boarding
8.6Crew
7.9Comfort
8.0Entertainment
7.4Food
Airline reviews

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

4.0 OkayDavwinder Singh, Jun 2024SEA - ATL
Read more about Delta reviews

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

The walk from baggage claim to the taxi is very difficult for older people I will never fly into JFK again. It is physically challenging

Overall fine but both ways for this trip was delayed.

Flight was delayed by almost 5 hours. Suitcase was not loaded despite the flight being near empty (my colleagues’ suitcases did reach JFK, unlike mine). Had to argue on phone to get JetBlue to deliver the case to my hotel. Never again

The flight was excellent. The crew was welcoming and attentive.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

Run out of snack choices. Why are the seats not padded for your butt? Are we sitting on blocks of wood or metal for $250-300 a pop? This ain’t spirit. Let’s get it together people

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Going through JFK’s security is a mess. The TSA security said no shoes on the bins. So, we place our shoes in the belt and they came out all over the belt. Boarding was delayed and Flight as well.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Not worth the price of premium class ticket paid, felt more like steerage.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

I had a great flight. Everything went smoothly and the flight arrived early.

The flight and boarding were easy peasy. I was traveling with my 4-year-old, so a smooth boarding experience was especially appreciated. My only piece of feedback is really about where our gate was in O'Hare. They've shoved four gates into a tiny corner of the B terminal and there isn't early enough room or seating for everyone. Not United's problem, but did dent the overall experience.

Dinner was okay but the breakfast was not eatable on the flight San Francisco to Zurich.

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

Everything was fine once we actually got on our flight. It was more then annoying they canceled (delayed) our flight. We lost out on a day of our trip along with money on our stay. Plus we had to book another hotel. So expensive.

This flight was canceled and delayed several times without explanation. The plane was freezing cold and no wifi for messaging. Getting off the plane was terribly unorganized and felt like it took forever….

The flight was delayed several times without explanation. The seats were terribly uncomfortable and wifi isn’t included. All these make for a less than ideal flight.

The flights was delayed by hours and it was the firmest landing I have experienced in my life. My back is still sore.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

Terrible. I didn’t fly and I had an important meeting the next day.

Equipment swap led to 2+ hour delay on international flight. And to top it off, boarding took forever.

Wretched scheduling - they got themselves into a critical crew situation and didn’t try to address it until 15 minutes before they had to cancel my flight

They cancelled two flight and got us onto another airline, which was also delayed.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Book cheap flights from Portland to Connecticut

Recent round-trip flight deals

10/1Tue
nonstopDelta
1h 25mPWM-JFK
10/1Tue
nonstopDelta
1h 38mJFK-PWM
$117
10/1Tue
nonstopJetBlue
1h 20mPWM-JFK
10/4Fri
nonstopJetBlue
1h 29mJFK-PWM
$127
10/31Thu
nonstopUnited Airlines
1h 34mPWM-EWR
11/7Thu
nonstopUnited Airlines
1h 21mEWR-PWM
$137
7/5Fri
nonstopUnited Airlines
1h 26mPWM-EWR
7/6Sat
nonstopUnited Airlines
1h 19mEWR-PWM
$157
10/1Tue
1 stopAmerican Airlines
6h 16mPWM-JFK
10/2Wed
1 stopAmerican Airlines
5h 52mJFK-PWM
$158
7/18Thu
nonstopAmerican Airlines
1h 20mPWM-LGA
7/21Sun
nonstopAmerican Airlines
1h 28mLGA-PWM
$188
6/19Wed
1 stop
6h 59mPWM-LGA
6/21Fri
2 stops
24h 51mLGA-PWM
$276
6/19Wed
1 stop
6h 59mPWM-LGA
6/21Fri
2 stops
30h 20mLGA-PWM
$286
8/19Mon
1 stopFrontier
13h 26mPWM-LGA
8/22Thu
1 stopFrontier
4h 56mLGA-PWM
$324
7/16Tue
1 stopFrontier
13h 24mPWM-LGA
7/17Wed
2 stopsFrontier
17h 05mLGA-PWM
$338

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Recent one-way flight deals

9/4Wed
nonstopDelta
1h 26mPWM-JFK
$59
6/30Sun
nonstopJetBlue
1h 15mPWM-JFK
$69
9/4Wed
1 stopAmerican Airlines
4h 51mPWM-JFK
$79
6/16Sun
nonstopUnited Airlines
1h 31mPWM-EWR
$79
7/11Thu
1 stopFrontier
5h 10mPWM-LGA
$79
6/27Thu
1 stopFrontier
13h 03mPWM-LGA
$90
8/18Sun
nonstopUnited Airlines
1h 26mPWM-EWR
$99
6/12Wed
1 stop
6h 59mPWM-LGA
$101
7/1Mon
1 stop
15h 06mPWM-EWR
$101
6/25Tue
1 stopAmerican Airlines
6h 10mPWM-LGA
$128

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Last minute flights from Portland to Connecticut

Last minute flight, train and bus deals

6/9Sun
nonstopUnited Airlines
1h 31mPWM-EWR
6/12Wed
nonstopUnited Airlines
1h 24mEWR-PWM
$202
6/11Tue
nonstopAmerican Airlines
1h 26mPWM-LGA
6/13Thu
nonstopAmerican Airlines
1h 21mLGA-PWM
$247
6/9Sun
nonstopUnited Airlines
1h 39mPWM-EWR
6/10Mon
nonstopUnited Airlines
1h 24mEWR-PWM
$247
6/9Sun
multi-stopAmerican Airlines
3h 59mPWM-LGA
6/10Mon
nonstopAmerican Airlines
1h 21mLGA-PWM
$257
6/9Sun
multi-stopAmerican Airlines
3h 59mPWM-LGA
6/10Mon
multi-stopAmerican Airlines
4h 04mLGA-PWM
$266
6/8Sat
multi-stopAmerican Airlines
6h 43mPWM-JFK
6/9Sun
multi-stopAmerican Airlines
4h 09mJFK-PWM
$266
6/7Fri
nonstopJetBlue
1h 26mPWM-JFK
6/8Sat
nonstopJetBlue
1h 21mJFK-PWM
$327
6/11Tue
nonstopDelta
1h 31mPWM-JFK
6/13Thu
nonstopDelta
1h 44mJFK-PWM
$337
6/9Sun
nonstopDelta
1h 33mPWM-LGA
6/12Wed
nonstopDelta
1h 28mLGA-PWM
$357
6/7Fri
nonstopJetBlue
1h 26mPWM-JFK
6/8Sat
nonstopJetBlue
1h 21mJFK-PWM
$357

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Portland - Connecticut Flights

Departure:

Portland (PWM)United States

Return flight deals:

Connecticut - Portland

Cabin classes: