$83 Find Cheap Flights from Portland to Connecticut

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 5/27. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Connecticut, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to Connecticut, as well as popular online travel agencies
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Flights Deals

Best Connecticut Flight Deals from Portland

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

New York
Newark1 stop$179
New York
Newark1 stop$179

Cheap Flights from Portland to Connecticut

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Connecticut that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Portland to Connecticut

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Portland to Connecticut.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
5:40 pm - 5:42 amPDX-EWR
9h 02m1 stop
Spirit Airlines Logo
7:00 am - 4:45 pmEWR-PDX
12h 45m1 stop
$179Spirit Airlines
Find Deal
Wed, May 28 - Wed, Jun 4
Spirit Airlines Logo
5:40 pm - 5:42 amPDX-EWR
9h 02m1 stop
Spirit Airlines Logo
7:00 am - 12:42 pmEWR-PDX
8h 42m1 stop
$191Spirit Airlines
Find Deal
Tue, May 27 - Tue, Jun 3
American Airlines Logo
9:38 pm - 9:13 amPDX-LGA
8h 35m1 stop
American Airlines Logo
2:59 pm - 8:53 pmLGA-PDX
8h 54m1 stop
$219American Airlines
Find Deal
Sat, May 31 - Sat, Jun 7
United Airlines Logo
10:55 pm - 10:18 amPDX-LGA
8h 23m1 stop
United Airlines Logo
4:55 pm - 10:16 pmLGA-PDX
8h 21m1 stop
$232United Airlines
Find Deal
Sat, Aug 9 - Fri, Aug 15
American Airlines Logo
11:59 pm - 12:00 pmPDX-LGA
9h 01m1 stop
American Airlines Logo
4:05 pm - 10:43 pmLGA-PDX
9h 38m1 stop
$237American Airlines
Find Deal
Tue, Aug 19 - Tue, Sep 9
Delta Logo
6:40 am - 11:22 pmPDX-PVD
13h 42m2 stops
Delta Logo
6:00 am - 4:01 pmPVD-PDX
13h 01m2 stops
$261Delta
Find Deal
Tue, Jun 3 - Sat, Jun 14
Delta Logo
7:14 am - 3:49 pmPDX-JFK
5h 35mnonstop
Delta Logo
6:10 pm - 9:30 pmJFK-PDX
6h 20mnonstop
$277Delta
Find Deal
Wed, Jun 4 - Tue, Jun 10
United Airlines Logo
10:59 pm - 10:18 amPDX-LGA
8h 19m1 stop
United Airlines Logo
6:00 am - 11:56 amLGA-PDX
8h 56m1 stop
$283United Airlines
Find Deal
Fri, Jun 6 - Mon, Jun 16
Southwest Logo
6:10 am - 5:10 pmPDX-PVD
8h 00m1 stop
Southwest Logo
8:10 pm - 12:40 amPVD-PDX
7h 30m1 stop
$303Southwest
Find Deal
Thu, Aug 21 - Sun, Aug 24
Southwest Logo
11:05 am - 9:55 pmPDX-LGA
7h 50m1 stop
Southwest Logo
9:55 pm - 7:45 amLGA-PDX
12h 50m1 stop
$322Southwest
Find Deal
Fri, Jul 4 - Thu, Jul 10
Useful Info

KAYAK's insights & trends for Portland to Connecticut flights

Get data-powered insights and trends into flights from Portland to Connecticut to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Portland to Connecticut?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Portland to Connecticut were found on Spirit Airlines ($179) and Frontier ($201).


Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$83
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Portland to Newark Liberty 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 from Portland to Connecticut 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 from Portland to Connecticut with an airline and back 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 from Portland to Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Connecticut?

    The cheapest time of day to fly to Connecticut is generally in the morning, when round-trip flights cost $553 on average. The most expensive time of day to fly to Connecticut is generally in the morning, which is peak travel time and where the average cost of a ticket is $553.

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: New York $188 one-way - $347 round-trip

Top 5 airlines serving from Portland to Connecticut

 
See real verified KAYAK customer reviews for airlines flying from Portland to Connecticut. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
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
SouthwestOverall score based on 4294 reviews
8.0Comfort
7.1Food
8.6Crew
7.6Entertainment
8.2Boarding
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

A bit rush for transit. Food and entertainment are not available

Multiple delays and not straight answer from the United team

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

The gate attendant let me walk right by her with a bag too big for the overhead compartment

Several delays. Next flight was worse. Did not arrive home until 2am PT

Very helpful ground crew after an earlier flight delay and being rebooked on a different flight.

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

First world problems, but still… We were seated in first class and asked for a cocktail on a very short, 50 minute flight. After our drink order was taken, a half hour went by, and we noticed that every other person in the small plane had been served except for us. We got up to ask about it, the drinks finally came, then were taken away three minutes later since the flight was so short. Really strange situation, on the other hand, we were in Utah.

We missed our flight. The boarding pass had the wrong gate and by the time we received the text from Kayak, our flight was already gone. I’ll never use Kayak again and will go direct to the airlines in the future.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

We almost missed our return flight. We got to the gate one minute from closing the cabin door, and the agent got us aboard the plane! We are so very grateful!!!!!

Flight was delayed in phoenix by 1 hour. When Kenny got to minneapolis st paul, Kenny missed his connecting flight to Duluth on Sun country air. Sun country customer service did nothing to help Kenny get home to Duluth. We will not fly with sun country ever again.

When we landed in Minneapolis from Providence, the ground crew was unable to move the jet bridge to meet our plane because the wheels were frozen. We waited patiently on the plane for about 45 minutes while they tried to solve this problem. It was mind boggling that this would not be more quickly resolved, or anticipated, in a place where sever winter weather is the norm. We stressed about meeting our connecting flight to Portland, which we assumed would be our only option for that day. Fortunately, when we finally raced from our gate to the next one, that Sun Country flight had been delayed so we didn't miss it. We decided not to take anything but direct flights from now on, no matter how much cheaper.

No line to check my bag. Reasonable overweight fee. When the connection was late due to weather, the gate agent opened the door and let me on the second flight. The plane waited for my luggage transfer. My bag arrived on time at my final destination:)

I had paid for a seat assignment at the time of reservation but when I checked in the night before it wasn’t there. Had to purchase another seat.

So unprofessional. They changed my connecting flight to a time that made it literally impossible to make the flight with no way to contact them or reject the changes. When I missed the flight as expected, there was no one to be found at their ticketing counter and the phone support put me on hold for an indefinite time. Since they didn't have another flight that day, all sun country air personell had left the airport (this was at 7pm) and my only options were to get a hotel for the night and come back the next afternoon to hopefully get rescheduled or buy a flight with another airline.

I purchased an aisle seat but was put in the middle seat surrounded by families with small sick children (3). That can happen anytime and I was prepared. The ticket agent questioned why I hadn’t paid for my luggage and had to explain that 2 pieces were included with my ticket. I hate that nickel and diming attitude. Please inform your staff better.

I know the airline has been open for 40 years and the flight crew looked just as old. The flight attendants were not friendly and rude. They should think of retiring this crew.

The crew was friendly, but I only got a drink, no food.

Flight was late, boarding was a mess, families separated so they could make extra profit.

Everything you need to know for your flight from Portland to Connecticut

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