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Cheap flights from Connecticut to Boston from $84

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Connecticut to Boston departing on 6/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:30 am - 9:01 am
EWR
-
PWM
1h 31mnonstop
United Airlines Logo
8:35 am - 10:23 am
PWM
-
EWR
1h 48mnonstop
$137United Airlines
Sat, Jan 17 - Sun, Jan 18
United Airlines Logo
12:30 pm - 1:56 pm
EWR
-
PWM
1h 26mnonstop
United Airlines Logo
7:27 pm - 9:14 pm
PWM
-
EWR
1h 47mnonstop
$139United Airlines
Sun, Jan 18 - Tue, Jan 20
American Airlines Logo
7:30 am - 12:06 pm
LGA
-
PWM
4h 36m1 stop
American Airlines Logo
5:20 am - 11:19 am
PWM
-
LGA
5h 59m1 stop
$159American Airlines
Thu, Jan 15 - Sun, Jan 18
American Airlines Logo
7:30 am - 12:06 pm
LGA
-
PWM
4h 36m1 stop
American Airlines Logo
12:46 pm - 7:18 pm
PWM
-
LGA
6h 32m1 stop
$163American Airlines
Sat, Jan 17 - Sat, Jan 24
Delta Logo
10:50 pm - 12:20 am
JFK
-
PWM
1h 30mnonstop
Delta Logo
6:17 am - 8:00 am
PWM
-
JFK
1h 43mnonstop
$198Delta
Thu, Jan 8 - Thu, Jan 15
Delta Logo
9:59 pm - 11:22 pm
LGA
-
PWM
1h 23mnonstop
Delta Logo
5:57 pm - 7:30 pm
PWM
-
LGA
1h 33mnonstop
$199Delta
Fri, Jan 9 - Sun, Jan 11
Multiple Airlines Logo
8:34 pm - 10:22 am
BDL
-
PWM
13h 48m1 stop
Multiple Airlines Logo
11:29 am - 5:48 pm
PWM
-
BDL
6h 19m1 stop
$310Multiple Airlines
Fri, Jan 9 - Fri, Jan 16
Breeze Airways Logo
1:56 pm - 10:22 am
BDL
-
PWM
20h 26m2 stops
Breeze Airways Logo
11:29 am - 5:48 pm
PWM
-
BDL
6h 19m1 stop
$315Breeze Airways
Fri, Jan 9 - Fri, Jan 16
Multiple Airlines Logo
8:34 pm - 10:22 am
BDL
-
PWM
13h 48m1 stop
Multiple Airlines Logo
11:29 am - 5:48 pm
PWM
-
BDL
6h 19m1 stop
$321Multiple Airlines
Fri, Jan 9 - Fri, Jan 16
Breeze Airways Logo
7:13 pm - 10:22 am
BDL
-
PWM
15h 09m2 stops
Breeze Airways Logo
11:29 am - 5:48 pm
PWM
-
BDL
6h 19m1 stop
$327Breeze Airways
Fri, Jan 9 - Fri, Jan 16

United Airlines flights from Connecticut to Portland, Maine

Our best United Airlines deals on Connecticut to Portland, Maine flight tickets
United Airlines
Jan 17
EWR7:30 amNewark
1h 31m
PWM9:01 amPortland
Jan 20
PWM7:27 pmPortland
1h 47m
EWR9:14 pmNewark
$137
Find similar
United Airlines
Jan 18
EWR12:30 pmNewark
1h 26m
PWM1:56 pmPortland
Jan 20
PWM7:27 pmPortland
1h 47m
EWR9:14 pmNewark
$139
Find similar
United Airlines
Jan 8
EWR7:30 amNewark
1h 31m
PWM9:01 amPortland
Jan 15
PWM7:27 pmPortland
1h 47m
EWR9:14 pmNewark
$142
Find similar

JetBlue flights from Connecticut to Portland, Maine

Our best JetBlue deals on Connecticut to Portland, Maine flight tickets
JetBlue
May 10
JFK12:00 pmNew York John F Kennedy Intl
1h 23m
PWM1:23 pmPortland
May 17
PWM6:00 amPortland
1h 19m
JFK7:19 amNew York John F Kennedy Intl
$182
Find similar
JetBlue
May 16
JFK12:00 pmNew York John F Kennedy Intl
1h 23m
PWM1:23 pmPortland
May 18
PWM6:00 amPortland
1h 19m
JFK7:19 amNew York John F Kennedy Intl
$217
Find similar
JetBlue
Apr 30
JFK12:00 pmNew York John F Kennedy Intl
1h 23m
PWM1:23 pmPortland
May 4
PWM6:00 amPortland
1h 19m
JFK7:19 amNew York John F Kennedy Intl
$222
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Connecticut to Portland, Maine that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 11, 2025.
Use the filters below to find and compare flights from Connecticut to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NewarkPortland

EWR - PWM

EWRPWM

Newark

Sat 1/17

7:30 am-9:01 am

Nonstop1h 31m

Portland

Sun 1/18

8:35 am-10:23 am

Nonstop1h 48m

$137

NewarkPortland

EWR - PWM

EWRPWM

Newark

Sun 1/18

12:30 pm-1:56 pm

Nonstop1h 26m

Portland

Tue 1/20

7:27 pm-9:14 pm

Nonstop1h 47m

$139

New YorkPortland

LGA - PWM

LGAPWM

New York LaGuardia

Thu 1/15

7:30 am-12:06 pm

1 stop4h 36m

Portland

Sun 1/18

5:20 am-11:19 am

1 stop5h 59m

$159

New YorkPortland

LGA - PWM

LGAPWM

New York LaGuardia

Sat 1/17

7:30 am-12:06 pm

1 stop4h 36m

Portland

Sat 1/24

12:46 pm-7:18 pm

1 stop6h 32m

$163

New YorkPortland

JFK - PWM

JFKPWM

New York John F Kennedy Intl

Thu 1/8

10:50 pm-12:20 am

Nonstop1h 30m

Portland

Thu 1/15

6:17 am-8:00 am

Nonstop1h 43m

$198

New YorkPortland

LGA - PWM

LGAPWM

New York LaGuardia

Fri 1/9

9:59 pm-11:22 pm

Nonstop1h 23m

Portland

Sun 1/11

5:57 pm-7:30 pm

Nonstop1h 33m

$199

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 1/9

8:34 pm-10:22 am

1 stop13h 48m

Portland

Fri 1/16

11:29 am-5:48 pm

1 stop6h 19m

$310

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 1/9

1:56 pm-10:22 am

2 stops20h 26m

Portland

Fri 1/16

11:29 am-5:48 pm

1 stop6h 19m

$315

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 1/9

8:34 pm-10:22 am

1 stop13h 48m

Portland

Fri 1/16

11:29 am-5:48 pm

1 stop6h 19m

$321

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

Fri 1/9

7:13 pm-10:22 am

2 stops15h 09m

Portland

Fri 1/16

11:29 am-5:48 pm

1 stop6h 19m

$327

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Connecticut to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest Connecticut to Portland flight route?

Fly from Tweed-New Haven to Portland for the best Connecticut - Portland flight prices

What cabin class options are available on Connecticut to Portland flights?

There is only 1 cabin class available to choose from on Connecticut to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Connecticut to Portland, Maine flights?

No. A direct flight is the cheapest option for a flight between Connecticut to Portland, Maine.

Cheap Connecticut to Portland, Maine flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Connecticut to Portland, Maine

Fastest flight time

1h 17m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The fastest flight from Connecticut to Portland, Maine takes 1h 17m
Direct flights go from Connecticut to Portland, Maine every day.
There is 1 airport in Portland, Maine. From Connecticut there are direct flights to Portland (PWM).
Search flight deals

  • When did momondo last update prices for flights from Connecticut to Portland Airport?

    Prices for flights from Connecticut to Portland Airport refresh daily.

  • How many operators does momondo search for flights from Connecticut to Portland Airport?

  • How old do you have to be to fly from Connecticut to Portland Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Connecticut to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents required for your trip to Portland Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Portland Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Connecticut to Portland, Maine?

Best airlines flying from Connecticut to Portland, Maine

Compare and see reviews for airlines that fly from Connecticut to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $280Free CancellationRating
7.9
4,253 reviews
Search Southwest flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Bartlett
Brunswick
Auburn
Gorham
Windham
Intervale
Oxford
Bath
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Connecticut to Portland?

Finding the right flight to Portland from Connecticut is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Portland quick and easy, saving you time and money.

Can I find flights from Connecticut to Portland with flexible booking policies on momondo?

All flight searches from Connecticut to Portland on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Connecticut to Portland?

momondo helps you find the best flight between Connecticut and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Connecticut to Portland right now. Can momondo alert me if prices change?

Price alerts on flights to Portland from Connecticut are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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