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$38+ Cheap flights from Portland, ME (PWM) to Connecticut

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — BDL
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
1 adult, Economy
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Cheap flight deals from Portland to Connecticut

Keep the following information in mind while searching for Portland to Connecticut flight deals. Data was last updated julio 29, 2025.

Round-trip from

$74
(Booking.com)

One-way from

$38
(Booking.com)
From Portland to Connecticut
Search Deals
One-way flight from Portland to Connecticut
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Find flight deals from Portland to Connecticut

Cheapest flights from Portland to Connecticut
Explore the most affordable flight options available from Portland to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 29, 2025.

This Mytrip deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 7/318:56 pmPWM - HVN
Nonstop1h 03mAvelo Airlines
dom. 8/37:10 pmHVN - PWM
Nonstop1h 02mAvelo Airlines
Deal found 7/28$74
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/106:00 amPWM - EWR
Nonstop1h 32mUnited Airlines
mié. 9/179:32 pmEWR - PWM
Nonstop1h 31mUnited Airlines
Deal found 7/28$117
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/276:00 amPWM - LGA
Nonstop1h 25mDelta
dom. 8/3111:55 amLGA - PWM
Nonstop1h 29mDelta
Deal found 7/28$127
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/236:31 amPWM - JFK
Nonstop1h 29mDelta
lun. 8/2510:50 pmJFK - PWM
Nonstop1h 58mDelta
Deal found 7/28$127
This Trip.com deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/237:09 amPWM - JFK
Nonstop1h 21mJetBlue
sáb. 9/2712:00 pmJFK - PWM
Nonstop1h 22mJetBlue
Deal found 7/28$130
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/412:27 pmPWM - JFK
1 stop4h 31mAmerican Airlines
dom. 9/76:30 amJFK - PWM
1 stop5h 14mAmerican Airlines
Deal found 7/28$159
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/107:05 amPWM - LGA
Nonstop1h 26mAmerican Airlines
mié. 9/1711:10 amLGA - PWM
Nonstop1h 21mAmerican Airlines
Deal found 7/27$161
This Trip.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/104:56 pmPWM - LGA
1 stop6h 28mUnited Airlines
mié. 9/178:25 amLGA - PWM
1 stop6h 01mUnited Airlines
Deal found 7/27$236
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/235:50 amPWM - LGA
2 stops9h 05mSouthwest
sáb. 9/277:30 amLGA - PWM
1 stop8h 35mSouthwest
Deal found 7/29$269
This KAYAK deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/213:17 pmPWM - HVN
2 stops27h 52mBreeze Airways
dom. 8/249:30 amHVN - PWM
1 stop10h 42mBreeze Airways
Deal found 7/27$653

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Connecticut 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, Cheapflights users made 2,558,603 searches. Data last updated julio 29, 2025.
Use the filters below to find and compare flights from Portland to Connecticut that are best for you.

Fly from

Portland

Fly to

Connecticut

Route

Depart

Return

Price

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

jue. 8/21

8:56 pm-9:59 pm

Nonstop1h 03m

Tweed-New Haven

dom. 8/24

7:10 pm-8:12 pm

Nonstop1h 02m

$74

PortlandNewark

PWM - EWR

PWMEWR

Portland

mié. 9/10

6:00 am-7:32 am

Nonstop1h 32m

Newark

mié. 9/17

9:32 pm-11:03 pm

Nonstop1h 31m

$117

PortlandNew York

PWM - LGA

PWMLGA

Portland

mié. 8/27

6:00 am-7:25 am

Nonstop1h 25m

New York LaGuardia

dom. 8/31

11:55 am-1:24 pm

Nonstop1h 29m

$127

PortlandNew York

PWM - JFK

PWMJFK

Portland

sáb. 8/23

6:31 am-8:00 am

Nonstop1h 29m

New York John F Kennedy Intl

lun. 8/25

10:50 pm-12:48 am

Nonstop1h 58m

$127

PortlandNew York

PWM - JFK

PWMJFK

Portland

mar. 9/23

7:09 am-8:30 am

Nonstop1h 21m

New York John F Kennedy Intl

sáb. 9/27

12:00 pm-1:22 pm

Nonstop1h 22m

$130

PortlandNew York

PWM - JFK

PWMJFK

Portland

jue. 9/4

12:27 pm-4:58 pm

1 stop4h 31m

New York John F Kennedy Intl

dom. 9/7

6:30 am-11:44 am

1 stop5h 14m

$159

PortlandNew York

PWM - LGA

PWMLGA

Portland

mié. 9/10

7:05 am-8:31 am

Nonstop1h 26m

New York LaGuardia

mié. 9/17

11:10 am-12:31 pm

Nonstop1h 21m

$161

PortlandNew York

PWM - LGA

PWMLGA

Portland

mié. 9/10

4:56 pm-11:24 pm

1 stop6h 28m

New York LaGuardia

mié. 9/17

8:25 am-2:26 pm

1 stop6h 01m

$236

PortlandNew York

PWM - LGA

PWMLGA

Portland

mar. 9/23

5:50 am-2:55 pm

2 stops9h 05m

New York LaGuardia

sáb. 9/27

7:30 am-4:05 pm

1 stop8h 35m

$269

PortlandNew Haven

PWM - HVN

PWMHVN

Portland

jue. 8/21

3:17 pm-7:09 pm

2 stops27h 52m

Tweed-New Haven

dom. 8/24

9:30 am-8:12 pm

1 stop10h 42m

$653

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 23 results
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Best time to book a flight from Portland to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Connecticut
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Connecticut. Reviews last updated julio 29, 2025.
See what other customers who have flown with Southwest, Delta, and Breeze Airways from Portland to Connecticut have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
190 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,899 reviews
Southwest
8.0
Very good
4,238 reviews

Overall

8.0

Boarding

8.1

Comfort

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Portland to Connecticut. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Connecticut?

    If you book a flight to Connecticut from Portland, you will be flying from Portland, which is the city’s only airport. Portland (PWM) is located 2.9 mi from the center of Portland.

  • What are the cheapest airlines to fly from Portland, Maine to Connecticut one-way?

    The cheapest airlines for a one-way flight from Portland, Maine to Connecticut are Avelo Airlines ($38), United Airlines ($69), and Delta ($79).

  • What are the most popular routes from Portland, Maine to Connecticut?

    While some choose either Portland - New York LaGuardia or Portland - Newark, Portland - New York John F Kennedy Intl is the most popular route from Portland, Maine to Connecticut.

  • Can I find deals for flights from Portland to Connecticut that include hotel bookings?

    Yes. In addition to deals on Portland to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Connecticut?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Connecticut.

  • Can I find deals for business class flights from Portland to Connecticut?

    Yes. Cheapflights offers flight deals from Portland to Connecticut by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Connecticut?

    Currently, November is the cheapest month in which you can book a flight from Portland, Maine to Connecticut (average of $287). Flying from Portland, Maine to Connecticut in December is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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