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Portland

$37+ Cheap flights from Connecticut to Portland, ME (PWM)

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 8/14. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — PWM
ago. 4 — ago. 111
lun. 8/4
lun. 8/11
1 adult, Economy
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Cheap flight deals from Connecticut to Portland

Keep the following information in mind while searching for Connecticut to Portland flight deals. Data was last updated julio 30, 2025.

Round-trip from

$117
(United Airlines)

One-way from

$37
(Mytrip)
From Connecticut to Portland
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One-way flight from Connecticut to Portland
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Find flight deals from Connecticut to Portland

Cheapest flights from Connecticut to Portland
Explore the most affordable flight options available from Connecticut to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 30, 2025.

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.
sáb. 8/239:32 pmEWR - PWM
Nonstop1h 31mUnited Airlines
sáb. 8/306:00 amPWM - EWR
Nonstop1h 32mUnited Airlines
Deal found 7/28$117
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/199:55 pmLGA - PWM
Nonstop1h 30mDelta
sáb. 8/237:00 amPWM - LGA
Nonstop1h 32mDelta
Deal found 7/29$147
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. 8/1610:50 pmJFK - PWM
Nonstop1h 58mDelta
mié. 8/206:31 amPWM - JFK
Nonstop1h 29mDelta
Deal found 7/28$147
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/1610:45 pmJFK - PWM
Nonstop1h 32mJetBlue
mar. 8/196:05 amPWM - JFK
Nonstop1h 19mJetBlue
Deal found 7/29$151
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.
dom. 8/316:30 amJFK - PWM
1 stop5h 04mAmerican Airlines
sáb. 9/612:27 pmPWM - JFK
1 stop4h 31mAmerican Airlines
Deal found 7/28$159
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.
mié. 8/278:10 pmLGA - PWM
Nonstop1h 33mAmerican Airlines
sáb. 8/307:53 amPWM - LGA
Nonstop1h 26mAmerican Airlines
Deal found 7/28$162
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.
sáb. 8/303:40 pmBDL - PWM
1 stop6h 20mSouthwest
sáb. 9/65:45 amPWM - BDL
1 stop6h 15mSouthwest
Deal found 7/29$197
This lol.travel deal was found by Cheapflights users on 7/30. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/67:28 amLGA - PWM
1 stop6h 58mUnited Airlines
lun. 9/84:56 pmPWM - LGA
1 stop6h 28mUnited Airlines
Deal found 7/30$203
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. 9/912:55 pmLGA - PWM
2 stops9h 30mSouthwest
vie. 9/123:30 pmPWM - LGA
1 stop7h 20mSouthwest
Deal found 7/29$269
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/267:12 amBDL - PWM
1 stop6h 11mJetBlue
mar. 9/22:19 pmPWM - BDL
1 stop9h 27mJetBlue
Deal found 7/29$308
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/3012:09 pmBDL - PWM
1 stop9h 36mAmerican Airlines
sáb. 9/68:40 amPWM - BDL
2 stops11h 40mAmerican Airlines
Deal found 7/29$385
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 8/1611:30 amBDL - PWM
3 stops24h 21mMultiple Airlines
mié. 8/208:07 pmPWM - BDL
2 stops27h 16mMultiple Airlines
Deal found 7/29$540

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Portland 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 30, 2025.
Use the filters below to find and compare flights from Connecticut to Portland that are best for you.

Fly from

Connecticut

Fly to

Portland

Route

Depart

Return

Price

NewarkPortland

EWR - PWM

EWRPWM

Newark

sáb. 8/23

9:32 pm-11:03 pm

Nonstop1h 31m

Portland

sáb. 8/30

6:00 am-7:32 am

Nonstop1h 32m

$117

New YorkPortland

LGA - PWM

LGAPWM

New York LaGuardia

mar. 8/19

9:55 pm-11:25 pm

Nonstop1h 30m

Portland

sáb. 8/23

7:00 am-8:32 am

Nonstop1h 32m

$147

New YorkPortland

JFK - PWM

JFKPWM

New York John F Kennedy Intl

sáb. 8/16

10:50 pm-12:48 am

Nonstop1h 58m

Portland

mié. 8/20

6:31 am-8:00 am

Nonstop1h 29m

$147

New YorkPortland

JFK - PWM

JFKPWM

New York John F Kennedy Intl

sáb. 8/16

10:45 pm-12:17 am

Nonstop1h 32m

Portland

mar. 8/19

6:05 am-7:24 am

Nonstop1h 19m

$151

New YorkPortland

JFK - PWM

JFKPWM

New York John F Kennedy Intl

dom. 8/31

6:30 am-11:34 am

1 stop5h 04m

Portland

jue. 9/4

12:27 pm-4:58 pm

1 stop4h 31m

$159

New YorkPortland

LGA - PWM

LGAPWM

New York LaGuardia

mié. 8/27

8:10 pm-9:43 pm

Nonstop1h 33m

Portland

sáb. 8/30

7:53 am-9:19 am

Nonstop1h 26m

$162

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

sáb. 8/30

3:40 pm-10:00 pm

1 stop6h 20m

Portland

sáb. 9/6

5:45 am-12:00 pm

1 stop6h 15m

$197

New YorkPortland

LGA - PWM

LGAPWM

New York LaGuardia

sáb. 9/6

7:28 am-2:26 pm

1 stop6h 58m

Portland

lun. 9/8

4:56 pm-11:24 pm

1 stop6h 28m

$203

New YorkPortland

LGA - PWM

LGAPWM

New York LaGuardia

mar. 9/9

12:55 pm-10:25 pm

2 stops9h 30m

Portland

vie. 9/12

3:30 pm-10:50 pm

1 stop7h 20m

$269

HartfordPortland

BDL - PWM

BDLPWM

Hartford Bradley Intl

mar. 8/26

7:12 am-1:23 pm

1 stop6h 11m

Portland

mar. 9/2

2:19 pm-11:46 pm

1 stop9h 27m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 33 results
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Best time to book a flight from Connecticut to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Connecticut 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 Connecticut to Portland

What is the cheapest time of day to fly from CT to PWM?

Find hourly flight availability from Connecticut to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 30, 2025.

When flying from Connecticut to Portland, Maine, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated julio 30, 2025.
See what other customers who have flown with Southwest, Delta, and Breeze Airways from Connecticut to Portland 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
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

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
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

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
191 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

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
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

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
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

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 Connecticut to Portland. 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 into for flights to Portland from Connecticut?

    If you book a flight to Portland from Connecticut, you will be flying to 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 Connecticut to Portland, Maine one-way?

    One-way options have recently been found by users for as low as $37 on Avelo Airlines. Other airlines that offer cheap prices include United Airlines from $69 and Delta from $89 one-way.

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

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Connecticut to Portland 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 Connecticut to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Connecticut to Portland, Maine (average of $296). Flying from Connecticut to Portland, Maine in July is currently the most expensive (average of $394). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Brunswick
North Conway
Auburn
Conway
Lewiston

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Alternative routes for Connecticut to Portland

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Top airline flying from Connecticut to Portland

Discover the top airline that operate flights from Connecticut to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated julio 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$261Average$345FlexibilityNo cancel feeOn-time63%

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