Connecticut

$107+ Cheap flights from Portland (PDX) 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — BDL
Feb 18 — Feb 251
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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 January 19, 2026.

Round-trip from

$222
(Alaska Airlines)

One-way from

$107
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$557
From Portland to Connecticut
One-way flight from Portland to Connecticut
Highest demand for flights based on searches. 7% potential increase in price ($41 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 19, 2026.

This American Airlines deal was found by Cheapflights users on 1/18. 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.
Tue 2/1711:35 pm
PDX
-
EWR
2 stops9h 55m
American Airlines
Sat 2/285:59 pm
EWR
-
PDX
1 stop9h 18m
American Airlines
Deal found 1/18$222
This Kiwi.com deal was found by Cheapflights users on 1/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/410:39 am
PDX
-
EWR
Nonstop5h 20m
Hawaiian Airlines
Wed 3/117:00 am
EWR
-
PDX
1 stop9h 37m
Hawaiian Airlines
Deal found 1/18$223
This United Airlines deal was found by Cheapflights users on 1/17. 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.
Tue 2/107:00 am
PDX
-
EWR
1 stop9h 29m
United Airlines
Tue 2/175:29 pm
EWR
-
PDX
Nonstop6h 14m
United Airlines
Deal found 1/17$227
This Alaska Airlines deal was found by Cheapflights users on 1/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/1510:39 am
PDX
-
EWR
Nonstop5h 20m
Alaska Airlines
Wed 2/255:30 pm
EWR
-
PDX
Nonstop6h 19m
Alaska Airlines
Deal found 1/17$232
This Delta deal was found by Cheapflights users on 1/18. 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.
Sat 2/1412:09 pm
PDX
-
EWR
1 stop8h 44m
Delta
Wed 2/186:00 am
EWR
-
PDX
1 stop9h 44m
Delta
Deal found 1/18$237
This United Airlines deal was found by Cheapflights users on 1/17. 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.
Sat 2/1411:59 pm
PDX
-
LGA
1 stop7h 17m
United Airlines
Sat 2/2110:25 am
LGA
-
PDX
2 stops11h 24m
United Airlines
Deal found 1/17$242
This Alaska Airlines deal was found by Cheapflights users on 1/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/187:05 am
PDX
-
JFK
Nonstop5h 20m
Alaska Airlines
Sun 2/225:00 pm
JFK
-
PDX
Nonstop6h 33m
Alaska Airlines
Deal found 1/17$242
This United Airlines deal was found by Cheapflights users on 1/17. 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.
Wed 2/187:00 am
PDX
-
EWR
1 stop9h 25m
United Airlines
Mon 2/235:29 pm
EWR
-
PDX
Nonstop6h 14m
United Airlines
Deal found 1/17$242
This Trip.com deal was found by Cheapflights users on 1/18. 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.
Fri 2/2010:39 am
PDX
-
EWR
Nonstop5h 20m
Hawaiian Airlines
Mon 2/235:30 pm
EWR
-
PDX
Nonstop6h 19m
Hawaiian Airlines
Deal found 1/18$243
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/57:25 am
PDX
-
JFK
Nonstop5h 20m
Hawaiian Airlines
Thu 3/124:25 pm
JFK
-
PDX
1 stop9h 16m
Hawaiian Airlines
Deal found 1/19$244
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:39 am
PDX
-
EWR
Nonstop5h 20m
Hawaiian Airlines
Thu 3/127:00 am
EWR
-
PDX
1 stop9h 37m
Hawaiian Airlines
Deal found 1/19$244
This American Airlines deal was found by Cheapflights users on 1/19. 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.
Sat 4/411:59 pm
PDX
-
LGA
1 stop7h 31m
American Airlines
Tue 4/710:36 am
LGA
-
PDX
1 stop9h 23m
American Airlines
Deal found 1/19$247

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 January 19, 2026.
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

PortlandNewark

PDX - EWR

PDXEWR

Portland

Sat 5/2

10:16 pm-6:30 am

Nonstop5h 14m

Newark

Sat 5/9

5:59 pm-9:06 pm

Nonstop6h 07m

$237

PortlandNewark

PDX - EWR

PDXEWR

Portland

Sat 2/14

12:09 pm-11:53 pm

1 stop8h 44m

Newark

Sat 2/21

5:30 pm-10:52 pm

1 stop8h 22m

$237

PortlandNew York

PDX - JFK

PDXJFK

Portland

Wed 2/18

7:05 am-3:25 pm

Nonstop5h 20m

New York John F Kennedy Intl

Sun 2/22

5:00 pm-8:33 pm

Nonstop6h 33m

$242

PortlandNew York

PDX - JFK

PDXJFK

Portland

Tue 2/10

7:00 am-3:27 pm

Nonstop5h 27m

New York John F Kennedy Intl

Tue 2/17

5:10 pm-8:25 pm

Nonstop6h 15m

$247

PortlandNew York

PDX - JFK

PDXJFK

Portland

Sat 2/28

7:05 am-3:25 pm

Nonstop5h 20m

New York John F Kennedy Intl

Sat 3/7

6:36 pm-7:49 am

1 stop16h 13m

$247

PortlandNewark

PDX - EWR

PDXEWR

Portland

Sun 2/15

10:38 pm-6:45 am

Nonstop5h 07m

Newark

Sun 2/22

5:29 pm-8:43 pm

Nonstop6h 14m

$247

PortlandNewark

PDX - EWR

PDXEWR

Portland

Tue 3/3

9:48 pm-4:30 pm

1 stop15h 42m

Newark

Tue 3/10

5:30 pm-8:49 pm

Nonstop6h 19m

$247

PortlandNew York

PDX - LGA

PDXLGA

Portland

Wed 2/18

6:00 am-5:29 pm

1 stop8h 29m

New York LaGuardia

Sun 2/22

6:00 am-12:44 pm

1 stop9h 44m

$252

PortlandNew York

PDX - JFK

PDXJFK

Portland

Thu 6/4

12:15 pm-8:54 pm

Nonstop5h 39m

New York John F Kennedy Intl

Sat 6/6

8:30 am-11:43 am

Nonstop6h 13m

$252

PortlandNew York

PDX - JFK

PDXJFK

Portland

Fri 3/13

6:00 am-7:00 pm

1 stop10h 00m

New York John F Kennedy Intl

Tue 3/17

1:00 pm-8:50 pm

1 stop10h 50m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/17

Showing 1-10 of 60 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

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

Currently, September is the cheapest month in which you can book a flight from Portland to Connecticut (average of $275). Flying from Portland to Connecticut in January is currently the most expensive (average of $388). 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.

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 January 19, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Portland to Connecticut by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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?

    For a flight from Portland to Connecticut, you will be flying from Portland. Portland (PDX) is just 6.0 mi from the center of the city.

  • How long is the flight from Portland to Connecticut?

    Departing from Portland to Connecticut will take you 5h 14m. Airlines will cover a distance of 2425 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Sun Country Air. According to our data, you can fly for as low as $147. Users have also found prices from $153 and $168 on Delta and American Airlines, respectively.

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

    Currently, September is the cheapest month in which you can book a flight from Portland to Connecticut (average of $275). Flying from Portland to Connecticut in January is currently the most expensive (average of $388). 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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Alternative routes for Portland to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Portland to Connecticut

Discover the top 5 airlines that operate flights from Portland to Connecticut. 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 January 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$268Average$497FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$305Average$430FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$316Average$437FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$342Average$517FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$379Average$513FlexibilityNo cancel feeOn-time69%

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