Castletown

$298+ Cheap flights from Connecticut to Castletown (IOM)

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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — IOM
Mar 3 — Mar 101
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Castletown with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Connecticut to Castletown

Cheapest flights from Connecticut to Castletown
Explore the most affordable flight options available from Connecticut to Castletown. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 1, 2026.

This Mytrip deal was found by Cheapflights users on 2/1. 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.
Sat 3/76:30 pm
JFK
-
IOM
2 stops15h 40m
Multiple Airlines
Sat 3/2110:00 am
IOM
-
JFK
3 stops33h 20m
Multiple Airlines
Deal found 2/1$919
This Kiwi.com deal was found by Cheapflights users on 1/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/35:45 pm
EWR
-
IOM
1 stop18h 05m
Multiple Airlines
Thu 2/57:20 pm
IOM
-
EWR
2 stops33h 07m
Multiple Airlines
Deal found 1/30$949
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/77:00 am
JFK
-
IOM
2 stops28h 50m
Aer Lingus
Sat 3/215:20 pm
IOM
-
JFK
2 stops54h 55m
Aer Lingus
Deal found 2/1$978
This Ovago deal was found by Cheapflights users on 1/30. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/35:00 pm
JFK
-
IOM
1 stop18h 50m
Aer Lingus
Thu 2/55:20 pm
IOM
-
JFK
2 stops30h 55m
Aer Lingus
Deal found 1/30$987
This Expedia deal was found by Cheapflights users on 1/30. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/35:45 pm
EWR
-
IOM
1 stop18h 05m
Aer Lingus
Thu 2/55:20 pm
IOM
-
EWR
1 stop27h 55m
Aer Lingus
Deal found 1/30$1,082
This oojo deal was found by Cheapflights users on 2/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:45 pm
EWR
-
IOM
1 stop18h 05m
Multiple Airlines
Sat 3/2112:05 pm
IOM
-
EWR
1 stop30h 45m
Multiple Airlines
Deal found 2/1$1,189
This Expedia deal was found by Cheapflights users on 2/1. 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.
Thu 6/412:00 pm
EWR
-
IOM
2 stops18h 45m
Multiple Airlines
Mon 6/87:10 pm
IOM
-
EWR
2 stops27h 09m
Multiple Airlines
Deal found 2/1$1,207
This oojo deal was found by Cheapflights users on 2/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/75:45 pm
EWR
-
IOM
2 stops12h 45m
British Airways
Sat 3/2112:05 pm
IOM
-
EWR
1 stop30h 45m
British Airways
Deal found 2/1$1,214
This Connections by easyJet deal was found by Cheapflights users on 2/1. 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 Connections by easyJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:20 pm
JFK
-
IOM
1 stop12h 40m
Multiple Airlines
Mon 6/87:05 pm
IOM
-
JFK
1 stop25h 50m
Multiple Airlines
Deal found 2/1$1,221
This Expedia deal was found by Cheapflights users on 2/1. 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.
Thu 6/45:35 pm
EWR
-
IOM
1 stop18h 15m
Aer Lingus
Mon 6/87:10 pm
IOM
-
EWR
1 stop25h 55m
Aer Lingus
Deal found 2/1$1,253
This Expedia deal was found by Cheapflights users on 2/1. 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.
Thu 6/49:05 pm
JFK
-
IOM
1 stop16h 35m
Aer Lingus
Mon 6/87:10 pm
IOM
-
JFK
2 stops28h 45m
Aer Lingus
Deal found 2/1$1,262
This British Airways deal was found by Cheapflights users on 1/29. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:45 pm
EWR
-
IOM
2 stops21h 25m
British Airways
Thu 3/57:05 am
IOM
-
EWR
2 stops38h 10m
British Airways
Deal found 1/29$1,315

Find flight deals from Connecticut to Castletown

Keep the following information in mind while searching for Connecticut to Castletown flight deals. Data was last updated February 1, 2026.

Round-trip from

$919
(Mytrip)

One-way from

$298
(Kiwi.com)
From Connecticut to Castletown Ronaldsway
One-way flight from Connecticut to Castletown Ronaldsway

Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Castletown 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 February 1, 2026.
Use the filters below to find and compare flights from Connecticut to Castletown that are best for you.

Fly from

Connecticut

Fly to

Castletown

Route

Depart

Return

Price

New YorkCastletown

JFK - IOM

JFKIOM

New York John F Kennedy Intl

Sat 3/7

6:30 pm-3:10 pm

2 stops15h 40m

Castletown Ronaldsway

Sat 3/21

10:00 am-3:20 pm

3 stops33h 20m

$919

New YorkCastletown

JFK - IOM

JFKIOM

New York John F Kennedy Intl

Sat 3/7

7:00 am-4:50 pm

2 stops28h 50m

Castletown Ronaldsway

Sat 3/21

5:20 pm-8:15 pm

2 stops54h 55m

$978

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Sat 3/7

5:45 pm-4:50 pm

1 stop18h 05m

Castletown Ronaldsway

Sat 3/21

12:05 pm-2:50 pm

1 stop30h 45m

$1,189

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Thu 6/4

12:00 pm-11:45 am

2 stops18h 45m

Castletown Ronaldsway

Mon 6/8

7:10 pm-5:19 pm

2 stops27h 09m

$1,207

New YorkCastletown

JFK - IOM

JFKIOM

New York John F Kennedy Intl

Thu 6/4

6:20 pm-12:00 pm

1 stop12h 40m

Castletown Ronaldsway

Mon 6/8

7:05 pm-3:55 pm

1 stop25h 50m

$1,221

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Sat 3/7

5:45 pm-11:30 am

2 stops12h 45m

Castletown Ronaldsway

Sat 3/21

2:10 pm-2:50 pm

2 stops28h 40m

$1,242

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Thu 6/4

5:35 pm-4:50 pm

1 stop18h 15m

Castletown Ronaldsway

Mon 6/8

7:10 pm-4:05 pm

1 stop25h 55m

$1,253

New YorkCastletown

JFK - IOM

JFKIOM

New York John F Kennedy Intl

Thu 6/4

9:05 pm-6:40 pm

1 stop16h 35m

Castletown Ronaldsway

Mon 6/8

7:10 pm-6:55 pm

2 stops28h 45m

$1,262

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Mon 3/2

5:45 pm-8:10 pm

2 stops21h 25m

Castletown Ronaldsway

Thu 3/5

7:05 am-4:15 pm

2 stops38h 10m

$1,315

New YorkCastletown

JFK - IOM

JFKIOM

New York John F Kennedy Intl

Mon 3/2

8:40 pm-4:10 pm

1 stop14h 30m

Castletown Ronaldsway

Thu 3/5

7:05 am-5:15 pm

2 stops15h 10m

$1,400

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 18 results
1
2

Best time to book a flight from Connecticut to Castletown

Have a flexible travel schedule? Discover the best time to fly to Castletown 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 Castletown
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Castletown. 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 Castletown from Connecticut?

    Most people fly into Castletown Ronaldsway (IOM) if they book a flight to Castletown from Connecticut. Ronaldsway is conveniently located just 1.4 mi from Castletown’s city center.

  • How long is the flight from Connecticut to Castletown?

    Airlines like British Airways and Aer Lingus fly from Connecticut to Castletown in about 12h 45m. The time it takes to get you to your destination can typically vary by up to 5h 30m. The distance from Connecticut to Castletown is about 3237 mi. This flight may include one or multiple stops.

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

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

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

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

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

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

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

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Connecticut to Castletown

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

Top airline flying from Connecticut to Castletown

Discover the top airline that operate flights from Connecticut to Castletown. 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 February 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
Aer LingusCheapest$1,251Average$1,453FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.