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Castletown

$683+ Cheap flights from Connecticut to Castletown (IOM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — IOM
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Connecticut to Castletown

Keep the following information in mind while searching for Connecticut to Castletown flight deals. Data was last updated September 16, 2025.

Round-trip from

$1,029
(Kiwi.com)
From Connecticut to Castletown Ronaldsway
Search Deals

Find 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 September 16, 2025.

This Orbitz deal was found by Cheapflights users on 9/15. 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.
Mon 9/229:05 pmJFK - IOM
1 stop9h 45mAer Lingus
Sat 11/15:20 pmIOM - JFK
1 stop25h 35mAer Lingus
Deal found 9/15$683
This Mytrip deal was found by Cheapflights users on 9/15. 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.
Mon 9/226:20 pmJFK - IOM
2 stops17h 30mMultiple Airlines
Sat 11/17:00 amIOM - JFK
3 stops42h 05mMultiple Airlines
Deal found 9/15$775
This Ovago deal was found by Cheapflights users on 9/15. 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.
Mon 9/225:35 pmEWR - IOM
1 stop13h 15mAer Lingus
Sat 11/15:20 pmIOM - EWR
1 stop27h 55mAer Lingus
Deal found 9/15$855
This Trip.com deal was found by Cheapflights users on 9/15. 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.
Mon 9/228:25 pmEWR - IOM
2 stops16h 05mMultiple Airlines
Sat 11/17:00 amIOM - EWR
2 stops16h 25mMultiple Airlines
Deal found 9/15$889
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Fri 12/2610:00 pmJFK - IOM
1 stop29h 40mMultiple Airlines
Sat 1/35:30 pmIOM - JFK
1 stop28h 50mMultiple Airlines
Deal found 9/14$1,029
This Orbitz deal was found by Cheapflights users on 9/14. 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.
Fri 12/265:45 pmEWR - IOM
1 stop18h 05mAer Lingus
Sat 1/35:20 pmIOM - EWR
1 stop27h 55mAer Lingus
Deal found 9/14$1,128
This Orbitz deal was found by Cheapflights users on 9/14. 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.
Fri 12/265:45 pmEWR - IOM
1 stop18h 05mMultiple Airlines
Sat 1/35:30 pmIOM - EWR
2 stops27h 45mMultiple Airlines
Deal found 9/14$1,225
This FlightHub deal was found by Cheapflights users on 9/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/265:45 pmEWR - IOM
2 stops12h 40mBritish Airways
Sat 1/35:30 pmIOM - EWR
2 stops27h 45mBritish Airways
Deal found 9/14$1,454
This Ovago deal was found by Cheapflights users on 9/15. 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.
Mon 9/225:35 pmEWR - IOM
2 stops13h 25mBritish Airways
Sat 11/112:05 pmIOM - EWR
1 stop12h 30mBritish Airways
Deal found 9/15$1,466

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 September 16, 2025.
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

Fri 12/26

10:00 pm-8:40 am

1 stop29h 40m

Castletown Ronaldsway

Sat 1/3

5:30 pm-5:20 pm

1 stop28h 50m

$1,029

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Fri 12/26

5:45 pm-4:50 pm

1 stop18h 05m

Castletown Ronaldsway

Sat 1/3

5:20 pm-4:15 pm

1 stop27h 55m

$1,128

HartfordCastletown

BDL - IOM

BDLIOM

Hartford Bradley Intl

Thu 3/5

5:40 pm-4:10 pm

2 stops41h 30m

Castletown Ronaldsway

Mon 3/9

12:05 pm-5:10 pm

2 stops33h 05m

$1,202

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Fri 12/26

5:45 pm-4:50 pm

1 stop18h 05m

Castletown Ronaldsway

Sat 1/3

5:30 pm-4:15 pm

2 stops27h 45m

$1,225

NewarkCastletown

EWR - IOM

EWRIOM

Newark

Fri 12/26

5:45 pm-11:25 am

2 stops12h 40m

Castletown Ronaldsway

Sat 1/3

5:30 pm-4:15 pm

2 stops27h 45m

$1,454

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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 Aer Lingus and British Airways fly from Connecticut to Castletown in about 18h 05m. The time it takes to get you to your destination can typically vary by up to 23h 25m. 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?

    When deciding which route to take from Connecticut to Castletown consider New York John F Kennedy Intl - Castletown Ronaldsway, Newark - Castletown Ronaldsway or Hartford Bradley Intl - Castletown Ronaldsway as they are the most popular.

  • 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

Traveling to a place near Castletown?

Book flights to Castletown if you plan to visit one of these locations
Douglas

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Alternative routes for Connecticut to Castletown

See prices for flight routes from nearby airports that may be better suited for you.
San Francisco to Castletown flights
Hartford to Castletown flights
Cleveland to Castletown flights
Newark to Castletown flights
John F Kennedy Intl to Castletown flights

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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Aer LingusCheapest$1,251Average$1,453FlexibilityNo cancel feeOn-timeN/A

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