$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
1 adult, Economy
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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
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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
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Best
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Cheapest flights from Connecticut to CastletownExplore 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.
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![Multiple Airlines logo]()
$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![Multiple Airlines logo]()
$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![Aer Lingus logo]()
$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![Aer Lingus logo]()
$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![Aer Lingus logo]()
$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![Multiple Airlines logo]()
$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![Multiple Airlines logo]()
$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![British Airways logo]()
$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![Multiple Airlines logo]()
$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![Aer Lingus logo]()
$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![Aer Lingus logo]()
$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![British Airways logo]()
$1,315
Best flights from Connecticut to CastletownDiscover carefully curated flight deals from Connecticut to Castletown that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 1, 2026.
Discover carefully curated flight deals from Connecticut to Castletown that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 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![Multiple Airlines logo]()
$919
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![Aer Lingus logo]()
$978
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 3/212:10 pm
IOM
- EWR
2 stops28h 40m
British Airways
Deal found 2/1![British Airways logo]()
$1,242
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![Multiple Airlines logo]()
$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 6/45:35 pm
EWR
- IOM
1 stop18h 15m
Aer Lingus
Mon 6/87:10 pm
IOM
- EWR
1 stop25h 55m
Aer Lingus
Deal found 2/1![Aer Lingus logo]()
$1,253
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![British Airways logo]()
$1,315
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![Multiple Airlines logo]()
$1,207
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![Aer Lingus logo]()
$1,262
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![Multiple Airlines logo]()
$1,221
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 3/28:40 pm
JFK
- IOM
1 stop14h 30m
British Airways
Thu 3/57:05 am
IOM
- JFK
2 stops15h 10m
British Airways
Deal found 1/29![British Airways logo]()
$1,400
Last-minute flights from Connecticut to CastletownDiscover last-minute flight deals from Connecticut to Castletown. Data last updated February 1, 2026 and is based on user searches.
Discover last-minute flight deals from Connecticut to Castletown. Data last updated February 1, 2026 and is based on user searches.
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![Multiple Airlines logo]()
$949
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![Aer Lingus logo]()
$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![Aer Lingus logo]()
$1,082
One-way flights from Connecticut to CastletownSearch for one-way flight options from Connecticut to Castletown. Find affordable one-way fares based on user searches. Data last updated February 1, 2026.
Search for one-way flight options from Connecticut to Castletown. Find affordable one-way fares based on user searches. Data last updated February 1, 2026.
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.
Wed 3/111:20 am
EWR
- IOM
2 stops33h 55m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$298
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.
Thu 3/123:00 pm
JFK
- IOM
3 stops36h 05m
Multiple Airlines
Deal found 1/30![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 5/293:55 pm
EWR
- IOM
3 stops21h 45m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$514
This KAYAK deal was found by Cheapflights users on 1/31. 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.
Fri 5/2911:45 pm
JFK
- IOM
1 stop13h 55m
Aer Lingus
Deal found 1/31![Aer Lingus logo]()
$523
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 5/296:20 pm
JFK
- IOM
3 stops32h 30m
Multiple Airlines
Deal found 1/31![Multiple Airlines logo]()
$545
This KAYAK deal was found by Cheapflights users on 1/31. 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.
Fri 5/295:35 pm
EWR
- IOM
1 stop20h 05m
Aer Lingus
Deal found 1/31![Aer Lingus logo]()
$581
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:40 pm
JFK
- IOM
1 stop14h 30m
British Airways
Deal found 1/30![British Airways logo]()
$730
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/127:30 pm
EWR
- IOM
1 stop16h 40m
British Airways
Deal found 1/30![British Airways logo]()
$738
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) |
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
Showing 1-10 of 18 results
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.
JFK-IOM
EWR-IOM
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
USCT-IOM
JFK-IOM
EWR-IOM
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.
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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,251 | Average$1,453 | FlexibilityNo cancel fee | On-timeN/A |