Cheap flights To Thimble Islands (HVN) from $43

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Cheap Flights to Thimble Islands from $43 One Way, $88 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Aug 28 - Mon, Aug 31
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$88 Roundtrip, found 18 hours ago
$88
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Fri, Aug 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $88 found 18 hours ago
Mon, Jan 25 - Mon, Feb 1
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Mon, Jan 25 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Feb 1, priced at $88 found 2 days ago
Fri, Aug 28 - Mon, Aug 31
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$91 Roundtrip, found 18 hours ago
$91
Roundtrip
found 18 hours ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $91 found 18 hours ago
Fri, Aug 28 - Mon, Aug 31
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$93 Roundtrip, found 18 hours ago
$93
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Fri, Aug 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $93 found 18 hours ago
Sat, Sep 12 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$94 Roundtrip, found 2 days ago
$94
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Sat, Sep 12 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at $94 found 2 days ago
Wed, Sep 30 - Wed, Oct 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$96 Roundtrip, found 5 days ago
$96
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Sep 30 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Oct 7, priced at $96 found 5 days ago
Fri, Aug 28 - Mon, Aug 31
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$98 Roundtrip, found 18 hours ago
$98
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Fri, Aug 28 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $98 found 18 hours ago
Wed, Aug 26 - Wed, Sep 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Sep 2, priced at $98 found 5 days ago
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$100 Roundtrip, found 21 hours ago
$100
Roundtrip
found 21 hours ago
Select Avelo Airlines flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at $100 found 21 hours ago
Fri, Oct 23 - Mon, Oct 26
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Oct 23 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 26, priced at $102 found 1 day ago

Thimble Islands Flight Information

Traveling To
Thimble Islands
Destination Airport IATA Code
HVN
Number of Airlines Serving
Airlines
Breeze Airways, Avelo Airlines
Flight Price
$88
Earliest Departing Flight
Latest Departing Flight

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Thimble Islands economy flight packages

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel
4.0-star property

NobleDEN Hotel

Aug 11 - Aug 18

7 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,635, price is now $962 per person
$962
per person
found 1 day ago
The Prince Kitano New York
4.5-star property

The Prince Kitano New York

Aug 11 - Aug 18

7 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,601, price is now $963 per person
$963
per person
found 1 day ago
Loews Regency New York Hotel
5.0-star property

Loews Regency New York Hotel

Aug 11 - Aug 18

7 night stay

Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,746, price is now $1,689 per person
$1,689
per person
found 1 day ago
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Thimble Islands premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
OYO Times Square
4.0-star property

OYO Times Square

6.8/10 (1,983 reviews)

Aug 13 - Aug 16

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $712, price is now $594 per person
$594
per person
found 9 hours ago
The shower was awful. The caulking was stained with mold, and insects came out of the drain. The air conditioner was working, BUT the compressor was extremely loud. I needed earplugs to block out the noise. We could hear it from the elevator, which was five or six rooms away. Other than that, the lobby is beautiful and clean, and the staff is very kind. I don't know if it was intentional, but there were no cups in the room.

Reviewed on Jul 10, 2026

Duane Street Hotel Tribeca, Belvilla District 6 Formerly Sonder
4.0-star property

Duane Street Hotel Tribeca, Belvilla District 6 Formerly Sonder

8.4/10 Very Good! (854 reviews)

Aug 13 - Aug 16

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $822, price is now $666 per person
$666
per person
found 9 hours ago
N/A

Reviewed on Jul 11, 2026

Marco LaGuardia Hotel
3.5-star property

Marco LaGuardia Hotel

9.2/10 Wonderful! (1,117 reviews)

Aug 13 - Aug 16

3 night stay

Atlanta (ATL) to New York (JFK)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $744, price is now $640 per person
$640
per person
found 9 hours ago
Loved our stay for the day. Everything was perfect!

Reviewed on Jul 10, 2026

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Thimble Islands business class flight packages

Price found within the past 48 hours. Click for updated prices.
INNSiDE by Meliá New York Nomad
4.5-star property

INNSiDE by Meliá New York Nomad

9.2/10 Wonderful! (2,253 reviews)

Aug 13 - Aug 16

3 night stay

San Juan (SJU) to New York (JFK)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,255, price is now $1,005 per person
$1,005
per person
found 1 day ago
Very helpful staff and good location

Reviewed on Jul 11, 2026

Roxy Hotel New York
4.5-star property

Roxy Hotel New York

9.4/10 Exceptional! (1,586 reviews)

Aug 12 - Aug 15

3 night stay

San Juan (SJU) to New York (JFK)

Delta • BusinessClass

New York (JFK) to San Juan (SJU)

Frontier Airlines • BusinessClass
Price was $1,809, price is now $1,561 per person
$1,561
per person
found 1 day ago
The overall gritty downtown vibe of the hotel based on the theatre was fun. They had a lively bar with live entertainment. The rooms are a bit dated and could be updated.

Reviewed on Jul 7, 2026

PUBLIC, an Ian Schrager hotel
4.0-star property

PUBLIC, an Ian Schrager hotel

8.6/10 Excellent! (3,780 reviews)

Aug 13 - Aug 16

3 night stay

San Juan (SJU) to Newark Liberty Intl. Airport (EWR)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,311, price is now $1,134 per person
$1,134
per person
found 1 day ago
Great spot for the young, beautiful, bougie crowd. Obnoxiously overpriced drinks. Room was small but clean and contemporary. Rooftop bar views were awesome. Bar staff on the rooftop need to learn better manners - the guests shouldn't be treated as an inconvenience with a side of snarkiness.

Reviewed on Jul 10, 2026

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Thimble Islands first class flight packages

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City
4.0-star property

Arthouse Hotel New York City

8.8/10 Excellent! (2,013 reviews)

Aug 12 - Aug 17

5 night stay

Atlanta (ATL) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,484, price is now $973 per person
$973
per person
found 15 hours ago
Once again our experience at Arthouse was very good! The room was clean and staff were friendly and helpful. We would definitely stay here again.

Reviewed on Jul 11, 2026

The Wall Street Hotel
5.0-star property

The Wall Street Hotel

9.6/10 Exceptional! (703 reviews)

Aug 12 - Aug 17

5 night stay

Atlanta (ATL) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,835, price is now $1,697 per person
$1,697
per person
found 15 hours ago
Very nice hotel. Perfect location in FiDi. Great restaurant. Helpful staff. Well maintained. All the good things.

Reviewed on Jul 7, 2026

Allegria Hotel
4.0-star property

Allegria Hotel

8/10 Very Good! (1,330 reviews)

Aug 12 - Aug 17

5 night stay

Atlanta (ATL) to New York (JFK)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,016, price is now $1,371 per person
$1,371
per person
found 15 hours ago
Worst staff ever. The place is a circus and horribly managed

Reviewed on Jul 11, 2026

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Thimble Islands

If you are looking for discount prices on flights to Thimble Islands then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Thimble Islands flights easy and affordable.

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Frequently asked questions

What is the best airport to fly to in Thimble Islands?
Find yourself a cheap fare to Tweed - New Haven Regional Airport (HVN). It's the main airport servicing this city and is situated roughly 7 miles west of the downtown area. Once you've touched down, it won't be long before you're experiencing the wonders of Thimble Islands.
How much is a flight to Thimble Islands?
If you're after a round-trip flight, fares ranged between $88 and $102 this past week. The lowest price to travel one-way was $43, departing from Raleigh (RDU).
How to book the cheapest flight to Thimble Islands?
Using Orbitz, you'll uncover some of the most amazing flight deals around from a terrific range of airlines. But if you want to increase your chances of nabbing cheap flights to Thimble Islands, here are a few pointers to get started:

  • Consider departing from or arriving at other airports for a better deal. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will list your options, if any.
  • If you're flexible with your travel schedule, click on the 'Show flexible dates' link. You'll see the flight deals for the days before and after your selected departure. Airfares often vary depending on what day it is.
  • To optimize your results, hit 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • The early bird gets the most rewarding savings, so purchase your seats once you've settled on your travel dates. The most affordable airfares get snapped up fast and prices generally increase as the departure date gets closer.
  • Bundle your hotels, flights and car rentals into an impressive package deal. Save your hard-earned money for things you're really excited about, like exploring every corner of Thimble Islands.
  • If you can, avoid flying in peak seasons. Airfares often hit their highest during summer, school breaks and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Thimble Islands?
You could have time to read a few chapters or more of your novel, or you might get through the whole thing! Flight durations depend on where you're leaving from, but these well-known routes to Thimble Islands will offer some insight:

  • Orlando, FL (MCO-Orlando Intl.) to Tweed - New Haven Regional Airport (HVN) - 2 hours and 40 minutes
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Tweed - New Haven Regional Airport (HVN) - 2 hours and 55 minutes
  • Nashville, TN (BNA-Nashville Intl.) to Tweed - New Haven Regional Airport (HVN) - 2 hours and 10 minutes

What is the best time to book a flight to Thimble Islands?
Catch a bargain and book your tickets to Thimble Islands in January. If you've missed this month, fear not. February and August often have low airfares as well. Make sure you don't snooze on a sale though — cheap flights pop up and vanish in a flash!
What day of the week is the cheapest to book a flight to Thimble Islands?
If you're after inexpensive fares to Thimble Islands, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a fabulous flight deal will be all yours.
What is the cheapest day of the week to fly to Thimble Islands?
According to Orbitz data from 2020, Monday is generally the best day to get cheap flights to Thimble Islands. Tuesday also offers more affordable fares, whereas Saturday has the highest ticket rates. Even though flying out at the weekend may be more convenient, you'll have more money to play with if you take off at the start of the week.
What is the cheapest month to fly to Thimble Islands?
Get set to jet for less in August. This is generally the best month to take off if you want cheap flights to Thimble Islands, according to Orbitz data. The most expensive time to fly is June, so try to avoid this month if you're on a budget.
Which airlines allow free cancellation?
When searching for flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the carriers offering free cancellation within 24 hours of booking and no change fees. Breathe easy knowing that if things unexpectedly change, your flight can too.
What do I need for the flight to Thimble Islands?
There is so much to sort out for any big adventure, so it's nice to get a bit of help before you set out. Here are a few tips to ensure that you're ready for take off:

  • Travel documents such as e-tickets and some identification will be required. To avoid any unnecessary delays at check-in, make certain your booking is under the exact name, birth date and gender as your government-issued ID.
  • Stock your carry-on bag with activities and snacks and you'll happily pass the time on this medium-haul flight. Wherever possible, get on the airport's Wi-Fi and transfer your favorite podcast or playlist to your device ahead of your journey.
  • Regardless what the season is, airplane cabins are known to get chilly. Bring a sweater on your journey to stay nice and warm.

How do I get cheap first-class/business deals to Thimble Islands?
Smart travelers have a talent for finding first or business-class airfares to Thimble Islands that don't cost an arm and a leg. Follow their example with these handy hints:

  • Be more flexible with your travel dates and wait for sales or exclusive offers on business or first-class airfares.
  • Plenty of budget carriers these days offer outstanding business-class seating for a reasonable price.
  • Take advantage of your airline's rewards program and upgrade your seat. You can also bid for an upgrade in an online auction.

How to get into Thimble Islands from the airport?
Driving is a good option. Hertz, Budget and Avis are three car rental outlets located at Tweed - New Haven Regional Airport (HVN). After picking up a Tweed - New Haven Regional Airport (HVN) car rental, you can whiz directly from HVN airport into downtown Thimble Islands, a distance of 7 miles to the east. Or, if you're planning to book your own set of wheels from the city center, take a look through our Thimble Islands car rentals.
Travel tips for Thimble Islands

  • Stony Creek Museum is one of this buzzing city's best attractions. Stay near the center and visit it whenever you please.
  • You'll find other great sights to stick on your itinerary within an easy driving distance of the center. Organize a car rental, slide behind the wheel and make tracks to Yale University.
  • When you're ready to explore more of the splendors of Connecticut, fill up the gas tank and take a road trip to Hartford. One of the region's other great cities, the possibilities for fun are endless here.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.