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Derby

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Derby Flights as Low as $168

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

Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 20 hours ago
$168
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $168 found 20 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$173 Roundtrip, found 20 hours ago
$173
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $173 found 20 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$178 Roundtrip, found 20 hours ago
$178
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $178 found 20 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, found 20 hours ago
$183
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $183 found 20 hours ago
Avelo Airlines
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$280 Roundtrip, found 20 hours ago
$280
Roundtrip
found 20 hours ago
Select Avelo Airlines flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $280 found 20 hours ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$307 Roundtrip, found 2 days ago
$307
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $307 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $313 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Jul 28
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jul 28, priced at $318 found 2 days ago
Breeze Airways
Tue, Jul 21 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$318 Roundtrip, found 2 days ago
$318
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at $318 found 2 days ago
Breeze Airways
Tue, Jul 21 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$323 Roundtrip, found 2 days ago
$323
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at $323 found 2 days ago
Breeze Airways
Tue, Jul 21 - Wed, Aug 5
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$329 Roundtrip, found 2 days ago
$329
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 5, priced at $329 found 2 days ago
Avelo Airlines
Thu, Jul 23 - Mon, Jul 27
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$359 Roundtrip, found 5 days ago
$359
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Jul 23 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Jul 27, priced at $359 found 5 days ago
Breeze Airways
Tue, Jul 21 - Sat, Jul 25
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$368 Roundtrip, found 2 days ago
$368
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jul 25, priced at $368 found 2 days ago
Breeze Airways
Tue, Jul 21 - Sat, Jul 25
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$373 Roundtrip, found 2 days ago
$373
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jul 25, priced at $373 found 2 days ago
Breeze Airways
Tue, Jul 21 - Sat, Jul 25
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$378 Roundtrip, found 2 days ago
$378
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Jul 25, priced at $378 found 2 days ago
Breeze Airways
Tue, Jul 21 - Tue, Aug 4
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$382 Roundtrip, found 4 days ago
$382
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Jul 21 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Aug 4, priced at $382 found 4 days ago

Cheap Flights to Derby

Fall in love at first flight with your vacation to Derby by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Derby on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Derby, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Derby

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Derby with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HVN airport.

What is the cheapest month to fly to Derby?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Derby are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Derby?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Derby.

What airport is best to fly into Derby?

When you’re planning your trip to Derby, convenience is the name of the game. Luckily, Derby Tweed - New Haven Regional Airport is nearby so you can deplane and get going on checking off everything on your Derby must-do list.

How much are flights to Derby?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Derby on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $168, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Derby?

The trick to saving a stack of cash on your flight to Derby? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $168 right now, why wait?

Derby Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$168

Last Minute Hotel Deals in Derby

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,013 reviews)
"Smelled in hallway and in the room like old cigarettes. No fridge in room. Needs updating."

Reviewed on Jul 20, 2026

Get rates
Motel 6 New Haven - Branford, CT
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (2,225 reviews)
"Great stay!"

Reviewed on Jul 19, 2026

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New Haven Hotel
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd West Haven CT
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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Best Western Executive Hotel Of New Haven - West Haven
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,052 reviews)
"Shower water was orange coloured in the morning. AC buttons were not working well. Parking was leaking during rain."

Reviewed on Jul 19, 2026

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Omni New Haven Hotel at Yale
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Book a stay at this beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
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The Circle Hotel Fairfield
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
7.8/10 Good! (1,009 reviews)
"Hotel needs upgrading in everything; the AC doesn’t work at all times, breakfast was dry and bland, only one elevator worked out of three, the bed was so old it sunk in the middle. The only good thing was the staff."

Reviewed on Jul 20, 2026

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Trumbull Marriott Shelton
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hartford HealthCare Amphitheater ...
6.6/10 (1,024 reviews)
"This property was nothing like the photos. It was a mess, the floors in the hallways were disgusting, the bathroom was gross, and the bed was extremely uncomfortable to sleep in. The people above us were loud and partied well past 2am. We were in town for a birthday party and needed a place to stay ..."

Reviewed on Jul 19, 2026

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Motel 6 Milford, CT
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
6/10 (1,305 reviews)
"The staff was not friendly, had mismanaged lines, didn’t acknowledge guests waiting. The rooms were falling apart and definitely needed to be rehabbed. The shower curtain literally was falling off of the wall. The place was relatively clean but the everything was so old and broken and just really ..."

Reviewed on Jul 19, 2026

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La Quinta Inn & Suites by Wyndham New Haven
See all 1,166 properties in Derby
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.