Search Cheap Flights to
Woodbury

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Woodbury Flights as Low as $137

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

Breeze Airways
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$137 Roundtrip, found 20 hours ago
$137
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Sep 1, priced at $137 found 20 hours ago
Avelo Airlines
Fri, Aug 28 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 30, priced at $138 found 4 days ago
Breeze Airways
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$142 Roundtrip, found 20 hours ago
$142
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Sep 1, priced at $142 found 20 hours ago
Breeze Airways
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$147 Roundtrip, found 20 hours ago
$147
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Sep 1, priced at $147 found 20 hours ago
Breeze Airways
Wed, Aug 26 - Sat, Aug 29
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 29, priced at $147 found 1 day ago
Avelo Airlines
Fri, Aug 28 - Mon, Aug 31
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $170 found 2 days ago
Avelo Airlines
Fri, Aug 14 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 14 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 23, priced at $179 found 6 days ago
Avelo Airlines
Fri, Aug 28 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$187 Roundtrip, found 2 days ago
$187
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 30, priced at $187 found 2 days ago
Avelo Airlines
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$197 Roundtrip, found 20 hours ago
$197
Roundtrip
found 20 hours ago
Select Avelo Airlines flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Sep 1, priced at $197 found 20 hours ago
Avelo Airlines
Fri, Aug 28 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$202 Roundtrip, found 7 hours ago
$202
Roundtrip
found 7 hours ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 30, priced at $202 found 7 hours ago
Breeze Airways
Wed, Aug 12 - Wed, Aug 19
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$204 Roundtrip, found 6 days ago
$204
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 19, priced at $204 found 6 days ago
Breeze Airways
Wed, Aug 12 - Wed, Aug 19
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$207 Roundtrip, found 6 days ago
$207
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 19, priced at $207 found 6 days ago
Breeze Airways
Wed, Aug 12 - Wed, Aug 19
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$212 Roundtrip, found 6 days ago
$212
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 19, priced at $212 found 6 days ago
Breeze Airways
Wed, Aug 12 - Wed, Aug 19
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$214 Roundtrip, found 6 days ago
$214
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 19, priced at $214 found 6 days ago
Avelo Airlines
Wed, Aug 26 - Tue, Sep 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$217 Roundtrip, found 20 hours ago
$217
Roundtrip
found 20 hours ago
Select Avelo Airlines flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Sep 1, priced at $217 found 20 hours ago
Avelo Airlines
Wed, Aug 26 - Sat, Aug 29
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Wed, Aug 26 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 29, priced at $261 found 1 day ago

Cheap Flights to Woodbury

Fall in love at first flight with your vacation to Woodbury 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 Woodbury on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Woodbury

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Woodbury 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 BDR airport.

What is the cheapest month to fly to Woodbury?

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 Woodbury are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Woodbury?

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 Woodbury.

What airport is best to fly into Woodbury?

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

How much are flights to Woodbury?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Woodbury on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $137, 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 Woodbury?

The trick to saving a stack of cash on your flight to Woodbury? 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 $137 right now, why wait?

Woodbury Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$136

Last Minute Hotel Deals in Woodbury

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Get rates
Ethan Allen Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,413 reviews)
"Clean room friendly and helpful staff. Decent Breakfast offerings"

Reviewed on Aug 9, 2026

Get rates
Holiday Inn Express Southington by IHG
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight 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 ...
8.8/10 Excellent! (1,093 reviews)
"the room was clean except there was no body wash in the refillable dispensers. we had to ask for it at the front desk. we also mentioned that the sliding “barn door” of the bathroom was hard to close and needed to be greased. they said they would send maintenance but never did. on the day of check ..."

Reviewed on Aug 9, 2026

Get rates
Cambria Hotel New Haven University Area
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9.4/10 Exceptional! (1,015 reviews)
"We loved the hotel, spacious, clean, with a very comfortable room and lots of nice design details. The hotel restaurant was also excellent. I highly recommend it."

Reviewed on Aug 8, 2026

Get rates
Hotel Zero Degrees Danbury
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,264 reviews)
"Needs a facelift."

Reviewed on Aug 9, 2026

Get rates
Courtyard by Marriott Waterbury Downtown
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Get rates
Wyndham Southbury
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,108 reviews)
"All the staff were friendly and nice 😊 The hotel was clean. Conveniently located to grocery stores coffee shops and restaurants! Only about 15 minutes to the Hartford Healthcare Amphitheater. We were there for a concert on Friday night, decided to stay until Sunday! Pool and hot tub could be updated. ..."

Reviewed on Aug 10, 2026

Get rates
Hilton Garden Inn Shelton
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,006 reviews)
"Staff was very helpful and friendly The restaurant was great and staff at the restaurant was wonderful"

Reviewed on Aug 9, 2026

Get rates
Heritage Hotel, Golf & Conference Center
See all 945 properties in Woodbury
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.