Search Cheap Flights to
Prospect

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Prospect Flights as Low as $160

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

Breeze Airways
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$160 Roundtrip, found 15 hours ago
$160
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at $160 found 15 hours ago
Avelo Airlines
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$165 Roundtrip, found 15 hours ago
$165
Roundtrip
found 15 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 $165 found 15 hours ago
Breeze Airways
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$165 Roundtrip, found 15 hours ago
$165
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at $165 found 15 hours ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 6 days ago
$168
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $168 found 6 days ago
Breeze Airways
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $170 found 1 day ago
Breeze Airways
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 15 hours ago
$170
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at $170 found 15 hours ago
Breeze Airways
Fri, Sep 11 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $173 found 1 day ago
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$174 Roundtrip, found 6 days ago
$174
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $174 found 6 days ago
Breeze Airways
Fri, Sep 11 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $176 found 1 day ago
Breeze Airways
Fri, Sep 11 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $178 found 1 day ago
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $179 found 6 days ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $180 found 1 day ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$181 Roundtrip, found 15 hours ago
$181
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $181 found 15 hours ago
Breeze Airways
Fri, Sep 11 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at $183 found 1 day ago
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$184 Roundtrip, found 6 days ago
$184
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $184 found 6 days ago
Avelo Airlines
Thu, Oct 1 - Mon, Oct 5
DJT
President Donald J. Trump Intl. Airport
HVN
Tweed - New Haven Regional
$306 Roundtrip, found 4 days ago
$306
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Thu, Oct 1 from President Donald J. Trump Intl. Airport to Tweed - New Haven Regional, returning Mon, Oct 5, priced at $306 found 4 days ago

Cheap Flights to Prospect

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

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

Frequently Asked Questions About flights to Prospect

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

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 Prospect are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Prospect?

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 Prospect.

What airport is best to fly into Prospect?

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

How much are flights to Prospect?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Prospect on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $160, 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 Prospect?

The trick to saving a stack of cash on your flight to Prospect? 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 $160 right now, why wait?

Prospect Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$160

Last Minute Hotel Deals in Prospect

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 ...
8/10 Very Good! (1,007 reviews)
"Not comparable to what was advertised. No hot tub on site. Indoor pool was yellow. Outdoor pool very run-down. Rooms felt outdated. Overall very poor compared to advertised photos."

Reviewed on Sep 7, 2026

Get rates
Trumbull Marriott Shelton
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 ...
Get rates
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 ...
8.2/10 Very Good! (1,840 reviews)
"The room didn't smell good and the air conditioner didn't work well."

Reviewed on Sep 7, 2026

Get rates
Best Western Executive Hotel Of New Haven - West Haven
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
510 Saw Mill Rd West Haven CT
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,013 reviews)
"Tatianna the front desk receptionist was so pleasant and accommodating coming in from out of town she went above and beyond to assist us an anyway possible being in customer service is challenging and she does it with ease because of her kind spirit will definitely be back and I am also now a rewards ..."

Reviewed on Sep 7, 2026

Get rates
Hampton Inn & Suites New Haven - South - West Haven
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Get rates
Hyatt Place Milford / New 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! (1,097 reviews)
"Excellent staff and very clean facilities, including room, exercise room, and lobby. Backup plans for coffee/gift shop being open should be made as one day it was closed during prime morning hours. Only negative was it's right in the bar zone between Church and Chapel. If you are there Friday or ..."

Reviewed on Sep 8, 2026

Get rates
Omni New Haven Hotel at Yale
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. ...
Get rates
Motel 6 New Haven - Branford, 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 (1,361 reviews)
"The place was infested with spotted lantern flies. Didn’t stay. Never laying my head anywhere nasty. I don’t live like that!!! Hoping to be reimbursed. If not that’s fine too. Would never go there again."

Reviewed on Sep 7, 2026

Get rates
La Quinta Inn & Suites by Wyndham New Haven
See all 1,120 properties in Prospect
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.