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Madison

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Madison Flights as Low as $170

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

Breeze Airways
Fri, Oct 30 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, just found
$170
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Oct 30 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $170 just found
Breeze Airways
Fri, Oct 30 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Oct 30 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $173 just found
Breeze Airways
Fri, Oct 30 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$175 Roundtrip, just found
$175
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Oct 30 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $175 just found
Breeze Airways
Fri, Oct 30 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$180 Roundtrip, just found
$180
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Oct 30 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $180 just found
Avelo Airlines
Fri, Oct 30 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$181 Roundtrip, just found
$181
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Oct 30 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $181 just found
Breeze Airways
Fri, Oct 30 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$183 Roundtrip, just found
$183
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Oct 30 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $183 just found
Breeze Airways
Fri, Nov 13 - Sun, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$189 Roundtrip, found 4 hours ago
$189
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Nov 15, priced at $189 found 4 hours ago
Breeze Airways
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$193 Roundtrip, found 6 hours ago
$193
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $193 found 6 hours ago
Breeze Airways
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$198 Roundtrip, found 6 hours ago
$198
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $198 found 6 hours ago
Breeze Airways
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$203 Roundtrip, found 6 hours ago
$203
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $203 found 6 hours ago
Avelo Airlines
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$276 Roundtrip, found 6 hours ago
$276
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $276 found 6 hours ago
Avelo Airlines
Fri, Nov 13 - Sun, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$287 Roundtrip, found 4 hours ago
$287
Roundtrip
found 4 hours ago
Select Avelo Airlines flight, departing Fri, Nov 13 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Nov 15, priced at $287 found 4 hours ago
Avelo Airlines
Thu, Nov 19 - Mon, Nov 23
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$290 Roundtrip, found 5 days ago
$290
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Nov 19 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Nov 23, priced at $290 found 5 days ago
Breeze Airways
Fri, Nov 13 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$316 Roundtrip, found 5 days ago
$316
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $316 found 5 days ago
Breeze Airways
Fri, Nov 13 - Mon, Nov 16
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$327 Roundtrip, found 14 hours ago
$327
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $327 found 14 hours ago
Breeze Airways
Fri, Dec 4 - Mon, Dec 21
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$342 Roundtrip, found 21 hours ago
$342
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Dec 21, priced at $342 found 21 hours ago

Cheap Flights to Madison

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

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

Frequently Asked Questions About flights to Madison

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

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 Madison are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Madison?

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 Madison.

What airport is best to fly into Madison?

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

How much are flights to Madison?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Madison on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $170, 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 Madison?

The trick to saving a stack of cash on your flight to Madison? 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 $170 right now, why wait?

Madison Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$165

Last Minute Hotel Deals in Madison

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
94 West Wharf Road Madison CT
Book a stay at this beach hotel in Madison. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the helpful staff and the property condition ...
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Madison Beach Hotel
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 ...
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New Haven Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Stay at this motel in Wethersfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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Motel 6 Wethersfield, CT - Hartford
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,004 reviews)
"The room had a musty smell when we entered and didn't resemble in the least how it was presented on the website. The room looked dirty, pillows looked old and stained yellow. The television didn't work. The shower barely had any pressure. The employees were very nice."

Reviewed on Oct 27, 2026

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Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
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Water's Edge Resort & Spa
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! (1,890 reviews)
"Pretty clean room, staff cleaned my room nicely. Breakfast was okay."

Reviewed on Oct 26, 2026

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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 ...
8.8/10 Excellent! (1,106 reviews)
"."

Reviewed on Oct 27, 2026

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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. ...
7.6/10 Good! (1,093 reviews)
"Staff was friendly. The room was bare minimum. Had a funky smell, almost like of ammonia. The Wi-Fi never worked. Asked the staff attending and he had no idea how to make it work. The room had no hangers to hang clothes. No iron or ironing board. Only available if asked. No shampoo or conditioner ..."

Reviewed on Oct 27, 2026

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Motel 6 New Haven - Branford, CT
See all 2,014 properties in Madison
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.