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Madison

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Madison Flights as Low as $199

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

Avelo Airlines
Mon, Oct 19 - Thu, Oct 22
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$199 Roundtrip, found 7 hours ago
$199
Roundtrip
found 7 hours ago
Select Avelo Airlines flight, departing Mon, Oct 19 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Thu, Oct 22, priced at $199 found 7 hours ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$203 Roundtrip, found 7 hours ago
$203
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $203 found 7 hours ago
Avelo Airlines
Fri, Oct 16 - Mon, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$209 Roundtrip, found 7 hours ago
$209
Roundtrip
found 7 hours ago
Select Avelo Airlines flight, departing Fri, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $209 found 7 hours ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$213 Roundtrip, found 7 hours ago
$213
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $213 found 7 hours ago
Breeze Airways
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day 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 $225 found 1 day ago
Avelo Airlines
Thu, Oct 8 - Sun, Oct 11
DTW
Detroit Metropolitan Wayne County
HVN
Tweed - New Haven Regional
$228 Roundtrip, found 5 days ago
$228
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Oct 8 from Detroit Metropolitan Wayne County to Tweed - New Haven Regional, returning Sun, Oct 11, priced at $228 found 5 days ago
Breeze Airways
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day 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 $230 found 1 day ago
Breeze Airways
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day 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 $235 found 1 day ago
Avelo Airlines
Mon, Oct 19 - Thu, Oct 22
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$245 Roundtrip, found 4 days ago
$245
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Mon, Oct 19 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Thu, Oct 22, priced at $245 found 4 days ago
Avelo Airlines
Thu, Oct 8 - Sun, Oct 11
DTW
Detroit Metropolitan Wayne County
HVN
Tweed - New Haven Regional
$251 Roundtrip, found 2 days ago
$251
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Thu, Oct 8 from Detroit Metropolitan Wayne County to Tweed - New Haven Regional, returning Sun, Oct 11, priced at $251 found 2 days ago
Avelo Airlines
Thu, Oct 8 - Sun, Oct 11
DTW
Detroit Metropolitan Wayne County
HVN
Tweed - New Haven Regional
$258 Roundtrip, found 21 hours ago
$258
Roundtrip
found 21 hours ago
Select Avelo Airlines flight, departing Thu, Oct 8 from Detroit Metropolitan Wayne County to Tweed - New Haven Regional, returning Sun, Oct 11, priced at $258 found 21 hours ago
Avelo Airlines
Wed, Oct 14 - Fri, Oct 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$274 Roundtrip, found 6 days ago
$274
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Wed, Oct 14 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Oct 16, priced at $274 found 6 days ago
Avelo Airlines
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$285 Roundtrip, found 2 days ago
$285
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Oct 16 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $285 found 2 days ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$290 Roundtrip, found 2 days ago
$290
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Oct 16 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $290 found 2 days ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Oct 16 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $292 found 2 days ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$295 Roundtrip, found 2 days ago
$295
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Oct 16 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $295 found 2 days 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 $199, 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 $199 right now, why wait?

Madison Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$198

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 ...
9.6/10 Exceptional! (392 reviews)
"Great view."

Reviewed on Oct 5, 2026

Get rates
Madison Beach Hotel
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! (1,000 reviews)
"I would not recommend this property. Very expensive -244- for a smelly room, one small packet of shampoo, stained mattress pad."

Reviewed on Oct 4, 2026

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Pier Blue Inn Old Saybrook - Essex
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
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. ...
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Motel 6 New Haven - Branford, CT
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. ...
7/10 Good! (1,329 reviews)
"Worst hotel ever. We booked a room about two hour in advance after driving all day, and when we arrived onsite the door to the office was locked. The staff finally came out after about 15 minutes of letting us stand in the cold, and told us they didn’t have any more rooms, regardless if we made a ..."

Reviewed on Oct 6, 2026

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Motel 6 Wethersfield, CT - Hartford
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
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (1,003 reviews)
"It’s $97 a night for a reason and I expected that going in. It’s outdated, and many things did not work properly - tv and remote, shower, and shower curtain. Pillow are two big and cause neck"

Reviewed on Oct 5, 2026

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Red Roof Inn Meriden
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 ...
Get rates
Water's Edge Resort & Spa
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.