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Madison

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Madison Flights as Low as $104

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

Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$104 Roundtrip, found 6 hours ago
$104
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $104 found 6 hours ago
Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$109 Roundtrip, found 6 hours ago
$109
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $109 found 6 hours ago
Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$114 Roundtrip, found 6 hours ago
$114
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $114 found 6 hours ago
Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$160 Roundtrip, found 3 hours ago
$160
Roundtrip
found 3 hours ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $160 found 3 hours ago
Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$167 Roundtrip, found 2 days ago
$167
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $167 found 2 days ago
Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $177 found 5 days ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$196 Roundtrip, found 3 hours ago
$196
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $196 found 3 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$206 Roundtrip, found 3 hours ago
$206
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $206 found 3 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$211 Roundtrip, found 3 hours ago
$211
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $211 found 3 hours ago
Avelo Airlines
Wed, Jul 29 - Thu, Jul 30
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$239 Roundtrip, found 5 days ago
$239
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Jul 29 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Jul 30, priced at $239 found 5 days ago
Avelo Airlines
Thu, Jul 30 - Mon, Aug 3
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$255 Roundtrip, found 4 days ago
$255
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Aug 3, priced at $255 found 4 days ago
Avelo Airlines
Fri, Jul 31 - Mon, Aug 3
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$264 Roundtrip, found 4 days ago
$264
Roundtrip
found 4 days ago
Select Avelo Airlines flight, departing Fri, Jul 31 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Aug 3, priced at $264 found 4 days ago
Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $266 found 2 days ago
Avelo Airlines
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$300 Roundtrip, found 3 hours ago
$300
Roundtrip
found 3 hours ago
Select Avelo Airlines flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $300 found 3 hours ago
Breeze Airways
Thu, May 14 - Sat, May 16
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$484 Roundtrip, found 2 days ago
$484
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sat, May 16, priced at $484 found 2 days ago
Breeze Airways
Thu, May 14 - Thu, May 14
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$526 Roundtrip, found 2 days ago
$526
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Thu, May 14, priced at $526 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 May, 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 $104, 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 $104 right now, why wait?

Madison Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$104

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 ...
9.4/10 Exceptional! (365 reviews)
Everything was amazing!

Reviewed on Apr 24, 2026

Get rates
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 ...
9.2/10 Wonderful! (2,109 reviews)
Clean room, friendly staff, and convenient location.

Reviewed on Apr 27, 2026

Get rates
New Haven Hotel
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! (1,005 reviews)
I didn’t get any help coming or going with my luggage. I never even saw anyone to help.

Reviewed on Apr 25, 2026

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Omni New Haven Hotel at Yale
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (639 reviews)
This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled ...

Reviewed on Apr 21, 2026

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Sound View Greenport
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! (1,278 reviews)
Older hotel kept up reasonably well.

Reviewed on Apr 26, 2026

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Holiday Inn Express Southington by IHG
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 ...
8.8/10 Excellent! (1,001 reviews)
Was very nice used hotels.com saved alot for both rooms. Enkoyed the pool and spa hot tub was great. Pricy but worth it the view was beautiful

Reviewed on Apr 25, 2026

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Water's Edge Resort & Spa
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 (1,234 reviews)
Cleaniness

Reviewed on Apr 26, 2026

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La Quinta Inn & Suites by Wyndham New Haven
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 ...
8/10 Very Good! (1,589 reviews)
It was good for a quick one night stay for a college open house. Breakfast was ehh - our room was so outdated, pool was cloudy and it was so noisy in the hotel and outside. We did like the location otherwise and the staff were great! It’s expensive for what we got but it worked. Next time I would ...

Reviewed on Apr 26, 2026

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Best Western Executive Hotel Of New Haven - West Haven
See all 2,008 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.