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Madison

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Madison Flights as Low as $126

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

Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$126 Roundtrip, found 18 hours ago
$126
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $126 found 18 hours ago
Avelo Airlines
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$128 Roundtrip, found 1 hour ago
$128
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $128 found 1 hour ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$131 Roundtrip, found 18 hours ago
$131
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $131 found 18 hours ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$136 Roundtrip, found 18 hours ago
$136
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $136 found 18 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$150 Roundtrip, found 2 hours ago
$150
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $150 found 2 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$155 Roundtrip, found 2 hours ago
$155
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $155 found 2 hours ago
Avelo Airlines
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, found 1 hour ago
$158
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $158 found 1 hour ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$160 Roundtrip, found 2 hours ago
$160
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $160 found 2 hours ago
Breeze Airways
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$165 Roundtrip, found 1 hour ago
$165
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $165 found 1 hour ago
Avelo Airlines
Sun, Oct 12 - Thu, Oct 16
SRQ
Sarasota-Bradenton Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Sun, Oct 12 from Sarasota-Bradenton Intl. to Tweed - New Haven Regional, returning Thu, Oct 16, priced at $170 found 1 day ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$176 Roundtrip, found 18 hours ago
$176
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $176 found 18 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$181 Roundtrip, found 2 hours ago
$181
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $181 found 2 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$186 Roundtrip, found 2 hours ago
$186
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $186 found 2 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$191 Roundtrip, found 2 hours ago
$191
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $191 found 2 hours ago
Avelo Airlines
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$193 Roundtrip, found 2 hours ago
$193
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Thu, Jul 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $193 found 2 hours ago
Avelo Airlines
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$265 Roundtrip, found 1 hour ago
$265
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Wed, Jul 9 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $265 found 1 hour 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 August, 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 $126, 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 $126 right now, why wait?

Madison Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$125

Last Minute Hotel Deals in Madison

Madison Beach Hotel
Madison Beach Hotel
4 out of 5
94 West Wharf Road, Madison, CT
Stay at this 4-star 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! (296 reviews)
Perfect spot
"This is the perfect place to stay"

Reviewed on Jun 17, 2025

Get rates
Madison Beach Hotel
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,613 reviews)
"We stayed at this hotel for a wedding and it was situated in an ideal location. The garage parking is connected to the hotel for easy access and commute. Overall, a great stay for a night in downtown New Haven."

Reviewed on Jun 29, 2025

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New Haven Hotel
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
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
5.8/10 (1,009 reviews)
"I like the hotel."

Reviewed on Jun 28, 2025

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La Quinta Inn & Suites by Wyndham New Haven
The Blake Hotel
The Blake Hotel
4 out of 5
9 High Street, New Haven, CT
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
9.4/10 Exceptional! (1,002 reviews)
"Beautiful hotel and wonderful staff. Would definitely stay here again."

Reviewed on Jun 28, 2025

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The Blake 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 ...
7.6/10 Good! (1,162 reviews)
"Perfect"

Reviewed on Jun 27, 2025

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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
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,010 reviews)
Nephews wedding
"Wry nice bar and nice clean room"

Reviewed on Jun 30, 2025

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Omni New Haven Hotel at Yale
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
Stay at this 3-star 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! (774 reviews)
"I liked this place and will stay here again"

Reviewed on Jun 25, 2025

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Cambria Hotel New Haven University Area
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 ...
7.4/10 Good! (1,005 reviews)
"Great staff and cleanliness."

Reviewed on Jun 26, 2025

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Red Roof Inn Meriden
See all 1,931 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.