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Madison

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Madison Flights as Low as $179

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

Breeze Airways
Tue, Jul 14 - Fri, Jul 17
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$179 Roundtrip, found 21 hours ago
$179
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Tue, Jul 14 from Tampa Intl. to Tweed - New Haven Regional, returning Fri, Jul 17, priced at $179 found 21 hours ago
Breeze Airways
Tue, Jul 14 - Fri, Jul 17
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$184 Roundtrip, found 21 hours ago
$184
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Tue, Jul 14 from Tampa Intl. to Tweed - New Haven Regional, returning Fri, Jul 17, priced at $184 found 21 hours ago
Breeze Airways
Tue, Jul 14 - Fri, Jul 17
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$189 Roundtrip, found 21 hours ago
$189
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Tue, Jul 14 from Tampa Intl. to Tweed - New Haven Regional, returning Fri, Jul 17, priced at $189 found 21 hours ago
Avelo Airlines
Fri, Jul 10 - Mon, Jul 13
LAL
Lakeland Intl. Airport
HVN
Tweed - New Haven Regional
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Jul 10 from Lakeland Intl. Airport to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $202 found 1 day ago
Avelo Airlines
Thu, Jul 30 - Mon, Aug 3
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$208 Roundtrip, found 2 days ago
$208
Roundtrip
found 2 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 $208 found 2 days ago
Avelo Airlines
Fri, Jul 10 - Mon, Jul 13
LAL
Lakeland Intl. Airport
HVN
Tweed - New Haven Regional
$210 Roundtrip, found 2 days ago
$210
Roundtrip
found 2 days ago
Select Avelo Airlines flight, departing Fri, Jul 10 from Lakeland Intl. Airport to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $210 found 2 days ago
Avelo Airlines
Fri, Jul 10 - Mon, Jul 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$230 Roundtrip, found 1 day ago
$230
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Jul 10 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $230 found 1 day ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$238 Roundtrip, found 23 hours ago
$238
Roundtrip
found 23 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 $238 found 23 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$243 Roundtrip, found 23 hours ago
$243
Roundtrip
found 23 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 $243 found 23 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$248 Roundtrip, found 23 hours ago
$248
Roundtrip
found 23 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 $248 found 23 hours ago
Avelo Airlines
Fri, Jul 17 - Mon, Jul 20
LAL
Lakeland Intl. Airport
HVN
Tweed - New Haven Regional
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Jul 17 from Lakeland Intl. Airport to Tweed - New Haven Regional, returning Mon, Jul 20, priced at $269 found 1 day ago
Breeze Airways
Fri, Jul 10 - Mon, Jul 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 10 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $282 found 1 day ago
Breeze Airways
Fri, Jul 10 - Mon, Jul 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 10 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $283 found 1 day ago
Breeze Airways
Fri, Jul 10 - Mon, Jul 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 10 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $287 found 1 day ago
Breeze Airways
Fri, Jul 10 - Mon, Jul 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$288 Roundtrip, found 1 day ago
$288
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 10 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $288 found 1 day ago
Breeze Airways
Fri, Jul 10 - Mon, Jul 13
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 10 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Jul 13, priced at $292 found 1 day 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 July, 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 $179, 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 $179 right now, why wait?

Madison Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$178

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! (371 reviews)
"This was our second stay at the Madison. We loved this property and may return at some future date. Our experience with staff members were short of the standard set during our first visit. Check in was lengthy. The desk attendant was off eating dinner. The valet parking attendant filling in (unable ..."

Reviewed on Jun 9, 2026

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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 ...
9.2/10 Wonderful! (2,186 reviews)
"Great stay. Clean room, beds were excellent, plenty of towels, excellent location with many highly rated restaurants right around the corner, competitive pricing. One drawback is the bedding is not changed unless you request it. But overall, a high quality hotel."

Reviewed on Jun 13, 2026

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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. ...
7.2/10 Good! (1,019 reviews)
"Clean room plenty of parking air conditioning & heat No refrigerator or microwave in room ice machine on 2nd floor a plus a small microwave on 1st floor. I got a break on price through Expedia a plus"

Reviewed on Jun 12, 2026

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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! (1,178 reviews)
"If you are going to stay for a night and just sleep, then it is "okay" But don't stay any longer. Rooms are extremely small. No fridge or microwave. They say it is non-smoking but when we went in, the room smelled of smoke. The hotel itself also smelled and it just looked VERY run down. Also the ..."

Reviewed on Jun 13, 2026

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Motel 6 Wethersfield, CT - Hartford
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! (1,027 reviews)
"I would 100% stay here again. Prefect location only blocks away from Yale University. Convenient and walkable to lost of attractions. The staff was extraordinarily helpful. The hotel has a nice restaurant and bar on the 19th floor with a beautiful view of Yale Campus. Some reviews stated the decor ..."

Reviewed on Jun 10, 2026

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Omni New Haven Hotel at Yale
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! (1,660 reviews)
"Parking"

Reviewed on Jun 13, 2026

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Best Western Executive Hotel Of New Haven - West Haven
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! (655 reviews)
"Great"

Reviewed on Jun 1, 2026

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Sound View Greenport
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! (1,000 reviews)
"The location and the amenities provided by the hotel was first classed"

Reviewed on May 27, 2026

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Water's Edge Resort & Spa
See all 1,997 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.