Search Cheap Flights to
Madison

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Madison Flights as Low as $82

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

Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 2 hours ago
$82
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 $82 found 2 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$87 Roundtrip, found 2 hours ago
$87
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 $87 found 2 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$92 Roundtrip, found 2 hours ago
$92
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 $92 found 2 hours ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$145 Roundtrip, found 2 hours ago
$145
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 $145 found 2 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
Breeze Airways
Mon, Jul 7 - Fri, Jul 11
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$241 Roundtrip, found 11 hours ago
$241
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Mon, Jul 7 from Orlando Intl. to Tweed - New Haven Regional, returning Fri, Jul 11, priced at $241 found 11 hours ago
Breeze Airways
Mon, Jul 7 - Thu, Jul 10
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$250 Roundtrip, found 11 hours ago
$250
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Mon, Jul 7 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Jul 10, priced at $250 found 11 hours ago
Breeze Airways
Sun, Jul 13 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$259 Roundtrip, found 11 hours ago
$259
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sun, Jul 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jul 13, priced at $259 found 11 hours ago
Breeze Airways
Fri, Apr 18 - Mon, Apr 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$483 Roundtrip, found 3 days ago
$483
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Apr 18 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 21, priced at $483 found 3 days ago
Breeze Airways
Fri, Apr 18 - Mon, Apr 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$492 Roundtrip, found 16 hours ago
$492
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Apr 18 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 21, priced at $492 found 16 hours ago
Breeze Airways
Thu, Apr 17 - Mon, Apr 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$576 Roundtrip, found 16 hours ago
$576
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Thu, Apr 17 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 21, priced at $576 found 16 hours ago
Breeze Airways
Thu, Apr 17 - Mon, Apr 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$595 Roundtrip, found 3 days ago
$595
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Apr 17 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 21, priced at $595 found 3 days ago
Breeze Airways
Sat, Apr 19 - Mon, Apr 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$601 Roundtrip, found 16 hours ago
$601
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Sat, Apr 19 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 21, priced at $601 found 16 hours ago
Breeze Airways
Fri, Apr 18 - Thu, Apr 24
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$637 Roundtrip, found 16 hours ago
$637
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Apr 18 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Thu, Apr 24, priced at $637 found 16 hours ago
Breeze Airways
Fri, Apr 18 - Tue, Apr 22
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$647 Roundtrip, found 16 hours ago
$647
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Fri, Apr 18 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Tue, Apr 22, priced at $647 found 16 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 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 $82, 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 $82 right now, why wait?

Madison Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$81

Last Minute Hotel Deals in Madison

Madison Beach Hotel
Madison Beach Hotel
4 out of 5
94 West Wharf Road, Madison, CT
The price is $286 per night from Apr 28 to Apr 29
$286
includes taxes & fees
Apr 28 - Apr 29
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 ...
9.2/10 Wonderful! (284 reviews)
Will be returning for long weekend
"We were greeted by very friendly valet and given some check in information. Stacey at the desk was very helpful through out our stay. Had drinks in bar everynite and staff was very accomadating to all guests. Other than the rainy, cold April weathe, which no one could control we had a very nice time. ..."

Reviewed on Apr 8, 2025

Madison Beach Hotel
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
The price is $136 per night from Apr 27 to Apr 28
$136
includes taxes & fees
Apr 27 - Apr 28
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! (1,487 reviews)
"Great hotel"

Reviewed on Apr 15, 2025

New Haven Hotel
Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHG
2.5 out of 5
120 Laning St, Southington, CT
The price is $109 per night from Apr 20 to Apr 21
$109
includes taxes & fees
Apr 20 - Apr 21
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! (1,013 reviews)
"The check in and check out was seamless. Staff was nice. Rooms were clean and comfortable."

Reviewed on Apr 14, 2025

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
The price is $246 per night from Apr 17 to Apr 18
$246
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,003 reviews)
"Staff is always very receptive and cordial!"

Reviewed on Apr 10, 2025

Water's Edge Resort & Spa
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
The price is $154 per night from Apr 20 to Apr 21
$154
includes taxes & fees
Apr 20 - Apr 21
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! (693 reviews)
"Very clean hotel, highly recommend!"

Reviewed on Apr 13, 2025

Cambria Hotel New Haven University Area
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
The price is $165 per night from Apr 30 to May 1
$165
includes taxes & fees
Apr 30 - May 1
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! (1,002 reviews)
"Its location is very convenient right next to New Haven Green and close to a lot of Yale buildings, which was why I chose this hotel. Our room was clean, but is small"

Reviewed on Apr 15, 2025

Omni New Haven Hotel at Yale
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
The price is $99 per night from Apr 27 to Apr 28
$99
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,005 reviews)
"It was great"

Reviewed on Apr 13, 2025

Clarion Inn
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
The price is $100 per night from Apr 20 to Apr 21
$100
includes taxes & fees
Apr 20 - Apr 21
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! (1,054 reviews)
"Hallways smell like cigarettes. Breakfast was decent and staff is friendly."

Reviewed on Apr 12, 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,877 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.