Search Cheap Flights toMadison
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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.
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 2 days ago
$82
Roundtrip
found 2 days ago
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$85 Roundtrip, found 1 day ago
$85
Roundtrip
found 1 day ago
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$89 Roundtrip, found 1 day ago
$89
Roundtrip
found 1 day ago
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$90 Roundtrip, found 1 day ago
$90
Roundtrip
found 1 day ago
Wed, Jul 9 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$92 Roundtrip, found 2 days ago
$92
Roundtrip
found 2 days ago
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$95 Roundtrip, found 1 day ago
$95
Roundtrip
found 1 day ago
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Sat, Jun 14 - Tue, Jul 1
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Sat, Jun 14 - Wed, Jul 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Sat, Jun 14 - Wed, Jul 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Sat, Jun 14 - Wed, Jul 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Fri, Jun 13 - Mon, Jun 30
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$129 Roundtrip, found 5 days ago
$129
Roundtrip
found 5 days ago
Sun, Jul 27 - Thu, Jul 31
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$247 Roundtrip, found 6 days ago
$247
Roundtrip
found 6 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 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?
Destination airport | Tweed - New Haven Regional |
Destination airport IATA code | HVN |
Roundtrip price | $81 |
Last Minute Hotel Deals in Madison
Madison Beach Hotel
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! (289 reviews)
"We ve been there 6 times and will be back again, we love everything about this place, everyone is lovely, I asked for a quiet room and that s exactly what I got +++, thank you so much for all the attention you all gave us. We will be back in the fall for another relaxing couple of days."
Reviewed on May 30, 2025
New Haven Hotel
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! (1,582 reviews)
"The staff was so accomodating.i had the room with the balcony. I was a solo traveler and i love to journal. This was perfect. Room was clean and everything is close by to walk to. Highly recommend. Will be back soon!"
Reviewed on Jun 2, 2025
Clarion Inn
201 Washington Avenue, North Haven, CT
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! (1,006 reviews)
"The staff was extremely friendly and made sure our extremely large party was taken care of. We had an amazing time. However the room was dirty. There was a used soap on the dish, hair, dirt and mold in the tub an the water did not drain while showering. The place could use some maintenance and better ..."
Reviewed on May 31, 2025
La Quinta Inn & Suites by Wyndham New Haven
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)
"Television did not work."
Reviewed on May 24, 2025
Holiday Inn Express Southington by IHG
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! (1,006 reviews)
Good Stay
"Good Stay."
Reviewed on Jun 1, 2025
Best Western Executive Hotel Of New Haven - West Haven
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! (1,121 reviews)
"Great stay for a quick overnight. We were highway side so could hear traffic all night."
Reviewed on May 30, 2025
Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
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! (1,002 reviews)
"I love that this is (like its name) right by the water's edge, with a private beach. I appreciate having different options between the indoor and outdoor pool and the beach. The grounds are beautifully kept and the staff are very friendly."
Reviewed on May 28, 2025
Cambria Hotel New Haven University Area
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! (753 reviews)
"Well kept property. Good amenities. Clean with friendly staff"
Reviewed on May 26, 2025
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.
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Top Madison Hotels
- Madison Beach Hotel
- New Haven Hotel
- Clarion Inn
- La Quinta Inn & Suites by Wyndham New Haven
- Holiday Inn Express Southington by IHG
- Best Western Executive Hotel Of New Haven - West Haven
- Water's Edge Resort & Spa
- Omni New Haven Hotel at Yale
- Motel 6 Wethersfield, CT - Hartford
- Hamden Hotel and Suites – Hamden New Haven
- The Blake Hotel
- Sound View Greenport