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Madison

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Madison Flights as Low as $88

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

Breeze Airways
Mon, Mar 23 - Fri, Mar 27
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$88 Roundtrip, found 1 day ago
$88
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Mar 23 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Mar 27, priced at $88 found 1 day ago
Breeze Airways
Fri, Apr 10 - Mon, Apr 13
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 13, priced at $92 found 4 days ago
Breeze Airways
Mon, Mar 23 - Fri, Mar 27
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Mar 23 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Mar 27, priced at $98 found 1 day ago
Breeze Airways
Fri, Apr 10 - Mon, Apr 13
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$102 Roundtrip, found 4 days ago
$102
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 13, priced at $102 found 4 days ago
Breeze Airways
Mon, Apr 13 - Mon, Apr 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$123 Roundtrip, found 5 days ago
$123
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Apr 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 20, priced at $123 found 5 days ago
Breeze Airways
Mon, Apr 13 - Mon, Apr 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Apr 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 20, priced at $128 found 4 days ago
Breeze Airways
Fri, Apr 10 - Mon, Apr 13
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$132 Roundtrip, found 2 days ago
$132
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 13, priced at $132 found 2 days ago
Breeze Airways
Mon, Apr 13 - Mon, Apr 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Apr 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 20, priced at $133 found 5 days ago
Breeze Airways
Mon, Apr 13 - Mon, Apr 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 4 days ago
$138
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Apr 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 20, priced at $138 found 4 days ago
Breeze Airways
Fri, Apr 10 - Mon, Apr 13
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$142 Roundtrip, found 2 days ago
$142
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 13, priced at $142 found 2 days ago
Breeze Airways
Mon, Apr 13 - Mon, Apr 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 2 days ago
$148
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Apr 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 20, priced at $148 found 2 days ago
Breeze Airways
Mon, Apr 13 - Mon, Apr 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Apr 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Apr 20, priced at $158 found 2 days ago
Breeze Airways
Fri, Apr 10 - Fri, Apr 17
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$160 Roundtrip, found 5 days ago
$160
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Apr 17, priced at $160 found 5 days ago
Breeze Airways
Fri, Apr 10 - Fri, Apr 17
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 5 days ago
$170
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Apr 10 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Fri, Apr 17, priced at $170 found 5 days ago
Breeze Airways
Wed, Jan 14 - Fri, Jan 16
PNS
Pensacola Intl.
HVN
Tweed - New Haven Regional
$746 Roundtrip, found 19 hours ago
$746
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jan 14 from Pensacola Intl. to Tweed - New Haven Regional, returning Fri, Jan 16, priced at $746 found 19 hours ago
Breeze Airways
Wed, Jan 14 - Thu, Jan 22
PNS
Pensacola Intl.
HVN
Tweed - New Haven Regional
$801 Roundtrip, found 19 hours ago
$801
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Jan 14 from Pensacola Intl. to Tweed - New Haven Regional, returning Thu, Jan 22, priced at $801 found 19 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 March, 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 $88, 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 $88 right now, why wait?

Madison Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$87

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! (343 reviews)
Wonderful staff

Reviewed on Dec 29, 2025

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 ...
9/10 Wonderful! (1,982 reviews)
Nice hotel for the price. Good location to visit Yale and do a little pizza tour around town. Most staff were friendly, some were not. Room was a bit loud, we could hear kids making noise 2 rooms away at night. Good spot for a quick visit if you get a good deal.

Reviewed on Jan 6, 2026

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New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight 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 ...
8.6/10 Excellent! (1,014 reviews)
clean room, helpful staff

Reviewed on Jan 4, 2026

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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
Book a stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,000 reviews)
Really beautiful, quiet hotel (We traveled over Yale’s winter break - 2 adults, 1 child). Staff was wonderful. We had a few issues in our room that we let the staff know about. Loved that the parking garage was secure and underground at a great price for guests with in and out access. The rooftop ...

Reviewed on Jan 5, 2026

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Omni New Haven Hotel at Yale
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

3 out of 5
99 Marsh Hill Road Orange CT
Stay at this hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
9/10 Wonderful! (1,001 reviews)
I took away one star because of breakfast. They provided yogurt, fruit, muffins, coffee, tea, and juice. I would rather more "hot breakfast" options such as waffles, eggs etc.

Reviewed on Jan 1, 2026

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Homewood Suites by Hilton Orange New Haven
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! (1,195 reviews)
Clean comfortable room, friendly staff, great breakfast

Reviewed on Jan 2, 2026

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Holiday Inn Express Southington by IHG
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! (1,001 reviews)
Y

Reviewed on Jan 7, 2026

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Red Roof Inn Meriden
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3 out of 5
30 Frontage Rd East Haven CT
Book a stay at this business-friendly inn in East Haven. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shoreline Trolley Museum and ...
9.4/10 Exceptional! (462 reviews)
The room was very clean and the furniture in very good condition. The front desk staff were friendly and helpful.

Reviewed on Jan 8, 2026

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Home2 Suites by Hilton East Haven New Haven
See all 1,954 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.