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Madison

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Madison Flights as Low as $196

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

Breeze Airways
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$196 Roundtrip, found 8 hours ago
$196
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $196 found 8 hours ago
American Airlines
Sat, Aug 29 - Sun, Aug 30
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 15 hours ago
$197
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Aug 29 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sun, Aug 30, priced at $197 found 15 hours ago
Delta
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$197 Roundtrip, found 15 hours ago
$197
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $197 found 15 hours ago
Breeze Airways
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$199 Roundtrip, found 8 hours ago
$199
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $199 found 8 hours ago
Breeze Airways
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$201 Roundtrip, found 8 hours ago
$201
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $201 found 8 hours ago
United
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 20 hours ago
$201
Roundtrip
found 20 hours ago
Select United flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $201 found 20 hours ago
Breeze Airways
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$206 Roundtrip, found 8 hours ago
$206
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $206 found 8 hours ago
Breeze Airways
Thu, Sep 3 - Thu, Sep 17
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$208 Roundtrip, found 6 hours ago
$208
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $208 found 6 hours ago
Breeze Airways
Wed, Jul 15 - Wed, Jul 29
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$209 Roundtrip, found 8 hours ago
$209
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Wed, Jul 15 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Jul 29, priced at $209 found 8 hours ago
Breeze Airways
Thu, Sep 3 - Thu, Sep 17
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$213 Roundtrip, found 6 hours ago
$213
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $213 found 6 hours ago
United
Sat, Aug 15 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$216 Roundtrip, found 20 hours ago
$216
Roundtrip
found 20 hours ago
Select United flight, departing Sat, Aug 15 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, Aug 27, priced at $216 found 20 hours ago
Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $216 found 3 days ago
JetBlue Airways
Sun, Aug 30 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 15 hours ago
$247
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sun, Sep 6, priced at $247 found 15 hours ago
JetBlue Airways
Wed, Aug 12 - Sat, Aug 29
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$248 Roundtrip, found 2 hours ago
$248
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Wed, Aug 12 from Nashville Intl. to Portland Intl. Jetport, returning Sat, Aug 29, priced at $248 found 2 hours ago
American Airlines
Tue, Aug 4 - Wed, Aug 12
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$310 Roundtrip, found 8 hours ago
$310
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Aug 4 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Wed, Aug 12, priced at $310 found 8 hours ago
Delta
Sat, Aug 8 - Tue, Aug 25
AUS
Austin-Bergstrom Intl.
PWM
Portland Intl. Jetport
$363 Roundtrip, found 2 days ago
$363
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 8 from Austin-Bergstrom Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $363 found 2 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 PWM 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 Eastern Slopes 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 $196, 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 $196 right now, why wait?

Madison Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$196

Last Minute Hotel Deals in Madison

Purity Spring Resort

Purity Spring Resort

2 out of 5
1251 Eaton Rd Madison NH
Book a stay at this ski hotel in Madison. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (203 reviews)
"The location was perfect the cleanliness of the property was perfect! I recommend you check it out for yourself… The amenities were absolutely fantastic great hiking trails can’t say enough about this place. It’s all about N.H. lifestyle - Lake life. Ambassador Denise"

Reviewed on Jul 1, 2026

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Purity Spring Resort
North Conway Grand Hotel

North Conway Grand Hotel

4 out of 5
72 Common Court North Conway NH
Book a stay at this family-friendly hotel in North Conway. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.6/10 Excellent! (1,101 reviews)
"We had a great stay at the North Conway Grand Hotel. My 6 year old daughter absolutely loved it. The indoor and outdoor pools and hot tubs were great, although very crowded, but that was to be expected. The staff were friendly and helpful. It’s conveniently located near plenty of restaurants, shops, ..."

Reviewed on Jul 2, 2026

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North Conway Grand Hotel
North Conway Mountain Inn

North Conway Mountain Inn

2.5 out of 5
2114 White Mountain Highway North Conway NH
Book a stay at this golf motel in North Conway. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,251 reviews)
"Was a short stay."

Reviewed on Jul 2, 2026

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North Conway Mountain Inn
Swiss Chalets Village Inn

Swiss Chalets Village Inn

2 out of 5
457 Intervale Resort Loop Intervale NH
Book a stay at this golf hotel in Intervale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
8.6/10 Excellent! (1,002 reviews)
"Très bien situé, propre et gens serviable"

Reviewed on Jul 2, 2026

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Swiss Chalets Village Inn
Nordic Village Resort

Nordic Village Resort

3 out of 5
Route 16 Jackson NH
Book a stay at this family-friendly aparthotel in Jackson. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,849 reviews)
"Very nice rooms! Staff is perfect."

Reviewed on Jun 29, 2026

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Nordic Village Resort
Golden Gables Inn Dazzler Select by Wyndham

Golden Gables Inn Dazzler Select by Wyndham

2.5 out of 5
1814 White Mountain Hwy North Conway NH
Stay at this motel in North Conway. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,003 reviews)
"The rooms were very clean, the beds and pillows were comfortable. The balcony was great to use!"

Reviewed on Jul 2, 2026

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Golden Gables Inn Dazzler Select by Wyndham
The White Mountain Hotel & Resort

The White Mountain Hotel & Resort

4 out of 5
87 Fairway Drive North Conway NH
Book a stay at this spa resort in North Conway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (1,000 reviews)
"Beautiful hotel with excellent breakfast included."

Reviewed on Jun 18, 2026

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The White Mountain Hotel & Resort
Eagle Mountain House & Golf Club

Eagle Mountain House & Golf Club

3.5 out of 5
179 Carter Notch Rd Jackson NH
Book a stay at this historic hotel in Jackson. Enjoy an outdoor pool, a golf course, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"I had a pleasant stay with my dogs. The hotel is older but clean, has friendly staff, great pet policy with no pet fees, great breakfast, a convenient location near Conway, beautiful views, and a peaceful atmosphere."

Reviewed on Jun 26, 2026

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Eagle Mountain House & Golf Club
See all 2,589 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.