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Madison

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Madison Flights as Low as $122

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

Breeze Airways
Wed, Sep 16 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$122 Roundtrip, found 4 hours ago
$122
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Sep 16 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $122 found 4 hours ago
Breeze Airways
Wed, Sep 16 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 4 hours ago
$127
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Sep 16 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $127 found 4 hours ago
Breeze Airways
Wed, Sep 16 - Sat, Sep 19
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$132 Roundtrip, found 4 hours ago
$132
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Sep 16 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $132 found 4 hours ago
Breeze Airways
Sun, Oct 18 - Thu, Nov 5
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Oct 18 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Nov 5, priced at $152 found 2 days ago
Breeze Airways
Sun, Oct 25 - Thu, Nov 12
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$153 Roundtrip, found 4 hours ago
$153
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sun, Oct 25 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Nov 12, priced at $153 found 4 hours ago
Breeze Airways
Sun, Oct 18 - Thu, Nov 5
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Oct 18 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Nov 5, priced at $157 found 2 days ago
Breeze Airways
Sun, Oct 25 - Thu, Nov 12
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$158 Roundtrip, found 4 hours ago
$158
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sun, Oct 25 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Nov 12, priced at $158 found 4 hours ago
Breeze Airways
Sun, Oct 18 - Thu, Nov 5
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Oct 18 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Nov 5, priced at $162 found 2 days ago
Bargain Flight
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$204 Roundtrip, found 15 hours ago
$204
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $204 found 15 hours ago
Bargain Flight
Sun, Sep 6 - Fri, Sep 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$207 Roundtrip, found 19 hours ago
$207
Roundtrip
found 19 hours ago
Select Bargain Flight flight, departing Sun, Sep 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Sep 11, priced at $207 found 19 hours ago
American Airlines
Fri, Sep 11 - Sat, Sep 12
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$213 Roundtrip, found 17 hours ago
$213
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Sep 11 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, Sep 12, priced at $213 found 17 hours ago
Bargain Flight
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 5 hours ago
$215
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $215 found 5 hours ago
Breeze Airways
Mon, Sep 21 - Sat, Sep 26
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$242 Roundtrip, found 2 hours ago
$242
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Mon, Sep 21 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 26, priced at $242 found 2 hours ago
Southwest Airlines
Mon, Oct 26 - Wed, Oct 28
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Oct 26 from Orlando Intl. to Manchester-Boston Regional, returning Wed, Oct 28, priced at $267 found 1 day ago
JetBlue Airways
Sat, Sep 19 - Mon, Oct 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$269 Roundtrip, found 19 hours ago
$269
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Sat, Sep 19 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Mon, Oct 5, priced at $269 found 19 hours ago
Delta
Thu, Aug 27 - Fri, Sep 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$276 Roundtrip, found 5 days ago
$276
Roundtrip
found 5 days ago
Select Delta flight, departing Thu, Aug 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Sep 11, priced at $276 found 5 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 September, 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 13 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 $122, 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 $122 right now, why wait?

Madison Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$121

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! (217 reviews)
"The rooms may look dated but are clean with comfortable beds. The available activities are where it’s at — we played tennis, shuffleboard, volleyball, badminton, kayaked, and even swam. All the equipment is in great shape. We can’t wait to return."

Reviewed on Aug 8, 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! (1,217 reviews)
"Parental control over small children under 5 needed. At least an attempt ! When I arrived, a half dozen young children were in hot tub. I assume parents were sitting close by, The hot tub became the kiddie pool. You can't keep children out of the hot tub, but their parents should be with them."

Reviewed on Aug 19, 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! (1,272 reviews)
"Our day was fine. This is no-frills and dated, but incredibly clean. The check-in staff and checkout staff were very accommodating and kind."

Reviewed on Aug 18, 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! (1,011 reviews)
"Our stay was excellent. Room was spacious and clean. We wouldn’t hesitate to stay there again in the future!"

Reviewed on Aug 18, 2026

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Swiss Chalets Village Inn
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! (1,007 reviews)
"Hot tub not working. Pool water was cold"

Reviewed on Aug 18, 2026

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Golden Gables Inn Dazzler Select by Wyndham
Eastern Inn & Suites

Eastern Inn & Suites

2 out of 5
2955 White Mountain Highway, Route 16 North Conway NH
Book a stay at this family-friendly motel in North Conway. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (1,009 reviews)
"The hotel smelled musty or I guess like a ski lodge. When we got to the room, there was no trash can or shower curtain. When I asked for shower curtain the next morning, they did bring us a new one but didnt take any of our pizza boxes or trash out of the room. When I asked about it, they said we ..."

Reviewed on Aug 19, 2026

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Eastern Inn & Suites
School House Inn

School House Inn

2 out of 5
2152 White Mountain Highway North Conway NH
Stay at this hotel in North Conway. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,032 reviews)
"Was unique staying in a historic building. The front desk person was very knowledgeable about the area and other areas of the state. Was always helpful with anything we needed"

Reviewed on Aug 19, 2026

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School House Inn
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! (1,006 reviews)
"It is an old historical hotel with all the nostalgia you are looking for; if that is what you are looking for. Very clean and the staff is wonderful. It can use, in a few areas, fresh paint. Definitely would go there again. PS.. there are ghost. 😬"

Reviewed on Aug 17, 2026

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Eagle Mountain House & Golf Club
See all 2,602 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.