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Madison

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Madison Flights as Low as $170

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

Breeze Airways
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$170 Roundtrip, found 9 hours ago
$170
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $170 found 9 hours ago
Breeze Airways
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$175 Roundtrip, found 9 hours ago
$175
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $175 found 9 hours ago
Breeze Airways
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$178 Roundtrip, found 9 hours ago
$178
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $178 found 9 hours ago
Breeze Airways
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$180 Roundtrip, found 9 hours ago
$180
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $180 found 9 hours ago
Breeze Airways
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$188 Roundtrip, found 9 hours ago
$188
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $188 found 9 hours ago
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$194 Roundtrip, found 15 hours ago
$194
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $194 found 15 hours ago
Breeze Airways
Tue, Sep 1 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$199 Roundtrip, found 15 hours ago
$199
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Sep 2, priced at $199 found 15 hours ago
Bargain Flight
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 15 hours ago
$219
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $219 found 15 hours ago
Breeze Airways
Sun, Aug 30 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$227 Roundtrip, found 14 hours ago
$227
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Sun, Aug 30 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Sep 17, priced at $227 found 14 hours ago
Breeze Airways
Tue, Sep 29 - Wed, Oct 14
GSP
Greenville-Spartanburg Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 14 hours ago
$247
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Tue, Sep 29 from Greenville-Spartanburg Intl. to Portland Intl. Jetport, returning Wed, Oct 14, priced at $247 found 14 hours ago
American Airlines
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 9 hours ago
$247
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $247 found 9 hours ago
Delta
Wed, Aug 26 - Sat, Sep 5
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 9 hours ago
$247
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Aug 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Sep 5, priced at $247 found 9 hours ago
JetBlue Airways
Sat, Aug 29 - Fri, Sep 4
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$257 Roundtrip, found 14 hours ago
$257
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Sat, Aug 29 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Fri, Sep 4, priced at $257 found 14 hours ago
Bargain Flight
Wed, Sep 2 - Sat, Sep 19
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$271 Roundtrip, found 15 hours ago
$271
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Wed, Sep 2 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $271 found 15 hours ago
Bargain Flight
Tue, Sep 1 - Fri, Sep 4
PBI
President Donald J. Trump Intl. Airport
PWM
Portland Intl. Jetport
$290 Roundtrip, found 13 hours ago
$290
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Tue, Sep 1 from President Donald J. Trump Intl. Airport to Portland Intl. Jetport, returning Fri, Sep 4, priced at $290 found 13 hours ago
United
Tue, Nov 10 - Sat, Nov 14
CLT
Charlotte-Douglas Intl.
MHT
Manchester-Boston Regional
$463 Roundtrip, found 2 days ago
$463
Roundtrip
found 2 days ago
Select United flight, departing Tue, Nov 10 from Charlotte-Douglas Intl. to Manchester-Boston Regional, returning Sat, Nov 14, priced at $463 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 August, 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 $170, 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 $170 right now, why wait?

Madison Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$170

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 ...
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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! (1,157 reviews)
"The outdoor pool and hot tub needed to be cleaned. The water was cloudy, the stairs and corners were moldy - we didn’t see it being cleaned all week. At the end of the day with all of the kids in the pool , the water was murky. Bandaids and hair floating in the pool. No children were in the kiddie ..."

Reviewed on Jul 26, 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! (1,256 reviews)
"Enjoyed the balcony overlooking the mountains. It was very peaceful and quiet. Owner was very friendly and offered local suggestions of things to do and places to eat. Would recommend staying here."

Reviewed on Jul 26, 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! (1,012 reviews)
"Great property, excellent breakfast options, varied activities on site, large clean room and quiet."

Reviewed on Jul 25, 2026

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Swiss Chalets Village 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)
"Place is beautiful. The staff was excellent rooms are very clean."

Reviewed on Jul 26, 2026

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Eagle Mountain House & Golf Club
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! (1,859 reviews)
"Location and activities are great"

Reviewed on Jul 26, 2026

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Nordic Village Resort
Christmas Farm Inn and Spa

Christmas Farm Inn and Spa

3 out of 5
3 Blitzen Way Jackson NH
Book a stay at this spa hotel in Jackson. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (920 reviews)
"Hot tubs"

Reviewed on Jul 24, 2026

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Christmas Farm Inn and Spa
The Green Granite North Conway, an Ascend Collection Hotel

The Green Granite North Conway, an Ascend Collection Hotel

2.5 out of 5
1515 White Mountain Hwy North Conway NH
Book a stay at this family-friendly hotel in North Conway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
7.2/10 Good! (139 reviews)
"The hotel entrance was very lovely, staff were, friendly and welcoming. The hotel is showing its age though. The rooms had stains on fixtures (not a cleaning problem iron stains from years of use) several electrical outlets did not work. Breakfast was included and good enough. We did request garbage ..."

Reviewed on Jul 25, 2026

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The Green Granite North Conway, an Ascend Collection Hotel
See all 2,605 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.