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Madison

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Madison Flights as Low as $172

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

Bargain Flight
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$172 Roundtrip, found 23 hours ago
$172
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $172 found 23 hours ago
Bargain Flight
Mon, Aug 11 - Tue, Aug 19
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Mon, Aug 11 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Aug 19, priced at $177 found 4 days ago
American Airlines
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$180 Roundtrip, found 23 hours ago
$180
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $180 found 23 hours ago
United
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$190 Roundtrip, found 23 hours ago
$190
Roundtrip
found 23 hours ago
Select United flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $190 found 23 hours ago
American Airlines
Mon, Sep 29 - Sat, Oct 4
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 29 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, Oct 4, priced at $192 found 1 day ago
Delta
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$199 Roundtrip, found 23 hours ago
$199
Roundtrip
found 23 hours ago
Select Delta flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $199 found 23 hours ago
Delta
Mon, Sep 29 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$203 Roundtrip, found 2 days ago
$203
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Sep 29 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $203 found 2 days ago
JetBlue Airways
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$212 Roundtrip, found 23 hours ago
$212
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $212 found 23 hours ago
American Airlines
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$215 Roundtrip, found 23 hours ago
$215
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $215 found 23 hours ago
Delta
Wed, Aug 13 - Tue, Aug 19
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Aug 13 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Aug 19, priced at $217 found 5 days ago
JetBlue Airways
Mon, Sep 29 - Tue, Oct 7
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$222 Roundtrip, found 2 days ago
$222
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 29 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Oct 7, priced at $222 found 2 days ago
Breeze Airways
Mon, Aug 18 - Thu, Aug 21
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Aug 18 from Tampa Intl. to Portland Intl. Jetport, returning Thu, Aug 21, priced at $229 found 3 days ago
Bargain Flight
Tue, Aug 12 - Sat, Aug 23
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$264 Roundtrip, found 2 days ago
$264
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Aug 12 from Tampa Intl. to Manchester-Boston Regional, returning Sat, Aug 23, priced at $264 found 2 days ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 23
TPA
Tampa Intl.
LEB
Lebanon Municipal
$340 Roundtrip, found 5 days ago
$340
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Lebanon Municipal, returning Tue, Sep 23, priced at $340 found 5 days ago
American Airlines
Thu, Sep 4 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$376 Roundtrip, found 9 hours ago
$376
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Thu, Sep 4 from Ronald Reagan Washington National to Lebanon Municipal, returning Mon, Sep 15, priced at $376 found 9 hours ago
Breeze Airways
Sun, Aug 10 - Sun, Aug 17
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$441 Roundtrip, just found
$441
Roundtrip
just found
Select Breeze Airways flight, departing Sun, Aug 10 from Tampa Intl. to Manchester-Boston Regional, returning Sun, Aug 17, priced at $441 just found

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 $172, 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 $172 right now, why wait?

Madison Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$99

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 ...
8.6/10 Excellent! (154 reviews)
"Great"

Reviewed on Jul 6, 2025

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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
Stay at this 4-star family-friendly hotel in North Conway. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
8.2/10 Very Good! (1,020 reviews)
"My family and I had a great time. We will definitely be back"

Reviewed on Jul 29, 2025

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North Conway Grand Hotel
Green Granite Inn, Ascend Hotel Collection

Green Granite Inn, Ascend Hotel Collection

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 ...
6.8/10 (1,214 reviews)
"Vending machines and ice need fixing"

Reviewed on Jul 29, 2025

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Green Granite Inn, Ascend Hotel Collection
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 ...
8.6/10 Excellent! (1,082 reviews)
"The beds and environment were like comfortable and cozy. They also had this awesome Dick Tracy statue in the lobby."

Reviewed on Aug 1, 2025

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North Conway Mountain Inn
Cambria Hotel North Conway

Cambria Hotel North Conway

3 out of 5
1858 White Mountain Highway, North Conway, NH
Stay at this 3-star business-friendly hotel in North Conway. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Settlers' Green Outlet ...
9/10 Wonderful! (326 reviews)
"Wonderful place. Clean. Easy access to all things North Conway"

Reviewed on Jul 25, 2025

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Cambria Hotel North Conway
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 ...
8.4/10 Very Good! (1,002 reviews)
"Price was great. This place is well worth it. Big rooms and was very clean. We was all very satisfied with room ,staff and cleanliness.. I would definitely recommend."

Reviewed on Jul 30, 2025

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Swiss Chalets Village Inn
Grand Summit Hotel at Attitash

Grand Summit Hotel at Attitash

3 out of 5
104 Grand Summit Road, Bartlett, NH
Stay at this 3-star ski hotel in Bartlett. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,000 reviews)
"We stated one night dring our travels this past weekend. We got in late so we ordered take out from the hotels restaurant and ate and swam at the pool until it closed. The food was great and the pool was clean. Our room was great for the night. I loved having the kitchen. The room was clean and the ..."

Reviewed on Jul 28, 2025

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Grand Summit Hotel at Attitash
Hampton Inn & Suites North Conway

Hampton Inn & Suites North Conway

2.5 out of 5
1788 White Mountain Hwy, North Conway, NH
Book a stay at this ski hotel in North Conway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.4/10 Very Good! (1,003 reviews)
"Great breakfast and wonderful staff! Very helpful!"

Reviewed on Aug 1, 2025

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Hampton Inn & Suites North Conway
See all 2,479 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.