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Madison

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Madison Flights as Low as $188

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

American Airlines
Tue, May 5 - Wed, May 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$188 Roundtrip, found 13 hours ago
$188
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, May 5 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Wed, May 13, priced at $188 found 13 hours ago
United
Tue, May 5 - Wed, May 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$193 Roundtrip, found 13 hours ago
$193
Roundtrip
found 13 hours ago
Select United flight, departing Tue, May 5 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Wed, May 13, priced at $193 found 13 hours ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$195 Roundtrip, found 2 days ago
$195
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $195 found 2 days ago
American Airlines
Wed, May 6 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 6 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $205 found 3 days ago
Breeze Airways
Wed, May 20 - Thu, May 28
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, May 20 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, May 28, priced at $207 found 1 day ago
Breeze Airways
Wed, May 20 - Thu, May 28
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, May 20 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Thu, May 28, priced at $212 found 1 day ago
Delta
Fri, May 8 - Wed, May 27
ROC
Greater Rochester Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 2 days ago
$215
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, May 8 from Greater Rochester Intl. to Portland Intl. Jetport, returning Wed, May 27, priced at $215 found 2 days ago
Delta
Sun, May 31 - Thu, Jun 18
ROC
Greater Rochester Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 4 days ago
$218
Roundtrip
found 4 days ago
Select Delta flight, departing Sun, May 31 from Greater Rochester Intl. to Portland Intl. Jetport, returning Thu, Jun 18, priced at $218 found 4 days ago
American Airlines
Wed, May 6 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$224 Roundtrip, found 2 days ago
$224
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, May 6 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $224 found 2 days ago
American Airlines
Tue, May 12 - Sat, May 23
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$227 Roundtrip, found 3 days ago
$227
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 12 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 23, priced at $227 found 3 days ago
American Airlines
Wed, May 27 - Tue, Jun 9
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Jun 9, priced at $264 found 1 day ago
Breeze Airways
Sat, May 23 - Wed, Jun 24
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$267 Roundtrip, found 5 days ago
$267
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, May 23 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Jun 24, priced at $267 found 5 days ago
American Airlines
Wed, Jun 10 - Wed, Jun 17
ROC
Greater Rochester Intl.
MHT
Manchester-Boston Regional
$276 Roundtrip, found 1 day ago
$276
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 10 from Greater Rochester Intl. to Manchester-Boston Regional, returning Wed, Jun 17, priced at $276 found 1 day ago
JetBlue Airways
Wed, May 27 - Tue, Jun 9
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, May 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Jun 9, priced at $278 found 1 day ago
Bargain Flight
Wed, May 27 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$280 Roundtrip, found 2 days ago
$280
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $280 found 2 days ago
American Airlines
Mon, Jun 29 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
MHT
Manchester-Boston Regional
$407 Roundtrip, found 1 day ago
$407
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jun 29 from Hartsfield-Jackson Atlanta Intl. to Manchester-Boston Regional, returning Sat, Jul 4, priced at $407 found 1 day 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 May, 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 15 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 $188, 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 $188 right now, why wait?

Madison Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$187

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! (196 reviews)
A wonderful oasis. Skiing, skating, swimming, restaurant and tavern, cross country ski trails, snowshoe trails and exercise room/hot tub all a minutes walk away in a picturesque valley setting.

Reviewed on Mar 13, 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 ...
8.4/10 Very Good! (1,041 reviews)
The room was very hot and we were unable to cool the room down and was unable to sleep

Reviewed on Apr 13, 2026

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North Conway Grand Hotel
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. ...
8.6/10 Excellent! (1,011 reviews)
Everything was A+ during our stay

Reviewed on Apr 13, 2026

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Hampton Inn & Suites North Conway
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! (1,224 reviews)
Not a bad deal for the price, but the pillows were not very comfortable. Made for a hard night sleep .

Reviewed on Apr 12, 2026

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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
Book a stay at this business-friendly hotel in North Conway. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Cranmore Mountain ...
9/10 Wonderful! (549 reviews)
V

Reviewed on Apr 13, 2026

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Cambria Hotel North Conway
Comfort Inn & Suites North Conway

Comfort Inn & Suites North Conway

3 out of 5
2001 White Mountain Hwy North Conway NH
Book a stay at this business-friendly hotel in North Conway. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,005 reviews)
The room was very clean, bed was very comfy, loved the iced coffee and cereal bar they offered. Breakfast was yummy with lots of options. The pool was warm and clean. Staff was very friendly. Overall worth the price and we would stay again.

Reviewed on Apr 12, 2026

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Comfort Inn & Suites 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 ...
8.6/10 Excellent! (1,004 reviews)
Breakfast was good,no hot water for tea though,bathroom fan loud,otherwise room clean

Reviewed on Apr 12, 2026

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Swiss Chalets Village Inn
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 ...
6.6/10 (1,235 reviews)
The location is great - close to shopping. The rooms need updating. The light in the bathroom was very dim. The beds could use new mattresses.

Reviewed on Apr 10, 2026

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The Green Granite North Conway, an Ascend Collection Hotel
See all 2,534 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.