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Madison

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Madison Flights as Low as $135

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

Breeze Airways
Sat, May 23 - Sat, Jun 6
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, May 23 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, Jun 6, priced at $135 found 1 day ago
Breeze Airways
Sat, May 23 - Sat, Jun 6
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, May 23 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, Jun 6, priced at $140 found 1 day ago
Breeze Airways
Sat, May 23 - Sat, Jun 6
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$146 Roundtrip, found 1 day ago
$146
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, May 23 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, Jun 6, priced at $146 found 1 day ago
Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$164 Roundtrip, found 2 hours ago
$164
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $164 found 2 hours ago
Breeze Airways
Sat, Apr 18 - Sat, May 2
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Sat, Apr 18 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, May 2, priced at $167 found 8 hours ago
Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$170 Roundtrip, found 2 hours ago
$170
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $170 found 2 hours ago
Breeze Airways
Sat, Apr 18 - Sat, May 2
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$172 Roundtrip, found 8 hours ago
$172
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Sat, Apr 18 from Southwest Florida Intl. to Manchester-Boston Regional, returning Sat, May 2, priced at $172 found 8 hours ago
American Airlines
Tue, Apr 7 - Sat, Apr 11
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$214 Roundtrip, found 2 days ago
$214
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Apr 7 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Apr 11, priced at $214 found 2 days ago
JetBlue Airways
Thu, Apr 2 - Thu, Apr 9
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Apr 2 from Southwest Florida Intl. to Manchester-Boston Regional, returning Thu, Apr 9, priced at $216 found 3 days ago
Delta
Sat, May 30 - Mon, Jun 8
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, May 30 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Jun 8, priced at $218 found 5 days ago
American Airlines
Mon, May 4 - Sat, May 9
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$229 Roundtrip, found 11 hours ago
$229
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, May 4 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 9, priced at $229 found 11 hours ago
American Airlines
Thu, Apr 9 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$234 Roundtrip, found 5 days ago
$234
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Apr 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $234 found 5 days ago
United
Fri, May 29 - Sat, May 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$252 Roundtrip, found 5 days ago
$252
Roundtrip
found 5 days ago
Select United flight, departing Fri, May 29 from Orlando Intl. to Portland Intl. Jetport, returning Sat, May 30, priced at $252 found 5 days ago
American Airlines
Fri, Sep 18 - Mon, Sep 28
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$359 Roundtrip, found 2 days ago
$359
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Sep 18 from Southwest Florida Intl. to Portland Intl. Jetport, returning Mon, Sep 28, priced at $359 found 2 days ago
American Airlines
Thu, May 14 - Sat, May 16
GRB
Austin Straubel Intl.
MHT
Manchester-Boston Regional
$394 Roundtrip, found 12 hours ago
$394
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, May 14 from Austin Straubel Intl. to Manchester-Boston Regional, returning Sat, May 16, priced at $394 found 12 hours ago
JetBlue Airways
Thu, Mar 19 - Wed, Apr 1
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$434 Roundtrip, found 5 days ago
$434
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Mar 19 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Apr 1, priced at $434 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 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 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 $135, 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 $135 right now, why wait?

Madison Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$135

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! (1,010 reviews)
We unfortunately stayed during a winter school vacation, so the hotel was packed with families with children. We were unable to take advantage of amenities such as the pool due to extreme crowdedness. Also the hotel restaurant was unable to get us a table on two occasions. I think the hotel was trying ...

Reviewed on Mar 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! (1,007 reviews)
Amazing stay! The room was large and clean. The pool area was perfect for my toddler. Check in was super easy. No complaints!

Reviewed on Mar 14, 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! (1,213 reviews)
Got a great deal to just pop in for the night before hitting Cranmore. Great to have a Roku in the tv. Beds were comfy. Nice location. Everything was fine. Great staff, who stayed a little late to make sure we got in since we arrived late.

Reviewed on Mar 8, 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! (529 reviews)
Very nice property

Reviewed on Mar 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! (1,001 reviews)
The entire staff is very friendly, helpful and professional! The hotel and property is extremely clean and well maintained. We definitely look forward to returning to this property.

Reviewed on Mar 14, 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 ...
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Swiss Chalets Village Inn
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! (1,003 reviews)
Beautiful views from the dining area. Complimentary breakfast is delicious, just know that you need to reserve a time in advance and it's order off the menu. The property is cozy and away from the bustle of town. We'll stay again!

Reviewed on Mar 14, 2026

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The White Mountain Hotel & Resort
See all 2,535 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.