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Madison

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Madison Flights as Low as $189

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

American Airlines
Mon, May 4 - Sat, May 9
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$189 Roundtrip, found 1 hour ago
$189
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, May 4 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 9, priced at $189 found 1 hour ago
Delta
Thu, Apr 9 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, just found
$209
Roundtrip
just found
Select Delta flight, departing Thu, Apr 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $209 just found
Delta
Mon, Apr 6 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$213 Roundtrip, just found
$213
Roundtrip
just found
Select Delta flight, departing Mon, Apr 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $213 just found
Delta
Wed, Apr 15 - Tue, Apr 28
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$215 Roundtrip, found 12 hours ago
$215
Roundtrip
found 12 hours ago
Select Delta flight, departing Wed, Apr 15 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Apr 28, priced at $215 found 12 hours ago
Delta
Mon, Apr 20 - Tue, May 5
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$219 Roundtrip, found 12 hours ago
$219
Roundtrip
found 12 hours ago
Select Delta flight, departing Mon, Apr 20 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, May 5, priced at $219 found 12 hours ago
Delta
Thu, Apr 9 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$224 Roundtrip, just found
$224
Roundtrip
just found
Select Delta flight, departing Thu, Apr 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $224 just found
American Airlines
Thu, Apr 9 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$225 Roundtrip, just found
$225
Roundtrip
just found
Select American Airlines flight, departing Thu, Apr 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $225 just found
Delta
Mon, Apr 6 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$229 Roundtrip, just found
$229
Roundtrip
just found
Select Delta flight, departing Mon, Apr 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $229 just found
Bargain Flight
Sat, Feb 28 - Wed, Mar 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$230 Roundtrip, found 13 hours ago
$230
Roundtrip
found 13 hours ago
Select Bargain Flight flight, departing Sat, Feb 28 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Mar 4, priced at $230 found 13 hours ago
Delta
Sat, Apr 18 - Tue, Apr 28
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$231 Roundtrip, found 12 hours ago
$231
Roundtrip
found 12 hours ago
Select Delta flight, departing Sat, Apr 18 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Apr 28, priced at $231 found 12 hours ago
American Airlines
Mon, May 4 - Sat, May 9
DCA
Ronald Reagan Washington National
MHT
Manchester-Boston Regional
$234 Roundtrip, found 1 hour ago
$234
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Mon, May 4 from Ronald Reagan Washington National to Manchester-Boston Regional, returning Sat, May 9, priced at $234 found 1 hour ago
JetBlue Airways
Wed, Apr 22 - Sun, May 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$285 Roundtrip, found 12 hours ago
$285
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Wed, Apr 22 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sun, May 10, priced at $285 found 12 hours ago
United
Tue, Jun 30 - Sat, Jul 4
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Select United flight, departing Tue, Jun 30 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Sat, Jul 4, priced at $313 found 2 days ago
Delta
Mon, Mar 16 - Sat, Mar 21
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$358 Roundtrip, just found
$358
Roundtrip
just found
Select Delta flight, departing Mon, Mar 16 from Ronald Reagan Washington National to Lebanon Municipal, returning Sat, Mar 21, priced at $358 just found
Delta
Tue, Mar 24 - Tue, Mar 31
MLI
Quad City Intl.
LEB
Lebanon Municipal
$444 Roundtrip, found 2 days ago
$444
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Mar 24 from Quad City Intl. to Lebanon Municipal, returning Tue, Mar 31, priced at $444 found 2 days ago
United
Sat, Oct 3 - Sat, Oct 10
MSP
Minneapolis - St. Paul Intl.
LEB
Lebanon Municipal
$617 Roundtrip, found 22 hours ago
$617
Roundtrip
found 22 hours ago
Select United flight, departing Sat, Oct 3 from Minneapolis - St. Paul Intl. to Lebanon Municipal, returning Sat, Oct 10, priced at $617 found 22 hours 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 $189, 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 $189 right now, why wait?

Madison Flight Information
Destination airport
Manchester-Boston Regional
Destination airport IATA code
MHT
Roundtrip price
$142

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! (195 reviews)
Clean and spacious, older/rustic, but everything you need. Excellent staff interaction and help with ski rebooking and questions.

Reviewed on Feb 23, 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! (1,005 reviews)
Room was spacious. Love the robes and slippers for the pool. Staff is always courteous. 2nd time staying here and would stay again .

Reviewed on Feb 27, 2026

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North Conway Grand Hotel
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 M&D Playhouse and ...
9/10 Wonderful! (515 reviews)
The place was clean. It was nice. The staff was friendly. The price was good. The location is perfect. Definitely will stay there again.

Reviewed on Feb 26, 2026

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Cambria Hotel 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! (1,206 reviews)
This is my 2nd time staying at this location. The staff is very nice and friendly. It's a no frills hotel, but it's a clean/warm/safe room, and is a very good value, especially for the area it's in. Had a nice tv with a roku, with guest mode. So I was able to log into my accounts, and then log out ...

Reviewed on Feb 26, 2026

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North Conway Mountain Inn
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)
Staff was courteous and everything was very clean.

Reviewed on Feb 26, 2026

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Hampton 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! (1,003 reviews)
Room was clean, staff was very friendly, amenities and breakfast were ok just because overall the place is outdated and for breakfast they serve the exact same thing every day.

Reviewed on Feb 26, 2026

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Swiss Chalets Village Inn
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)
Clark checked me in and couldn’t have been nicer or more professional. The room was clean and beautiful. I appreciated the quiet hours as there were numerous children on our floor. The morning breakfast was really nice and the breakfast staff were very helpful. All in all, it was a great experience ...

Reviewed on Feb 26, 2026

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Comfort Inn & Suites North Conway
Green Granite Inn, an Ascend Collection Hotel

Green Granite Inn, 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 (1,221 reviews)
The lobby is very inviting with the grand fireplace and comfortable furniture. The coffee machine with Starbucks coffee and hot chocolate was also a hit. The staff was friendly and helpful.

Reviewed on Feb 26, 2026

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Green Granite Inn, an Ascend Collection Hotel
See all 2,539 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.