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Madison

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Madison Flights as Low as $224

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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 CHO 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 July, 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 Charlottesville-Albemarle 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 $224, 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 $224 right now, why wait?

Madison Flight Information
Destination airport
Shenandoah Valley Regional
Destination airport IATA code
SHD
Roundtrip price
$529

Last Minute Hotel Deals in Madison

English Inn of Charlottesville
English Inn of Charlottesville
3 out of 5
2000 Morton Drive, Charlottesville, VA
The price is $109 per night from May 20 to May 21
$109
includes taxes & fees
May 20 - May 21
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (2,155 reviews)
"Good Location inside the 250 bypass avoids most of 29 North traffic"

Reviewed on May 2, 2025

English Inn of Charlottesville
Massanutten Resort
Massanutten Resort
2.5 out of 5
1822 Resort Dr, McGaheysville, VA
The price is $136 per night from May 8 to May 9
$136
includes taxes & fees
May 8 - May 9
Book a stay at this spa hotel in Massanutten. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (714 reviews)
Downhill southeast
"Came for a bike race. Was clean and easy."

Reviewed on May 2, 2025

Massanutten Resort
Holiday Inn Charlottesville-Univ Area by IHG
Holiday Inn Charlottesville-Univ Area by IHG
3 out of 5
1901 Emmet St N, Charlottesville, VA
The price is $128 per night from May 13 to May 14
$128
includes taxes & fees
May 13 - May 14
Stay at this 3-star business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
7.6/10 Good! (1,001 reviews)
Good Value and nice stay.
"Very nice people and loved the indoor pool."

Reviewed on May 2, 2025

Holiday Inn Charlottesville-Univ Area by IHG
Massanutten's Woodstone Meadows by Tripforth
Massanutten's Woodstone Meadows by Tripforth
4 out of 5
1822 Resort Dr, McGaheysville, VA
Stay at this 4-star vacation home in Massanutten. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (212 reviews)
"The pool area isn't walkable, depending on what section you are staying. No other activities for pre-teens"

Reviewed on Apr 29, 2025

Massanutten's Woodstone Meadows by Tripforth
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
1615 Timberwood Blvd, Charlottesville, VA
The price is $97 per night from May 11 to May 12
$97
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (459 reviews)
"Clean and convenient."

Reviewed on May 5, 2025

Comfort Inn & Suites
Days Inn by Wyndham Charlottesville/University Area
Days Inn by Wyndham Charlottesville/University Area
2 out of 5
1610 Emmet St N, Charlottesville, VA
The price is $77 per night from May 11 to May 12
$77
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly motel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.6/10 Good! (1,004 reviews)
"It's obvious that this is an older building that has been repaired cosmeticly. Room was comfortable and clean.Staff was friendly. Breakfast buffet was adequate. All in all, I would stay here again."

Reviewed on May 3, 2025

Days Inn by Wyndham Charlottesville/University Area
DoubleTree by Hilton Hotel Charlottesville
DoubleTree by Hilton Hotel Charlottesville
4 out of 5
990 Hilton Heights Rd, Charlottesville, VA
The price is $112 per night from May 13 to May 14
$112
includes taxes & fees
May 13 - May 14
Stay at this 4-star business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
7.8/10 Good! (1,002 reviews)
"Nice staff"

Reviewed on May 4, 2025

DoubleTree by Hilton Hotel Charlottesville
Courtyard by Marriott Charlottesville
Courtyard by Marriott Charlottesville
3 out of 5
638 Hillsdale Dr, Charlottesville, VA
The price is $143 per night from May 12 to May 13
$143
includes taxes & fees
May 12 - May 13
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
8.4/10 Very Good! (934 reviews)
"Good"

Reviewed on May 3, 2025

Courtyard by Marriott Charlottesville
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.