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Madison

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Madison Flights as Low as $204

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

Bargain Flight
Tue, May 5 - Wed, May 6
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 6, priced at $204 found 1 day ago
Bargain Flight
Mon, May 4 - Wed, May 20
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$204 Roundtrip, found 1 hour ago
$204
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 20, priced at $204 found 1 hour ago
United
Mon, May 4 - Mon, May 4
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$226 Roundtrip, found 2 days ago
$226
Roundtrip
found 2 days ago
Select United flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Mon, May 4, priced at $226 found 2 days ago
Delta
Mon, May 4 - Wed, May 20
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$227 Roundtrip, found 1 hour ago
$227
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 20, priced at $227 found 1 hour ago
United
Tue, May 5 - Wed, May 6
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select United flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 6, priced at $231 found 1 day ago
United
Mon, Apr 13 - Thu, Apr 30
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$234 Roundtrip, found 18 hours ago
$234
Roundtrip
found 18 hours ago
Select United flight, departing Mon, Apr 13 from Hancock Intl. to Charlottesville-Albemarle, returning Thu, Apr 30, priced at $234 found 18 hours ago
Delta
Tue, May 5 - Wed, May 6
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$236 Roundtrip, found 1 day ago
$236
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 6, priced at $236 found 1 day ago
United
Mon, May 4 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$239 Roundtrip, found 19 hours ago
$239
Roundtrip
found 19 hours ago
Select United flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $239 found 19 hours ago
United
Mon, May 4 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$260 Roundtrip, found 19 hours ago
$260
Roundtrip
found 19 hours ago
Select United flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $260 found 19 hours ago
Delta
Mon, May 4 - Wed, May 20
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$263 Roundtrip, found 1 hour ago
$263
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 20, priced at $263 found 1 hour ago
United
Tue, May 5 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$266 Roundtrip, found 18 hours ago
$266
Roundtrip
found 18 hours ago
Select United flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $266 found 18 hours ago
United
Wed, May 6 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$269 Roundtrip, found 18 hours ago
$269
Roundtrip
found 18 hours ago
Select United flight, departing Wed, May 6 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $269 found 18 hours ago
Delta
Tue, May 5 - Wed, May 6
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 6, priced at $271 found 1 day ago
Delta
Wed, May 6 - Wed, May 20
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$271 Roundtrip, found 16 hours ago
$271
Roundtrip
found 16 hours ago
Select Delta flight, departing Wed, May 6 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 20, priced at $271 found 16 hours ago
American Airlines
Tue, May 5 - Wed, May 20
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$306 Roundtrip, found 16 hours ago
$306
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 20, priced at $306 found 16 hours ago
American Airlines
Mon, Apr 13 - Sat, May 2
SYR
Hancock Intl.
SHD
Shenandoah Valley Regional
$421 Roundtrip, found 1 day ago
$421
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 13 from Hancock Intl. to Shenandoah Valley Regional, returning Sat, May 2, priced at $421 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 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 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 14 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 $204, 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 $204 right now, why wait?

Madison Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$203

Last Minute Hotel Deals in Madison

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
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 pool ...
9.2/10 Wonderful! (2,750 reviews)
English Inn is located in a previously busy area, but in 2026 , it is somewhat tucked away. We love that! Very clean! Excellent breakfast offerings. If there was anything negative I could say, it would be to say that the mattresses are somewhat hard, but not enough to make them uncomfortable to ...

Reviewed on Mar 9, 2026

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English Inn of Charlottesville
Massanutten Resort

Massanutten Resort

2.5 out of 5
1822 Resort Dr McGaheysville VA
Book a stay at this spa hotel in McGaheysville. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,253 reviews)
Never been there before, and they offered a tour of the place. Sounded nice until it turned out to be a time share scheme in which my son and I were berated for refusing to take out a 14k loan. They told me I was letting my family down because I would make an impulsive decision. Ruined the whole ...

Reviewed on Mar 9, 2026

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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
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
8/10 Very Good! (1,002 reviews)
Yes we found shops

Reviewed on Mar 8, 2026

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Holiday Inn Charlottesville-Univ Area by IHG
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

3 out of 5
1600 Emmet Street Charlottesville VA
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 ...
9/10 Wonderful! (1,130 reviews)
For some reason, I had problems with connecting to the internet. My phone did not work. Staff was courteous and helpful. Room was clean and adequate towels. Room was nice with two TVs, sofa and chair. At other places I have been, I may have had a chair but not a sofa and an additional TV.

Reviewed on Mar 11, 2026

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Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy

2 out of 5
2010 Madison Rd Stanardsville VA
Stay at this cabin in Stanardsville. Enjoy free parking, patios, and climate control. Popular attractions Green Hills Golf Course and Greene County Library are ...
9.6/10 Exceptional! (76 reviews)
Although the Postcard Cabin had its quirks, overall the stay was not satisfactory. When we first arrived, everything seemed really nice and picture perfect. We turned the fan on and saw all the little extra details added for this experience. The fan turned on and off every 5 minutes, we tried to ...

Reviewed on Mar 3, 2026

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Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
540 Massie Road Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9.6/10 Exceptional! (437 reviews)
Excellent

Reviewed on Mar 3, 2026

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Kimpton The Forum Hotel by IHG
Holiday Inn Express & Suites Charlottesville by IHG

Holiday Inn Express & Suites Charlottesville by IHG

2.5 out of 5
870 PANTOPS CORNER WAY Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and ...
9.2/10 Wonderful! (1,010 reviews)
Its in perfect shape

Reviewed on Mar 10, 2026

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Holiday Inn Express & Suites Charlottesville by IHG
Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

3 out of 5
401 W Main St Luray VA
Book a stay at this spa hotel in Luray. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the restaurant in our reviews. ...
9/10 Wonderful! (1,004 reviews)
Beautiful property in a great location! The staff was very friendly and helpful, which definitely made us feel welcomed. There were a few food options, and although we didn’t get to try them all, we would certainly come back to enjoy the peaceful atmosphere. We will be back!

Reviewed on Mar 9, 2026

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Mimslyn Inn Historic Hotels Of America
See all 1,744 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.