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Madison

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Madison Flights as Low as $184

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

American Airlines
Tue, Jun 2 - Tue, Jun 9
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$184 Roundtrip, found 9 hours ago
$184
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Jun 2 from Logan Intl. to Charlottesville-Albemarle, returning Tue, Jun 9, priced at $184 found 9 hours ago
Delta
Tue, Jun 2 - Tue, Jun 9
BOS
Logan Intl.
CHO
Charlottesville-Albemarle
$184 Roundtrip, found 9 hours ago
$184
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Jun 2 from Logan Intl. to Charlottesville-Albemarle, returning Tue, Jun 9, priced at $184 found 9 hours ago
Bargain Flight
Mon, May 4 - Tue, May 19
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$203 Roundtrip, found 5 hours ago
$203
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Tue, May 19, priced at $203 found 5 hours ago
Bargain Flight
Mon, May 4 - Mon, May 4
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$208 Roundtrip, found 8 hours ago
$208
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Mon, May 4, priced at $208 found 8 hours ago
Bargain Flight
Wed, May 6 - Tue, May 12
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$211 Roundtrip, found 7 hours ago
$211
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Wed, May 6 from Hancock Intl. to Charlottesville-Albemarle, returning Tue, May 12, priced at $211 found 7 hours ago
Bargain Flight
Tue, Apr 28 - Mon, May 4
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$223 Roundtrip, found 8 hours ago
$223
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Apr 28 from LaGuardia to Charlottesville-Albemarle, returning Mon, May 4, priced at $223 found 8 hours ago
Bargain Flight
Tue, May 5 - Mon, May 11
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$249 Roundtrip, found 4 hours ago
$249
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Tue, May 5 from Hartsfield-Jackson Atlanta Intl. to Charlottesville-Albemarle, returning Mon, May 11, priced at $249 found 4 hours ago
Bargain Flight
Wed, Apr 8 - Tue, Apr 14
FLL
Fort Lauderdale - Hollywood Intl.
CHO
Charlottesville-Albemarle
$273 Roundtrip, found 4 hours ago
$273
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Wed, Apr 8 from Fort Lauderdale - Hollywood Intl. to Charlottesville-Albemarle, returning Tue, Apr 14, priced at $273 found 4 hours ago
Delta
Tue, Jun 16 - Wed, Jul 1
TPA
Tampa Intl.
CHO
Charlottesville-Albemarle
$285 Roundtrip, found 11 hours ago
$285
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jun 16 from Tampa Intl. to Charlottesville-Albemarle, returning Wed, Jul 1, priced at $285 found 11 hours ago
Delta
Tue, May 12 - Tue, May 19
RSW
Southwest Florida Intl.
CHO
Charlottesville-Albemarle
$296 Roundtrip, found 12 hours ago
$296
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, May 12 from Southwest Florida Intl. to Charlottesville-Albemarle, returning Tue, May 19, priced at $296 found 12 hours ago
Bargain Flight
Tue, Jun 2 - Tue, Jun 9
LAX
Los Angeles Intl.
CHO
Charlottesville-Albemarle
$310 Roundtrip, found 4 hours ago
$310
Roundtrip
found 4 hours ago
Select Bargain Flight flight, departing Tue, Jun 2 from Los Angeles Intl. to Charlottesville-Albemarle, returning Tue, Jun 9, priced at $310 found 4 hours ago
American Airlines
Fri, May 1 - Mon, May 4
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$336 Roundtrip, found 2 days ago
$336
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, May 1 from LaGuardia to Charlottesville-Albemarle, returning Mon, May 4, priced at $336 found 2 days ago
Delta
Thu, Apr 9 - Tue, Apr 14
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$353 Roundtrip, found 19 hours ago
$353
Roundtrip
found 19 hours ago
Select Delta flight, departing Thu, Apr 9 from George Bush Intercontinental to Charlottesville-Albemarle, returning Tue, Apr 14, priced at $353 found 19 hours ago
American Airlines
Sat, Jun 6 - Tue, Jun 23
SYR
Hancock Intl.
SHD
Shenandoah Valley Regional
$474 Roundtrip, found 1 day ago
$474
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Jun 6 from Hancock Intl. to Shenandoah Valley Regional, returning Tue, Jun 23, priced at $474 found 1 day ago
American Airlines
Wed, Jul 15 - Sun, Jul 19
TPA
Tampa Intl.
SHD
Shenandoah Valley Regional
$532 Roundtrip, found 11 hours ago
$532
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Jul 15 from Tampa Intl. to Shenandoah Valley Regional, returning Sun, Jul 19, priced at $532 found 11 hours ago
Delta
Thu, Apr 9 - Sun, Apr 12
DAL
Love Field
CHO
Charlottesville-Albemarle
$862 Roundtrip, found 20 hours ago
$862
Roundtrip
found 20 hours ago
Select Delta flight, departing Thu, Apr 9 from Love Field to Charlottesville-Albemarle, returning Sun, Apr 12, priced at $862 found 20 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 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 June, 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 9 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 $184, 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 $184 right now, why wait?

Madison Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$183

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! (2,788 reviews)
Amazing breakfast! Nice walking trail right next to it for my dog

Reviewed on Apr 5, 2026

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English Inn of Charlottesville
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! (1,007 reviews)
Pool heater was broken,our shower head was broken and the tub didn't drain it just pooled also the second bed in room comforter had someone else's lipstick on it!!

Reviewed on Apr 5, 2026

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Holiday Inn Charlottesville-Univ Area by IHG
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! (1,271 reviews)
Its a beautiful resort, but hotel room mattresses are very hard and the room smelled very stale...probably carpet...otherwise satisfied

Reviewed on Apr 5, 2026

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Massanutten Resort
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)
This hotel was located close to the university. It had a good complementary breakfast and the staff was super friendly.

Reviewed on Apr 5, 2026

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Country Inn & Suites by Radisson, Charlottesville-UVA, VA
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! (447 reviews)
It was a great location for us to see Luke Combs at UVA. Staff was great, especially since I was on crutches and they went above and beyond.

Reviewed on Apr 6, 2026

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Kimpton The Forum Hotel 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! (1,000 reviews)
The inn staff were friendly. The rooms were clean and quiet. The food in the restaurant was really good, with the best waffle fries. The only improvements I would suggest is a better mattress and pillows and having a better shower curtain that keeps the water in.

Reviewed on Apr 1, 2026

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Mimslyn Inn Historic Hotels Of America
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, a fitness center, and parking (surcharge). Our guests praise the breakfast ...
9.4/10 Exceptional! (1,005 reviews)
Very clean room and public spaces

Reviewed on Apr 6, 2026

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Holiday Inn Express & Suites Charlottesville by IHG
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 ...
9.4/10 Exceptional! (86 reviews)
It was basic but also had everything we needed. The daily supply deliveries of firewood and s’mores kits were perfect.

Reviewed on Apr 4, 2026

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Postcard Cabins Shenandoah, Outdoor Collection by Marriott Bonvoy
See all 1,748 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.