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Madison

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Madison Flights as Low as $235

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

Bargain Flight
Tue, Nov 3 - Tue, Nov 10
IND
Indianapolis Intl.
CHO
Charlottesville-Albemarle
$235 Roundtrip, found 7 hours ago
$235
Roundtrip
found 7 hours ago
Select Bargain Flight flight, departing Tue, Nov 3 from Indianapolis Intl. to Charlottesville-Albemarle, returning Tue, Nov 10, priced at $235 found 7 hours ago
Bargain Flight
Wed, Nov 4 - Tue, Nov 17
MSP
Minneapolis - St. Paul Intl.
CHO
Charlottesville-Albemarle
$268 Roundtrip, found 15 hours ago
$268
Roundtrip
found 15 hours ago
Select Bargain Flight flight, departing Wed, Nov 4 from Minneapolis - St. Paul Intl. to Charlottesville-Albemarle, returning Tue, Nov 17, priced at $268 found 15 hours ago
Bargain Flight
Tue, Nov 17 - Fri, Dec 4
MSP
Minneapolis - St. Paul Intl.
CHO
Charlottesville-Albemarle
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Nov 17 from Minneapolis - St. Paul Intl. to Charlottesville-Albemarle, returning Fri, Dec 4, priced at $274 found 1 day ago
Delta
Tue, Dec 15 - Tue, Jan 5
MSP
Minneapolis - St. Paul Intl.
CHO
Charlottesville-Albemarle
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Dec 15 from Minneapolis - St. Paul Intl. to Charlottesville-Albemarle, returning Tue, Jan 5, priced at $311 found 1 day ago
Delta
Sat, Dec 12 - Tue, Dec 29
MSP
Minneapolis - St. Paul Intl.
CHO
Charlottesville-Albemarle
$317 Roundtrip, found 1 day ago
$317
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Dec 12 from Minneapolis - St. Paul Intl. to Charlottesville-Albemarle, returning Tue, Dec 29, priced at $317 found 1 day ago
Delta
Wed, Nov 18 - Wed, Dec 2
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$325 Roundtrip, found 17 hours ago
$325
Roundtrip
found 17 hours ago
Select Delta flight, departing Wed, Nov 18 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, Dec 2, priced at $325 found 17 hours ago
American Airlines
Sun, Nov 1 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$326 Roundtrip, found 1 day ago
$326
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Nov 1 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sat, Nov 14, priced at $326 found 1 day ago
American Airlines
Tue, Nov 17 - Wed, Nov 25
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$327 Roundtrip, found 1 day ago
$327
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Nov 17 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Nov 25, priced at $327 found 1 day ago
Delta
Tue, Nov 3 - Mon, Nov 9
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$345 Roundtrip, found 3 days ago
$345
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 3 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Nov 9, priced at $345 found 3 days ago
United
Mon, Nov 2 - Mon, Nov 9
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$359 Roundtrip, found 14 hours ago
$359
Roundtrip
found 14 hours ago
Select United flight, departing Mon, Nov 2 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Nov 9, priced at $359 found 14 hours ago
United
Tue, Nov 17 - Fri, Nov 27
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$388 Roundtrip, found 9 hours ago
$388
Roundtrip
found 9 hours ago
Select United flight, departing Tue, Nov 17 from LaGuardia to Charlottesville-Albemarle, returning Fri, Nov 27, priced at $388 found 9 hours ago
American Airlines
Wed, Oct 28 - Wed, Nov 4
LGA
LaGuardia
SHD
Shenandoah Valley Regional
$497 Roundtrip, found 2 days ago
$497
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Oct 28 from LaGuardia to Shenandoah Valley Regional, returning Wed, Nov 4, priced at $497 found 2 days ago
American Airlines
Wed, Dec 2 - Sat, Dec 12
CLT
Charlotte-Douglas Intl.
CHO
Charlottesville-Albemarle
$551 Roundtrip, found 21 hours ago
$551
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Wed, Dec 2 from Charlotte-Douglas Intl. to Charlottesville-Albemarle, returning Sat, Dec 12, priced at $551 found 21 hours ago
American Airlines
Sun, Oct 18 - Wed, Oct 21
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$577 Roundtrip, found 1 day ago
$577
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Oct 18 from O'Hare Intl. to Shenandoah Valley Regional, returning Wed, Oct 21, priced at $577 found 1 day ago
All Nippon Airways
Wed, Jan 20 - Wed, Jan 27
CTS
New Chitose
CHO
Charlottesville-Albemarle
$1,239 Roundtrip, found 1 day ago
$1,239
Roundtrip
found 1 day ago
Select All Nippon Airways flight, departing Wed, Jan 20 from New Chitose to Charlottesville-Albemarle, returning Wed, Jan 27, priced at $1,239 found 1 day ago
Korean Air
Sat, Jan 23 - Wed, Jan 27
CTS
New Chitose
CHO
Charlottesville-Albemarle
$1,854 Roundtrip, found 9 hours ago
$1,854
Roundtrip
found 9 hours ago
Select Korean Air flight, departing Sat, Jan 23 from New Chitose to Charlottesville-Albemarle, returning Wed, Jan 27, priced at $1,854 found 9 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 November, 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 13 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 $235, 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 $235 right now, why wait?

Madison Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$235

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! (3,149 reviews)
"The pot of tea. The cookies and coffee available, both were delicious! The British phone booth 🇬🇧 💂"

Reviewed on Oct 15, 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! (1,631 reviews)
"Rented 2 bedroom delux with kitchen. Mattress was rock hard and 50 grit sheets and pillows. Clean. On check in was given minimal info and said I never been here please explain what happens in what place. Pool by lobby is outdated with rusty lifeguard chairs and stands. Indoor waterpark didn’t utilize ..."

Reviewed on Oct 15, 2026

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Massanutten Resort
Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

2 out of 5
1610 Emmet St N Charlottesville VA
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 ...
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Days Inn by Wyndham Charlottesville/University Area
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! (1,006 reviews)
"Very nice hotel at a reasonable price. Food at the in-house restaurants was excellent."

Reviewed on Oct 15, 2026

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Mimslyn Inn Historic Hotels Of America
Comfort Inn & Suites Charlottesville Hollymead Town Center

Comfort Inn & Suites Charlottesville Hollymead Town Center

2.5 out of 5
1615 Timberwood Blvd 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 ...
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Comfort Inn & Suites Charlottesville Hollymead Town Center
Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.8/10 Good! (962 reviews)
"Staff, Lodge and meals were amazing. Rooms are adequate."

Reviewed on Oct 15, 2026

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Big Meadows Lodge
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 ...
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Country Inn & Suites by Radisson, Charlottesville-UVA, VA
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
Stay at this hotel in Luray. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,001 reviews)
"Expensive room but worth it for the location near restaurant, trails and overlooks in Central Skyline region. Condition of the room is below average but clean. Water pressure in the shower was low which was a minor inconvenience. Having a fridge, K-cup coffee maker with Starbucks pods and TV with ..."

Reviewed on Oct 15, 2026

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Skyland
See all 1,849 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.