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Madison

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Madison Flights as Low as $299

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

Delta
Wed, Nov 18 - Wed, Dec 2
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$299 Roundtrip, found 15 hours ago
$299
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Nov 18 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, Dec 2, priced at $299 found 15 hours ago
United
Wed, Nov 18 - Wed, Dec 2
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$299 Roundtrip, found 15 hours ago
$299
Roundtrip
found 15 hours ago
Select United flight, departing Wed, Nov 18 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, Dec 2, priced at $299 found 15 hours ago
Delta
Sat, Oct 31 - Wed, Nov 4
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Oct 31 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Nov 4, priced at $301 found 1 day ago
Delta
Sun, Nov 15 - Tue, Dec 1
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$314 Roundtrip, found 1 day ago
$314
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Nov 15 from Hancock Intl. to Charlottesville-Albemarle, returning Tue, Dec 1, priced at $314 found 1 day ago
Delta
Fri, Oct 30 - Wed, Nov 4
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Oct 30 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Nov 4, priced at $315 found 1 day ago
American Airlines
Thu, Dec 31 - Sun, Jan 17
SGF
Springfield-Branson National
CHO
Charlottesville-Albemarle
$319 Roundtrip, found 22 hours ago
$319
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Thu, Dec 31 from Springfield-Branson National to Charlottesville-Albemarle, returning Sun, Jan 17, priced at $319 found 22 hours ago
United
Thu, Oct 29 - Sun, Nov 1
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$329 Roundtrip, found 1 day ago
$329
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 29 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sun, Nov 1, priced at $329 found 1 day ago
American Airlines
Thu, Dec 31 - Sun, Jan 17
SGF
Springfield-Branson National
CHO
Charlottesville-Albemarle
$334 Roundtrip, found 22 hours ago
$334
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Thu, Dec 31 from Springfield-Branson National to Charlottesville-Albemarle, returning Sun, Jan 17, priced at $334 found 22 hours ago
United
Wed, Nov 18 - Wed, Dec 2
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$337 Roundtrip, found 15 hours ago
$337
Roundtrip
found 15 hours ago
Select United flight, departing Wed, Nov 18 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, Dec 2, priced at $337 found 15 hours ago
American Airlines
Thu, Dec 31 - Sun, Jan 17
SGF
Springfield-Branson National
CHO
Charlottesville-Albemarle
$349 Roundtrip, found 22 hours ago
$349
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Thu, Dec 31 from Springfield-Branson National to Charlottesville-Albemarle, returning Sun, Jan 17, priced at $349 found 22 hours ago
United
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$358 Roundtrip, found 6 days ago
$358
Roundtrip
found 6 days ago
Select United flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $358 found 6 days ago
Delta
Mon, Oct 26 - Wed, Nov 4
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 26 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Nov 4, priced at $369 found 1 day ago
United
Thu, Oct 29 - Sun, Nov 1
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$374 Roundtrip, found 1 day ago
$374
Roundtrip
found 1 day ago
Select United flight, departing Thu, Oct 29 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sun, Nov 1, priced at $374 found 1 day ago
Delta
Tue, Oct 20 - Sat, Oct 24
SGF
Springfield-Branson National
CHO
Charlottesville-Albemarle
$379 Roundtrip, found 6 days ago
$379
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Oct 20 from Springfield-Branson National to Charlottesville-Albemarle, returning Sat, Oct 24, priced at $379 found 6 days ago
Delta
Thu, Oct 29 - Wed, Nov 4
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$389 Roundtrip, found 1 day ago
$389
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 29 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Nov 4, priced at $389 found 1 day ago
American Airlines
Thu, Oct 22 - Mon, Oct 26
SGF
Springfield-Branson National
SHD
Shenandoah Valley Regional
$481 Roundtrip, found 6 days ago
$481
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Oct 22 from Springfield-Branson National to Shenandoah Valley Regional, returning Mon, Oct 26, priced at $481 found 6 days 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 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 $299, 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 $299 right now, why wait?

Madison Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$298

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! (3,029 reviews)
"The room was clean but the door would stick...you had to give the door a shove to get it open. The shower had a shower curtain compared to shower doors. The shower curtain didn't have enough weight to weigh it down so the shower curtain would provide gaps and in turn, the floor would get wet There ..."

Reviewed on Aug 18, 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! (1,495 reviews)
"Solo incluye las piscinas del local no incluye water park las cuales son la mayoría de las fotos en la publicación todo es un poco caro en los alrededores pero muy bonito todo"

Reviewed on Aug 17, 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 ...
9.2/10 Wonderful! (1,225 reviews)
"Look this because of the waffle maker and the golden waffles. Stayed for two nights and they were out of the waffle mix for both days. I thought the road was clean until I started moving the bed looking around if I had left anything and found living and dead bugs behind my bed. Contacted the property ..."

Reviewed on Aug 18, 2026

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Country Inn & Suites by Radisson, Charlottesville-UVA, VA
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! (1,027 reviews)
"Staff in the restaurants and the Sunday brunch were amazing. Glad we stayed for the long weekend."

Reviewed on Aug 17, 2026

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Mimslyn Inn Historic Hotels Of America
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 ...
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Skyland
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! (900 reviews)
"The rooms were clean and they were able to switch out our room to our liking"

Reviewed on Aug 17, 2026

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Big Meadows Lodge
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 ...
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Kimpton The Forum Hotel by IHG
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
990 Hilton Heights Rd Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,006 reviews)
"clean room"

Reviewed on Aug 18, 2026

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DoubleTree by Hilton Hotel Charlottesville
See all 1,761 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.