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Madison

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Madison Flights as Low as $301

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

Delta
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $301 found 4 days ago
American Airlines
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $301 found 4 days ago
United
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select United flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $301 found 4 days ago
American Airlines
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$315 Roundtrip, found 4 days ago
$315
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $315 found 4 days ago
American Airlines
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$319 Roundtrip, found 1 day ago
$319
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $319 found 1 day ago
American Airlines
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$335 Roundtrip, found 4 days ago
$335
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $335 found 4 days ago
United
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$336 Roundtrip, found 4 days ago
$336
Roundtrip
found 4 days ago
Select United flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $336 found 4 days ago
Delta
Thu, Oct 15 - Sat, Oct 17
PWM
Portland Intl. Jetport
CHO
Charlottesville-Albemarle
$339 Roundtrip, found 1 day ago
$339
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 15 from Portland Intl. Jetport to Charlottesville-Albemarle, returning Sat, Oct 17, priced at $339 found 1 day ago
Delta
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$340 Roundtrip, found 1 day ago
$340
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $340 found 1 day ago
United
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $343 found 1 day ago
United
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$347 Roundtrip, found 1 day ago
$347
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $347 found 1 day ago
American Airlines
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$349 Roundtrip, found 4 days ago
$349
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $349 found 4 days ago
United
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$353 Roundtrip, found 1 day ago
$353
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $353 found 1 day ago
United
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$356 Roundtrip, found 1 day ago
$356
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $356 found 1 day ago
Delta
Tue, Sep 15 - Sat, Sep 19
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$360 Roundtrip, found 4 days ago
$360
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 15 from George Bush Intercontinental to Charlottesville-Albemarle, returning Sat, Sep 19, priced at $360 found 4 days ago
United
Tue, Aug 25 - Wed, Sep 2
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 25 from George Bush Intercontinental to Charlottesville-Albemarle, returning Wed, Sep 2, priced at $367 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 September, 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 $301, 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 $301 right now, why wait?

Madison Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$300

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! (2,991 reviews)
"Our room was nice and clean. The staff was courteous and helpful."

Reviewed on Jul 31, 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! (1,456 reviews)
"I would have scored the stay Higher however there are a few negatives. First the room we stayed in we booked on hotels the condos that are reserved for such guests and not timeshare owners are out of the way up on the mountain and we had no direct access to our unit which meant we had to lug all ..."

Reviewed on Jul 30, 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! (1,195 reviews)
"Perfect hotel for spending time in Charlottesville. Hotel was very clean, well kept and smelled great! Very centrally located. I will stay here for all my trips to UVA."

Reviewed on Jul 30, 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! (1,015 reviews)
"We enjoyed our stay at the Mimslyn Inn and would gladly stay there again. The inn was clean, the grounds were beautiful, and every staff member we encountered was friendly, helpful, and welcoming. We chose the Mimslyn for two main reasons: its historic character and its convenient location. It was ..."

Reviewed on Jul 30, 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 ...
8.8/10 Excellent! (1,002 reviews)
"The views were amazing and the access to the local trails were unbeatable. The AC didn’t work in our unit, but the night air was cool. We are used to that in more remote and cabin locations. We left the door open and let the night air come in through the screen door. Overall, we were extremely pleased ..."

Reviewed on Jul 30, 2026

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Skyland
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! (486 reviews)
"Stunning, bright and airy boutique hotel with equally gorgeous restaurant/bar. Exceptional staff and convenient location."

Reviewed on Jul 29, 2026

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Kimpton The Forum Hotel by IHG
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! (876 reviews)
"Nice woke us up twice during the middle of the night. One was snacking and opened up our trail mix. And another one got caught in our garbage can and then was making all kinds of noise in the middle of the night."

Reviewed on Jul 30, 2026

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Big Meadows Lodge
Quality Inn Luray

Quality Inn Luray

2.5 out of 5
410 W Main St Luray VA
Book a stay at this business-friendly hotel in Luray. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Get rates
Quality Inn Luray
See all 1,790 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.