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Greenwood

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Greenwood Flights as Low as $187

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

Delta
Tue, May 5 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $187 found 1 day ago
Delta
Mon, May 4 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, May 4 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $199 found 1 day ago
United
Wed, Mar 11 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$212 Roundtrip, found 22 hours ago
$212
Roundtrip
found 22 hours ago
Select United flight, departing Wed, Mar 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $212 found 22 hours ago
United
Wed, Mar 11 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$222 Roundtrip, found 22 hours ago
$222
Roundtrip
found 22 hours ago
Select United flight, departing Wed, Mar 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $222 found 22 hours ago
Delta
Tue, Apr 28 - Tue, May 19
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$223 Roundtrip, found 14 hours ago
$223
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, Apr 28 from Hancock Intl. to Charlottesville-Albemarle, returning Tue, May 19, priced at $223 found 14 hours ago
American Airlines
Wed, Mar 11 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$232 Roundtrip, found 22 hours ago
$232
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Wed, Mar 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $232 found 22 hours ago
Delta
Tue, Mar 10 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$234 Roundtrip, found 6 days ago
$234
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Mar 10 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $234 found 6 days ago
United
Wed, Mar 11 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$241 Roundtrip, found 22 hours ago
$241
Roundtrip
found 22 hours ago
Select United flight, departing Wed, Mar 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $241 found 22 hours ago
United
Tue, May 5 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select United flight, departing Tue, May 5 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $245 found 1 day ago
American Airlines
Wed, Mar 11 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$247 Roundtrip, found 22 hours ago
$247
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Wed, Mar 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $247 found 22 hours ago
Delta
Wed, May 6 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 6 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $247 found 1 day ago
United
Sat, May 2 - Wed, May 27
SYR
Hancock Intl.
CHO
Charlottesville-Albemarle
$248 Roundtrip, found 5 days ago
$248
Roundtrip
found 5 days ago
Select United flight, departing Sat, May 2 from Hancock Intl. to Charlottesville-Albemarle, returning Wed, May 27, priced at $248 found 5 days ago
United
Wed, Mar 11 - Tue, Mar 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$251 Roundtrip, found 22 hours ago
$251
Roundtrip
found 22 hours ago
Select United flight, departing Wed, Mar 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $251 found 22 hours ago
Delta
Fri, Mar 13 - Tue, Mar 17
MKE
General Mitchell Intl.
CHO
Charlottesville-Albemarle
$272 Roundtrip, found 18 hours ago
$272
Roundtrip
found 18 hours ago
Select Delta flight, departing Fri, Mar 13 from General Mitchell Intl. to Charlottesville-Albemarle, returning Tue, Mar 17, priced at $272 found 18 hours ago
American Airlines
Thu, May 7 - Wed, May 27
SYR
Hancock Intl.
SHD
Shenandoah Valley Regional
$432 Roundtrip, found 18 hours ago
$432
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Thu, May 7 from Hancock Intl. to Shenandoah Valley Regional, returning Wed, May 27, priced at $432 found 18 hours ago
American Airlines
Mon, Feb 2 - Sat, Mar 28
FLR
Peretola
CHO
Charlottesville-Albemarle
$763 Roundtrip, found 2 days ago
$763
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Feb 2 from Peretola to Charlottesville-Albemarle, returning Sat, Mar 28, priced at $763 found 2 days ago

Cheap Flights to Greenwood

Fall in love at first flight with your vacation to Greenwood 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 Greenwood on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Greenwood, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Greenwood

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Greenwood 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 Greenwood?

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 Greenwood are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Greenwood?

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 Greenwood.

What airport is best to fly into Greenwood?

When you’re planning your trip to Greenwood, convenience is the name of the game. Luckily, Greenwood Shenandoah Valley Regional Airport is nearby so you can deplane and get going on checking off everything on your Greenwood must-do list.

How much are flights to Greenwood?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Greenwood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $187, 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 Greenwood?

The trick to saving a stack of cash on your flight to Greenwood? 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 $187 right now, why wait?

Greenwood Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$187

Last Minute Hotel Deals in Greenwood

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! (2,708 reviews)
Greetings are always good and friendly, especially during the day during the week. She is always pleasant and accommodating. The room I had was comfortable, nice with great amenities which were much appreciated. My only concern was the tv did not have a signal half of the time I was there, but I ...

Reviewed on Jan 24, 2026

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English Inn of Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,006 reviews)
Clean, beautiful, staff wonderful

Reviewed on Jan 24, 2026

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Omni Charlottesville Hotel
Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
1309 W Main St Charlottesville VA
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (22 reviews)
Staff is friendly and helpful. The decor in the rooms is very on brand to UVA- really fun. Location is right near “The Corner “. Coffeehouse on the main level, game room On the second level and rooftop bar with indoor - outdoor seating. Highly recommend! Will be staying again.

Reviewed on Jan 18, 2026

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Graduate by Hilton Charlottesville
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! (1,132 reviews)
Loved the hotel, very spacious, could use some dinner options,

Reviewed on Jan 22, 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 ...
9.4/10 Exceptional! (421 reviews)
Easy check in, warm lobby. Super clean room.

Reviewed on Jan 2, 2026

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Kimpton The Forum Hotel by IHG
The Doyle Hotel

The Doyle Hotel

3.5 out of 5
499 W Main Street Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful ...
8.4/10 Very Good! (1,003 reviews)
Not much staff when we were there, as it was not busy, but they were excellent. Feel like the place would have a great vibe on a busy college weekend. Room layout was great. Enjoyed our stay and would recommend, for sure. Don't know if our travels will take us there again, but would definitely choose ...

Reviewed on Jan 26, 2026

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The Doyle Hotel
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy Staunton VA
Book a stay at this business-friendly hotel in Staunton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,400 reviews)
Very nice. Short visit but had everything we needed.

Reviewed on Jan 21, 2026

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Sleep Inn Staunton
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Book a stay at this historic hotel in Staunton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the convenient ...
9.4/10 Exceptional! (1,077 reviews)
Everything about this hotel was amazing! Especially the location. The room was shining clean, nice and spacious and the bed was extremely comfortable. The hotel staff were a delight! I will definitely stay here again.

Reviewed on Jan 18, 2026

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Hotel 24 South
See all 1,591 properties in Greenwood
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.