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Greenwood

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Greenwood Flights as Low as $234

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

American Airlines
Tue, Sep 29 - Thu, Oct 8
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$234 Roundtrip, found 1 day ago
$234
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Thu, Oct 8, priced at $234 found 1 day ago
American Airlines
Tue, Sep 29 - Thu, Oct 8
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$284 Roundtrip, found 1 day ago
$284
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Thu, Oct 8, priced at $284 found 1 day ago
United
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$303 Roundtrip, found 2 days ago
$303
Roundtrip
found 2 days ago
Select United flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $303 found 2 days ago
American Airlines
Wed, Aug 5 - Sat, Aug 22
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$309 Roundtrip, found 6 days ago
$309
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Aug 5 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Aug 22, priced at $309 found 6 days ago
Delta
Thu, Aug 13 - Tue, Aug 18
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Aug 13 from O'Hare Intl. to Charlottesville-Albemarle, returning Tue, Aug 18, priced at $313 found 2 days ago
American Airlines
Sun, Aug 9 - Mon, Aug 17
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$314 Roundtrip, just found
$314
Roundtrip
just found
Select American Airlines flight, departing Sun, Aug 9 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $314 just found
American Airlines
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$323 Roundtrip, found 2 days ago
$323
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $323 found 2 days ago
United
Sun, Aug 9 - Mon, Aug 17
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$328 Roundtrip, just found
$328
Roundtrip
just found
Select United flight, departing Sun, Aug 9 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $328 just found
United
Wed, Aug 5 - Sun, Aug 16
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$332 Roundtrip, found 4 hours ago
$332
Roundtrip
found 4 hours ago
Select United flight, departing Wed, Aug 5 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sun, Aug 16, priced at $332 found 4 hours ago
United
Mon, Aug 10 - Sat, Aug 15
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$333 Roundtrip, just found
$333
Roundtrip
just found
Select United flight, departing Mon, Aug 10 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sat, Aug 15, priced at $333 just found
United
Sat, Aug 8 - Tue, Aug 11
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$336 Roundtrip, found 2 days ago
$336
Roundtrip
found 2 days ago
Select United flight, departing Sat, Aug 8 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Tue, Aug 11, priced at $336 found 2 days ago
United
Sat, Aug 8 - Mon, Aug 10
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$340 Roundtrip, found 2 days ago
$340
Roundtrip
found 2 days ago
Select United flight, departing Sat, Aug 8 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Mon, Aug 10, priced at $340 found 2 days ago
American Airlines
Sat, Aug 1 - Tue, Aug 4
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$342 Roundtrip, found 5 days ago
$342
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Aug 1 from O'Hare Intl. to Shenandoah Valley Regional, returning Tue, Aug 4, priced at $342 found 5 days ago
Delta
Tue, Aug 4 - Fri, Aug 14
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$342 Roundtrip, found 2 days ago
$342
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 4 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Fri, Aug 14, priced at $342 found 2 days ago
American Airlines
Wed, Oct 28 - Tue, Nov 17
DFW
Dallas-Fort Worth Intl.
SHD
Shenandoah Valley Regional
$468 Roundtrip, found 19 hours ago
$468
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, Oct 28 from Dallas-Fort Worth Intl. to Shenandoah Valley Regional, returning Tue, Nov 17, priced at $468 found 19 hours ago
American Airlines
Sat, Aug 8 - Sat, Aug 15
DTW
Detroit Metropolitan Wayne County
SHD
Shenandoah Valley Regional
$510 Roundtrip, found 2 days ago
$510
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 8 from Detroit Metropolitan Wayne County to Shenandoah Valley Regional, returning Sat, Aug 15, priced at $510 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 September, 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 $234, 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 $234 right now, why wait?

Greenwood Flight Information
Destination airport
Shenandoah Valley Regional
Destination airport IATA code
SHD
Roundtrip price
$233

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! (2,980 reviews)
"Very clean and well kept rooms. Definitely an older hotel but it has been refurbished and is beautiful. Has been a home away from home on move in days and move out days. Best place for your money in Charlottesville."

Reviewed on Jul 27, 2026

Get rates
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 ...
9.4/10 Exceptional! (1,088 reviews)
"The location is the best. Right downtown. Staff is friendly & professional. Rooms are good but a/c is VERY LOUD."

Reviewed on Jul 27, 2026

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Omni Charlottesville Hotel
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! (1,198 reviews)
"For the money, it was adequate. The Days Inn next to it was seedy, questionable & the parking spaces were small. The front desk person when I arrived was very nice, but due to computer issues, my check-in time was very long. Thank you for allowing me to write this honest review."

Reviewed on Jul 26, 2026

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Country Inn & Suites by Radisson, Charlottesville-UVA, VA
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 ...
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Hotel 24 South
avid hotel Staunton by IHG

avid hotel Staunton by IHG

2.5 out of 5
62 Sangers Lane 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 ...
9/10 Wonderful! (1,005 reviews)
"Very clean, modern property. I did not use the pool or gym, but everything else was maintained well. Breakfast was good, but fairly busy on the weekend mornings."

Reviewed on Jul 25, 2026

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avid hotel Staunton by IHG
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! (1,002 reviews)
"Ok"

Reviewed on Jul 21, 2026

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DoubleTree by Hilton Hotel Charlottesville
Holiday Inn Charlottesville-Monticello by IHG

Holiday Inn Charlottesville-Monticello by IHG

3 out of 5
1200 5th St. SW Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
8.2/10 Very Good! (1,001 reviews)
"Turning into a hostel for construction workers."

Reviewed on Jul 24, 2026

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Holiday Inn Charlottesville-Monticello by IHG
See all 1,692 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.