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Greenwood

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Greenwood Flights as Low as $291

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

United
Sat, Oct 31 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$291 Roundtrip, found 3 days ago
$291
Roundtrip
found 3 days ago
Select United flight, departing Sat, Oct 31 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sat, Nov 14, priced at $291 found 3 days ago
American Airlines
Sat, Oct 31 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$291 Roundtrip, found 3 days ago
$291
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Oct 31 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sat, Nov 14, priced at $291 found 3 days ago
Delta
Sat, Oct 31 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$291 Roundtrip, found 3 days ago
$291
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Oct 31 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sat, Nov 14, priced at $291 found 3 days ago
United
Sat, Oct 31 - Fri, Nov 13
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select United flight, departing Sat, Oct 31 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Fri, Nov 13, priced at $305 found 1 day ago
Bargain Flight
Sat, Oct 3 - Mon, Oct 5
AUS
Austin-Bergstrom Intl.
CHO
Charlottesville-Albemarle
$309 Roundtrip, found 16 hours ago
$309
Roundtrip
found 16 hours ago
Select Bargain Flight flight, departing Sat, Oct 3 from Austin-Bergstrom Intl. to Charlottesville-Albemarle, returning Mon, Oct 5, priced at $309 found 16 hours ago
United
Sat, Oct 31 - Sat, Nov 14
DTW
Detroit Metropolitan Wayne County
CHO
Charlottesville-Albemarle
$313 Roundtrip, found 3 days ago
$313
Roundtrip
found 3 days ago
Select United flight, departing Sat, Oct 31 from Detroit Metropolitan Wayne County to Charlottesville-Albemarle, returning Sat, Nov 14, priced at $313 found 3 days ago
American Airlines
Mon, Oct 5 - Sat, Oct 10
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$319 Roundtrip, found 6 days ago
$319
Roundtrip
found 6 days ago
Select American Airlines flight, departing Mon, Oct 5 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Oct 10, priced at $319 found 6 days ago
United
Mon, Nov 2 - Mon, Nov 9
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$319 Roundtrip, found 20 hours ago
$319
Roundtrip
found 20 hours ago
Select United flight, departing Mon, Nov 2 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Nov 9, priced at $319 found 20 hours ago
Delta
Tue, Feb 9 - Tue, Feb 16
IAH
George Bush Intercontinental
CHO
Charlottesville-Albemarle
$321 Roundtrip, found 4 hours ago
$321
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Feb 9 from George Bush Intercontinental to Charlottesville-Albemarle, returning Tue, Feb 16, priced at $321 found 4 hours ago
American Airlines
Wed, Sep 30 - Sat, Oct 10
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 30 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Oct 10, priced at $323 found 6 days ago
American Airlines
Tue, Dec 1 - Sat, Dec 12
LGA
LaGuardia
CHO
Charlottesville-Albemarle
$349 Roundtrip, found 2 days ago
$349
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Dec 1 from LaGuardia to Charlottesville-Albemarle, returning Sat, Dec 12, priced at $349 found 2 days ago
Bargain Flight
Mon, Sep 28 - Tue, Oct 6
ATL
Hartsfield-Jackson Atlanta Intl.
CHO
Charlottesville-Albemarle
$358 Roundtrip, found 21 hours ago
$358
Roundtrip
found 21 hours ago
Select Bargain Flight flight, departing Mon, Sep 28 from Hartsfield-Jackson Atlanta Intl. to Charlottesville-Albemarle, returning Tue, Oct 6, priced at $358 found 21 hours ago
United
Wed, Oct 14 - Sat, Oct 17
MCO
Orlando Intl.
CHO
Charlottesville-Albemarle
$359 Roundtrip, just found
$359
Roundtrip
just found
Select United flight, departing Wed, Oct 14 from Orlando Intl. to Charlottesville-Albemarle, returning Sat, Oct 17, priced at $359 just found
American Airlines
Sat, Oct 24 - Sat, Oct 31
LGA
LaGuardia
SHD
Shenandoah Valley Regional
$506 Roundtrip, found 17 hours ago
$506
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Sat, Oct 24 from LaGuardia to Shenandoah Valley Regional, returning Sat, Oct 31, priced at $506 found 17 hours ago
American Airlines
Wed, Sep 30 - Sat, Oct 3
ATL
Hartsfield-Jackson Atlanta Intl.
SHD
Shenandoah Valley Regional
$571 Roundtrip, found 23 hours ago
$571
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Wed, Sep 30 from Hartsfield-Jackson Atlanta Intl. to Shenandoah Valley Regional, returning Sat, Oct 3, priced at $571 found 23 hours ago
American Airlines
Wed, Sep 30 - Sat, Oct 3
MWA
Veterans Airport of Southern Illinois
CHO
Charlottesville-Albemarle
$590 Roundtrip, found 1 day ago
$590
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 30 from Veterans Airport of Southern Illinois to Charlottesville-Albemarle, returning Sat, Oct 3, priced at $590 found 1 day 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 October, 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 14 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 $291, 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 $291 right now, why wait?

Greenwood Flight Information
Destination airport
Charlottesville-Albemarle
Destination airport IATA code
CHO
Roundtrip price
$290

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! (3,136 reviews)
"The room was clean and well maintained and the staff was friendly and helpful. The breakfast bar was good and had a decent selection to choose from. I enjoyed my stay. I would stay again"

Reviewed on Sep 25, 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 an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful ...
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Omni Charlottesville Hotel
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
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! (1,394 reviews)
"The hotel is very simple, but very clean and the staff is very friendly , the only thing I didn’t like is the breakfast very poor options ."

Reviewed on Sep 25, 2026

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Sleep Inn Staunton
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

3 out of 5
2017 Ivy Road Charlottesville VA
Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions John Paul Jones Arena and Downtown Mall ...
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Virginia Guesthouse Hotel
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Stay at this motel in Staunton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,011 reviews)
"This Motel 6 property is the best one that I have stayed at in the past 10 years. Amazing! The property is unexpectedly beautifully landscaped, well painted, clean, and the rep who met us upon arrival was pleasant and professional. The room was well maintained and clean. The beds and pillows were ..."

Reviewed on Sep 25, 2026

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Motel 6 Staunton, VA
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

3 out of 5
1901 Emmet St N Charlottesville VA
Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
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Holiday Inn Charlottesville-Univ Area by IHG
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 ...
Get rates
Days Inn by Wyndham Charlottesville/University Area
See all 1,688 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.