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Waynesboro

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Waynesboro 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 - Sat, Oct 3
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$234 Roundtrip, found 6 hours ago
$234
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Oct 3, priced at $234 found 6 hours ago
American Airlines
Tue, Sep 29 - Sat, Oct 3
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$284 Roundtrip, found 6 hours ago
$284
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Oct 3, priced at $284 found 6 hours ago
Delta
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $296 found 1 day ago
Delta
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$316 Roundtrip, found 1 day ago
$316
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $316 found 1 day ago
American Airlines
Tue, Sep 29 - Sat, Oct 3
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$331 Roundtrip, found 6 hours ago
$331
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Oct 3, priced at $331 found 6 hours ago
American Airlines
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $335 found 1 day ago
Delta
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$352 Roundtrip, found 1 day ago
$352
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $352 found 1 day ago
American Airlines
Tue, Sep 29 - Sat, Oct 3
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$364 Roundtrip, found 6 hours ago
$364
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Oct 3, priced at $364 found 6 hours ago
United
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$365 Roundtrip, found 1 day ago
$365
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $365 found 1 day ago
Delta
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$372 Roundtrip, found 1 day ago
$372
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $372 found 1 day ago
American Airlines
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $375 found 1 day ago
American Airlines
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$376 Roundtrip, found 1 day ago
$376
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $376 found 1 day ago
Delta
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $377 found 1 day ago
United
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $393 found 1 day ago
United
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$397 Roundtrip, found 1 day ago
$397
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $397 found 1 day ago
United
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$398 Roundtrip, found 1 day ago
$398
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 11 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 17, priced at $398 found 1 day ago

Cheap Flights to Waynesboro

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

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

Frequently Asked Questions About flights to Waynesboro

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

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 Waynesboro are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Waynesboro?

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 Waynesboro.

What airport is best to fly into Waynesboro?

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

How much are flights to Waynesboro?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Waynesboro 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 Waynesboro?

The trick to saving a stack of cash on your flight to Waynesboro? 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?

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

Last Minute Hotel Deals in Waynesboro

Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 out of 5
108 Chicurel Lane Waynesboro VA
Stay at this hotel in Waynesboro. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (579 reviews)
"1. Air-condition : the machinery noise is extremely loud especially when the central air-conditioning system starts and rest, then starts and rest through the whole night. our unit is #506, which is the first one by the elevator and electrical room. It is not the issue of the indoor air conditioner ..."

Reviewed on Jun 23, 2026

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Holiday Inn Express & Suites Waynesboro East by IHG
Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

2 out of 5
2060 Rosser Avenue/I-64 Waynesboro VA
Stay at this motel in Waynesboro. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7/10 Good! (1,002 reviews)
"Trash lying around outside the pool area. Trash cans not emptied."

Reviewed on Jun 16, 2026

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Days Inn by Wyndham Waynesboro
Best Western Plus Waynesboro Inn & Suites Conference Center

Best Western Plus Waynesboro Inn & Suites Conference Center

2.5 out of 5
109 Apple Tree Ln Waynesboro VA
Book a stay at this business-friendly hotel in Waynesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
"The location was convenient, and as a solo traveler I felt safe during my stay. However, the room cleanliness was only okay, and there was a strong musty smell that seemed possibly related to mold. The odor was bad enough that it gave me a headache, so I asked about changing rooms. Unfortunately, ..."

Reviewed on Jun 19, 2026

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Best Western Plus Waynesboro Inn & Suites Conference Center
Grey Pine Lodge

Grey Pine Lodge

2 out of 5
494 Three Notched Mountain Hwy Waynesboro VA
Book a stay at this business-friendly motel in Waynesboro. Enjoy free WiFi, free parking, and conference space. Popular attractions Rockfish Gap Entrance Shenandoah ...
9.4/10 Exceptional! (129 reviews)
"Such an awesome and quaint little place to stay. Right off the Appalachian Trail and super close to great hiking, it was a fantastic stay!"

Reviewed on Jun 5, 2026

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Grey Pine Lodge
Econo Lodge Waynesboro - Skyline Drive

Econo Lodge Waynesboro - Skyline Drive

2 out of 5
640 W Broad St Waynesboro VA
Stay at this motel in Waynesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Plumb House Museum and Wayne Theatre are located ...
6.8/10 (154 reviews)
"The Service was friendly and I check in and check out was very hassle free."

Reviewed on Jun 9, 2026

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Econo Lodge Waynesboro - Skyline Drive
Iris Inn and Cabins

Iris Inn and Cabins

4.5 out of 5
191 Chinquapin Dr Waynesboro VA
Book a stay at this luxury resort in Waynesboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wildlife Center of Virginia and Shenandoah ...
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Iris Inn and Cabins
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! (1,378 reviews)
"Water park was great, clean , friendly staff Resort rooms keys didn’t work twice which was a pain trying to get back into a room and having to drive miles back to front desk Found previous occupants underwear hanging from shower curtain suggesting room wasn’t cleaned very well"

Reviewed on Jun 22, 2026

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Massanutten Resort
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! (2,900 reviews)
"The assistant manager that we talked to a couple of times (and checked us in) was very helpful in offering suggestions on activities/dining. The room was spacious and a good value. Everything was clean. The afternoon tea and cookies was nice. They have a large pool available; however, the advertising ..."

Reviewed on Jun 21, 2026

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English Inn of Charlottesville
See all 2,427 properties in Waynesboro
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.