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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
Wed, Aug 5 - Sat, Aug 22
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 Wed, Aug 5 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Aug 22, priced at $234 found 1 day ago
American Airlines
Sat, Aug 1 - Tue, Aug 4
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$239 Roundtrip, found 2 days ago
$239
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 1 from O'Hare Intl. to Shenandoah Valley Regional, returning Tue, Aug 4, priced at $239 found 2 days ago
American Airlines
Tue, Sep 29 - Thu, Oct 8
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$284 Roundtrip, found 8 hours ago
$284
Roundtrip
found 8 hours 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 8 hours ago
American Airlines
Sat, Aug 1 - Tue, Aug 4
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$290 Roundtrip, found 2 days ago
$290
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 1 from O'Hare Intl. to Shenandoah Valley Regional, returning Tue, Aug 4, priced at $290 found 2 days ago
United
Wed, Jul 29 - Mon, Aug 3
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$309 Roundtrip, found 1 hour ago
$309
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Jul 29 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 3, priced at $309 found 1 hour ago
American Airlines
Tue, Jul 28 - Tue, Aug 4
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$316 Roundtrip, found 5 days ago
$316
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Jul 28 from O'Hare Intl. to Shenandoah Valley Regional, returning Tue, Aug 4, priced at $316 found 5 days ago
American Airlines
Wed, Jul 22 - Sat, Aug 8
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$316 Roundtrip, found 5 days ago
$316
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 22 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Aug 8, priced at $316 found 5 days ago
United
Wed, Jul 29 - Mon, Aug 3
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$319 Roundtrip, found 1 hour ago
$319
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Jul 29 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 3, priced at $319 found 1 hour ago
Delta
Wed, Jul 29 - Mon, Aug 3
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$329 Roundtrip, found 1 hour ago
$329
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Jul 29 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 3, priced at $329 found 1 hour ago
American Airlines
Wed, Jul 29 - Mon, Aug 3
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$329 Roundtrip, found 1 hour ago
$329
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Jul 29 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 3, priced at $329 found 1 hour ago
American Airlines
Tue, Sep 29 - Thu, Oct 8
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$334 Roundtrip, found 8 hours ago
$334
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Thu, Oct 8, priced at $334 found 8 hours ago
United
Wed, Jul 29 - Mon, Aug 3
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$357 Roundtrip, found 1 hour ago
$357
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Jul 29 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 3, priced at $357 found 1 hour ago
American Airlines
Wed, Aug 5 - Sat, Aug 22
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$364 Roundtrip, found 1 day ago
$364
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 5 from O'Hare Intl. to Shenandoah Valley Regional, returning Sat, Aug 22, priced at $364 found 1 day ago
American Airlines
Sat, Aug 1 - Tue, Aug 4
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$372 Roundtrip, found 2 days ago
$372
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Aug 1 from O'Hare Intl. to Shenandoah Valley Regional, returning Tue, Aug 4, priced at $372 found 2 days ago
United
Wed, Jul 29 - Mon, Aug 3
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$388 Roundtrip, found 1 hour ago
$388
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Jul 29 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 3, priced at $388 found 1 hour ago
United
Wed, Jul 29 - Mon, Aug 3
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$389 Roundtrip, found 1 hour ago
$389
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Jul 29 from O'Hare Intl. to Charlottesville-Albemarle, returning Mon, Aug 3, priced at $389 found 1 hour 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 August, 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! (598 reviews)
"Diane was INCREDIBLE! And, made me feel like I was home being so far away from my own."

Reviewed on Jul 13, 2026

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Holiday Inn Express & Suites Waynesboro East by IHG
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! (1,010 reviews)
"Very rude staff. Pool broken and looked like it had ben broken for a long time. Carpet wet in our room the entire stay. Handicapped rooms shower and shower head not accessible. Breakfast terrible."

Reviewed on Jul 13, 2026

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Best Western Plus Waynesboro Inn & Suites Conference Center
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! (1,008 reviews)
"The staff were fantastic! However the room was not very clean, holes in the walls, looked like someone burnt a hole in the floor, and smelt horrible! That being said, it was cheap and I am a firm believer that you get what you pay for."

Reviewed on Jul 5, 2026

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Days Inn by Wyndham Waynesboro
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 (156 reviews)
"Dog feces, indoors, in the front entryway. Hole in bathroom wall from door handle, spackle missing entirely or mold on the ceilings. It is absolutely not safe to stay here, door was messed with and jimmied during the night, but had the door barricaded, left before dawn and didn’t stay the second ..."

Reviewed on Jul 3, 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 ...
9.8/10 Exceptional! (12 reviews)
"The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly."

Reviewed on Jul 12, 2026

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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 ...
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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! (2,940 reviews)
"For a quality place to stay with a great breakfast, stay at the English Inn. They upgraded our room and the indoor pool is very nice."

Reviewed on Jul 14, 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 ...
9.4/10 Exceptional! (1,067 reviews)
"The property was well maintained and in the perfect location"

Reviewed on Jul 13, 2026

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Omni Charlottesville Hotel
See all 2,416 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.