Search Cheap Flights to
Shenandoah Valley

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Shenandoah Valley Flights as Low as $255

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

Frontier Airlines
Wed, Jun 24 - Wed, Jul 1
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$255 Roundtrip, found 10 hours ago
$255
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Jun 24 from O'Hare Intl. to Washington Dulles Intl., returning Wed, Jul 1, priced at $255 found 10 hours ago
Frontier Airlines
Wed, Jun 24 - Wed, Jul 1
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$256 Roundtrip, found 10 hours ago
$256
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Jun 24 from O'Hare Intl. to Washington Dulles Intl., returning Wed, Jul 1, priced at $256 found 10 hours ago
Frontier Airlines
Tue, Jun 23 - Thu, Jun 25
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$266 Roundtrip, found 2 days ago
$266
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 23 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Jun 25, priced at $266 found 2 days ago
Frontier Airlines
Wed, Jun 24 - Wed, Jul 1
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$272 Roundtrip, found 10 hours ago
$272
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Jun 24 from O'Hare Intl. to Washington Dulles Intl., returning Wed, Jul 1, priced at $272 found 10 hours ago
Delta
Wed, Jun 24 - Sat, Jul 4
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$273 Roundtrip, found 3 days ago
$273
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jun 24 from O'Hare Intl. to Washington Dulles Intl., returning Sat, Jul 4, priced at $273 found 3 days ago
Frontier Airlines
Wed, Jun 24 - Wed, Jul 1
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$284 Roundtrip, found 10 hours ago
$284
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Jun 24 from O'Hare Intl. to Washington Dulles Intl., returning Wed, Jul 1, priced at $284 found 10 hours ago
United
Tue, Jul 14 - Tue, Jul 21
ORD
O'Hare Intl.
ROA
Roanoke Regional
$286 Roundtrip, just found
$286
Roundtrip
just found
Select United flight, departing Tue, Jul 14 from O'Hare Intl. to Roanoke Regional, returning Tue, Jul 21, priced at $286 just found
American Airlines
Tue, Jul 14 - Tue, Jul 21
ORD
O'Hare Intl.
ROA
Roanoke Regional
$286 Roundtrip, just found
$286
Roundtrip
just found
Select American Airlines flight, departing Tue, Jul 14 from O'Hare Intl. to Roanoke Regional, returning Tue, Jul 21, priced at $286 just found
American Airlines
Sun, Jun 14 - Thu, Jun 25
ORD
O'Hare Intl.
LWB
Greenbrier Valley
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Jun 14 from O'Hare Intl. to Greenbrier Valley, returning Thu, Jun 25, priced at $289 found 2 days ago
American Airlines
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$289 Roundtrip, found 1 day ago
$289
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 $289 found 1 day ago
American Airlines
Thu, Jun 18 - Tue, Jun 23
ORD
O'Hare Intl.
LWB
Greenbrier Valley
$295 Roundtrip, found 4 days ago
$295
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Jun 18 from O'Hare Intl. to Greenbrier Valley, returning Tue, Jun 23, priced at $295 found 4 days ago
Delta
Tue, Aug 11 - Mon, Aug 17
ORD
O'Hare Intl.
CHO
Charlottesville-Albemarle
$299 Roundtrip, found 1 day ago
$299
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 $299 found 1 day ago
Frontier Airlines
Wed, Jun 24 - Wed, Jul 1
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$301 Roundtrip, found 10 hours ago
$301
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Jun 24 from O'Hare Intl. to Washington Dulles Intl., returning Wed, Jul 1, priced at $301 found 10 hours ago
Frontier Airlines
Tue, Jun 23 - Thu, Jun 25
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$303 Roundtrip, found 2 days ago
$303
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Jun 23 from O'Hare Intl. to Washington Dulles Intl., returning Thu, Jun 25, priced at $303 found 2 days ago
Delta
Wed, Jun 24 - Sun, Jul 5
ORD
O'Hare Intl.
IAD
Washington Dulles Intl.
$305 Roundtrip, found 3 days ago
$305
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jun 24 from O'Hare Intl. to Washington Dulles Intl., returning Sun, Jul 5, priced at $305 found 3 days ago
American Airlines
Tue, Sep 29 - Thu, Oct 8
ORD
O'Hare Intl.
SHD
Shenandoah Valley Regional
$359 Roundtrip, found 4 days ago
$359
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Sep 29 from O'Hare Intl. to Shenandoah Valley Regional, returning Thu, Oct 8, priced at $359 found 4 days ago

Cheap Flights to Shenandoah Valley

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

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

Frequently Asked Questions About flights to Shenandoah Valley

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Shenandoah Valley 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 ROA airport.

What is the cheapest month to fly to Shenandoah Valley?

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 Shenandoah Valley are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Shenandoah Valley?

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 Shenandoah Valley.

What airport is best to fly into Shenandoah Valley?

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

How much are flights to Shenandoah Valley?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Shenandoah Valley on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $255, 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 Shenandoah Valley?

The trick to saving a stack of cash on your flight to Shenandoah Valley? 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 $255 right now, why wait?

Shenandoah Valley Flight Information
Destination airport
Washington Dulles Intl.
Destination airport IATA code
IAD
Roundtrip price
$86

Last Minute Hotel Deals in Shenandoah Valley

Spark by Hilton Roanoke Airport

Spark by Hilton Roanoke Airport

3 out of 5
3695 Thirlane Rd Nw Roanoke VA
Book a stay at this business-friendly hotel in Roanoke. Enjoy free breakfast, free WiFi, and a free airport shuttle. Popular attractions Valley View Mall and ...
8.8/10 Excellent! (408 reviews)
"The stay was to 5! Clean grounds, desk staff very attentive, hotel is very welcoming. Came in for graduation so this location was conveniently located close to Mall and restaurants.. Well stay again!"

Reviewed on Jun 6, 2026

Get rates
Spark by Hilton Roanoke Airport
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,010 reviews)
"Great stay, close to our venue and staff was very accommodating!"

Reviewed on Jun 5, 2026

Get rates
Spark by Hilton Winchester
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (917 reviews)
"They will tell you the pool is heated it is in fact not heated."

Reviewed on Jun 6, 2026

Get rates
TRU By Hilton Winchester
The Omni Homestead Resort & Spa

The Omni Homestead Resort & Spa

4 out of 5
7696 Sam Snead Highway Hot Springs VA
Book a stay at this spa resort in Hot Springs. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,003 reviews)
"From the time we arrived the staff were very accommodating and happy to assist. The standard king bedroom was better than expected, so no need to upgrade. Each night we tried a different restaurant and the food was incredible. The day spa pass was worth it! Thanks to all the staff who made our anniversary ..."

Reviewed on May 30, 2026

Get rates
The Omni Homestead Resort & Spa
Hotel Madison & Shenandoah Conference Ctr

Hotel Madison & Shenandoah Conference Ctr

3.5 out of 5
710 S. Main Street Harrisonburg VA
Book a stay at this business-friendly hotel in Harrisonburg. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the restaurant ...
9.2/10 Wonderful! (1,123 reviews)
"Nice hotel, very busy when we arrived.so elevators a bit slow. Overall perfect location to walk through JMU and quick stay."

Reviewed on Jun 6, 2026

Get rates
Hotel Madison & Shenandoah Conference Ctr
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,056 reviews)
"The room was very clean and the staff was friendly."

Reviewed on Jun 2, 2026

Get rates
Travelodge by Wyndham Winchester
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 ...
9.6/10 Exceptional! (1,151 reviews)
"Lovely restored hotel in a great downtown location. Gracious staff. Big welcoming lobby. Convenient inexpensive next door parking. Spacious room and comfortable bed. Would definitely stay there again."

Reviewed on Jun 6, 2026

Get rates
Hotel 24 South
The Liberty Trust

The Liberty Trust

4 out of 5
101 S Jefferson St, Roanoke VA 24011 Roanoke VA
Book a stay at this luxury hotel in Roanoke. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,310 reviews)
"The room was nice and clean, but we were out of conditioner and the Vault restaurant closed early (we were only there for one night and the restaurant was a big part of our plans.)"

Reviewed on Jun 5, 2026

Get rates
The Liberty Trust
See all 5,888 properties in Shenandoah Valley
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.

Top Hotels With Free Airport Shuttle

Spark by Hilton Roanoke Airport

Spark by Hilton Roanoke Airport

3 out of 5
3695 Thirlane Rd Nw Roanoke VA
Book a stay at this business-friendly hotel in Roanoke. Enjoy free breakfast, free WiFi, and a free airport shuttle. Popular attractions Valley View Mall and ...
8.8/10 Excellent! (408 reviews)
"The stay was to 5! Clean grounds, desk staff very attentive, hotel is very welcoming. Came in for graduation so this location was conveniently located close to Mall and restaurants.. Well stay again!"

Reviewed on Jun 6, 2026

Get rates
Spark by Hilton Roanoke Airport
Baymont by Wyndham Salem Roanoke Area

Baymont by Wyndham Salem Roanoke Area

2.5 out of 5
179 Sheraton Drive Salem VA
Book a stay at this business-friendly motel in Salem. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.2/10 Good! (493 reviews)
"Everything was good and the staff was professional"

Reviewed on Jun 6, 2026

Get rates
Baymont by Wyndham Salem Roanoke Area
Best Western Plus Inn at Valley View

Best Western Plus Inn at Valley View

2.5 out of 5
5050 Valley View Boulevard Northwest Roanoke VA
Book a stay at this business-friendly hotel in Roanoke. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,005 reviews)
"The desk manager was very helpful at check-in, but I could see that she was keeping an eye on some questionable people in the lobby. The room: the carpet had not been shampooed/steam cleaned in a very long time; the caulking at the base of the toilet was partially missing; the acrylic bar on the ..."

Reviewed on Jun 3, 2026

Get rates
Best Western Plus Inn at Valley View
SpringHill Suites by Marriott Roanoke

SpringHill Suites by Marriott Roanoke

3 out of 5
301 Reserve Ave SW Roanoke VA
Book a stay at this business-friendly hotel in Roanoke. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in ...
9/10 Wonderful! (1,002 reviews)
"O"

Reviewed on May 26, 2026

Get rates
SpringHill Suites by Marriott Roanoke
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
5070 Valley View Blvd Nw Roanoke VA
Book a stay at this business-friendly hotel in Roanoke. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (901 reviews)
"Upon our arrival, we were warmly greeted and provided with delicious, warm chocolate cookies. Our room was spacious and quiet. The complimentary continental breakfast was adequate and it's dining area was comfortably arranged. The location was perfect, directly accessible from I-581. And the cost ..."

Reviewed on May 24, 2026

Get rates
Comfort Inn Airport
Courtyard by Marriott Charlottesville

Courtyard by Marriott Charlottesville

3 out of 5
638 Hillsdale Dr 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 ...
8.6/10 Excellent! (1,000 reviews)
"excellent"

Reviewed on Jun 2, 2026

Get rates
Courtyard by Marriott Charlottesville
See all 5,888 properties in Shenandoah Valley
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.