$146 Cheap flights to Pittsylvania County

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Top places to visit in Pittsylvania County

Aerial photographs of Danville,VA,old cotton mills and the Dan river.
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Danville

Danville

Cheap flights to Pittsylvania County from $146 One Way, $269 Round Trip

$269 return flights and $146 one-way flights to Pittsylvania County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Aug 28 - Mon, Aug 31
ORD
Chicago
ROA
Roanoke
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select United flight, departing Fri, Aug 28 from Chicago to Roanoke, returning Mon, Aug 31, priced at $269 found 1 day ago
Fri, Aug 28 - Mon, Aug 31
ORD
Chicago
ROA
Roanoke
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 28 from Chicago to Roanoke, returning Mon, Aug 31, priced at $269 found 1 day ago
Fri, Aug 28 - Mon, Aug 31
ORD
Chicago
ROA
Roanoke
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Aug 28 from Chicago to Roanoke, returning Mon, Aug 31, priced at $289 found 1 day ago
Fri, Aug 28 - Sun, Aug 30
ATL
Atlanta
ROA
Roanoke
$299 Roundtrip, just found
$299
Roundtrip
just found
Select Delta flight, departing Fri, Aug 28 from Atlanta to Roanoke, returning Sun, Aug 30, priced at $299 just found
Wed, Oct 28 - Sun, Nov 1
FLL
Fort Lauderdale
ROA
Roanoke
$307 Roundtrip, found 5 days ago
$307
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Oct 28 from Fort Lauderdale to Roanoke, returning Sun, Nov 1, priced at $307 found 5 days ago
Fri, Aug 28 - Sun, Aug 30
ORD
Chicago
LYH
Lynchburg
$317 Roundtrip, found 6 hours ago
$317
Roundtrip
found 6 hours ago
Select United flight, departing Fri, Aug 28 from Chicago to Lynchburg, returning Sun, Aug 30, priced at $317 found 6 hours ago

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
EWRRoanokeJune 20 to June 22$367
EWRRoanokeJune 20 to June 22$367
LGARoanokeJune 20 to June 22$497
TTNRoanokeJune 20 to June 22$506
JFKRoanokeJune 20 to June 22$561
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Pittsylvania County Accommodation Deals

Hampton Inn Gretna - Smith Mountain Lake

Hampton Inn Gretna - Smith Mountain Lake

2.5 out of 5
200 McBride Ln Gretna VA
$93 nightly
The price is $110 total per night from Jul 5 to Jul 6
$110 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Gretna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
9/10 Wonderful! (507 reviews)
"Very pet friendly location and staff."

Reviewed on Jun 6, 2026

Opens in a new windowHampton Inn Gretna - Smith Mountain Lake
Courtyard by Marriott Lynchburg

Courtyard by Marriott Lynchburg

3 out of 5
4640 Murray Place Lynchburg VA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $121 total per night from Jun 28 to Jun 29
$121 total
Jun 28 - Jun 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Lynchburg. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (699 reviews)
"Friendly staff. Very helpful. Clean. Nice rooms."

Reviewed on Jun 16, 2026

Opens in a new windowCourtyard by Marriott Lynchburg
Fairfield Inn & Suites Lynchburg Liberty University

Fairfield Inn & Suites Lynchburg Liberty University

3 out of 5
3777 Candlers Mtn Road Lynchburg VA
$129 nightly
The price is $145 total per night from Jun 18 to Jun 19
$145 total
Jun 18 - Jun 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Lynchburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,007 reviews)
"Excellent"

Reviewed on Jun 13, 2026

Opens in a new windowFairfield Inn & Suites Lynchburg Liberty University
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Microtel Inn & Suites By Wyndham Lynchburg

Microtel Inn & Suites By Wyndham Lynchburg

2.5 out of 5
5704 Seminole Ave Lynchburg VA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $95 total per night from Jun 21 to Jun 22
$95 total
Jun 21 - Jun 22
Total with taxes and fees
Book a stay at this business-friendly hotel in Lynchburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,016 reviews)
"The ac was not working good and the breakfast was to late for me at 7 am. Also heard the eggs were cold from others in my group."

Reviewed on Jun 15, 2026

Opens in a new windowMicrotel Inn & Suites By Wyndham Lynchburg
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.

Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

How much is a flight to Pittsylvania County?
Travelers from near and far landed round-trip flight deals ranging between $269 and $561 this week to Pittsylvania County. Arriving from Chicago (ORD)? The cheapest one-way tickets started at just $146.
How to book the cheapest flight to Pittsylvania County?
With Orbitz, you'll find some of the most affordable flight deals around from a huge range of airlines. But if you want to boost your prospects of snapping up cheap flights to Pittsylvania County, here are a few tips to follow:

  • Consider taking off from or landing at alternative airports for a better deal. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will list your options, if any.
  • If your travel plans aren't carved in stone, click on the 'Show flexible dates' option to scan the flight deals for multiple departure dates. If you find a better fare, book it.
  • Select 'Show options' to refine your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • The early bird gets the most rewarding deals, so book your tickets the moment you know your travel dates. The cheapest airfares are quick to go and prices rise as the departure date gets closer.
  • Combine your flights, hotels and car rental into a money-saving package deal. Save your dollars for things you're really excited about, like exploring every corner of Pittsylvania County.
  • Don't fly during peak seasons if you can. By avoiding summer, school vacations and other popular dates, you can save a significant amount on your airfare.

What is the best time to book a flight to Pittsylvania County?
On average, the cheapest month to book your airfare is in January. This is closely followed by February then August. When searching for a cheap flight to Pittsylvania County, it's worth being ready to book. Cheap deals emerge in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Pittsylvania County?
When it comes to cheap airfares to Pittsylvania County, the best days to book are generally Tuesdays, Wednesdays and Saturdays. A fantastic flight deal is just a few clicks away with Orbitz.
What is the cheapest day of the week to fly to Pittsylvania County?
According to Orbitz data from 2020, Monday is normally the best day to score cheap flights to Pittsylvania County. Tuesday also offers wallet-friendly airfares, while Saturday has the highest ticket rates. Although flying out at the weekend may be easier to arrange, you'll have more money in your pocket to play with if you set off early in the week.
What is the cheapest month to fly to Pittsylvania County?
Get set to jet for less in August. This is generally the best month to get on a plane if you're after cheap flights to Pittsylvania County, based on Orbitz data. The least affordable time to fly is June, so avoid this month if you can.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz can help you find a flexible fare. All you have to do is choose "Filter by flexible change policies" when searching for your perfect flight. We'll show you all the airlines that offer free cancellation and no change fees — in addition to irresistibly low prices.
What do I need for the flight to Pittsylvania County?
There's so much to sort out for any big journey, so it's nice to get a bit of help before you set out. Here are a few pointers to ensure you're prepared for take off:

  • Travel documentation such as e-tickets and some identification will be required. To avoid any unwanted delays at check-in, make sure your booking is made with the exact name, gender and birth date as your government-issued ID.
  • A well-stocked carry-on bag is a must-have for any medium-haul flight. With several hours to kill, you'll want something to keep you amused while in transit. We suggest a good book or magazine, and something to munch on.
  • Airplane cabins are frequently quite cool. If you decide to travel during the peak of summer, make sure you carry an extra warm layer to keep comfortable.

How do I get cheap first-class/business deals to Pittsylvania County?
There are ways of booking business or first-class tickets to Pittsylvania County that won't burn through your wallet. Snap up a seat at the front of the plane for less with these useful tips:

  • Being flexible isn't confined to yoga. Avoid locking in your travel dates so you can snap up cheaper airfares when a sale pops up.
  • Search for a budget carrier that offers seats in business class. They often come with extra legroom and a glass of Champagne — and a more attractive price.
  • Bid for an upgrade in online auctions or upgrade your fare with loyalty points.

What is the best time to go to Pittsylvania County?
Pittsylvania County is a lively place in March, May and June. If you plan to visit during these months, it would be a good idea to book early to ensure you land the most rewarding deals. Like to know what summertime's like in Pittsylvania County? Average daily temperatures typically sit between 65 ºF and 90 ºF. Like many destinations in the Northern Hemisphere, summer kicks off June 20 here.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.