Search Cheap Flights to
South Boston

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

South Boston Flights as Low as $46

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

Frontier Airlines
Wed, Dec 2 - Tue, Dec 15
FLL
Fort Lauderdale - Hollywood Intl.
RDU
Raleigh - Durham Intl.
$46 Roundtrip, found 5 hours ago
$46
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Fort Lauderdale - Hollywood Intl. to Raleigh - Durham Intl., returning Tue, Dec 15, priced at $46 found 5 hours ago
Frontier Airlines
Wed, Nov 18 - Mon, Nov 23
MCO
Orlando Intl.
RDU
Raleigh - Durham Intl.
$56 Roundtrip, found 1 day ago
$56
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Orlando Intl. to Raleigh - Durham Intl., returning Mon, Nov 23, priced at $56 found 1 day ago
Frontier Airlines
Wed, Nov 18 - Tue, Dec 1
ATL
Hartsfield-Jackson Atlanta Intl.
RDU
Raleigh - Durham Intl.
$73 Roundtrip, found 1 hour ago
$73
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Wed, Nov 18 from Hartsfield-Jackson Atlanta Intl. to Raleigh - Durham Intl., returning Tue, Dec 1, priced at $73 found 1 hour ago
Breeze Airways
Wed, Jan 20 - Sat, Jan 23
MCO
Orlando Intl.
RDU
Raleigh - Durham Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Jan 20 from Orlando Intl. to Raleigh - Durham Intl., returning Sat, Jan 23, priced at $102 found 1 day ago
Southwest Airlines
Wed, Dec 2 - Tue, Dec 15
FLL
Fort Lauderdale - Hollywood Intl.
RDU
Raleigh - Durham Intl.
$121 Roundtrip, found 5 hours ago
$121
Roundtrip
found 5 hours ago
Select Southwest Airlines flight, departing Wed, Dec 2 from Fort Lauderdale - Hollywood Intl. to Raleigh - Durham Intl., returning Tue, Dec 15, priced at $121 found 5 hours ago
Frontier Airlines
Thu, Nov 26 - Wed, Dec 2
AUS
Austin-Bergstrom Intl.
RDU
Raleigh - Durham Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Nov 26 from Austin-Bergstrom Intl. to Raleigh - Durham Intl., returning Wed, Dec 2, priced at $177 found 2 days ago
Frontier Airlines
Wed, Nov 25 - Wed, Dec 9
MSP
Minneapolis - St. Paul Intl.
RDU
Raleigh - Durham Intl.
$191 Roundtrip, found 2 hours ago
$191
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Nov 25 from Minneapolis - St. Paul Intl. to Raleigh - Durham Intl., returning Wed, Dec 9, priced at $191 found 2 hours ago
Frontier Airlines
Wed, Nov 18 - Wed, Dec 2
LGA
LaGuardia
RDU
Raleigh - Durham Intl.
$192 Roundtrip, found 18 hours ago
$192
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Wed, Nov 18 from LaGuardia to Raleigh - Durham Intl., returning Wed, Dec 2, priced at $192 found 18 hours ago
Bargain Flight
Tue, Nov 10 - Fri, Nov 27
LGA
LaGuardia
ROA
Roanoke Regional
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Nov 10 from LaGuardia to Roanoke Regional, returning Fri, Nov 27, priced at $231 found 2 days ago
Bargain Flight
Thu, Nov 19 - Mon, Nov 23
MSP
Minneapolis - St. Paul Intl.
ROA
Roanoke Regional
$266 Roundtrip, found 1 hour ago
$266
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Thu, Nov 19 from Minneapolis - St. Paul Intl. to Roanoke Regional, returning Mon, Nov 23, priced at $266 found 1 hour ago
Bargain Flight
Thu, Dec 31 - Thu, Jan 7
AUS
Austin-Bergstrom Intl.
ROA
Roanoke Regional
$285 Roundtrip, found 2 days ago
$285
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Thu, Dec 31 from Austin-Bergstrom Intl. to Roanoke Regional, returning Thu, Jan 7, priced at $285 found 2 days ago
Accessrail
Fri, Nov 13 - Sat, Nov 14
EKW
Miami Central Brightline Train Station
RDU
Raleigh - Durham Intl.
$290 Roundtrip, found 4 hours ago
$290
Roundtrip
found 4 hours ago
Select Accessrail flight, departing Fri, Nov 13 from Miami Central Brightline Train Station to Raleigh - Durham Intl., returning Sat, Nov 14, priced at $290 found 4 hours ago
Delta
Tue, Dec 15 - Sun, Dec 20
ATL
Hartsfield-Jackson Atlanta Intl.
ROA
Roanoke Regional
$299 Roundtrip, found 1 hour ago
$299
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Dec 15 from Hartsfield-Jackson Atlanta Intl. to Roanoke Regional, returning Sun, Dec 20, priced at $299 found 1 hour ago
Delta
Wed, Dec 16 - Tue, Dec 29
FLL
Fort Lauderdale - Hollywood Intl.
ROA
Roanoke Regional
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Dec 16 from Fort Lauderdale - Hollywood Intl. to Roanoke Regional, returning Tue, Dec 29, priced at $311 found 1 day ago
Delta
Wed, Nov 18 - Mon, Nov 23
MCO
Orlando Intl.
ROA
Roanoke Regional
$354 Roundtrip, found 2 hours ago
$354
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Nov 18 from Orlando Intl. to Roanoke Regional, returning Mon, Nov 23, priced at $354 found 2 hours ago
Accessrail
Wed, Nov 25 - Wed, Dec 2
EKW
Miami Central Brightline Train Station
ROA
Roanoke Regional
$877 Roundtrip, found 1 hour ago
$877
Roundtrip
found 1 hour ago
Select Accessrail flight, departing Wed, Nov 25 from Miami Central Brightline Train Station to Roanoke Regional, returning Wed, Dec 2, priced at $877 found 1 hour ago

Cheap Flights to South Boston

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

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

Frequently Asked Questions About flights to South Boston

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

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 South Boston are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to South Boston?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 13 to choose from for your flight to South Boston.

What airport is best to fly into South Boston?

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

How much are flights to South Boston?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to South Boston on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $46, 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 South Boston?

The trick to saving a stack of cash on your flight to South Boston? 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 $46 right now, why wait?

South Boston Flight Information
Destination airport
Raleigh - Durham Intl.
Destination airport IATA code
RDU
Roundtrip price
$46

Last Minute Hotel Deals in South Boston

The Berry Hill Resort & Conference Center

The Berry Hill Resort & Conference Center

4 out of 5
3105 River Road South Boston VA
Book a stay at this spa hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (791 reviews)
"I have stayed at the Berry Hill Mansion and eaten at Darby's tavern before. When I went to check in, the gentleman was in a black hoodie and t shirt. Not the professional attire that you would expect for the vibe the resort should be giving. Maybe polos with embroidered logo for summer and long sleeve ..."

Reviewed on Oct 28, 2026

Get rates
The Berry Hill Resort & Conference Center
Americas Best Value Inn & Suites South Boston

Americas Best Value Inn & Suites South Boston

2 out of 5
2050 Philpott Rd South Boston VA
Stay at this motel in South Boston. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Popular attractions Riverdale Plaza and Tobacco Heritage ...
Get rates
Americas Best Value Inn & Suites South Boston
Clarion Pointe South Boston - Danville East

Clarion Pointe South Boston - Danville East

3.5 out of 5
1074 Bill Tuck Hwy South Boston VA
Book a stay at this business-friendly hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverdale Plaza and Constitution ...
7.2/10 Good! (358 reviews)
"clean room great breakfast business firendly"

Reviewed on Oct 22, 2026

Get rates
Clarion Pointe South Boston - Danville East
Fairfield Inn & Suites South Boston

Fairfield Inn & Suites South Boston

3 out of 5
1120 Bill Tuck Hwy South Boston VA
Book a stay at this business-friendly hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (437 reviews)
"The front desk clerk was nice! The lobby and room were clean! Good location to nearby shops and restaurants! I will stay here again!"

Reviewed on Oct 26, 2026

Get rates
Fairfield Inn & Suites South Boston
Super 8 by Wyndham South Boston VA

Super 8 by Wyndham South Boston VA

2 out of 5
1040 Bill Tuck Hwy South Boston VA
Stay at this motel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.8/10 (502 reviews)
"We left! Drove 3 hours home! Place is disgusting! You really should update the photos. I lost $250"

Reviewed on Oct 17, 2026

Get rates
Super 8 by Wyndham South Boston VA
Quality Inn South Boston - Danville East

Quality Inn South Boston - Danville East

2.5 out of 5
2001 Seymour Drive South Boston VA
Book a stay at this business-friendly hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Get rates
Quality Inn South Boston - Danville East
Charles Bass House Bed & Breakfast

Charles Bass House Bed & Breakfast

2.5 out of 5
1505 North Main Street South Boston VA
Stay at this B&B in South Boston. Enjoy free breakfast, free parking, and a computer station. Popular attractions North Main Street Park and Penick Park are ...
9.8/10 Exceptional! (110 reviews)
"The house was beautiful, John was very friendly and helpful - he worked with us to make a change in our schedule at the last minute, much appreciated. Our room was very comfortable. We plan to return."

Reviewed on Oct 2, 2026

Get rates
Charles Bass House Bed & Breakfast
Microtel Inn & Suites By Wyndham Danville Va

Microtel Inn & Suites By Wyndham Danville Va

2.5 out of 5
2925 Riverside Drive Danville VA
Stay at this hotel in Danville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Caesars Virginia Casino and Danville Mall are located ...
8.8/10 Excellent! (55 reviews)
"Great experience!"

Reviewed on Oct 27, 2026

Get rates
Microtel Inn & Suites By Wyndham Danville Va
See all 285 properties in South Boston
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.