Search Cheap Flights to
South Boston

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South Boston Flights as Low as $140

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

Frontier Airlines
Thu, Mar 6 - Mon, Mar 10
SAN
San Diego Intl.
RDU
Raleigh - Durham Intl.
$140 Roundtrip, found 10 hours ago
$140
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Thu, Mar 6 from San Diego Intl. to Raleigh - Durham Intl., returning Mon, Mar 10, priced at $140 found 10 hours ago
Frontier Airlines
Tue, Mar 4 - Mon, Mar 10
SAN
San Diego Intl.
RDU
Raleigh - Durham Intl.
$160 Roundtrip, found 10 hours ago
$160
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, Mar 4 from San Diego Intl. to Raleigh - Durham Intl., returning Mon, Mar 10, priced at $160 found 10 hours ago
Spirit Airlines
Tue, Apr 1 - Tue, Apr 8
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$173 Roundtrip, found 4 days ago
$173
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Apr 1 from O'Hare Intl. to Raleigh - Durham Intl., returning Tue, Apr 8, priced at $173 found 4 days ago
Delta
Tue, Apr 15 - Tue, Apr 22
MLI
Quad City Intl.
ROA
Roanoke Regional
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 15 from Quad City Intl. to Roanoke Regional, returning Tue, Apr 22, priced at $218 found 1 day ago
JetBlue Airways
Tue, Apr 1 - Wed, Apr 9
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$219 Roundtrip, found 4 days ago
$219
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Apr 1 from O'Hare Intl. to Raleigh - Durham Intl., returning Wed, Apr 9, priced at $219 found 4 days ago
American Airlines
Tue, Apr 1 - Sat, Apr 5
ORD
O'Hare Intl.
ROA
Roanoke Regional
$229 Roundtrip, found 19 hours ago
$229
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Apr 1 from O'Hare Intl. to Roanoke Regional, returning Sat, Apr 5, priced at $229 found 19 hours ago
Delta
Wed, Feb 19 - Sat, Feb 22
MLI
Quad City Intl.
RDU
Raleigh - Durham Intl.
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Feb 19 from Quad City Intl. to Raleigh - Durham Intl., returning Sat, Feb 22, priced at $238 found 1 day ago
United
Thu, Jul 17 - Sun, Jul 20
ORD
O'Hare Intl.
ROA
Roanoke Regional
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jul 17 from O'Hare Intl. to Roanoke Regional, returning Sun, Jul 20, priced at $271 found 1 day ago
Breeze Airways
Sun, Aug 17 - Fri, Aug 22
ORF
Norfolk Intl.
RDU
Raleigh - Durham Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Aug 17 from Norfolk Intl. to Raleigh - Durham Intl., returning Fri, Aug 22, priced at $274 found 1 day ago
Delta
Wed, Feb 19 - Wed, Feb 19
SAT
San Antonio Intl.
ROA
Roanoke Regional
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Feb 19 from San Antonio Intl. to Roanoke Regional, returning Wed, Feb 19, priced at $278 found 1 day ago
American Airlines
Wed, Jun 11 - Sat, Jun 14
CLT
Charlotte-Douglas Intl.
ROA
Roanoke Regional
$285 Roundtrip, found 18 hours ago
$285
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Wed, Jun 11 from Charlotte-Douglas Intl. to Roanoke Regional, returning Sat, Jun 14, priced at $285 found 18 hours ago
Delta
Mon, Apr 7 - Tue, Apr 15
SAN
San Diego Intl.
ROA
Roanoke Regional
$303 Roundtrip, found 18 hours ago
$303
Roundtrip
found 18 hours ago
Select Delta flight, departing Mon, Apr 7 from San Diego Intl. to Roanoke Regional, returning Tue, Apr 15, priced at $303 found 18 hours ago
American Airlines
Thu, Mar 6 - Mon, Mar 10
CLD
McClellan-Palomar
RDU
Raleigh - Durham Intl.
$344 Roundtrip, found 10 hours ago
$344
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Thu, Mar 6 from McClellan-Palomar to Raleigh - Durham Intl., returning Mon, Mar 10, priced at $344 found 10 hours ago
United
Sun, May 11 - Wed, May 14
ORF
Norfolk Intl.
ROA
Roanoke Regional
$400 Roundtrip, found 7 hours ago
$400
Roundtrip
found 7 hours ago
Select United flight, departing Sun, May 11 from Norfolk Intl. to Roanoke Regional, returning Wed, May 14, priced at $400 found 7 hours ago
American Airlines
Sat, Feb 15 - Mon, Feb 17
DAB
Daytona Beach Intl.
ROA
Roanoke Regional
$449 Roundtrip, found 1 day ago
$449
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 15 from Daytona Beach Intl. to Roanoke Regional, returning Mon, Feb 17, priced at $449 found 1 day ago
Alaska Airlines
Thu, Mar 6 - Wed, Mar 12
SAN
San Diego Intl.
RDU
Raleigh - Durham Intl.
$484 Roundtrip, found 11 hours ago
$484
Roundtrip
found 11 hours ago
Select Alaska Airlines flight, departing Thu, Mar 6 from San Diego Intl. to Raleigh - Durham Intl., returning Wed, Mar 12, priced at $484 found 11 hours 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 March, 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 16 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 Danville Regional 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 $140, 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 $140 right now, why wait?

South Boston Flight Information
Destination airport
Raleigh - Durham Intl.
Destination airport IATA code
RDU
Roundtrip price
$42

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
The price is $189 per night from Feb 23 to Feb 24
$189
includes taxes & fees
Feb 23 - Feb 24
Stay at this 4-star spa hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (616 reviews)
Retired teacher reunion
"Our stay was lovely as were the rooms and facility. We enjoyed drinks in the library, walks on the grounds, and great food in Darby’s Tavern. We did encounter a few hiccups in service. The morning front desk attendant was a bit unpleasant as was one of the waitstaff in the Tavern. However, we spent ..."

Reviewed on Jan 28, 2025

The Berry Hill Resort & Conference Center
Clarion Pointe South Boston - Danville East
Clarion Pointe South Boston - Danville East
3.5 out of 5
1074 Bill Tuck Hwy, South Boston, VA
The price is $98 per night from Feb 23 to Feb 24
$98
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3.5-star business-friendly hotel in South Boston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Riverdale Plaza and Constitution ...
7.4/10 Good! (209 reviews)
"It fit our needs."

Reviewed on Jan 5, 2025

Clarion Pointe South Boston - Danville East
Fairfield Inn & Suites South Boston
Fairfield Inn & Suites South Boston
2.5 out of 5
1120 Bill Tuck Hwy, South Boston, VA
The price is $132 per night from Feb 21 to Feb 22
$132
includes taxes & fees
Feb 21 - Feb 22
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! (336 reviews)
It was okay, not what I expected for the price.
"They were renovating, the rooms were renovated but the bathroom counter have dried up glue or something they didn’t cleaned up, the light fixtures in the bathroom was very dirty, fitted sheets was too small so the corner kept coming off."

Reviewed on Jan 26, 2025

Fairfield Inn & Suites South Boston
Americas Best Value Inn & Suites South Boston
Americas Best Value Inn & Suites South Boston
2 out of 5
2050 Philpott Rd, South Boston, VA
The price is $61 per night from Feb 15 to Feb 16
$61
includes taxes & fees
Feb 15 - Feb 16
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 ...
5.6/10 (245 reviews)
"I loved my room"

Reviewed on Jan 17, 2025

Americas Best Value Inn & Suites South Boston
Quality Inn South Boston - Danville East
Quality Inn South Boston - Danville East
2.5 out of 5
2001 Seymour Drive, South Boston, VA
The price is $82 per night from Feb 21 to Feb 22
$82
includes taxes & fees
Feb 21 - Feb 22
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. ...
7.2/10 Good! (348 reviews)
"The staff.!!!!"

Reviewed on Nov 18, 2024

Quality Inn South Boston - Danville East
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
The price is $88 per night from Feb 15 to Feb 16
$88
includes taxes & fees
Feb 15 - Feb 16
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 (406 reviews)
"It was convent to the location for Saturday and access to highway."

Reviewed on Nov 18, 2024

Super 8 by Wyndham South Boston VA
Courtyard by Marriott Danville
Courtyard by Marriott Danville
3 out of 5
2136 Riverside Dr, Danville, VA
The price is $157 per night from Feb 23 to Feb 24
$157
includes taxes & fees
Feb 23 - Feb 24
Stay at this 3-star business-friendly hotel in Danville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (427 reviews)
"The hotel in all was great. The only thing was the bathtub/shower was old and showed some wear. It looked like it was dirty but just old. The hotel was very clean and staff was wonderful."

Reviewed on Feb 6, 2025

Courtyard by Marriott Danville
The Bee Hotel Danville
The Bee Hotel Danville
2.5 out of 5
420 Patton St, Danville, VA
The price is $175 per night from Feb 16 to Feb 17
$175
includes taxes & fees
Feb 16 - Feb 17
Stay at this hotel in Danville. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (396 reviews)
"Staff and service was excellent. They gave me a complimentary upgrade which was appreciated. Cleanest hotel I’ve ever stayed at. Same quality as Hilton"

Reviewed on Feb 6, 2025

The Bee Hotel Danville
See all 232 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.