Search Cheap Flights to
South Boston

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South Boston Flights as Low as $119

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

Frontier Airlines
Mon, Jan 27 - Thu, Jan 30
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$119 Roundtrip, found 1 hour ago
$119
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Jan 27 from O'Hare Intl. to Raleigh - Durham Intl., returning Thu, Jan 30, priced at $119 found 1 hour ago
Frontier Airlines
Wed, Mar 26 - Wed, Apr 2
BUF
Buffalo Niagara Intl.
RDU
Raleigh - Durham Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Mar 26 from Buffalo Niagara Intl. to Raleigh - Durham Intl., returning Wed, Apr 2, priced at $119 found 2 days ago
Frontier Airlines
Mon, Jan 27 - Fri, Jan 31
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$129 Roundtrip, found 1 hour ago
$129
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Jan 27 from O'Hare Intl. to Raleigh - Durham Intl., returning Fri, Jan 31, priced at $129 found 1 hour ago
Frontier Airlines
Fri, Feb 7 - Mon, Feb 10
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Feb 7 from O'Hare Intl. to Raleigh - Durham Intl., returning Mon, Feb 10, priced at $134 found 3 days ago
Frontier Airlines
Fri, Jan 24 - Sun, Jan 26
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$139 Roundtrip, found 1 hour ago
$139
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Jan 24 from O'Hare Intl. to Raleigh - Durham Intl., returning Sun, Jan 26, priced at $139 found 1 hour ago
Frontier Airlines
Sat, Jan 25 - Sun, Jan 26
BUF
Buffalo Niagara Intl.
RDU
Raleigh - Durham Intl.
$149 Roundtrip, found 4 days ago
$149
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Jan 25 from Buffalo Niagara Intl. to Raleigh - Durham Intl., returning Sun, Jan 26, priced at $149 found 4 days ago
Frontier Airlines
Fri, Feb 7 - Mon, Feb 10
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$154 Roundtrip, found 3 days ago
$154
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Feb 7 from O'Hare Intl. to Raleigh - Durham Intl., returning Mon, Feb 10, priced at $154 found 3 days ago
Spirit Airlines
Thu, Jan 23 - Fri, Jan 31
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$172 Roundtrip, found 1 hour ago
$172
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Thu, Jan 23 from O'Hare Intl. to Raleigh - Durham Intl., returning Fri, Jan 31, priced at $172 found 1 hour ago
JetBlue Airways
Thu, Jan 30 - Sat, Feb 1
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$193 Roundtrip, found 2 days ago
$193
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Jan 30 from O'Hare Intl. to Raleigh - Durham Intl., returning Sat, Feb 1, priced at $193 found 2 days ago
American Airlines
Fri, Feb 7 - Mon, Feb 10
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Feb 7 from O'Hare Intl. to Raleigh - Durham Intl., returning Mon, Feb 10, priced at $193 found 3 days ago
Delta
Fri, Feb 7 - Mon, Feb 10
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Feb 7 from O'Hare Intl. to Raleigh - Durham Intl., returning Mon, Feb 10, priced at $197 found 3 days ago
United
Sat, Mar 29 - Mon, Mar 31
BUF
Buffalo Niagara Intl.
RDU
Raleigh - Durham Intl.
$209 Roundtrip, found 2 days ago
$209
Roundtrip
found 2 days ago
Select United flight, departing Sat, Mar 29 from Buffalo Niagara Intl. to Raleigh - Durham Intl., returning Mon, Mar 31, priced at $209 found 2 days ago
United
Fri, Feb 21 - Mon, Feb 24
BUF
Buffalo Niagara Intl.
ROA
Roanoke Regional
$229 Roundtrip, found 3 days ago
$229
Roundtrip
found 3 days ago
Select United flight, departing Fri, Feb 21 from Buffalo Niagara Intl. to Roanoke Regional, returning Mon, Feb 24, priced at $229 found 3 days ago
United
Fri, Feb 7 - Mon, Feb 10
ORD
O'Hare Intl.
RDU
Raleigh - Durham Intl.
$242 Roundtrip, found 3 days ago
$242
Roundtrip
found 3 days ago
Select United flight, departing Fri, Feb 7 from O'Hare Intl. to Raleigh - Durham Intl., returning Mon, Feb 10, priced at $242 found 3 days ago
United
Wed, Jan 15 - Sat, Jan 18
ORD
O'Hare Intl.
ROA
Roanoke Regional
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jan 15 from O'Hare Intl. to Roanoke Regional, returning Sat, Jan 18, priced at $279 found 3 days ago
United
Sun, May 11 - Wed, May 14
ORF
Norfolk Intl.
ROA
Roanoke Regional
$399 Roundtrip, found 1 day ago
$399
Roundtrip
found 1 day ago
Select United flight, departing Sun, May 11 from Norfolk Intl. to Roanoke Regional, returning Wed, May 14, priced at $399 found 1 day 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 January, 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 $119, 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 $119 right now, why wait?

South Boston Flight Information
Destination airport
Raleigh - Durham Intl.
Destination airport IATA code
RDU
Roundtrip price
$48

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 $188 per night from Jan 12 to Jan 13
$188
includes taxes & fees
Jan 12 - Jan 13
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! (606 reviews)
"I had a great time and everything went well. It feels safe and very quiet. One notable thing that may be of interest is there are no microwave or fridge in the rooms, for extended stays I would think that these may be desirable. Parking was a challenge on two nights, I had to drive around several ..."

Reviewed on Dec 23, 2024

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 $106 per night from Jan 26 to Jan 27
$106
includes taxes & fees
Jan 26 - Jan 27
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! (207 reviews)
"It fit our needs."

Reviewed on Jan 5, 2025

Clarion Pointe South Boston - Danville East
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 Jan 11 to Jan 12
$61
includes taxes & fees
Jan 11 - Jan 12
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 (236 reviews)
"Roach in the bed with me. One crawling on the wall. Two under my hand towel laying on the vanity! Two crawling on the shower stall! This is just the ones i saw! Room 110."

Reviewed on Dec 10, 2024

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 $93 per night from Jan 26 to Jan 27
$93
includes taxes & fees
Jan 26 - Jan 27
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! (342 reviews)
"The staff.!!!!"

Reviewed on Nov 18, 2024

Quality Inn 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 $155 per night from Jan 11 to Jan 12
$155
includes taxes & fees
Jan 11 - Jan 12
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! (332 reviews)
"Everything was wonderful and provided us the rest that we needed"

Reviewed on Dec 22, 2024

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
The price is $96 per night from Jan 19 to Jan 20
$96
includes taxes & fees
Jan 19 - Jan 20
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 (403 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
Charles Bass House Bed & Breakfast
Charles Bass House Bed & Breakfast
2.5 out of 5
1505 North Main Street, South Boston, VA
The price is $197 per night from Jan 11 to Jan 12
$197
includes taxes & fees
Jan 11 - Jan 12
Stay at this B&B in South Boston. Enjoy free parking and a computer station. Popular attractions North Main Street Park and Penick Park are located nearby.
10/10 Exceptional! (69 reviews)
"Wonderful Place with a wonderful proprietor"

Reviewed on Jan 1, 2025

Charles Bass House Bed & Breakfast
Comfort Inn & Suites near Danville Mall
Comfort Inn & Suites near Danville Mall
2.5 out of 5
100 Tower Dr, Danville, VA
The price is $143 per night from Jan 26 to Jan 27
$143
includes taxes & fees
Jan 26 - Jan 27
Book a stay at this business-friendly hotel in Danville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
8.4/10 Very Good! (431 reviews)
"The staff is always wonderful!"

Reviewed on Jan 5, 2025

Comfort Inn & Suites near Danville Mall
See all 230 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.