Cheap Flights to South Boston from $44

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How Much Does it Cost To Fly To South Boston?

The cheapest prices found with in the last 7 days for return flights were $68 and $44 for one-way flights to South Boston for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MIARaleighNovember 12 to November 19$73
SWFRaleighJanuary 6 to January 9$102
PSMRaleighDecember 17 to January 7$122
DFWRaleighDecember 5 to December 8$152
LAXRaleighJanuary 13 to January 16$163
EWRRaleighFebruary 4 to February 7$201
EWRRoanokeDecember 2 to December 5$325
EWRRoanokeDecember 2 to December 5$325
BOSRoanokeNovember 23 to November 27$339
LGARoanokeDecember 2 to December 5$346
JFKRoanokeDecember 2 to December 5$365
MIARoanokeNovember 26 to November 30$369
DFWRoanokeNovember 18 to December 1$502
PHLRoanokeDecember 2 to December 10$537
LAXRoanokeNovember 24 to November 27$555
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PHLRaleighNovember 7 to November 11$114
SWFRaleighNovember 7 to November 11$250
PSMRaleighNovember 8 to November 12$271
EWRRaleighNovember 7 to November 11$322
MIARaleighNovember 8 to November 24$354
LAXRaleighNovember 7 to November 14$385
JFKRaleighNovember 8 to November 20$390
DFWRaleighNovember 7 to November 22$391
DENRaleighNovember 7 to November 11$415
LGARaleighNovember 7 to November 15$506
PHLRoanokeNovember 7 to November 8$600
EWRRoanokeNovember 7 to November 8$694
EWRRoanokeNovember 7 to November 8$694
*Prices include taxes and fees

South Boston Flight Information

Traveling to
South Boston
Lowest Price
$68
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing South Boston Accommodation Deals

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
$71 nightly
The price is $79 total per night from Nov 12 to Nov 13
$79 total
Nov 12 - Nov 13
Total with taxes and fees
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

Opens in a new windowSuper 8 by Wyndham South Boston VA
Americas Best Value Inn & Suites South Boston

Americas Best Value Inn & Suites South Boston

2 out of 5
2050 Philpott Rd South Boston VA
$65 nightly
The price is $72 total per night from Nov 6 to Nov 7
$72 total
Nov 6 - Nov 7
Total with taxes and fees
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 ...
Opens in a new windowAmericas Best Value Inn & Suites 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.

Luxury Hotels 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
$147 nightly
The price is $164 total per night from Nov 22 to Nov 23
$164 total
Nov 22 - Nov 23
Total with taxes and fees
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 ...
Opens in a new windowThe 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
$82 nightly
The price is $91 total per night from Dec 6 to Dec 7
$91 total
Dec 6 - Dec 7
Total with taxes and fees
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 ...
Opens in a new windowClarion Pointe South Boston - Danville East
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.

Family Friendly Hotels in 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
$82 nightly
The price is $91 total per night from Dec 6 to Dec 7
$91 total
Dec 6 - Dec 7
Total with taxes and fees
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 ...
Opens in a new windowClarion Pointe South Boston - Danville East
The Berry Hill Resort & Conference Center

The Berry Hill Resort & Conference Center

4 out of 5
3105 River Road South Boston VA
$147 nightly
The price is $164 total per night from Nov 22 to Nov 23
$164 total
Nov 22 - Nov 23
Total with taxes and fees
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 ...
Opens in a new windowThe Berry Hill Resort & Conference Center
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
$71 nightly
The price is $79 total per night from Nov 12 to Nov 13
$79 total
Nov 12 - Nov 13
Total with taxes and fees
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

Opens in a new windowSuper 8 by Wyndham South Boston VA
Save an average of 15% on thousands of hotels when you're signed in
Americas Best Value Inn & Suites South Boston

Americas Best Value Inn & Suites South Boston

2 out of 5
2050 Philpott Rd South Boston VA
$65 nightly
The price is $72 total per night from Nov 6 to Nov 7
$72 total
Nov 6 - Nov 7
Total with taxes and fees
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 ...
Opens in a new windowAmericas Best Value Inn & Suites 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.

Best South Boston Flight and Hotel Packages

South Boston flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Raleigh Downtown North
The Longleaf Hotel
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See all available trips from Detroit to South Boston
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South Boston flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Promissory Hotel
Great Escape on Smith Mountain Lake - Lakefront, Private Dock, & Hot Tub
Hyatt Place Roanoke Airport/Valley View Mall
Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to South Boston
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Need a Car For After Your Flight?

Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Plane Tickets To South Boston

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to South Boston. Browse through our inventory to explore a wide range of cheap flights to South Boston to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in South Boston as you anxiously await to exit the plane and explore what South Boston has to offer. Considering all the amazing local food and culture in South Boston, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to South Boston to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to South Boston without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to South Boston with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to South Boston today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.