Cheap Flights to South Boston from $29

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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 $58 and $29 for one-way flights to South Boston for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
BOSRaleighFebruary 26 to March 1$58
EWRRaleighJanuary 22 to January 22$63
DENRaleighFebruary 13 to February 21$87
PHLRaleighMarch 4 to March 7$101
DFWRaleighFebruary 2 to February 2$122
LAXRaleighJanuary 31 to February 3$151
LGARoanokeFebruary 4 to February 13$239
LGARoanokeFebruary 4 to February 13$239
EWRRoanokeMarch 10 to March 16$249
BOSRoanokeJanuary 20 to January 28$250
DENRoanokeJanuary 27 to February 4$251
DFWRoanokeJanuary 31 to February 10$251
JFKRoanokeFebruary 2 to February 17$259
LAXRoanokeJanuary 15 to January 22$363
PHLRoanokeFebruary 27 to February 28$367
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MIARaleighJanuary 9 to January 12$74
PSMRaleighJanuary 11 to January 15$108
EWRRaleighJanuary 9 to January 11$136
EWRRaleighJanuary 9 to January 11$136
LGARaleighJanuary 10 to January 14$137
PHLRaleighJanuary 11 to January 17$182
DENRaleighJanuary 11 to January 18$241
JFKRaleighJanuary 11 to January 12$241
DFWRaleighJanuary 10 to January 31$241
LAXRaleighJanuary 11 to January 27$261
JFKRoanokeJanuary 9 to January 30$371
JFKRoanokeJanuary 9 to January 30$371
*Prices include taxes and fees

South Boston Flight Information

Traveling to
South Boston
Lowest Price
$58
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
$79 nightly
The price is $88 total per night from Jan 17 to Jan 18
$88 total
Jan 17 - Jan 18
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 (461 reviews)
Great ataff.Best hotel to stay at on that side of town.

Reviewed on Nov 6, 2025

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 Jan 5 to Jan 6
$72 total
Jan 5 - Jan 6
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 ...
5.6/10 (329 reviews)
Staff was very nice. Upon arrival there was hair all over the bathtub. The rest of the room was clean.

Reviewed on Dec 3, 2025

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
$168 nightly
The price is $188 total per night from Jan 28 to Jan 29
$188 total
Jan 28 - Jan 29
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 ...
9/10 Wonderful! (692 reviews)
Wonderful staff.

Reviewed on Dec 27, 2025

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
$76 nightly
The price is $85 total per night from Jan 23 to Jan 24
$85 total
Jan 23 - Jan 24
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 ...
7/10 Good! (291 reviews)
Strans of hair left in shower.

Reviewed on Nov 26, 2025

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
$76 nightly
The price is $85 total per night from Jan 23 to Jan 24
$85 total
Jan 23 - Jan 24
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 ...
7/10 Good! (291 reviews)
Strans of hair left in shower.

Reviewed on Nov 26, 2025

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
$168 nightly
The price is $188 total per night from Jan 28 to Jan 29
$188 total
Jan 28 - Jan 29
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 ...
9/10 Wonderful! (692 reviews)
Wonderful staff.

Reviewed on Dec 27, 2025

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
$79 nightly
The price is $88 total per night from Jan 17 to Jan 18
$88 total
Jan 17 - Jan 18
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 (461 reviews)
Great ataff.Best hotel to stay at on that side of town.

Reviewed on Nov 6, 2025

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 Jan 5 to Jan 6
$72 total
Jan 5 - Jan 6
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 ...
5.6/10 (329 reviews)
Staff was very nice. Upon arrival there was hair all over the bathtub. The rest of the room was clean.

Reviewed on Dec 3, 2025

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.
Homewood Suites by Hilton Raleigh/Cary
21c Museum Hotel Durham
The Durham Hotel
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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.