Cheap Flights to South Boston from $35

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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 $66 and $35 for one-way flights to South Boston for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
SWFRaleighAugust 8 to August 15$117
EWRRaleighMay 30 to May 31$157
JFKRaleighMay 24 to May 30$161
TTNRaleighMay 26 to May 27$164
DFWRaleighJune 2 to June 9$172
DENRaleighMay 26 to May 30$175
LGARoanokeJuly 16 to July 19$279
LGARoanokeJuly 16 to July 19$279
BOSRoanokeMay 29 to May 31$316
DENRoanokeJune 11 to June 16$323
EWRRoanokeMay 16 to May 18$347
LAXRoanokeMay 28 to June 2$369
DFWRoanokeJuly 4 to July 11$371
JFKRoanokeMay 29 to May 31$421
PHLRoanokeJune 19 to June 20$442
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PSMRaleighMay 10 to May 14$126
SWFRaleighMay 9 to May 16$146
LGARaleighMay 10 to May 19$185
PHLRaleighMay 10 to May 12$247
MIARaleighMay 10 to May 12$267
DENRaleighMay 9 to June 1$271
DFWRaleighMay 8 to May 12$292
LAXRaleighMay 8 to May 12$352
EWRRaleighMay 10 to May 11$419
JFKRaleighMay 10 to May 11$477
*Prices include taxes and fees

South Boston Flight Information

Traveling to
South Boston
Lowest Price
$66
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 May 10 to May 11
$88 total
May 10 - May 11
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 (477 reviews)
Entire hotel smelled of weed. Only half the lamps had bulbs. The tv didnt work. The fridge only half worked. Sorry excuse of a hotel even for one night.

Reviewed on Apr 14, 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
$54 nightly
The price is $60 total per night from May 14 to May 15
$60 total
May 14 - May 15
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 (348 reviews)
The property looks nothing like the pictures on the website. There are no instructions about checkout or anything else in the rooms. They advertise available WiFi, however the WiFi does not have internet connection and is unsecured. There was no remote control for the TV and when they delivered the ...

Reviewed on May 1, 2026

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
$144 nightly
The price is $161 total per night from May 10 to May 11
$161 total
May 10 - May 11
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 ...
9.2/10 Wonderful! (726 reviews)
It was amazing staying here and the next time I’m in the area. I will definitely sit here and go back again. Amazing views wonderful pool and all everything was just amazing.

Reviewed on May 1, 2026

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
$93 nightly
The price is $104 total per night from May 31 to Jun 1
$104 total
May 31 - Jun 1
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 ...
7.2/10 Good! (316 reviews)
Beds were comfortable a the main room was clean. However the bathroom was not the cleanest. Shower hadn’t been fully cleaned and there is terrible water pressure. The AC worked well but was incredibly loud at certain times. Would wake us up each night. Staff was absolutely incredible and very ...

Reviewed on Apr 13, 2026

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
$93 nightly
The price is $104 total per night from May 31 to Jun 1
$104 total
May 31 - Jun 1
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 ...
7.2/10 Good! (316 reviews)
Beds were comfortable a the main room was clean. However the bathroom was not the cleanest. Shower hadn’t been fully cleaned and there is terrible water pressure. The AC worked well but was incredibly loud at certain times. Would wake us up each night. Staff was absolutely incredible and very ...

Reviewed on Apr 13, 2026

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
$144 nightly
The price is $161 total per night from May 10 to May 11
$161 total
May 10 - May 11
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 ...
9.2/10 Wonderful! (726 reviews)
It was amazing staying here and the next time I’m in the area. I will definitely sit here and go back again. Amazing views wonderful pool and all everything was just amazing.

Reviewed on May 1, 2026

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 May 10 to May 11
$88 total
May 10 - May 11
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 (477 reviews)
Entire hotel smelled of weed. Only half the lamps had bulbs. The tv didnt work. The fridge only half worked. Sorry excuse of a hotel even for one night.

Reviewed on Apr 14, 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
$54 nightly
The price is $60 total per night from May 14 to May 15
$60 total
May 14 - May 15
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 (348 reviews)
The property looks nothing like the pictures on the website. There are no instructions about checkout or anything else in the rooms. They advertise available WiFi, however the WiFi does not have internet connection and is unsecured. There was no remote control for the TV and when they delivered the ...

Reviewed on May 1, 2026

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.
Landing Apartments Glen Laurel - Raleigh
The Carolina Inn, a Destination by Hyatt Hotel
Osceola Mill
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See all available trips from Hartford 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 Longleaf Hotel
Landing Apartments Near Woodcrest
Embassy Suites by Hilton Raleigh Crabtree
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See all available trips from Hartford to South Boston
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Need a Car For After Your Flight?

Lowest prices found within the past 3 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.