Cheap Flights to South Boston from $27
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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 $54 and $27 for one-way flights to South Boston for the period specified. Prices and availability are subject to change. Additional terms apply
BDL
Bradley Intl.
RDU
Raleigh - Durham Intl.
$54 Roundtrip, found 5 days ago
$54
Roundtrip
found 5 days ago
DTW
Detroit Metropolitan Wayne County
RDU
Raleigh - Durham Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MIA | Raleigh | January 11 to January 19 | $57 |
| PSM | Raleigh | December 10 to December 13 | $71 |
| EWR | Raleigh | December 16 to December 22 | $220 |
| LAX | Raleigh | January 8 to January 11 | $229 |
| JFK | Raleigh | November 19 to November 23 | $297 |
| EWR | Roanoke | December 4 to December 6 | $325 |
| EWR | Roanoke | December 4 to December 6 | $325 |
| BOS | Roanoke | December 11 to December 13 | $345 |
| LGA | Roanoke | December 3 to December 6 | $346 |
| DEN | Roanoke | January 8 to January 10 | $359 |
| MIA | Roanoke | December 4 to December 6 | $365 |
| LAX | Roanoke | November 18 to November 22 | $406 |
| DFW | Roanoke | November 18 to December 9 | $453 |
| JFK | Roanoke | November 5 to November 15 | $512 |
| PHL | Roanoke | November 25 to November 28 | $517 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PSM | Raleigh | November 1 to November 5 | $92 |
| MIA | Raleigh | November 1 to November 2 | $137 |
| LGA | Raleigh | November 1 to November 2 | $319 |
| EWR | Raleigh | October 31 to November 3 | $364 |
| DFW | Raleigh | October 31 to November 7 | $365 |
| LAX | Raleigh | November 1 to November 4 | $386 |
| EWR | Roanoke | October 30 to November 3 | $398 |
| EWR | Roanoke | October 30 to November 3 | $398 |
| JFK | Raleigh | October 31 to November 1 | $403 |
| BOS | Roanoke | October 31 to November 7 | $408 |
| DEN | Roanoke | October 30 to November 1 | $552 |
| PHL | Roanoke | October 30 to November 2 | $621 |
| DEN | Raleigh | November 1 to November 6 | $644 |
| LGA | Roanoke | November 1 to November 2 | $743 |
| JFK | Roanoke | November 1 to November 2 | $763 |
South Boston Flight Information
Traveling to | South Boston |
|---|---|
Lowest Price | $54 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, Breeze Airways |
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
1040 Bill Tuck Hwy South Boston VA
$71 nightly
The price is $79 total per night from Oct 28 to Oct 29
$79 total
Oct 28 - Oct 29
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
Americas Best Value Inn & Suites South Boston
2050 Philpott Rd South Boston VA
$65 nightly
The price is $72 total per night from Oct 27 to Oct 28
$72 total
Oct 27 - Oct 28
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 (391 reviews)
"Los cuartos q están atrás de la oficina no te agarran el WIfi ya van 2 fines de semana q me quedo y no tienen señal"
Reviewed on Oct 18, 2026
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
3105 River Road South Boston VA
$144 nightly
The price is $161 total per night from Nov 15 to Nov 16
$161 total
Nov 15 - Nov 16
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! (789 reviews)
"It has the best accommodations in that area."
Reviewed on Oct 25, 2026
Clarion Pointe South Boston - Danville East
1074 Bill Tuck Hwy South Boston VA
$80 nightly
The price is $89 total per night from Nov 15 to Nov 16
$89 total
Nov 15 - Nov 16
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! (358 reviews)
"clean room great breakfast business firendly"
Reviewed on Oct 22, 2026
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
1074 Bill Tuck Hwy South Boston VA
$80 nightly
The price is $89 total per night from Nov 15 to Nov 16
$89 total
Nov 15 - Nov 16
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! (358 reviews)
"clean room great breakfast business firendly"
Reviewed on Oct 22, 2026
The Berry Hill Resort & Conference Center
3105 River Road South Boston VA
$144 nightly
The price is $161 total per night from Nov 15 to Nov 16
$161 total
Nov 15 - Nov 16
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! (789 reviews)
"It has the best accommodations in that area."
Reviewed on Oct 25, 2026
Super 8 by Wyndham South Boston VA
1040 Bill Tuck Hwy South Boston VA
$71 nightly
The price is $79 total per night from Oct 28 to Oct 29
$79 total
Oct 28 - Oct 29
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
Save an average of 15% on thousands of hotels when you're signed in
Americas Best Value Inn & Suites South Boston
2050 Philpott Rd South Boston VA
$65 nightly
The price is $72 total per night from Oct 27 to Oct 28
$72 total
Oct 27 - Oct 28
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 (391 reviews)
"Los cuartos q están atrás de la oficina no te agarran el WIfi ya van 2 fines de semana q me quedo y no tienen señal"
Reviewed on Oct 18, 2026
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.
Don't see what you're looking for?
See all available trips from Detroit to South Boston
View all tripsNeed a Car For After Your Flight?
Compact
Raleigh, North Carolina, USA
$47
$151 total
found 1 day ago
Economy
Raleigh, North Carolina, USA
$48
$154 total
found 1 day ago
Special
Raleigh, North Carolina, USA
$52
$165 total
found 1 day ago
Midsize
Raleigh, North Carolina, USA
$52
$165 total
found 1 day ago
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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