Find cheap Southwest flights to Boston
DFW — BOS
Nov 12 — Nov 191
Round-trip
1 adult, Economy
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Cheapest Southwest flights from USA to BostonExplore the most affordable Southwest flight options available from USA to Boston. Find the lowest fares with prices last updated on October 13, 2026.
Explore the most affordable Southwest flight options available from USA to Boston. Find the lowest fares with prices last updated on October 13, 2026.
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:00 am -
1 stop4h 35m
Wed 11/181:20 pm -
1 stop7h 35m
Deal found 10/8![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 am -
1 stop4h 35m
Sat 12/59:00 am -
1 stop10h 55m
Deal found 10/12![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am -
1 stop4h 35m
Tue 12/810:35 am -
2 stops10h 05m
Deal found 10/12![Southwest logo]()
$200
Best Southwest flights from USA to BostonDiscover carefully curated Southwest flight deals from USA to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
Discover carefully curated Southwest flight deals from USA to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 13, 2026.
This Southwest deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:00 am -
1 stop4h 35m
Sat 11/1411:35 am -
2 stops9h 25m
Deal found 10/11![Southwest logo]()
$180
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:55 pm -
2 stops7h 00m
Tue 11/171:20 pm -
2 stops8h 55m
Deal found 10/10![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:15 am -
1 stop6h 35m
Mon 11/163:30 pm -
2 stops8h 00m
Deal found 10/10![Southwest logo]()
$234
Direct Southwest flights from USA to BostonExplore non-stop Southwest flight options from USA to Boston based on user searches, and compare prices and availability for your desired travel dates. Data last updated October 13, 2026.
Explore non-stop Southwest flight options from USA to Boston based on user searches, and compare prices and availability for your desired travel dates. Data last updated October 13, 2026.
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/257:00 pm -
Nonstop3h 50m
Fri 11/275:00 am -
Nonstop4h 40m
Deal found 10/8![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2611:15 am -
Nonstop3h 45m
Fri 11/275:00 am -
Nonstop4h 40m
Deal found 10/8![Southwest logo]()
$258
This Southwest deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:05 am -
Nonstop3h 55m
Wed 10/285:25 am -
Nonstop4h 30m
Deal found 10/9![Southwest logo]()
$260
Last-minute Southwest flights from USA to BostonDiscover last-minute Southwest flight deals from USA to Boston. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute Southwest flight deals from USA to Boston. Data last updated October 13, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/116:00 am -
1 stop4h 35m
Wed 11/181:20 pm -
1 stop7h 35m
Deal found 10/8![Southwest logo]()
$174
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 am -
1 stop4h 35m
Sat 12/59:00 am -
1 stop10h 55m
Deal found 10/12![Southwest logo]()
$194
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/186:00 am -
1 stop4h 35m
Tue 12/810:35 am -
2 stops10h 05m
Deal found 10/12![Southwest logo]()
$200
One-way Southwest flights to BostonSearch for one-way Southwest flight options to Boston. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
Search for one-way Southwest flight options to Boston. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/157:50 am -
2 stops8h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$115
This Southwest deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/510:05 am -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Southwest logo]()
$115
This Southwest deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1010:05 am -
1 stop4h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Southwest logo]()
$117
Flights to Boston with Southwest at a glance
Find detailed information about Southwest flights from USA to Boston. Explore the options provided by Southwest to plan your journey from USA to Boston. Data last updated October 13, 2026.
Cheapflights Insights
Find cheap Southwest flights to Boston
US0-BOS
FLL-BOS
MCO-BOS
DEN-BOS
How long is the flight to Boston with Southwest?
On average, Southwest flights from the United States to Boston take 2 hours 2 minutes. Flights to Boston from other popular cities in the United States will vary in length. Below are a few examples of popular routes and their flight times.
Southwest weekly flight availability to Boston
The most flights to Boston operated by Southwest are scheduled on a Monday (30 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (22 on average).
When is the best time to book a flight to Boston with Southwest?
The best time to book a flight to Boston with Southwest is 84 days before departure. On average, fares are higher if you book 2 days before departure.
When is the cheapest time to fly to Boston with Southwest?
Users looking for the cheapest Southwest fares to Boston should consider flying on Tuesday at noon, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday at noon, when prices are usually at their highest.
FAQs about flights to Boston with Southwest
Reviews of Southwest
See what Cheapflights users have to say about their Southwest experience.
Overview
Reviews
Southwest
4,216 reviews
Overview
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Recent reviews
8.0
|Oct 2026I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
10.0
|Sep 2026Changed flight which was easy. Gate Agent booked me from extra leg room seat on original flight to row 15 on new flight that did not have extra leg room - even though it was an exit row. The row in front of me with extra leg room had an empty seat.
4.0
|Sep 2026It was a red eye overnight which I prefer. But this time the seat was SOOOO uncomfortable that sleeping was difficult and painful
10.0
|Sep 2026I still think the aircraft should load from the back and window seats first for all passengers. It's so much easier and efficient to board when you do not have to worry about hitting Anyone already seated.
10.0
|Aug 2026great
1 out of 1406
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