DEN - BOS

$103 Find Cheap Southwest Flights from Denver to Boston

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Flight Deals

Cheap Southwest Flight Deals from Denver to Boston

 
Here are some of the best deals found on KAYAK recently from Southwest for round-trip flights from Denver to Boston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip Southwest flight deals from Denver to Boston

Fri, Jan 9 - Sun, Jan 11
Southwest Logo
11:05 am - 4:50 pmDEN-BOS
3h 45mnonstop
Southwest Logo
6:35 am - 12:35 pmBOS-DEN
8h 00m2 stops
$172Southwest
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Sat, Nov 15 - Sun, Nov 23
Southwest Logo
9:55 am - 3:50 pmDEN-BOS
3h 55mnonstop
Southwest Logo
6:20 pm - 9:05 pmBOS-DEN
4h 45mnonstop
$181Southwest
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Thu, Jan 8 - Sun, Jan 11
Southwest Logo
10:55 am - 9:25 pmDEN-BOS
8h 30m1 stop
Southwest Logo
9:10 am - 6:10 pmBOS-DEN
11h 00m2 stops
$182Southwest
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Sat, Nov 15 - Sun, Nov 23
Southwest Logo
7:45 am - 5:05 pmDEN-BOS
7h 20m1 stop
Southwest Logo
6:20 pm - 9:05 pmBOS-DEN
4h 45mnonstop
$191Southwest
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Sat, Nov 15 - Sat, Nov 22
Southwest Logo
9:55 am - 3:50 pmDEN-BOS
3h 55mnonstop
Southwest Logo
5:55 am - 8:45 amBOS-DEN
4h 50mnonstop
$195Southwest
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Thu, Dec 4 - Tue, Dec 9
Southwest Logo
5:00 pm - 10:45 pmDEN-BOS
3h 45mnonstop
Southwest Logo
5:00 pm - 7:45 pmBOS-DEN
4h 45mnonstop
$197Southwest
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Wed, Nov 19 - Thu, Nov 27
Southwest Logo
8:15 am - 5:20 pmDEN-BOS
7h 05m1 stop
Southwest Logo
9:20 am - 4:40 pmBOS-DEN
9h 20m1 stop
$201Southwest
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Mon, Nov 10 - Tue, Nov 18
Southwest Logo
6:15 pm - 12:05 amDEN-BOS
3h 50mnonstop
Southwest Logo
5:30 am - 11:15 amBOS-DEN
7h 45m2 stops
$202Southwest
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Mon, Nov 17 - Fri, Nov 21
Southwest Logo
5:00 pm - 10:45 pmDEN-BOS
3h 45mnonstop
Southwest Logo
5:15 am - 9:25 amBOS-DEN
6h 10m1 stop
$205Southwest
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Sun, Nov 23 - Tue, Dec 2
Southwest Logo
11:55 pm - 8:05 amDEN-BOS
6h 10m1 stop
Southwest Logo
6:00 pm - 10:40 pmBOS-DEN
6h 40m1 stop
$206Southwest
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Good to know

Low seasonFebruary
Cheapest flight$103
Average price round-trip$317
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Denver to Boston
(price for this month)

When to Book Flights with Southwest from Denver to Boston

Average price per month
Flight prices as travel date approaches

FAQs for flying to Boston with Southwest

  • How far in advance should I book tickets for a flight with Southwest from Denver to Boston?

    Generally, when trying to get a below average price for your ticket, try to book around 9 days before departure. For the cheapest possible price, our data suggests booking 56 days before departure.

  • Is Southwest the cheapest airline to fly with from Denver to Boston?

    With an average price of $339 return, Southwest is not the cheapest airline to fly from Denver to Boston with. Instead, for the lowest price, our data suggests flying with Frontier, where a return flight costs $204 on average.

  • What is the cheapest Southwest flight from Denver to Boston?

    In the last 3 days, the lowest price for a flight with Southwest from Denver to Boston was $137 for a return flight and $87 for a one-way flight.

  • Does Southwest fly direct to Boston from Denver?

    Yes, Southwest does offer direct flights for the route, with around 15 flights per week.

  • What’s the cheapest day of the week to fly from Denver to Boston with Southwest?

    On average, the cheapest day of the week to fly from Denver to Boston with Southwest is Monday, when prices are around $89. The most expensive day is generally Saturday, where the average price is around $109.

  • What’s the cheapest month to fly from Denver to Boston with Southwest?

    The cheapest month for Southwest flights to Boston from Denver is generally November, where plane tickets cost $154 on average. If possible, try to avoid the most expensive months of April and May, where tickets cost $255 and $259 respectively.

Southwest Customer Reviews

8.0
Very good4,243 verified ratings
7.0Food
8.6Crew
7.5Entertainment
8.0Comfort
8.1Boarding
Pros +
Cons -
Show reviews that mention
Traveler rating:
Sort by:
V
2.0 Poor
DAL-LIT
Delayed 5.5 hours
V
10.0 Wonderful
BOS-BWI
Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.
V
8.0 Very good
MHT-MDW
Getting worse with new changes.
J
4.0 Mediocre
MCI-SAN
Delays delays delays. Late taking off, late landing, wait for a gate, etc.
T
4.0 Mediocre
STL-CMH
Internet was not functioning.
T
2.0 Poor
SAT-STL
Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.
L
10.0 Wonderful
VPS-BNA
On time. Communication good. Smooth flight
P
2.0 Poor
MSY-DAL
I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.
T
6.0 Okay
DAL-SAT
Late again.
T
6.0 Okay
CMH-DAL
Just the usual delays

Everything you need to know for your flight from Denver to Boston

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