PNS

Find cheap Southwest flights to Pensacola from $113

1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Southwest Flight Deals to Pensacola

 
Here are some of the best deals found on KAYAK recently from Southwest to Pensacola 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 to Pensacola

Thu, Feb 26 - Wed, Mar 4
Southwest Logo
5:30 am - 12:35 pm
DEN
-
PNS
6h 05m1 stop
Southwest Logo
4:00 pm - 10:40 pm
PNS
-
DEN
7h 40m1 stop
$197Southwest
Thu, Feb 26 - Tue, Mar 3
Southwest Logo
5:30 am - 12:35 pm
DEN
-
PNS
6h 05m1 stop
Southwest Logo
4:00 pm - 10:40 pm
PNS
-
DEN
7h 40m1 stop
$202Southwest
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
5:00 am - 11:55 am
MDW
-
PNS
6h 55m1 stop
Southwest Logo
4:25 pm - 8:10 pm
PNS
-
MDW
3h 45m1 stop
$221Southwest
Thu, Feb 26 - Tue, Mar 3
Southwest Logo
5:30 am - 12:35 pm
DEN
-
PNS
6h 05m1 stop
Southwest Logo
7:50 am - 3:30 pm
PNS
-
DEN
8h 40m2 stops
$222Southwest
Sat, May 16 - Sat, May 23
Southwest Logo
7:25 am - 2:10 pm
MDW
-
PNS
6h 45m1 stop
Southwest Logo
11:15 am - 5:50 pm
PNS
-
MDW
6h 35m1 stop
$225Southwest
Fri, Jan 30 - Mon, Feb 2
Southwest Logo
2:35 pm - 6:25 pm
MDW
-
PNS
3h 50m1 stop
Southwest Logo
4:00 pm - 10:05 pm
PNS
-
MDW
6h 05m1 stop
$229Southwest
Thu, Feb 26 - Wed, Mar 4
Southwest Logo
1:20 pm - 9:50 pm
DEN
-
PNS
7h 30m2 stops
Southwest Logo
4:00 pm - 10:40 pm
PNS
-
DEN
7h 40m1 stop
$233Southwest
Tue, Jan 20 - Wed, Jan 28
Southwest Logo
6:00 am - 9:50 am
MDW
-
PNS
3h 50m1 stop
Southwest Logo
10:25 am - 4:35 pm
PNS
-
MDW
6h 10m2 stops
$234Southwest
Sat, Feb 21 - Mon, Feb 23
Southwest Logo
5:00 am - 11:55 am
MDW
-
PNS
6h 55m1 stop
Southwest Logo
7:05 am - 5:30 pm
PNS
-
MDW
10h 25m2 stops
$236Southwest
Tue, Jan 27 - Tue, Feb 3
Southwest Logo
9:50 am - 6:25 pm
MDW
-
PNS
8h 35m2 stops
Southwest Logo
7:50 am - 2:55 pm
PNS
-
MDW
7h 05m2 stops
$239Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$113
Average price round-trip$513
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago Midway Airport to Pensacola
(price for this month)

When to book flights with Southwest to Pensacola

Average price per month
Flight prices as travel date approaches

FAQs for flying to Pensacola with Southwest

  • Which other airlines fly to Pensacola?

    Along with Southwest, you can also fly to Pensacola with Delta, Breeze Airways, American Airlines, Delta, Spirit Airlines, Breeze Airways and Frontier.

  • Which airport do Southwest flights to Pensacola fly into?

    You’ll fly into Pensacola when flying to Pensacola with Southwest.

Top tips for your flights to Pensacola with Southwest

  • The cheapest flight to Pensacola with Southwest found on KAYAK in the last 2 weeks departed from Dallas Love Field Airport and cost $297.
  • If you’re intending to fly with Southwest, book your flight to Pensacola at least 2 weeks before departure to ensure a below-average price.
  • High season for flights to Pensacola with Southwest is March and prices are highest at this time. The cheapest month to fly is November.

Southwest customer reviews

8.0
Very good4,256 verified ratings
7.5Entertainment
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
Pros +
  • Flights were on time and crew was great. (in 567 reviews)
Cons -
  • WiFi was terrible. (in 156 reviews)
Show reviews that mention
Traveler rating:
Sort by:
M
10.0 Wonderful
Better entertainment and more snack options
A
10.0 Wonderful
Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.
C
8.0 Very good
Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.
S
8.0 Very good
Very smooth.
C
4.0 Mediocre
Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.
M
10.0 Wonderful
Don't know.
R
2.0 Poor
They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.
M
10.0 Wonderful
Excellent
R
8.0 Very good
The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.
P
2.0 Poor
2 hour delay
Read more about Southwest

Everything you need to know for your flight to Pensacola

Other airlines flying to Pensacola

Flight deals from the most popular airlines with KAYAK users flying the route
Frontier flights to Pensacola
Spirit Airlines flights to Pensacola
Delta flights to Pensacola
American Airlines flights to Pensacola
United Airlines flights to Pensacola