PNS

Find cheap Southwest flights to Pensacola from $96

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

Mon, Apr 20 - Thu, Apr 23
Southwest Logo
12:55 pm - 4:40 pm
DEN
-
PNS
2h 45mnonstop
Southwest Logo
4:20 pm - 6:35 pm
PNS
-
DEN
3h 15mnonstop
$181Southwest
Sat, Mar 28 - Mon, Mar 30
Southwest Logo
5:25 am - 12:30 pm
DEN
-
PNS
6h 05m
1 stop
Southwest Logo
11:50 am - 6:45 pm
PNS
-
DEN
7h 55m
1 stop
$237Southwest
Wed, Apr 1 - Tue, Apr 7
Southwest Logo
7:55 am - 1:50 pm
DEN
-
PNS
4h 55m
1 stop
Southwest Logo
3:30 pm - 5:40 pm
PNS
-
DEN
3h 10mnonstop
$247Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
2:40 pm - 7:00 pm
ORD
-
PNS
4h 20m
1 stop
Southwest Logo
10:10 am - 6:25 pm
PNS
-
ORD
8h 15m
2 stops
$256Southwest
Fri, Apr 3 - Mon, Apr 6
Southwest Logo
8:05 am - 4:45 pm
DEN
-
PNS
7h 40m
1 stop
Southwest Logo
5:30 am - 9:40 am
PNS
-
DEN
5h 10m
1 stop
$257Southwest
Tue, Apr 21 - Tue, Apr 28
Southwest Logo
11:55 am - 8:20 pm
ORD
-
PNS
8h 25m
2 stops
Southwest Logo
7:40 am - 6:25 pm
PNS
-
ORD
10h 45m
2 stops
$262Southwest
Fri, Apr 3 - Mon, Apr 6
Southwest Logo
8:05 am - 4:45 pm
DEN
-
PNS
7h 40m
1 stop
Southwest Logo
4:00 pm - 8:00 pm
PNS
-
DEN
5h 00m
1 stop
$277Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
7:00 am - 2:45 pm
DTW
-
PNS
8h 45m
2 stops
Southwest Logo
6:15 am - 3:35 pm
PNS
-
DTW
8h 20m
2 stops
$277Southwest
Mon, Mar 23 - Fri, Mar 27
Southwest Logo
6:05 am - 3:20 pm
DEN
-
PNS
8h 15m
1 stop
Southwest Logo
5:30 am - 9:40 am
PNS
-
DEN
5h 10m
1 stop
$282Southwest
Sat, Jun 6 - Sat, Jun 13
Southwest Logo
7:45 am - 3:40 pm
ORD
-
PNS
7h 55m
2 stops
Southwest Logo
6:55 am - 12:50 pm
PNS
-
ORD
5h 55m
1 stop
$285Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$96
Average price round-trip$507
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago O'Hare 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 Breeze Airways, United Airlines, American Airlines, Delta, Spirit Airlines, Frontier and Delta.

  • How much is a flight to Pensacola with Southwest?

    On average, Southwest flights to Pensacola cost $209 one-way.

  • 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 Houston Hobby Airport and cost $118.
  • 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 January.

Southwest customer reviews

8.0
Very good4,300 verified ratings
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Traveler rating:
Sort by:
T
10.0 Wonderful
I have not flown Southwest in awhile and had a very pleasant experience. From ticketing to boarding to the flight. The flight left on time and landed ahead of schedule. It won't be so long next time!!
D
4.0 Mediocre
The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.
B
4.0 Mediocre
Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.
L
4.0 Mediocre
An entire day of delays. Cost lots of money. Meals and a hotel.
M
10.0 Wonderful
Seats were comfortable but I miss entertainment.
D
6.0 Okay
Delays are unfortunate.
K
2.0 Poor
Our flight was 3.5 hours late!!!
B
10.0 Wonderful
Awesome
A
10.0 Wonderful
Great plane, great attendants,great flight crew,on time. Wonderful flight home..
A
4.0 Mediocre
The WiFi and crew on the plane were good, however, the boarding experience was awful. I paid for the Choice Preferred and was boarded in group 5 so all overhead storage was full. They found room for our luggage, but further back making getting off the plane a nightmare. Also, we were in row 6 and the seats were extremely uncomfortable. Both my daughter and I had no leg room and couldn’t wait to get off the plane.
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
Spirit Airlines flights to Pensacola
Delta flights to Pensacola
American Airlines flights to Pensacola
Frontier flights to Pensacola
United Airlines flights to Pensacola