PIT

Find cheap Southwest flights to Pittsburgh from $104

1 adult

Search hundreds of travel sites at once for deals on Southwest flights to Pittsburgh

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights Deals

Cheap Southwest Flight Deals to Pittsburgh

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

Recent round-trip Southwest flight deals to Pittsburgh

KAYAK's recommended round-trip Southwest deals departing in the coming months to Pittsburgh.
Discover the best prices for you by selecting your travel dates on KAYAK.
Southwest Logo
7:30 am - 12:15 pmBOS-PIT
4h 45m1 stop
Southwest Logo
4:25 pm - 10:25 pmPIT-BOS
6h 00m1 stop
$207Southwest
Find Deal
Wed, May 14 - Wed, May 14
Southwest Logo
6:30 pm - 11:40 pmBOS-PIT
5h 10m1 stop
Southwest Logo
5:35 am - 10:00 amPIT-BOS
4h 25m1 stop
$227Southwest
Find Deal
Fri, Aug 29 - Mon, Sep 1
Southwest Logo
10:50 am - 5:40 pmBOS-PIT
6h 50m2 stops
Southwest Logo
12:05 pm - 3:25 pmPIT-BOS
3h 20m1 stop
$237Southwest
Find Deal
Tue, Aug 26 - Tue, Sep 2
Southwest Logo
4:00 pm - 9:10 pmORD-PIT
4h 10m1 stop
Southwest Logo
6:00 am - 11:50 amPIT-ORD
6h 50m1 stop
$255Southwest
Find Deal
Tue, May 20 - Tue, May 27
Southwest Logo
5:50 am - 3:20 pmBOS-PIT
9h 30m2 stops
Southwest Logo
6:05 pm - 12:25 amPIT-BOS
6h 20m1 stop
$257Southwest
Find Deal
Tue, Jun 3 - Fri, Jun 6
Southwest Logo
7:20 pm - 11:40 pmBOS-PIT
4h 20m1 stop
Southwest Logo
1:25 pm - 10:45 pmPIT-BOS
9h 20m2 stops
$262Southwest
Find Deal
Mon, Jun 16 - Tue, Jun 17
Southwest Logo
7:20 pm - 10:50 pmBOS-PIT
3h 30m1 stop
Southwest Logo
6:00 am - 10:20 amPIT-BOS
4h 20m1 stop
$268Southwest
Find Deal
Sat, May 10 - Tue, May 13
Southwest Logo
2:55 pm - 7:55 pmORD-PIT
4h 00m1 stop
Southwest Logo
6:00 am - 11:50 amPIT-ORD
6h 50m1 stop
$270Southwest
Find Deal
Sat, Sep 13 - Tue, Sep 16
Southwest Logo
5:35 am - 3:40 pmBOS-PIT
10h 05m2 stops
Southwest Logo
12:05 pm - 3:25 pmPIT-BOS
3h 20m1 stop
$273Southwest
Find Deal
Thu, Aug 28 - Tue, Sep 2
Southwest Logo
1:50 pm - 10:55 pmBOS-PIT
9h 05m2 stops
Southwest Logo
4:50 pm - 11:20 pmPIT-BOS
6h 30m1 stop
$277Southwest
Find Deal
Wed, Jul 16 - Wed, Jul 23
Useful Info

Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$104
Average price round-trip$310
Good deal one-way$117
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Boston to Pittsburgh
(avg. price over the last 2 weeks)
or less

When to book flights with Southwest to Pittsburgh

Average price per month
Flight prices as travel date approaches

FAQs for flying to Pittsburgh with Southwest

  • Which other airlines fly to Pittsburgh?

    Along with Southwest, you can also fly to Pittsburgh with Delta, Allegiant Air, Breeze Airways, American Airlines, Frontier, Delta, Southern / Mokulele, Allegiant Air, Spirit Airlines, Breeze Airways, United Airlines, Sun Country Air and Hawaiian Airlines.

  • How much is a flight to Pittsburgh with Southwest?

    On average, Southwest flights to Pittsburgh cost $229 one-way.

  • Which airport do Southwest flights to Pittsburgh fly into?

    You’ll fly into Pittsburgh Airport when flying to Pittsburgh with Southwest.

Top tips for your flights to Pittsburgh with Southwest

  • The cheapest flight to Pittsburgh with Southwest found on KAYAK in the last 2 weeks departed from Baltimore and cost $96.

Southwest customer reviews

8.0
Very goodBased on 4,294 verified guest reviews
8.0Comfort
8.2Boarding
7.1Food
8.6Crew
7.6Entertainment
Pros +
Cons -
Show reviews that mention
Traveler rating:
Sort by:
K
8.0 Very good
Start drink service earlier. We were rushed.
J
8.0 Very good
It is southwest seat was ok. Not the most comfortable seat
H
6.0 Okay
They were more than 2 hours late.
H
10.0 Wonderful
Good
J
8.0 Very good
I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight
J
6.0 Okay
The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.
A
10.0 Wonderful
Plz don't take away free bags and free seating
D
6.0 Okay
The seats were a bit cramped and worn, but otherwise okay.
D
6.0 Okay
The seats were a bit cramped, but otherwise okay.
A
8.0 Very good
It departed late
Read more about Southwest

Everything you need to know for your flight to Pittsburgh

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.