Woven Adventures

Flights from Pittsburgh to Chicago

6 deals on this route

Chicago skyline and Lake Michigan
Save 40%
$194
$325
Pittsburgh Pennsylvania skyline
PITCHI
Pittsburgh to Chicago
Southwest Airlines
Nonstop·round trip
Jun 11 – Jun 15
Chicago skyline and Lake Michigan
$164
$194
Pittsburgh Pennsylvania skyline
PITCHI
Pittsburgh to Chicago
Spirit Airlines
Nonstop·round trip
Apr 24 – Apr 28
Chicago skyline and Lake Michigan
$200
Pittsburgh Pennsylvania skyline
PITCHI
Pittsburgh to Chicago
Southwest Airlines
Nonstop·round trip
May 21 – May 25
Chicago skyline and Lake Michigan
$284
Pittsburgh Pennsylvania skyline
PITCHI
Pittsburgh to Chicago
Southwest Airlines
Nonstop·round trip
May 7 – Jun 11
Chicago skyline and Lake Michigan
$297
Pittsburgh Pennsylvania skyline
PITCHI
Pittsburgh to Chicago
Spirit Airlines
Nonstop·round trip
Jun 5 – Jun 7
Chicago skyline and Lake Michigan
$366
Pittsburgh Pennsylvania skyline
PITCHI
Pittsburgh to Chicago
Southwest Airlines
Nonstop·round trip
Jun 5 – Jun 7