Cheap Flights from Pittsburgh to Chicago

Popular airlines from Pittsburgh Intl. Airport (PIT) to Chicago

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Cheap Flights from Pittsburgh to Chicago (PIT-CHI)

Prices were available within the past 7 days and start at for one-way flights and S$227 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$227 Return, found 1 day ago
S$227
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$227 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$305 Return, found 1 day ago
S$305
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$305 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$306 Return, found 1 day ago
S$306
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$306 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$383 Return, found 1 day ago
S$383
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$383 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$436 Return, found 1 day ago
S$436
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$436 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$445 Return, found 1 day ago
S$445
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$445 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$462 Return, found 1 day ago
S$462
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$462 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$486 Return, found 1 day ago
S$486
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$486 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$499 Return, found 1 day ago
S$499
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$499 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$524 Return, found 1 day ago
S$524
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$524 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$551 Return, found 1 day ago
S$551
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$551 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$564 Return, found 1 day ago
S$564
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$564 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$587 Return, found 1 day ago
S$587
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$587 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$588 Return, found 1 day ago
S$588
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$588 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$639 Return, found 1 day ago
S$639
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$639 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$652 Return, found 1 day ago
S$652
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$652 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$741 Return, found 1 day ago
S$741
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$741 found 1 day ago
United
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$1,010 Return, found 1 day ago
S$1,010
Return
found 1 day ago
Select United flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$1,010 found 1 day ago
Delta
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$1,041 Return, found 1 day ago
S$1,041
Return
found 1 day ago
Select Delta flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$1,041 found 1 day ago
United
Sat, 13 Sep - Mon, 15 Sep
PIT
Pittsburgh
MDW
Chicago
S$1,050 Return, found 1 day ago
S$1,050
Return
found 1 day ago
Select United flight, departing Sat, 13 Sep from Pittsburgh to Chicago, returning Mon, 15 Sep, priced at S$1,050 found 1 day ago

Find the cheapest month to fly from Pittsburgh (PIT) to Chicago (CHI)

August is typically the cheapest month to fly

From S$98 - S$502 per traveller.

Graph displaying average flight prices per month

Pittsburgh to Chicago route information
Origin airport
Pittsburgh Intl.
Destination airport
Midway Intl.
Return price
S$227
Distance
639 km

Perfect flights from Pittsburgh to Chicago

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*Note: Prices may vary based on availability and are subject to change.

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