Cheap Flights from Chicago to Pittsburgh
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Deals from
Chicago
RatePunk searches hundreds of travel sites at once for deals on flights to Pittsburgh
Prices updated 2 days ago
444 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated Aug 9, 2026.)
Today’s best flight deals from Chicago to Pittsburgh
Explore current cheapest deals departing from Chicago to Pittsburgh
2026-09-05 – 2026-09-11
CHI - Pittsburgh
71% AI deal score
$217
$127
Round trip
2026-09-06 – 2026-09-11
CHI - Pittsburgh
72% AI deal score
$224
$137
Round trip
2026-09-05 – 2026-09-06
CHI - Pittsburgh
72% AI deal score
$228
$137
Round trip
2026-09-02 – 2026-09-05
CHI - Pittsburgh
50% AI deal score
$228
$164
Round trip
2026-09-05 – 2026-09-10
CHI - Pittsburgh
50% AI deal score
$224
$164
Round trip
2026-09-05 – 2026-09-07
CHI - Pittsburgh
50% AI deal score
$228
$164
Round trip
2026-09-11 – 2026-09-14
CHI - Pittsburgh
50% AI deal score
$226
$164
Round trip
2026-09-05 – 2026-09-12
CHI - Pittsburgh
49% AI deal score
$217
$164
Round trip
2026-09-05 – 2026-09-08
CHI - Pittsburgh
44% AI deal score
$142
$164
Round trip
2026-08-27 – 2026-08-31
CHI - Pittsburgh
74% AI deal score
$299
$172
Round trip
