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Cheap flights Pittsburgh — Chicago

from $84 659 km ~1h 17m 7 flights found 2 airlines cheapest on Monday
How many travellers?
Adults
12+ years
1
Children
2–11 years
0
Infants
under 2
0
Choose your departure date
Cheapest: $84 on 15.11.2026
Prices shown are from searches by other travellers over the last 24 hours. Missing a date? Click any day — we'll find tickets anyway.
November 2026
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December 2026
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January 2027
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Prices found for 14 of 90 days. Prices update as more travellers search. Click any date to search live.
Depart
—
Return
—
Cheapest flights found
16 Nov 2026, Mon
American Airlines AA 3012
04:27
PIT Pittsburgh International Airport
06:29
ORD O'Hare International Airport
2h 2m Direct
View this ticket
14 Nov 2026, Sat
American Airlines AA 3239
00:03
PIT Pittsburgh International Airport
01:54
ORD O'Hare International Airport
1h 51m Direct
View this ticket
26 Nov 2026, Thu
American Airlines AA 4649
17:01
PIT Pittsburgh International Airport
19:05
ORD O'Hare International Airport
2h 4m Direct
View this ticket
18 Nov 2026, Wed
Frontier Airlines F9 1619
02:27
PIT Pittsburgh International Airport
08:17
ORD O'Hare International Airport
5h 50m 1 stop
View this ticket
21 Nov 2026, Sat
Frontier Airlines F9 3819
02:59
PIT Pittsburgh International Airport
08:39
ORD O'Hare International Airport
5h 40m 1 stop
View this ticket
17 Nov 2026, Tue
American Airlines AA 4649
18:02
PIT Pittsburgh International Airport
20:00
ORD O'Hare International Airport
1h 58m Direct
View this ticket
Route characteristics
Distance
659 km
Flight time
1h 17m
Time difference
-1h
Minimum price
from $84 (15.11.2026)
Average price
$140
Maximum price
$259
Departures per week
1
Cheapest day
Monday
Departure airports (1)
PIT Pittsburgh International Airport
Arrival airports (1)
ORD O'Hare International Airport
Airlines (2)
AA American Airlines F9 Frontier Airlines
Agencies (3)
Clickavia Tickets Farera
Prices by day of week
Airlines — cheapest prices 2
American Airlines
American Airlines
5 flights · 5 days
$84
Frontier Airlines
Frontier Airlines
Low-cost 2 flights · 2 days
$148
Where to buy tickets 3
Clickavia
1 tickets · 1 days
from $84
Tickets
2 tickets · 2 days
from $94
Farera
4 tickets · 4 days
from $139
Airports

From — Pittsburgh (1)

  • PIT Pittsburgh International Airport

To — Chicago (1)

  • ORD O'Hare International Airport
Other destinations from Pittsburgh
Frequently asked questions about the route Pittsburgh — Chicago
How long is the flight from Pittsburgh to Chicago?
Approximate flight time — 1h 17m. This is an average for a direct flight. With connections, the time may be longer.
What is the distance from Pittsburgh to Chicago?
The straight-line distance — 659 km.
How much do flights from Pittsburgh to Chicago cost?
The minimum price over 3 months — from $84 on 15.11.2026.
What is the average ticket price?
The average price — $140. Range: $84 — $259.
What is the time difference between Pittsburgh and Chicago?
The difference — -1h.
From which airports does Pittsburgh operate flights?
From Pittsburgh: PIT (Pittsburgh International Airport).
To which airports in Chicago do flights arrive?
To Chicago: ORD (O'Hare International Airport).
Which airlines fly this route?
This route is served by 2 airlines: American Airlines, Frontier Airlines.
Are there direct flights?
Yes, there are direct flights. Minimum direct price — from $84. Total direct flights found: 4.
Which day of the week is cheapest?
The cheapest day of the week — Monday.
When is the best time to buy tickets?
Optimal — 1–3 months before departure. Check the calendar above — it shows the best dates.
How do I book flights?
Click "View this ticket" on any flight card — you'll be redirected to the booking page with this specific ticket pre-selected.
About the route Pittsburgh — Chicago

Flights Pittsburgh — Chicago is a popular route. The straight-line distance is 659 km. Flight time 1h 17m. Time difference -1h.

From Pittsburgh (PIT) flights depart from 1 airport: PIT. To Chicago (ORD) — 1 arrival airport: ORD.

2 airlines operate on this route: American Airlines, Frontier Airlines.

The minimum price for the next 3 months — from $84 (15.11.2026). The cheapest dates are highlighted in the calendar above.

The average ticket price — $140, ranging from $84 to $259. Book 1–3 months in advance to get the best deals.

Cheapest day to fly — Monday.

Other destinations in United States from Pittsburgh