Cheap Flights from Pittsburgh, PA to Chicago, IL from $65

Return flight: Chicago – Pittsburgh
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On Cheapflightsplus.com you will find 12 direct and 489 connecting flights from Pittsburgh to Chicago. You can compare airfare deals from 9 airlines and multiple travel sites from $65, book and save on cheap plane tickets and last minute offers. Also check out PIT-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Pittsburgh to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $65 (one-way), $111 (round-trip).
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Best Flights from Pittsburgh to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Pittsburgh to Chicago with the lowest price of $65. The fastest direct flight takes 1h 43m and the fastest connecting – 4h 5m.
Price Departure Arrival Flight Duration Airline Flight
from $65
Find flight
07:00
Pittsburgh
Pittsburgh Int.
 07:43
Chicago
O'Hare International
 1h 43m United Airlines
UA1848
from $128
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14:10
Pittsburgh
Pittsburgh Int.
 14:59
Chicago
O'Hare International
 1h 49m United Airlines
UA3577
from $162
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14:10
Pittsburgh
Pittsburgh Int.
 14:55
Chicago
O'Hare International
 1h 45m United Airlines
UA2278
from $79
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15:49
Pittsburgh
Pittsburgh Int.
 19:52
Chicago
Midway
 5h 3m
layover
1h 25m - Philadelphia
 Frontier Airlines
F91792
F91617
from $92
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19:24
Pittsburgh
Pittsburgh Int.
 16:25+1 день
Chicago
O'Hare International
 22h 1m
layover
18h 30m - Nashville
 Allegiant Air
G42762
NK2028
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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on September 11, 2025
Full flight schedule will help you in detecting at what time planes fly from Pittsburgh to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
07:00 — 07:43
07:00 — 07:43 UA1848 United Airlines
Pittsburgh — Chicago
1h 43m
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from$65
08:45 — 09:35
08:45 — 09:35 UA3461 United Airlines
Pittsburgh — Chicago
1h 50m
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from$65
10:59 — 11:42
10:59 — 11:42 UA2683 United Airlines
Pittsburgh — Chicago
1h 43m
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from$65
11:03 — 11:51
11:03 — 11:51 UA4538 United Airlines
Pittsburgh — Chicago
1h 48m
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from$163
11:03 — 11:53
11:03 — 11:53 UA3621 United Airlines
Pittsburgh — Chicago
1h 50m
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from$193
14:10 — 14:54
14:10 — 14:54 UA2390 United Airlines
Pittsburgh — Chicago
1h 44m
Find flight
from$65
14:10 — 14:59
14:10 — 14:59 UA3577 United Airlines
Pittsburgh — Chicago
1h 49m
Find flight
from$128
14:10 — 14:55
14:10 — 14:55 UA1967 United Airlines
Pittsburgh — Chicago
1h 45m
Find flight
from$147
14:10 — 14:55
14:10 — 14:55 UA2278 United Airlines
Pittsburgh — Chicago
1h 45m
Find flight
from$162
15:49 — 19:52
15:51 — 17:09 F91792 Frontier Airlines
Pittsburgh — Philadelphia
1h 25m stop
18:39 — 19:55 F91617 Frontier Airlines
Philadelphia — Chicago
5h 3m
including layover
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from$79
17:40 — 23:52
17:40 — 19:17 F94373 Frontier Airlines
Pittsburgh — Denver
1h 5m stop
20:22 — 23:52 F93174 Frontier Airlines
Denver — Chicago
7h 12m
including layover
Find flight
from$89
17:51 — 18:40
17:51 — 18:40 UA1129 United Airlines
Pittsburgh — Chicago
1h 49m
Find flight
from$128
18:00 — 18:43
18:00 — 18:43 UA2627 United Airlines
Pittsburgh — Chicago
1h 43m
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from$65
18:02 — 18:50
18:02 — 18:50 UA777 United Airlines
Pittsburgh — Chicago
1h 48m
Find flight
from$163
19:08 — 00:20
+1 day
19:08 — 21:30 F93819 Frontier Airlines
Pittsburgh — Orlando
47m stop
22:17 — 00:20 F92791 Frontier Airlines
Orlando — Chicago
6h 12m
including layover
Find flight
from$89
*Departure and arrival times - local. Updated on September 11, 2025

Flight Information

Below we will explain in detail what the flights cost on the destination from Pittsburgh to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Pittsburgh and Chicago is 638 miles. Time difference between the cities is 1h. Airplanes depart 05:15 to 21:26 from 3 Pittsburgh airports and arrive 05:15 to 21:26 to 7 Chicago airports. Average flight time is 1h 47m.

  • The fastest flight 1h 43m
  • Average flight time 1h 47m
  • The earliest flight 05:15
  • The latest flight 21:26
  • Distance 397 ml

Popular Airlines on the Route

The flight Pittsburgh — Chicago is served by 9 regular airlines and 4 low-cost airlines. Most of the flights on this route are operated by Alaska Airlines - 13 departures per week at the price of from $ 257 . And the most expensive tickets are offered by United Airlines airline - from $ 644.

Direct flights

There are 12 nonstop flights on the route. The fastest direct flight is UA1848 by United Airlines takes 1h 43m.

  • UA - United Airlines
    from $65
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Connecting Flights

There are 489 flights with layovers on the route. The fastest connecting flight is UA1922 by United Airlines takes 4h 5m.

  • AS - Alaska Airlines
    from $257
    Find
  • F9 - Frontier Airlines
    from $79
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  • SY - Sun Country Airlines
    from $140
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  • HA - Hawaiian Airlines
    from $259
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  • MX - Mexicana
    from $223
    Find
  • UA - United Airlines
    from $188
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  • G4 - Allegiant Air
    from $92
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  • NK - Spirit Airlines
    from $106
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  • 9X - New Axis Airways
    from $162
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See more connecting flights

Airports

You can fly from Pittsburgh to Chicago from 3 airports (Allegheny County, Pittsburgh Int., Civic Ar Heli).

Pittsburgh airports

  • Allegheny County-AGC
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  • Pittsburgh Int.-PIT
    from $65
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  • Civic Ar Heli-CVA
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Chicago airports

  • O'Hare International-ORD
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  • Midway-MDW
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
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  • Pal-Waukee-PWK
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  • Chicago NAS-NOH
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Airplanes

There are flights to Chicago from Pittsburgh by 9 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.

Top Domestic Destinations from Pittsburgh

You may also consider searching for discounted plane tickets to some other popular places from Pittsburgh within United States.

Top International Destinations from Pittsburgh

Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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