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

Return flight: Chicago – Pittsburgh

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.

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

The cheapest months to travel to Chicago are october (from 65 $), june (from 79 $), may (from 86 $).

The most expensive months are february (from 281 $), january (from 255 $), august (from 128 $).

What is the lowest airfare Pittsburgh to Chicago?

The cheapest plane ticket found by our users is $65. This airfare is for economy class on one-way UA2683 flight by United Airlines for October 7, 2025 which leaves Pittsburgh Int. in Pittsburgh at 10:59 am and arrives at Chicago O'Hare International at 11:42.

Economy class
$65
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Business class
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First class
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Flight Schedule Pittsburgh (Pennsylvania) to Chicago (Illinois)

07:00 — 07:43
1h 43m flight time
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from$65
Pittsburgh — Chicago
UA1848 United Airlines
08:45 — 09:35
1h 50m flight time
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from$65
Pittsburgh — Chicago
UA3461 United Airlines
10:59 — 11:42
1h 43m flight time
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from$65
Pittsburgh — Chicago
UA2683 United Airlines
11:03 — 11:51
1h 48m flight time
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from$163
Pittsburgh — Chicago
UA4538 United Airlines
11:03 — 11:53
1h 50m flight time
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from$192
Pittsburgh — Chicago
UA3621 United Airlines
14:10 — 14:54
1h 44m flight time
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from$65
Pittsburgh — Chicago
UA2390 United Airlines
14:10 — 14:59
1h 49m flight time
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from$128
Pittsburgh — Chicago
UA3577 United Airlines
14:10 — 14:55
1h 45m flight time
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from$146
Pittsburgh — Chicago
UA1967 United Airlines
14:10 — 14:55
1h 45m flight time
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from$162
Pittsburgh — Chicago
UA2278 United Airlines
15:49 — 19:52
5h 3m flight time
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from$79
15:51 — 17:09 Pittsburgh — Philadelphia
F91792 Frontier Airlines
1h 25m stop
18:39 — 19:55 Philadelphia — Chicago
F91617 Frontier Airlines
17:40 — 23:52
7h 12m flight time
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from$89
17:40 — 19:17 Pittsburgh — Denver
F94373 Frontier Airlines
1h 5m stop
20:22 — 23:52 Denver — Chicago
F93174 Frontier Airlines
17:51 — 18:40
1h 49m flight time
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from$128
Pittsburgh — Chicago
UA1129 United Airlines
18:00 — 18:43
1h 43m flight time
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from$65
Pittsburgh — Chicago
UA2627 United Airlines
18:02 — 18:50
1h 48m flight time
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from$163
Pittsburgh — Chicago
UA777 United Airlines
19:08 — 00:20+1day
6h 12m flight time
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from$89
19:08 — 21:30 Pittsburgh — Orlando
F93819 Frontier Airlines
47m stop
22:17 — 00:20 Orlando — Chicago
F92791 Frontier Airlines
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 and arrival times - local. Updated on October 13, 2025.

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 $ 642.

Direct flights

There are 12 nonstop flights on the route. The fastest direct flight is UA1848 by United Airlines takes 1h 43m and the cheapest is UA2683 by United Airlines for $65.

  • 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 and the cheapest is UA2683 by United Airlines for $79.

  • AS - Alaska Airlines
    from $257
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  • F9 - Frontier Airlines
    from $79
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  • SY - Sun Country Airlines
    from $140
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  • HA - Hawaiian Airlines
    from $258
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  • MX - Mexicana
    from $222
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  • 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 $161
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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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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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