Cheap Flights from Pittsburgh, PA to Chicago, IL from $65
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
Best Flights from Pittsburgh to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $65 | 07:00 Pittsburgh Pittsburgh Int. | 07:43 Chicago O'Hare International | 1h 43m | United Airlines | UA1848 |
from $128 | 14:10 Pittsburgh Pittsburgh Int. | 14:59 Chicago O'Hare International | 1h 49m | United Airlines | UA3577 |
from $162 | 14:10 Pittsburgh Pittsburgh Int. | 14:55 Chicago O'Hare International | 1h 45m | United Airlines | UA2278 |
from $79 | 15:49 Pittsburgh Pittsburgh Int. | 19:52 Chicago Midway | 5h 3m layover 1h 25m - Philadelphia | Frontier Airlines | F91792 F91617 |
from $92 | 19:24 Pittsburgh Pittsburgh Int. | 16:25+1 день Chicago O'Hare International | 22h 1m layover 18h 30m - Nashville | Allegiant Air | G42762 NK2028 |
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.
Flight Schedule Pittsburgh (Pennsylvania) to Chicago (Illinois)
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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 Airlinesfrom $65Find
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 Airlinesfrom $257Find
- F9 - Frontier Airlinesfrom $79Find
- SY - Sun Country Airlinesfrom $140Find
- HA - Hawaiian Airlinesfrom $258Find
- MX - Mexicanafrom $222Find
- UA - United Airlinesfrom $188Find
- G4 - Allegiant Airfrom $92Find
- NK - Spirit Airlinesfrom $106Find
- 9X - New Axis Airwaysfrom $161Find
Airports
You can fly from Pittsburgh to Chicago from 3 airports (Allegheny County, Pittsburgh Int., Civic Ar Heli).
Pittsburgh airports
- Allegheny County-AGCFind
- Pittsburgh Int.-PITfrom $65Find
- Civic Ar Heli-CVAFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
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.
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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.
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How to book a plane 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.
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