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Flights from Pittsburgh (PIT) to Chicago (CHI)

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Pittsburgh to Chicago Flights

NK

Pittsburgh International Airport

17:50

PIT

17 Jan 2026
6h 56m

23:46

ORD

17 Jan 2026
$70.29*
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UA

Pittsburgh International Airport

14:06

PIT

17 Jan 2026
1h 49m

14:55

ORD

17 Jan 2026
$123.56*
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AA

Pittsburgh International Airport

06:25

PIT

17 Jan 2026
2h 04m

07:29

ORD

17 Jan 2026
$123.56*
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AS

Pittsburgh International Airport

07:00

PIT

18 Jan 2026
11h 10m

17:10

ORD

18 Jan 2026
$254.10*
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Cheap Flights from Pittsburgh to Chicago

Chicago offers a host of activities that a tourist will love - an amazing skyline,  museums, and lakeside parks. If you’re a food lover, try deep-dish pizza. Compare flights from Pittsburgh to Chicago on Cheapfaremart. Simply choose your dates, pick your airline, and book your trip with confidence.

Best Time to Visit Chicago

  • High Season (May-September): Summer is the busiest season in Chicago, thanks to warm weather and the opportunity to enjoy outdoor concerts. Take boat tours on Lake Michigan, and attend lively festivals.
  • Low Season (December-February): Winter in Chicago is cold, but there are fewer crowds and you can find better deals on flights and hotels.
  • Shoulder Season (March-April, October-November): Spring and fall offer mild weather, pleasant scenery, and reasonable prices.

Airports and Airlines

Depart From:
  • Pittsburgh International Airport (PIT)
Arrive At:
Chicago has two major airports:
  • O’Hare International Airport (ORD) is among the busiest airports in the U.S. and is easy to reach by public transportation.
  • Chicago Midway International Airport (MDW) is closer to downtown and is a convenient option for Southwest flights.
You can choose nonstop or connecting flights on several airlines, including:
  • United Airlines
  • American Airlines
  • Southwest Airlines
  • Delta Air Lines

Travel Classes

  • Economy Class: You get one carry-on, one checked bag, standard seating, and light snacks.
  • Premium Economy: You have extra legroom, early boarding, and priority check-in, making your airport experience smoother.
  • Business Class: Business class offers two checked bags, lounge access, premium meals, and spacious seating.

Flight Time from Pittsburgh to Chicago

A nonstop flight from Pittsburgh to Chicago takes about 1 hour and 40 minutes and covers roughly 409 miles (658 km).
Connecting flights usually take 3 to 5 hours, depending on your layover.

FAQs

1. What’s the cheapest month to fly from Pittsburgh to Chicago?
January and September are often the cheapest months to fly. Check fares early on Cheapfaremart for the best deals, if you want to fly from Pittsburgh to Chicago. 
2. Which airlines offer nonstop flights from Pittsburgh to Chicago?
United and American both offer several nonstop flights each day from PIT to ORD or MDW.
3. How much baggage can I bring on an economy ticket?
Most airlines allow you to bring:
  • 1 carry-on (7-10 kg)
  • 1 checked bag (23 kg)
Make sure to check your airline’s baggage policy before booking.
4. What are the fare rules for PIT-Chicago flights?
  • Basic: Non-refundable. Personal item only. No changes allowed.
  • Standard: Includes one checked bag. Changes allowed for a fee.
  • Flex: Two checked bags. Free date changes (fare difference may apply). Partial refund.
  • Business: Fully refundable; lounge access; two checked bags; unlimited free changes/cancellations
5. Do I need a visa for the Pittsburgh to Chicago flights?
No, you do not need a visa. This is a domestic U.S. flight. Bring a valid government-issued photo ID. 
 

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“Terms and Conditions”

Discounts and savings on airfares are calculated based on several factors, including comparison of fares across more than 500 airlines. The quoted pricing reflects our best available fare at the time of search. Coupon codes are valid for applicable discounts on our service fees for eligible bookings. Additional terms may apply to specific offers, which will be disclosed at the time of booking.

Fare Disclosures

  • Unless otherwise specified, all listed fares are for round-trip travel and include applicable fuel surcharges, taxes, fees, and our service fees.

  • Displayed fares are based on historical pricing data and are subject to change.

  • Tickets are nonrefundable, nontransferable, name changes are not permitted, and subject to airline’s fare rules and restrictions.

  • Availability of the quoted fare is more likely on travel dates that fall on Tuesdays, Wednesdays, and Thursdays.

  • These fares may also require an advance purchase of up to 21 days and/or a Saturday night stay.

  • Blackout dates may apply, especially during peak travel periods or holidays. Travel on weekends or holidays may be subject to additional surcharges.

For further details, please review our full Terms and Conditions.

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