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Flights from Pittsburgh to Chicago
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Book flight tickets from Pittsburgh to Chicago starting at ₹ 5,660

For as little as ₹ 5,660, you can take your next adventure to Chicago without breaking the bank. Choose between one-way and return tickets from Pittsburgh below.

  • One way
  • Round-trip
      • Cheapest nonstop
        PIT11:07
        1h 43m
        Nonstop
        ORD11:50
        Wed, Jan 29|Pittsburgh - Chicago|American Airlines
        ₹ 5,660₹ 8,022
        28% OFF
        28% OFF
        ₹ 8,022₹ 5,660

        Choose American Airlines flights from Pittsburgh to Chicago. The one-way direct flight with American Airlines departs from Pittsburgh International Airport on Wed, Jan 29, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 5,660 including taxes and charges.

      • PIT07:18
        1h 57m
        Nonstop
        ORD08:15
        Wed, Jan 22|Pittsburgh - Chicago|American Airlines
        ₹ 5,707₹ 8,022
        28% OFF
        28% OFF
        ₹ 8,022₹ 5,707

        Choose American Airlines flights from Pittsburgh to Chicago. The one-way direct flight with American Airlines departs from Pittsburgh International Airport on Wed, Jan 22, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 5,707 including taxes and charges.

      • PIT11:07
        1h 43m
        Nonstop
        ORD11:50
        Tue, Feb 11|Pittsburgh - Chicago|American Airlines
        ₹ 5,918₹ 8,022
        26% OFF
        26% OFF
        ₹ 8,022₹ 5,918

        Choose American Airlines flights from Pittsburgh to Chicago. The one-way direct flight with American Airlines departs from Pittsburgh International Airport on Tue, Feb 11, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 5,918 including taxes and charges.

      • PIT07:08
        1h 57m
        Nonstop
        ORD08:05
        Tue, Jan 28|Pittsburgh - Chicago|American Airlines
        ₹ 6,117
        ₹ 6,117

        Choose American Airlines flights from Pittsburgh to Chicago. The one-way direct flight with American Airlines departs from Pittsburgh International Airport on Tue, Jan 28, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 6,117 including taxes and charges.

      • PIT07:18
        1h 56m
        Nonstop
        ORD08:14
        Tue, Jan 7|Pittsburgh - Chicago|American Airlines
        ₹ 6,129
        ₹ 6,129

        Choose American Airlines flights from Pittsburgh to Chicago. The one-way direct flight with American Airlines departs from Pittsburgh International Airport on Tue, Jan 7, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 6,129 including taxes and charges.

      • PIT12:50
        1h 30m
        Nonstop
        MDW13:20
        Tue, Jan 7|Pittsburgh - Chicago|Southwest Airlines
        ₹ 6,141
        ₹ 6,141

        Choose Southwest Airlines flights from Pittsburgh to Chicago. The one-way direct flight with Southwest Airlines departs from Pittsburgh International Airport on Tue, Jan 7, arriving at Midway International Airport. One-way ticket prices start from ₹ 6,141 including taxes and charges.

      • PIT07:08
        1h 57m
        Nonstop
        ORD08:05
        Tue, Jan 21|Pittsburgh - Chicago|American Airlines
        ₹ 6,153
        ₹ 6,153

        Choose American Airlines flights from Pittsburgh to Chicago. The one-way direct flight with American Airlines departs from Pittsburgh International Airport on Tue, Jan 21, arriving at O'Hare International Airport. One-way ticket prices start from ₹ 6,153 including taxes and charges.

      • PIT12:50
        1h 30m
        Nonstop
        MDW13:20
        Wed, Jan 15|Pittsburgh - Chicago|Southwest Airlines
        ₹ 6,188
        ₹ 6,188

        Choose Southwest Airlines flights from Pittsburgh to Chicago. The one-way direct flight with Southwest Airlines departs from Pittsburgh International Airport on Wed, Jan 15, arriving at Midway International Airport. One-way ticket prices start from ₹ 6,188 including taxes and charges.

      • PIT12:50
        1h 30m
        Nonstop
        MDW13:20
        Wed, Feb 12|Pittsburgh - Chicago|Southwest Airlines
        ₹ 6,410
        ₹ 6,410

        Choose Southwest Airlines flights from Pittsburgh to Chicago. The one-way direct flight with Southwest Airlines departs from Pittsburgh International Airport on Wed, Feb 12, arriving at Midway International Airport. One-way ticket prices start from ₹ 6,410 including taxes and charges.

      • PIT07:05
        1h 35m
        Nonstop
        MDW07:40
        Wed, Jan 29|Pittsburgh - Chicago|Southwest Airlines
        ₹ 6,457
        ₹ 6,457

        Choose Southwest Airlines flights from Pittsburgh to Chicago. The one-way direct flight with Southwest Airlines departs from Pittsburgh International Airport on Wed, Jan 29, arriving at Midway International Airport. One-way ticket prices start from ₹ 6,457 including taxes and charges.

      • PIT01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Sun, Jan 5|Pittsburgh - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Pittsburgh to Chicago

These price trend charts carefully monitor and predict how flight prices from Pittsburgh to Chicago will change. Keep a close eye on them to understand when the best time to buy your tickets is.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Pittsburgh to Chicago

We have a range of prices from different airlines providing flights from Pittsburgh to Chicago. Check below for the journey which best suits your travel needs.

American Airlines
From ₹ 5,660
Southwest Airlines
From ₹ 6,141
Delta Air Lines
From ₹ 6,821
United Airlines
From ₹ 7,629
Frontier Airlines
From ₹ 13,700
Spirit Airlines
From ₹ 46,279

Find more flights and airlines

Alternative Routes from Pittsburgh to Chicago

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to Chicago from Pittsburgh which could help you save money and time.

  • Cheapest
    American Airlines
    PIT
    11:07
    1h 43m
    Nonstop
    ORD
    11:50
    Pittsburgh International Airport - O'Hare International Airport
    Wed, Jan 29American Airlines
    ₹ 5,660
  • Southwest Airlines
    PIT
    12:50
    1h 30m
    Nonstop
    MDW
    13:20
    Pittsburgh International Airport - Midway International Airport
    Tue, Jan 7Southwest Airlines
    ₹ 6,141
  • Southwest Airlines
    PIT
    12:50
    1h 30m
    Nonstop
    MDW
    13:20
    Pittsburgh International Airport - Midway International Airport
    Tue, Jan 7Southwest Airlines
    ₹ 6,141
    Find More Flights

FAQ

  • When are flight tickets from Pittsburgh (PIT) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Pittsburgh to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Pittsburgh (PIT) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around ₹ 21,961.

  • How long does it take to fly from Pittsburgh (PIT) to Chicago (CHI) and what is the distance?

    It takes around 1 hour 47 minutes to fly from Pittsburgh (PIT) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Pittsburgh (PIT) to Chicago (CHI)?

How to find a cheap flight from Pittsburgh to Chicago

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Pittsburgh to Chicago

Cheapest nonstop flight price₹ 5,660
Cheapest round-trip ticket price₹ 11,602
Off-season for travelNovember
Peak season for travelMarch
Flight distance660.47 km
Average flight time1 hour 47 minutes
Popular airlineAmerican Airlines

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