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Flights from Pittsburgh to Chicago Starting at CNY 47

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip

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

When is the cheapest time to fly from Pittsburgh to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Find cheap airlines flights from Pittsburgh to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines
From $47
Frontier Airlines
From $49
Spirit Airlines
From $52
Delta Air Lines
From $61
Southwest Airlines
From $62
Sun Country Airlines
From $114
Alaska Airlines
From $195
Breeze Airways
From $203
United Airlines
From $214
ANA airlines

Find more flights and airlines

Alternative Cheap Routes from Pittsburgh to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Pittsburgh to Chicago.

  • Cheapest
    American Airlines
    PIT
    13:30
    1h 38m
    Direct
    ORD
    14:08
    Pittsburgh International Airport - O'Hare International Airport
    Sun, May 26American Airlines
    $47
  • Frontier Airlines
    PIT
    13:41
    9h 24m
    1 transfer
    MDW
    22:05
    Pittsburgh International Airport - Midway International Airport
    Tue, May 7Frontier Airlines
    $49
  • Frontier Airlines
    PIT
    13:41
    9h 24m
    1 transfer
    MDW
    22:05
    Pittsburgh International Airport - Midway International Airport
    Tue, May 7Frontier Airlines
    $49
    Find More Flights

Frequently Asked Questions

  • 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 $260.
  • How long does it take to fly from Pittsburgh (PIT) to Chicago (CHI) and what is the distance?

    It takes around 1 hour 35 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 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.
  • What are the most popular airlines that fly from Pittsburgh (PIT) to Chicago (CHI)?

    Airlines with flights from Pittsburgh (PIT) to Chicago (CHI): United Airlines, Southwest Airlines, Alaska Airlines, Royal Jordanian, All Nippon Airways, Air New Zealand, Air Canada and Qantas Airways.

How to find a cheap flight from Pittsburgh to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Pittsburgh to Chicago. Book your flights at the right time and save more.
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

Travel Info | Pittsburgh to Chicago

Cheapest nonstop flight price

$46

Cheapest round-trip ticket price

$92

Off-season for travel

February

Peak season for travel

October

Flight distance

660.47km

Average flight time

1 hour 35 minutes

Popular airline

Delta Air Lines