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Flights from Pittsburgh to Chicago
Top Airlines Flying from Pittsburgh to Chicago
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Cheap flight deals from Pittsburgh to Chicago
Here are our top budget-friendly flights, offering flexible one-way or round-trip options. Additional flights with other timings and airlines are also available.
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Round-trip
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One way
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Cheapest nonstopPIT 8:00 PM1h 30mNonstopMDW 8:30 PMPittsburgh - Chicago | Wed, Jul 2 | Southwest AirlinesMDW 7:50 AM1h 25mNonstopPIT 10:15 AMChicago - Pittsburgh | Wed, Jul 9 | Southwest AirlinesPHP 4,146 PHP 18,29977% OFF77% OFFPHP 18,299 PHP 4,146
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PIT 7:00 PM1h 25mNonstopMDW 7:25 PMPittsburgh - Chicago | Thu, Aug 7 | Southwest AirlinesMDW 9:30 AM1h 25mNonstopPIT 11:55 AMChicago - Pittsburgh | Mon, Aug 11 | Southwest AirlinesPHP 4,490 PHP 18,29975% OFF75% OFFPHP 18,299 PHP 4,490
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PIT 8:10 AM1h 50mNonstopORD 9:00 AMPittsburgh - Chicago | Wed, Jul 2 | American AirlinesORD 5:07 PM1h 31mNonstopPIT 7:38 PMChicago - Pittsburgh | Wed, Jul 9 | American AirlinesPHP 5,241 PHP 18,29971% OFF71% OFFPHP 18,299 PHP 5,241
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PIT 8:28 PM1h 46mNonstopORD 9:14 PMPittsburgh - Chicago | Mon, Aug 4 | American AirlinesORD 9:01 AM1h 44mNonstopPIT 11:45 AMChicago - Pittsburgh | Wed, Aug 6 | American AirlinesPHP 5,60969% OFFPHP 18,299 PHP 5,609
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PIT 11:05 AM1h 45mNonstopORD 11:50 AMPittsburgh - Chicago | Tue, Jul 1 | United AirlinesMDW 7:50 AM1h 25mNonstopPIT 10:15 AMChicago - Pittsburgh | Tue, Jul 8 | Southwest AirlinesPHP 5,65669% OFFPHP 18,299 PHP 5,656
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PIT 8:38 PM1h 46mNonstopORD 9:24 PMPittsburgh - Chicago | Thu, Aug 7 | American AirlinesORD 8:56 PM1h 50mNonstopPIT 11:46 PMChicago - Pittsburgh | Mon, Aug 11 | American AirlinesPHP 5,65669% OFFPHP 18,299 PHP 5,656
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PIT 2:10 PM1h 45mNonstopORD 2:55 PMPittsburgh - Chicago | Wed, Jul 2 | United AirlinesMDW 1:00 PM1h 20mNonstopPIT 3:20 PMChicago - Pittsburgh | Wed, Jul 9 | Southwest AirlinesPHP 5,78968% OFFPHP 18,299 PHP 5,789
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PIT 8:30 PM1h 30mNonstopMDW 9:00 PMPittsburgh - Chicago | Mon, Aug 4 | Southwest AirlinesMDW 9:55 AM1h 25mNonstopPIT 12:20 PMChicago - Pittsburgh | Wed, Aug 6 | Southwest AirlinesPHP 6,63364% OFFPHP 18,299 PHP 6,633
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PIT 6:30 AM1h 25mNonstopMDW 6:55 AMPittsburgh - Chicago | Tue, Jul 1 | Southwest AirlinesORD 9:25 PM1h 25mNonstopPIT 11:50 PMChicago - Pittsburgh | Tue, Jul 8 | Southwest AirlinesPHP 13,53226% OFFPHP 18,299 PHP 13,532
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PIT 8:10 AM1h 50mNonstopORD 9:00 AMPittsburgh - Chicago | Tue, Jul 1 | American AirlinesORD 5:07 PM1h 31mNonstopPIT 7:38 PMChicago - Pittsburgh | Tue, Jul 8 | American AirlinesPHP 13,90724% OFFPHP 18,299 PHP 13,907
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PIT 1:00 PM17h 25m1 stopsCHI Invalid DatePittsburgh - Chicago | Tue, Jun 17 | Normal AirlineCHI 3:00 PM6hNonstopPIT 4:00 PMChicago - Pittsburgh | Thu, Jun 19 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopPIT 8:00 PM1h 30mNonstopMDW 8:30 PMPittsburgh - Chicago | Wed, Jun 18 | Southwest AirlinesPHP 1,995 PHP 25,24692% OFF92% OFFPHP 25,246 PHP 1,995
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PIT 6:30 AM1h 25mNonstopMDW 6:55 AMPittsburgh - Chicago | Tue, Jul 8 | Southwest AirlinesPHP 2,089 PHP 25,24692% OFF92% OFFPHP 25,246 PHP 2,089
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PIT 6:02 AM1h 54mNonstopORD 6:56 AMPittsburgh - Chicago | Wed, Aug 13 | American AirlinesPHP 2,488 PHP 25,24690% OFF90% OFFPHP 25,246 PHP 2,488
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PIT 8:25 PM1h 44mNonstopORD 9:09 PMPittsburgh - Chicago | Wed, Jun 18 | American AirlinesPHP 2,55890% OFFPHP 25,246 PHP 2,558
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PIT 8:13 AM1h 41mNonstopORD 8:54 AMPittsburgh - Chicago | Tue, Jul 8 | American AirlinesPHP 2,64490% OFFPHP 25,246 PHP 2,644
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PIT 8:55 AM1h 48mNonstopORD 9:43 AMPittsburgh - Chicago | Wed, Jul 2 | American AirlinesPHP 2,64490% OFFPHP 25,246 PHP 2,644
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PIT 5:20 AM1h 50mNonstopORD 6:10 AMPittsburgh - Chicago | Wed, Jul 9 | American AirlinesPHP 2,64490% OFFPHP 25,246 PHP 2,644
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PIT 8:16 PM1h 44mNonstopORD 9:00 PMPittsburgh - Chicago | Sat, Jun 21 | American AirlinesPHP 14,65842% OFFPHP 25,246 PHP 14,658
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PIT 8:25 PM1h 44mNonstopORD 9:09 PMPittsburgh - Chicago | Tue, Jun 17 | American AirlinesPHP 18,76526% OFFPHP 25,246 PHP 18,765
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PIT 8:00 PM1h 30mNonstopMDW 8:30 PMPittsburgh - Chicago | Tue, Jun 17 | Southwest AirlinesPHP 19,18724% OFFPHP 25,246 PHP 19,187
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PIT 1:00 PM17h 25m1 stopsCHI Invalid DatePittsburgh - Chicago | Tue, Jun 17 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Flying from Pittsburgh to Chicago
Cheapest one-way flight price | PHP 1,994 |
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Cheapest round-trip ticket price | PHP 4,145 |
Off-season for travel | April |
Peak season for travel | March |
Flight distance | 660.47 km |
Average flight time | 1 hour 44 minutes |
Popular airline | United Airlines |
When is the cheapest time to fly from Pittsburgh to Chicago?
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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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 PHP 17,536. -
How long does it take to fly from Pittsburgh (PIT) to Chicago (CHI) and what is the distance?
It takes around 1 hour 44 minutes to fly from Pittsburgh (PIT) to Chicago (CHI). -
What are the most popular airlines that fly from Pittsburgh (PIT) to Chicago (CHI)?
Airlines with flights from Pittsburgh (PIT) to Chicago (CHI): Alaska Airlines, United Airlines, Gulf Air, Qantas Airways, American Airlines, Southwest Airlines, Royal Jordanian and Qatar 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.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
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