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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 4:15 PM1h 25mNonstopMDW 4:40 PMPittsburgh - Chicago | Thu, Aug 7 | Southwest AirlinesMDW 5:25 PM1h 20mNonstopPIT 7:45 PMChicago - Pittsburgh | Mon, Aug 11 | Southwest AirlinesPHP 4,166 PHP 17,53576% OFF76% OFFPHP 17,535 PHP 4,166
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PIT 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 4,182 PHP 17,53576% OFF76% OFFPHP 17,535 PHP 4,182
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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 5,176 PHP 17,53570% OFF70% OFFPHP 17,535 PHP 5,176
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PIT 8:38 PM1h 46mNonstopORD 9:24 PMPittsburgh - Chicago | Thu, Aug 7 | American AirlinesORD 6:39 PM1h 44mNonstopPIT 9:23 PMChicago - Pittsburgh | Mon, Aug 11 | American AirlinesPHP 5,20870% OFFPHP 17,535 PHP 5,208
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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 5,28670% OFFPHP 17,535 PHP 5,286
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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 5,55568% OFFPHP 17,535 PHP 5,555
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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 5,70567% OFFPHP 17,535 PHP 5,705
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PIT 11:05 AM1h 45mNonstopORD 11:50 AMPittsburgh - Chicago | Thu, Aug 7 | United AirlinesMDW 9:30 AM1h 25mNonstopPIT 11:55 AMChicago - Pittsburgh | Mon, Aug 11 | Southwest AirlinesPHP 5,72867% OFFPHP 17,535 PHP 5,728
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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 13,64922% OFFPHP 17,535 PHP 13,649
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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 14,02820% OFFPHP 17,535 PHP 14,028
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PIT 1:00 PM17h 25m1 stopsCHI Invalid DatePittsburgh - Chicago | Fri, Jun 20 | Normal AirlineCHI 3:00 PM6hNonstopPIT 4:00 PMChicago - Pittsburgh | Sun, Jun 22 | 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 2,012 PHP 18,81789% OFF89% OFFPHP 18,817 PHP 2,012
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PIT 6:30 AM1h 25mNonstopMDW 6:55 AMPittsburgh - Chicago | Tue, Jul 8 | Southwest AirlinesPHP 2,107 PHP 18,81789% OFF89% OFFPHP 18,817 PHP 2,107
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PIT 6:02 AM1h 54mNonstopORD 6:56 AMPittsburgh - Chicago | Wed, Aug 13 | American AirlinesPHP 2,509 PHP 18,81787% OFF87% OFFPHP 18,817 PHP 2,509
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PIT 8:13 AM1h 41mNonstopORD 8:54 AMPittsburgh - Chicago | Tue, Jul 8 | American AirlinesPHP 2,66786% OFFPHP 18,817 PHP 2,667
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PIT 5:20 AM1h 50mNonstopORD 6:10 AMPittsburgh - Chicago | Wed, Jul 9 | American AirlinesPHP 2,66786% OFFPHP 18,817 PHP 2,667
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PIT 7:00 PM1h 25mNonstopMDW 7:25 PMPittsburgh - Chicago | Thu, Aug 14 | Southwest AirlinesPHP 2,68386% OFFPHP 18,817 PHP 2,683
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PIT 6:02 AM1h 55mNonstopORD 6:57 AMPittsburgh - Chicago | Thu, Aug 14 | American AirlinesPHP 2,70786% OFFPHP 18,817 PHP 2,707
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PIT 8:55 AM1h 48mNonstopORD 9:43 AMPittsburgh - Chicago | Wed, Jul 2 | American AirlinesPHP 9,22351% OFFPHP 18,817 PHP 9,223
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PIT 8:16 PM1h 44mNonstopORD 9:00 PMPittsburgh - Chicago | Sat, Jun 21 | American AirlinesPHP 14,78621% OFFPHP 18,817 PHP 14,786
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PIT 8:25 PM1h 44mNonstopORD 9:09 PMPittsburgh - Chicago | Wed, Jun 18 | American AirlinesPHP 15,05420% OFFPHP 18,817 PHP 15,054
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PIT 1:00 PM17h 25m1 stopsCHI Invalid DatePittsburgh - Chicago | Fri, Jun 20 | 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 2,011 |
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Cheapest round-trip ticket price | PHP 4,165 |
Off-season for travel | May |
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 17,688. -
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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