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Cheap Flights from Pittsburgh to Chicago, IL, United States - PIT to CHI

Popular flights from Pittsburgh to Chicago

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
Jun 23, 2016 Jun 27, 2016 $183
Frontier Airlines
Departure Date Return Date Lowest Price
Aug 16, 2016 Aug 23, 2016 $108
United Airlines
Departure Date Return Date Lowest Price
Jun 16, 2016 Jun 21, 2016 $184
Jun 17, 2016 Jun 21, 2016 $184

How Much Does it Cost to Fly from Pittsburgh to Chicago (PIT to CHI)?

We have collected flight cost data from across the web for travel from Pittsburgh to Chicago, and have found the average flight price for this trip to be $181.

When Can I Buy the Cheapest Flight from Pittsburgh to Chicago (PIT to CHI)?

Airlines can adjust prices for plane tickets from Pittsburgh to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Pittsburgh to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from Pittsburgh to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $344 $351
7-14 days $227 $234
14-21 days $225 $234
21-30 days $227 $234
30-60 days $124 $192
60-90 days $134 $251
90+ days $108 $234

Cheapest Day To Fly from Pittsburgh to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from Pittsburgh to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$232 $124 $225 $134 $184 $227 $144

Lowest Fares Chart By Month from Pittsburgh to Chicago

The chart below shows the lowest fare by month when flying from Pittsburgh to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
May Pittsburgh Chicago American 5/18/16 5/31/16 0 $225
June Pittsburgh Chicago Frontier 6/21/16 6/28/16 0 $124
July Pittsburgh Chicago Frontier 7/5/16 7/10/16 0 $134
August Pittsburgh Chicago Frontier 8/16/16 8/23/16 0 $108
September Pittsburgh Chicago Frontier 9/13/16 9/20/16 0 $108
October Pittsburgh Chicago Frontier 10/4/16 10/18/16 0 $108
November Pittsburgh Chicago American 11/4/16 11/6/16 0 $272
January Pittsburgh Chicago United 1/11/17 1/22/17 0 $289

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Pittsburgh to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Pittsburgh to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
1 2 3 4 5 6 7
$431
8 9 10 11 12 13 14
$431 $227
15 16 17 18 19 20 21
$227 $232
22 23 24 25 26 27 28
$232 $241
29 30 31 1 2 3 4
$241 $237
5 6 7 8 9 10 11
$237

TIPSave $71 by flying into Milwaukee instead of Chicago from Pittsburgh

Non-Stop vs Connecting Flights from Pittsburgh to Chicago (PIT to CHI)

Your Pittsburgh to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Pittsburgh to Chicago is $201.

The average price for non-stop flights from Pittsburgh to Chicago is $163.

The chart below shows up to date information regarding non-stop flights from Pittsburgh to Chicago.

Nonstop Flight Details from Pittsburgh to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 6 6 6 7 6 4 6 05:33 20:15
United 6 6 6 7 7 4 5 05:55 19:30

Round Trip vs One Way Flights from Pittsburgh to Chicago (PIT to CHI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Pittsburgh to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Pittsburgh to Chicago is $62.

The average price for round trip flights from Pittsburgh to Chicago is $163.

Pittsburgh to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Pittsburgh to Chicago?
Answer: The average Pittsburgh to Chicago flight time is an hour and 40 minutes.
Question: How many miles are there between Pittsburgh and Chicago?
Answer: The distance from Pittsburgh to Chicago is 411 miles.
Question: How common are direct flights from Pittsburgh to Chicago?
Answer: There are 79 direct flights from Pittsburgh to Chicago.
Question: What is the most popular airline for non-stop flights from Pittsburgh to Chicago?
Answer: American Airlines provides 50% of the non-stop flights between Pittsburgh and Chicago.
Question: What are the most popular connecting cities when flying from Pittsburgh to Chicago?
Answer: Atlanta, GA

Airlines Flying from Pittsburgh to Chicago (PIT to CHI)

Below are the different airlines that fly from Pittsburgh to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Pittsburgh to Chicago.

Pittsburgh to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American DCA X X X X X X X
Delta JFK X X X X X X X
Delta DTW / CVG X X X X X X
United - X X X X X X X
United IAD X X X X X X X
Southwest - X X X X X X X
Southwest BWI X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Pittsburgh and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Pittsburgh - PIT

FlightsAirlineLowest Price
Pittsburgh to Milwaukee American, Primair, United $273
Pittsburgh to New York American, Alaska, JetBlue $290

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Washington to Chicago American, Alaska, Frontier, United $88
Baltimore to Chicago American, Spirit, United $89
Columbus to Chicago American, United $185
Cleveland to Chicago American, United $197
Buffalo to Chicago American, United $225
Akron - Canton to Chicago United $168
Harrisburg to Chicago American, United $349
Charlottesville to Chicago American, United $284
Charleston to Chicago United $402
Elmira - Corning to Chicago American $362
Erie to Chicago United $255
State College to Chicago American, United $415
Huntington to Chicago American, United $463
Baltimore to Atlanta American, Spirit, United $117
Washington to New York American, JetBlue, United $137
Washington to Atlanta American, Alaska, JetBlue, United $166
Washington to Milwaukee American, United $191
Baltimore to Milwaukee American, United $192
Washington to Dallas - Ft Worth American, Alaska, United, Virgin America $134
Baltimore to Dallas - Ft Worth American, JetBlue, Spirit, United $88
Washington to Detroit American, JetBlue, United $157
Baltimore to Detroit American, Spirit, United $81
Cleveland to Milwaukee American, United $386
Buffalo to New York American, JetBlue $169
Buffalo to Atlanta American, United $281
Washington to Madison American, Alaska, United $285

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
London to Chicago American, Air Canada, United, WestJet $199
Windsor to Chicago Air Canada, Porter, United, WestJet $419
Cheap Flights from Pittsburgh to Chicago, IL, United States, from $108 Round trip from PIT to CHI