Cheap flights from Pittsburgh to Chicago (PIT - CHI)

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The best prices from Pittsburgh to Chicago are usually found in August or July, booked 59 days in advance, depart on a Thursday or Saturday and return on a Saturday

How to find the cheapest flight from
Pittsburgh (PIT) to Chicago (CHI)

All the information you need to plan the best PIT to CHI flight in 2021: compare Pittsburgh to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.
PIT - CHI
Price
$143 - $284
CHI
Temperature
33.8 - 84.2 °F
CHI
Rainfall
0.7 - 4.3 inches

Popular in

January

High demand for flights, 20% potential price rise

Cheapest in

August

Best time to find cheap flights, 37% potential price drop

Round-trip from

$143

From Pittsburgh to Chicago

One-way from

$89

One-way flight from Pittsburgh to Chicago

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Pittsburgh to Chicago?

Flights from Pittsburgh to Chicago are found to be more expensive on Sunday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to Chicago.

How far in advance should I book a flight from Pittsburgh to Chicago?

Users have found that booking a flight from Pittsburgh to Chicago at least 20 days early can save you up to 10% on average compared to booking a flight this week. If booking 20 days before your flight isn’t an option for you, users have found flights from Pittsburgh to Chicago for as little as $137 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $157 for flights departing within the next 3 days.

What is the cheapest month to fly from Pittsburgh to Chicago?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Pittsburgh in April are about $135 on average during April, but can be found for as low as $33.

When is the cheapest time to fly from Pittsburgh to Chicago (PIT - CHI)?

It’s optimal to fly from Pittsburgh to Chicago in the morning. By choosing this option you can save up to 8% on the cost of your flight, compared to a flight at noon.

Cheap flights from Pittsburgh to Chicago in May, June 2021

The best prices found for PIT to CHI flights for May, June
9 Jun - 16 Jun
$141pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
2 Jun - 8 Jun
$143pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
8 Jun - 15 Jun
$144pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh

Pittsburgh to Chicago 2021 flight deals

Cheap flights to Chicago from Pittsburgh found for this year
5 Oct - 13 Oct
$99pp
PIT
Pittsburgh
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh
5 Oct - 13 Oct
$107pp
PIT
Pittsburgh
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh
5 Oct - 7 Oct
$108pp
PIT
Pittsburgh
American Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
PIT
Pittsburgh

Non-stop flights to Chicago from Pittsburgh

Save time with Pittsburgh to Chicago direct flight deals
5 Oct - 13 Oct
$99pp
PIT
Pittsburgh
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh
17 Sep - 20 Sep
$119pp
PIT
Pittsburgh
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh
7 Oct - 7 Oct
$139pp
PIT
Pittsburgh
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh

Last minute flights from Pittsburgh to Chicago

Late deals on round-trip flights to Chicago from Pittsburgh, departing today and this week
20 May - 22 May
$146pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
18 May - 21 May
$155pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
20 May - 22 May
$162pp
PIT
Pittsburgh
Spirit Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh

One-way flights to Chicago from Pittsburgh

The cheapest one-way flights from Pittsburgh to Chicago
8:00 am - 12:24 pm
Delta
1 Stop
5h 24m
PIT - MDW
Delta
$89
Delta
1:05 pm - 1:50 pm
American Airlines
Nonstop
1h 45m
PIT - ORD
American Airlines
3:10 am - 6:13 am
Allegiant Air
1 Stop
28h 03m
PIT - MDW
Allegiant Air
$107
Kiwi.com

Related info for your journey

Useful info, stats and facts about <span class="emphasized">Pittsburgh</span> to <span class="emphasized">Chicago</span> flights.

Flight FAQs

From Pittsburgh to Chicago

Are flight prices decreasing from Pittsburgh to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Pittsburgh and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Pittsburgh to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Pittsburgh to Chicago that may be offering flexible cancellation policies are United Airlines, American Airlines, and Delta. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

What airport do you fly from for flights from Pittsburgh to Chicago?

If you book a flight to Chicago from Pittsburgh, you will be flying from Pittsburgh, which is the city’s only airport. Pittsburgh (PIT) is located 13.5 mi from the center of Pittsburgh. There are 30 flights from Pittsburgh to Chicago per day from 6 different airlines.

Can I find flights from Pittsburgh to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Pittsburgh to Chicago for under $100. The cheapest flight booked recently is on United Airlines for just $99, but on average you can expect to pay $125.

Are there nonstop flights from Pittsburgh to Chicago for under $100 on Cheapflights?

Cheapflights has at least 20 direct flights from Pittsburgh to Chicago under $100. A good price for a nonstop flight from Pittsburgh to Chicago is less than $215.

Are there last-minute flights available from Pittsburgh to Chicago for under $200?

There are currently 20+ open flights from Pittsburgh to Chicago within the next 7 days for less than $200.

What days are nonstop flights available from Pittsburgh to Chicago?

Nonstop flights can be found on the following days: Monday, Wednesday, Thursday, Saturday.

How many flights depart from Pittsburgh to Chicago on average per day?

On average 9 flights depart from Pittsburgh to Chicago per day.
Morning (6am - Noon) - 56% of flight departures
Afternoon (Noon - 6pm) - 44% of flight departures

Is Pittsburgh weather warmer or cooler than Chicago?

Expect the weather to be around 84 °F on average in July. As the temperature peaks, try to get your plans done early, as flight price and availability will have an impact on your travels. The climate in Chicago is generally the same as in Pittsburgh.

How long is the flight from Pittsburgh to Chicago?

There are many flights that can get you from Pittsburgh to Chicago in 1h 35m. Fly via United Airlines, American Airlines, or Delta to get the fastest option. Airlines will cover a distance of 413 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Pittsburgh to Chicago round-trip?

Currently priced at $99, United Airlines will fly you from Pittsburgh to Chicago and back. In addition to United Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from American Airlines and Delta - these airlines can fly you to your destination from $108 and $137, respectively. United Airlines is priced at 56% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Pittsburgh to Chicago one-way?

$50 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Spirit Airlines and Delta, with prices starting from $67 and $69, respectively.

Alternative routes for Pittsburgh to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Chicago

Things to know before you go - useful duration and weather info for your trip from Pittsburgh to Chicago.
Flight duration
1h 29m
Average temperature for May in Chicago
71.6 °F
Avg rainfall for May in Chicago
4.3 ″

Airports servicing Pittsburgh

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Top 4 airlines flying from Pittsburgh to Chicago

The chart below displays the airlines Cheapflights users traveling from Pittsburgh to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
American Airlines
$110 $289 No cancel fee 71%
United Airlines
$109 $300 No cancel fee 69%
Delta
$144 $307 No cancel fee N/A
Linear Air Taxi
$1,731 $6,340 No cancel fee N/A

We couldn't confirm the COVID-19 safety measures taken by Linear Air Taxi. Please check directly on their website for additional information.

Hourly flight availability from Pittsburgh to Chicago

See what time of day planes typically take off from Pittsburgh towards Chicago.
Morning 6 AM to noon 52% of PIT to CHI departures
Afternoon Noon to 6 PM 33% of PIT to CHI departures
Early morning Midnight to 6 AM 12% of PIT to CHI departures
Evening 6 PM to midnight 3% of PIT to CHI departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Pittsburgh to Chicago
See how many times per day planes take to the skies headed from Pittsburgh to Chicago.
Sunday
29 daily flights
Monday
36 daily flights
Tuesday
30 daily flights
Wednesday
27 daily flights
Thursday
27 daily flights
Friday
33 daily flights
Saturday
30 daily flights
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