Cheap flights from Pittsburgh Intl to Chicago (PIT - CHI)

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The best prices from Pittsburgh Intl 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 Intl (PIT) to Chicago (CHI)

All the information you need to plan the best PIT to CHI flight in 2021: compare Pittsburgh Intl 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 Intl to Chicago

One-way from

$79

One-way flight from Pittsburgh Intl 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 Intl to Chicago?

Flying to your destination on a Sunday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Chicago. Check prices with Cheapflights to find a great deal for your trip.

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 20 days in advance, which can save you up to 10% on flights from Pittsburgh Intl to Chicago compared to booking the week you need them. Waiting 20 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $137. For sooner than that we have options available in the next 3 days from $157.

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

April can be a great time to fly to Chicago from Pittsburgh Intl with a flight ticket averaging about $135. Cheapflights users have found deals in the month of April for as cheap as $33. The most expensive prices can be found in the month of December.

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

It’s optimal to fly from Pittsburgh Intl 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 Intl to Chicago in May, June 2021

The best prices found for PIT to CHI flights for May, June
27 May - 30 May
$132pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
25 May - 5 Jun
$147pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
29 May - 2 Jun
$149pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh

Pittsburgh Intl to Chicago 2021 flight deals

Cheap flights to Chicago from Pittsburgh Intl found for this year
16 Sep - 22 Sep
$99pp
PIT
Pittsburgh
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh
18 Sep - 25 Sep
$104pp
PIT
Pittsburgh
Major Airline
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Major Airline
 
1 STOP
PIT
Pittsburgh
15 Sep - 27 Sep
$107pp
PIT
Pittsburgh
Multiple Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh

Non-stop flights to Chicago from Pittsburgh Intl

Save time with Pittsburgh Intl to Chicago direct flight deals
16 Sep - 22 Sep
$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 - 25 Sep
$119pp
PIT
Pittsburgh
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PIT
Pittsburgh
17 Sep - 24 Sep
$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 Intl to Chicago

Late deals on round-trip flights to Chicago from Pittsburgh Intl, departing today and this week
27 May - 30 May
$132pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
25 May - 5 Jun
$147pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh
27 May - 30 May
$153pp
PIT
Pittsburgh
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PIT
Pittsburgh

One-way flights to Chicago from Pittsburgh Intl

The cheapest one-way flights from Pittsburgh Intl to Chicago
1:30 pm - 3:59 am
Allegiant Air
1 Stop
15h 29m
PIT - MDW
Allegiant Air
$79
Gotogate
9:25 am - 1:41 pm
Delta
1 Stop
5h 16m
PIT - MDW
Delta
$113
Delta
3:30 pm - 4:12 pm
United Airlines
Nonstop
1h 42m
PIT - ORD
United Airlines
$115
United

Related info for your journey

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

Flight FAQs

From Pittsburgh Intl 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 35 flights from Pittsburgh to Chicago per day from 6 different airlines.

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

Yes, there are multiple flights from Pittsburgh Intl 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 $121.

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

Cheapflights has at least 20 direct flights from Pittsburgh Intl to Chicago under $100. A good price for a nonstop flight from Pittsburgh Intl to Chicago is less than $212.

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

There are currently 20+ open flights from Pittsburgh Intl 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 Intl to Chicago on average per day?

On average 4 flights depart from Pittsburgh to Chicago per day.
Afternoon (Noon - 6pm) - 100% 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 Intl to Chicago?

United Airlines, Delta, and Major Airline can get you from Pittsburgh Intl to Chicago in just under 1h 35m. Your travel time can differ by up to 3h 11m. There are 413 mi between Pittsburgh Intl and Chicago. This flight may include one or multiple stops.

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

Cheapflights users have booked flights from Pittsburgh Intl to Chicago round-trip from $99. Other airlines that can offer you cheap pricing are Major Airline, from $104, and American Airlines, from $114. 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 Intl to Chicago one-way?

$50 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and Spirit Airlines, with prices starting from $57 and $70, respectively.

Alternative routes for Pittsburgh Intl 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 Intl 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 Intl to Chicago

The chart below displays the airlines Cheapflights users traveling from Pittsburgh Intl 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 Intl to Chicago

See what time of day planes typically take off from Pittsburgh Intl 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 Intl to Chicago
See how many times per day planes take to the skies headed from Pittsburgh Intl to Chicago.
Sunday
39 daily flights
Monday
43 daily flights
Tuesday
27 daily flights
Wednesday
26 daily flights
Thursday
31 daily flights
Friday
43 daily flights
Saturday
39 daily flights
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