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

PIT — CHI
Oct 9 — Oct 161

The best prices from Pittsburgh to Chicago are usually found in January or February, booked 60 days in advance, depart on a Tuesday 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 2022: compare Pittsburgh to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

PIT - CHI

Price

$157 - $340

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

Popular inJuneHigh demand for flights, 25% potential price rise
Cheapest inJanuaryBest time to find cheap flights, 38% potential price drop
Round-trip from$157From Pittsburgh to Chicago (CHI)
One-way from$121One-way flight from Pittsburgh to Chicago (CHI)

What is the cheapest day to fly round-trip from Pittsburgh to Chicago?

Users have found that leaving on a Monday can be a cost-effective option. It’s possible to save up to 20% on your flight compared to booking on days when demand is much higher.

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

Find a great deal and save up to 44% by booking at least 61 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Pittsburgh to Chicago within the next two weeks, with the cheapest ticket starting at $294.

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

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, January can be a great choice for travel to Chicago. Flights to Chicago from Pittsburgh in January are about $254 on average during January, but can be found for as low as $127.

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

Unlike in the afternoon, when flights are generally more expensive, you can save up to 28% on flights from Pittsburgh to Chicago by exploring options for tickets in the evening.

Cheap flights from Pittsburgh to Chicago in October, November 2022

The best prices found for PIT to CHI flights for October, November
Nov 1 - Nov 8
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

4h 50m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 31m
$155

United Airlines

Pick Dates

Deal found 10/2/22

Nov 2 - Nov 9
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 36m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 33m
$156

United Airlines

Pick Dates

Deal found 10/3/22

Oct 26 - Oct 31
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 32m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 31m
$161

United Airlines

Pick Dates

Deal found 10/2/22

Pittsburgh to Chicago 2022 flight deals

Cheap flights to Chicago from Pittsburgh found for this year
Nov 1 - Nov 8
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

4h 50m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 31m
$155

United Airlines

Pick Dates

Deal found 10/2/22

Nov 2 - Nov 9
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 36m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 33m
$156

United Airlines

Pick Dates

Deal found 10/3/22

Oct 26 - Oct 31
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 32m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 31m
$161

United Airlines

Pick Dates

Deal found 10/2/22

Cheap United Airlines flights from Pittsburgh to Chicago

Nov 1 - Nov 8
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

4h 50m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 31m
$155

United Airlines

Pick Dates

Deal found 10/2/22

Nov 2 - Nov 9
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 36m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 33m
$156

United Airlines

Pick Dates

Deal found 10/3/22

Oct 26 - Oct 31
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 32m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 31m
$161

United Airlines

Pick Dates

Deal found 10/2/22

Cheap Spirit Airlines flights from Pittsburgh to Chicago

Oct 21 - Oct 24
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

21h 10m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

1 stop

19h 19m
$212

Spirit Airlines

Pick Dates

Deal found 10/1/22

Nov 16 - Nov 18
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

12h 25m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

1 stop

14h 35m
$215

Spirit Airlines

Pick Dates

Deal found 10/3/22

Oct 11 - Oct 18
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

17h 52m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

1 stop

19h 19m
$230

Spirit Airlines

Pick Dates

Deal found 10/1/22

Non-stop flights to Chicago from Pittsburgh

Save time with Pittsburgh to Chicago direct flight deals
Nov 2 - Nov 9
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 36m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 33m
$156

United Airlines

Pick Dates

Deal found 10/3/22

Oct 26 - Oct 31
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 32m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 31m
$161

United Airlines

Pick Dates

Deal found 10/2/22

Oct 25 - Oct 27
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 41m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

Nonstop

1h 28m
$166

United Airlines

Pick Dates

Deal found 10/3/22

Last minute flights from Pittsburgh to Chicago

Late deals on return flights to Chicago from Pittsburgh, departing today and this week
Oct 12 - Oct 12
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

7h 20m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

1 stop

5h 46m
$206

American Airlines

Pick Dates

Deal found 10/3/22

Oct 11 - Oct 18
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

17h 52m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

1 stop

19h 19m
$230

Spirit Airlines

Pick Dates

Deal found 10/1/22

Oct 14 - Oct 18
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

21h 10m
ORD

Chicago O'Hare Intl

PIT

Pittsburgh

1 stop

19h 19m
$235

Spirit Airlines

Pick Dates

Deal found 10/1/22

One-way flights to Chicago from Pittsburgh

The cheapest one-way flights from Pittsburgh to Chicago
Nov 2
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

Nonstop

1h 36m
$78

United Airlines

Pick Dates

Deal found 10/3/22

Nov 2
PIT

Pittsburgh

MDW

Chicago Midway

1 stop

6h 07m
$87

Delta

Pick Dates

Deal found 10/3/22

Oct 18
PIT

Pittsburgh

ORD

Chicago O'Hare Intl

1 stop

4h 26m
$87

United Airlines

Pick Dates

Deal found 10/2/22

Related info for your journey

Useful info, stats and facts about Pittsburgh to Chicago flights.

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 33 flights from Pittsburgh to Chicago per day from 5 different airlines.

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.

Can I find flights from Pittsburgh to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Pittsburgh to Chicago for under $200. The cheapest flight booked recently is on United Airlines for just $155, but on average you can expect to pay $169.

Are there nonstop flights from Pittsburgh to Chicago for under $200 on Cheapflights?

Cheapflights has at least 20 direct flights from Pittsburgh to Chicago under $200. A good price for a nonstop flight from Pittsburgh to Chicago is less than $202.

Are there last-minute flights available from Pittsburgh to Chicago for under $300?

There are currently 20+ open flights from Pittsburgh to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from Pittsburgh to Chicago?

Days when nonstop flights are available for this flight are: Sunday, Tuesday, Wednesday, Friday, Saturday.

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

Travelers can expect 20 flights from Pittsburgh to Chicago on average per day.
Early Morning (Midnight to 6am) - 25% of flight departures
Morning (6am - Noon) - 65% of flight departures
Afternoon (Noon - 6pm) - 10% of flight departures

How long is the flight from Pittsburgh to Chicago?

Departing from Pittsburgh to Chicago will take you 1h 41m. The distance between Pittsburgh and Chicago is about 413 mi. This flight may include one or multiple stops.

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

According to our current data, United Airlines ($155), American Airlines ($163), and Delta ($164) offers the cheapest pricing from Pittsburgh to Chicago. United Airlines is currently priced 38% below the average price you’ll pay for this route.

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

The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $78. However, be on the lookout for offers from Delta and Spirit Airlines, as they are both options that can get you from Pittsburgh to Chicago for a low price.

What are the most popular routes from Pittsburgh to Chicago?

When deciding which route to take from Pittsburgh to Chicago consider Pittsburgh - Chicago O'Hare Intl, Pittsburgh - Chicago Midway or Pittsburgh - Chicago Greater Rockford as they are the most popular.

What are the most popular airlines that fly from Pittsburgh to Chicago?

Consider Undisclosed Carrier, American Airlines or Juneyao Airlines when booking your flight. These represent the most popular airlines when flying from Pittsburgh to Chicago.

What are the most reliable airlines from Pittsburgh to Chicago?

No one likes to see their flight delayed. When booking a flight from Pittsburgh to Chicago consider choosing Republic Airways (99%), ANA (97%) or LOT (93%) as they are the most reliable in getting you off to your destination on time.

What are the cheapest flights from Pittsburgh to Chicago?

The cheapest flight price from Pittsburgh to Chicago is $78. On average you can expect to pay $293. The most popular route, (Pittsburgh - Chicago O'Hare Intl), can usually be booked for $165.

Alternative routes for Pittsburgh to Chicago

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

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.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Juneyao AirlinesCheapest$16Average$20FlexibilityNo cancel feeOn-time66%COVID-19 safety
Search Juneyao Airlines flights
American AirlinesCheapest$99Average$290FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
United AirlinesCheapest$117Average$253FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
DeltaCheapest$178Average$367FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights

Hourly flight availability from Pittsburgh to Chicago

See what time of day planes typically take off from Pittsburgh to Chicago
4%of flight departuresEarly morningMidnight to 6 am
67%of flight departuresMorning6 am to noon
26%of flight departuresAfternoonNoon to 6 pm
3%of flight departuresEvening6 pm to midnight
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
Sunday36daily flights
Monday43daily flights
Tuesday32daily flights
Wednesday35daily flights
Thursday32daily flights
Friday37daily flights
Saturday20daily flights