Cheap flights from Pittsburgh (PIT) to Chicago (CHI) from $64

This is the cheapest one-way flight price, found on 9/19. Prices may vary by date and flight preferences.
PIT — CHI
Sep 26 — Oct 31

The best prices from Pittsburgh to Chicago are usually found in February or September, booked 60 days in advance, depart on a Saturday or Wednesday and return on a Wednesday

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 2023: compare Pittsburgh to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

June

Cheapest in

February

Round-trip from

$207

One-way from

$89
High demand for flights, 15% potential price rise
Best time to find cheap flights, 13% potential price drop
From Pittsburgh to Chicago (CHI)
One-way flight from Pittsburgh to Chicago (CHI)

PIT - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

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

Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 39% 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 49% by booking at least 59 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 $329.

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, February can be a great choice for travel to Chicago. Flights to Chicago from Pittsburgh in February are about $288 on average during February, but can be found for as low as $203.

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

Unlike in the morning, when flights are generally more expensive, you can save up to 33% on flights from Pittsburgh to Chicago by exploring options for tickets in the evening.

Cheap American Airlines flights from Pittsburgh to Chicago

Find some of the cheapest American Airlines flights traveling from Pittsburgh to Chicago. Deals update often to give you more flight options matching your criteria

Cheap United Airlines flights from Pittsburgh to Chicago

Some of the lowest-priced United Airlines flights we've found at this time heading from Pittsburgh to Chicago. Check back soon if you're not seeing flights that suit your needs.

Cheap Pittsburgh to Chicago flights in September & October 2023

The best prices found for PIT to CHI flights for September, October
Listed are some of the best fares we've found on flights departing from Pittsburgh to Chicago in 2023. More deals are always being added, so be sure to check back regularly.

Pittsburgh to Chicago 2023 flight deals

Cheap flights to Chicago from Pittsburgh found for this year
Listed are some of the best fares we've found on flights departing from Pittsburgh to Chicago in 2023. More deals are always being added, so be sure to check back regularly.

Non-stop flights to Chicago from Pittsburgh

Save time with Pittsburgh to Chicago direct flight deals
For a quicker trip, book one of these direct flights from Pittsburgh to Chicago. Users seeking other options on flights from Pittsburgh to Chicago should update the search form at the top of the page.

Pittsburgh to Chicago flights leaving soon

Late deals on return flights to Chicago from Pittsburgh, departing today and this week
Have a look at some of the last-minute flights available departing from Pittsburgh to Chicago. To prevent any unwanted surprises, users should verify their flight info before booking.

One-way flights to Chicago from Pittsburgh

The cheapest one-way flights from Pittsburgh to Chicago
If you're seeking multiple options on one-way flights from Pittsburgh to Chicago, be sure to check out these deals, which are updated often. Users needing a return flight from Pittsburgh to Chicago should utilize the search form above.

Find flights from Pittsburgh to Chicago within your budget

Use the slider to find flights from Pittsburgh to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$130 - $275

Route

Depart

Return

Price

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Tue 10/10

1 stop14h 25m

Chicago O'Hare Intl

Tue 10/17

1 stop9h 41m

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Thu 10/12

1 stop7h 06m

Chicago O'Hare Intl

Sat 10/21

1 stop10h 24m

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Wed 11/29

1 stop7h 11m

Chicago O'Hare Intl

Mon 12/4

1 stop13h 06m

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Mon 10/16

1 stop7h 34m

Chicago O'Hare Intl

Mon 10/30

1 stop17h 19m

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Tue 11/7

1 stop7h 46m

Chicago O'Hare Intl

Tue 11/14

1 stop7h 59m

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Tue 11/7

1 stop5h 10m

Chicago Midway

Wed 11/15

1 stop4h 52m

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Sat 10/14

1 stop4h 48m

Chicago O'Hare Intl

Sat 10/21

Nonstop1h 30m

PittsburghChicago O'Hare Intl

PIT - ORD

PITORD

Pittsburgh

Thu 10/19

1 stop3h 59m

Chicago O'Hare Intl

Mon 10/23

Nonstop1h 37m

PittsburghChicago Midway

PIT - MDW

PITMDW

Pittsburgh

Thu 11/2

1 stop23h 57m

Chicago Midway

Sun 11/5

1 stop23h 45m

Flights are sorted by cheapest first

Deals found on 9/21

Reviews of airlines servicing Chicago

Peruse reviews from past customers who have flown with American Airlines, United Airlines and Spirit Airlines from Pittsburgh to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Overall

8.1

Comfort

8.0

Crew

8.6

Food

7.2

Boarding

8.3

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Alaska Airlines
8.1
Very good
1,393 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Overall

8.1

Comfort

8.0

Crew

8.6

Food

7.2

Boarding

8.3

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Delta
7.9
Good
3,018 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Overall

8.1

Comfort

8.0

Crew

8.6

Food

7.2

Boarding

8.3

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

Allegiant Air
7.5
Good
103 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Overall

8.1

Comfort

8.0

Crew

8.6

Food

7.2

Boarding

8.3

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

United Airlines
7.4
Good
1,887 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Overall

8.1

Comfort

8.0

Crew

8.6

Food

7.2

Boarding

8.3

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

American Airlines
7.2
Good
2,635 reviews
Alaska Airlines
8.1
Very good
1,393 reviews

Entertainment

7.2

Overall

8.1

Comfort

8.0

Crew

8.6

Food

7.2

Boarding

8.3

Reviews

1 / 10

I appreciated that we departed & arrived on time. I was very cold on the plane, despite wearing 2 jackets, & will bring a blanket next time. I appreciated the hot tea & cookie I was served. I also appreciated that our luggage was not lost or damaged.

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 40 flights from Pittsburgh to Chicago per day from 4 different airlines.

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 Multiple Airlines for just $130, but on average you can expect to pay $158.

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 $257.

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: Monday, Tuesday, Thursday, Friday.

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

Travelers can expect 13 flights from Pittsburgh to Chicago on average per day.
Morning (6am - Noon) - 46% of flight departures
Afternoon (Noon - 6pm) - 54% of flight departures

How long is the flight from Pittsburgh to Chicago?

Departing from Pittsburgh to Chicago will take you 5h 10m. 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, Spirit Airlines ($151), JetBlue ($171), and Delta ($177) offers the cheapest pricing from Pittsburgh to Chicago. Spirit Airlines is currently priced 47% below the average price you’ll pay for this route.

What are the most popular routes from Pittsburgh to Chicago?

What are the most popular airlines that fly 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 (94%), GoJet (92%) or Copa Airlines (92%) 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 $89. On average you can expect to pay $1,050. The most popular route, (Pittsburgh - Chicago O'Hare Intl), can usually be booked for $151.

What does PIT to ORD mean?

PIT stands for Pittsburgh Airport, while ORD stands for Chicago O'Hare Intl Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (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.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$140Average$171FlexibilityNo cancel feeOn-time65%
Search Spirit Airlines flights
United AirlinesCheapest$153Average$299FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$157Average$309FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$258Average$389FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Hourly flight availability from Pittsburgh to Chicago

See what time of day planes typically take off from Pittsburgh to Chicago
9%of flight departuresEarly morningMidnight to 6 am
52%of flight departuresMorning6 am to noon
38%of flight departuresAfternoonNoon to 6 pm
1%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
Sunday37daily flights
Monday47daily flights
Tuesday35daily flights
Wednesday35daily flights
Thursday46daily flights
Friday49daily flights
Saturday31daily flights
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