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.
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 |
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
Fly to
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
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.
Entertainment
Overall
Comfort
Crew
Food
Boarding
Reviews
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.
Entertainment
Overall
Comfort
Crew
Food
Boarding
Reviews
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.
Entertainment
Overall
Comfort
Crew
Food
Boarding
Reviews
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.
Entertainment
Overall
Comfort
Crew
Food
Boarding
Reviews
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.
Entertainment
Overall
Comfort
Crew
Food
Boarding
Reviews
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.
Entertainment
Overall
Comfort
Crew
Food
Boarding
Reviews
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?
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 American Airlines, Spirit Airlines or United 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 (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).
Other flights from Pittsburgh
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.
Hourly flight availability from Pittsburgh to Chicago
See what time of day planes typically take off from Pittsburgh to Chicago
| 9%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 52%of flight departures | Morning6 am to noon |
| 38%of flight departures | AfternoonNoon to 6 pm |
| 1%of flight departures | Evening6 pm to midnight |
Weekly flight availability from Pittsburgh to Chicago
See how many times per day planes take to the skies headed from Pittsburgh to Chicago
| Sunday | 37daily flights |
|---|---|
| Monday | 47daily flights |
| Tuesday | 35daily flights |
| Wednesday | 35daily flights |
| Thursday | 46daily flights |
| Friday | 49daily flights |
| Saturday | 31daily flights |