Arrive early at PIT due to ongoing construction and potential security delays, especially for morning flights.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $201 (KAYAK) |
One-way from | $56 (Flightnetwork) |
Popular in | December |
Cheapest in | August |
Average price | $350 |
Good round-trip deal | $337 or less |
Good one-way deal | $177 or less |
Fly from
Fly to
Route
Depart
Return
Price
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Sun 1/18
5:46 pm-6:37 pm
Nonstop1h 51m
Chicago O'Hare Intl
Mon 1/19
2:07 pm-4:44 pm
Nonstop1h 37m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 1/15
10:49 am-11:41 am
Nonstop1h 52m
Chicago O'Hare Intl
Sun 1/18
6:04 pm-8:41 pm
Nonstop1h 37m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Sat 1/17
5:46 pm-6:37 pm
Nonstop1h 51m
Chicago O'Hare Intl
Wed 1/21
6:04 pm-8:41 pm
Nonstop1h 37m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Sat 1/31
5:46 pm-6:37 pm
Nonstop1h 51m
Chicago O'Hare Intl
Wed 2/4
6:04 pm-8:41 pm
Nonstop1h 37m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 1/15
5:50 pm-11:46 pm
1 stop6h 56m
Chicago O'Hare Intl
Sun 1/18
7:45 am-2:41 pm
1 stop5h 56m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 1/15
6:05 am-1:26 pm
1 stop8h 21m
Chicago O'Hare Intl
Sun 1/18
5:30 am-11:50 am
1 stop5h 20m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Mon 1/19
6:19 am-9:41 am
1 stop4h 22m
Chicago O'Hare Intl
Wed 1/21
9:35 am-6:00 pm
1 stop7h 25m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 1/8
8:56 am-9:55 am
Nonstop1h 59m
Chicago O'Hare Intl
Thu 1/15
10:35 am-1:10 pm
Nonstop1h 35m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 1/1
8:00 am-6:39 pm
1 stop11h 39m
Chicago O'Hare Intl
Fri 1/2
5:15 am-2:11 pm
1 stop7h 56m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 12/25
5:45 pm-6:37 pm
Nonstop1h 52m
Chicago O'Hare Intl
Wed 12/31
10:35 am-1:18 pm
Nonstop1h 43m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
The best time to book flights from Pittsburgh to Chicago O'Hare Intl Airport is 55 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Chicago O'Hare Intl Airport (average of $91). Flying from Pittsburgh to Chicago O'Hare Intl Airport in February is currently the most expensive (average of $154). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
It’s optimal to fly from Pittsburgh to Chicago O'Hare Intl Airport in the evening. By choosing this option you can save up to 40% on the cost of your flight, compared to a flight at noon.
Travelers seeking maximum savings on their Pittsburgh to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
About 8% of weekly flights between Pittsburgh and Chicago have experienced delays in the past year, with the average delay time being 141 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Tuesday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 7% of flights being delayed.
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
Food
Comfort
Crew
Boarding
Entertainment
Overall
Reviews
Anonymous,Oct 2025
YUL - ORD
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$92 | Average$293 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$106 | Average$313 | FlexibilityNo cancel fee | On-time69% |