Basic Economy on United allows a personal item only, no carry-on bags.
United Economy Plus offers extra legroom seats towards the front of the economy cabin.
Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $133 (Southwest) |
One-way from | $49 (Southwest) |
Popular in | March |
Cheapest in | August |
Average price | $346 |
Good round-trip deal | $325 or less |
Good one-way deal | $179 or less |
Fly from
Fly to
Route
Depart
Return
Price
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Wed 4/23
10:20 am-7:10 pm
2 stops9h 50m
Chicago Midway
Wed 4/30
9:10 am-6:45 pm
2 stops8h 35m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Fri 5/9
11:06 am-7:27 am
1 stop21h 21m
Chicago O'Hare Intl
Sat 5/10
9:08 pm-9:20 am
1 stop11h 12m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/23
7:00 am-7:43 am
Nonstop1h 43m
Chicago O'Hare Intl
Wed 4/23
5:59 pm-11:21 pm
1 stop4h 22m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/23
6:00 am-11:50 am
1 stop6h 50m
Chicago O'Hare Intl
Wed 4/23
1:30 pm-10:00 pm
1 stop7h 30m
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Fri 4/25
2:07 pm-6:20 pm
1 stop5h 13m
Chicago Midway
Mon 4/28
5:59 pm-11:03 pm
1 stop4h 04m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/23
11:13 am-4:22 pm
1 stop6h 09m
Chicago O'Hare Intl
Mon 4/28
6:15 pm-11:03 pm
1 stop3h 48m
PittsburghChicago
PIT - MDW
PITMDW
Pittsburgh
Sun 4/13
9:23 pm-12:28 pm
1 stop16h 05m
Chicago Midway
Tue 4/15
4:40 pm-10:48 am
1 stop17h 08m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Sun 4/13
9:23 pm-8:44 am
1 stop12h 21m
Chicago O'Hare Intl
Tue 4/15
9:44 am-10:48 am
1 stop24h 04m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Wed 4/23
5:25 am-6:16 am
Nonstop1h 51m
Chicago O'Hare Intl
Mon 4/28
3:59 pm-11:31 pm
1 stop6h 32m
PittsburghChicago
PIT - ORD
PITORD
Pittsburgh
Thu 4/3
5:30 am-7:34 am
1 stop27h 04m
Chicago O'Hare Intl
Sun 4/6
8:10 pm-8:27 am
1 stop11h 17m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Pittsburgh to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 71 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Chicago (average of $245). Flying from Pittsburgh to Chicago in March is currently the most expensive (average of $323). 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.
Unlike at noon, when flights are generally more expensive, you can save up to 37% on flights from Pittsburgh to Chicago by exploring options for tickets in the evening.
Travelers seeking maximum savings on their Pittsburgh to Chicago flight should consider departing on Tuesday 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.
The most flights from PIT to CHI are scheduled on a Friday (46 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).
In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.
If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Entertainment
Boarding
Food
Crew
Overall
Comfort
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Crew
Overall
Comfort
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Crew
Overall
Comfort
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Crew
Overall
Comfort
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Crew
Overall
Comfort
Reviews
Ila,Mar 2025
HOU - DAL
Entertainment
Boarding
Food
Crew
Overall
Comfort
Reviews
Ila,Mar 2025
HOU - DAL
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$122 | Average$288 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$131 | Average$320 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$132 | Average$302 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$197 | Average$463 | FlexibilityNo cancel fee | On-timeN/A |