Flight deals from Pittsburgh to Chicago

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Pittsburgh to Chicago >

Fare Guide

Estimated lowest fares found within 7 days

The cheapest airline(s) flying from Pittsburgh to Chicago is Delta Air Lines.

Travel Period: May 2024 - April 2025

The cheapest month(s) to fly from Pittsburgh to Chicago is July.

May 2024
Jun 2024
Jul 2024
Aug 2024
Sep 2024
Oct 2024
Nov 2024
Dec 2024
Jan 2025
Feb 2025
Mar 2025
Apr 2025

The cheapest day(s) of the week to fly from Pittsburgh to Chicago is Wednesday.

Sun Sunday
Mon Monday
Tue Tuesday
Wed Wednesday
Thu Thursday
Fri Friday
Sat Saturday

The cheapest time of the day to fly from Pittsburgh to Chicago is in the early morning.

Early Morning 12:01am - 06:00am

Morning 6:01am - 12:00pm

Afternoon 12:01pm - 6:00pm

Evening 6:01pm to 12:00am

12am

6am

12pm

6pm

Flight Schedules

Last Updated: Tue, 2 Apr, 2024

Depart Earliest
- Earliest
- Latest
Arrive
- Earliest
- Latest
Airline Filter by Airline
All
Total Duration
- Shortest
- Longest
Stopover
All
Availability
- M
- T
- W
- T
- F
- S
- S

20:05 - 20:30

PIT - MDW
20:05 (PIT)Pittsburgh International Airport
20:30 (MDW)Chicago Midway Airport
(WN 2896)Boeing 737 700
1h 25m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 700

20:20 - 20:45

PIT - MDW
20:20 (PIT)Pittsburgh International Airport
20:45 (MDW)Chicago Midway Airport
(WN 2896)Boeing 737 700
1h 25m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 700

20:50 - 21:20

PIT - MDW
20:50 (PIT)Pittsburgh International Airport
21:20 (MDW)Chicago Midway Airport
(WN 1429)Boeing 737 800
1h 30m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 800

07:00 - 07:40

PIT - ORD
07:00 (PIT)Pittsburgh International Airport
07:40 (ORD)Chicago O'Hare International Airport
American Airlines (AA 2999)Airbus
1h 40m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

07:30 - 08:05

PIT - ORD
07:30 (PIT)Pittsburgh International Airport
08:05 (ORD)Chicago O'Hare International Airport
United Airlines (UA 1675)Boeing 737 800
1h 35m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 800

07:35 - 08:00

PIT - MDW
07:35 (PIT)Pittsburgh International Airport
08:00 (MDW)Chicago Midway Airport
(WN 351)Boeing 737 700
1h 25m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 700

07:55 - 08:20

PIT - MDW
07:55 (PIT)Pittsburgh International Airport
08:20 (MDW)Chicago Midway Airport
(WN 351)Boeing 737 Max 8 Passenger
1h 25m
Direct
- -
- -
- -
- -
- -
- S
- -
Boeing 737 Max 8 Passenger

08:00 - 08:25

PIT - MDW
08:00 (PIT)Pittsburgh International Airport
08:25 (MDW)Chicago Midway Airport
(WN 351)Boeing 737 Max 8 Passenger
1h 25m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 Max 8 Passenger

08:20 - 08:45

PIT - MDW
08:20 (PIT)Pittsburgh International Airport
08:45 (MDW)Chicago Midway Airport
(WN 351)Boeing 737 Max 8 Passenger
1h 25m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 Max 8 Passenger

08:51 - 09:41

PIT - ORD
08:51 (PIT)Pittsburgh International Airport
09:41 (ORD)Chicago O'Hare International Airport
United Airlines (UA 3461)Embraer 170
1h 50m
Direct
- M
- T
- W
- T
- F
- -
- S
Embraer 170

11:09 - 11:47

PIT - ORD
11:09 (PIT)Pittsburgh International Airport
11:47 (ORD)Chicago O'Hare International Airport
United Airlines (UA 2662)Airbus
1h 38m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

11:25 - 11:50

PIT - MDW
11:25 (PIT)Pittsburgh International Airport
11:50 (MDW)Chicago Midway Airport
(WN 472)Boeing 737 700
1h 25m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 700

12:01 - 12:40

PIT - ORD
12:01 (PIT)Pittsburgh International Airport
12:40 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1936)Airbus
1h 39m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

13:55 - 14:20

PIT - MDW
13:55 (PIT)Pittsburgh International Airport
14:20 (MDW)Chicago Midway Airport
(WN 3207)Boeing 737 700
1h 25m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 700

14:05 - 14:45

PIT - ORD
14:05 (PIT)Pittsburgh International Airport
14:45 (ORD)Chicago O'Hare International Airport
United Airlines (UA 3432)Embraer 170
1h 40m
Direct
- M
- T
- W
- T
- F
- S
- S
Embraer 170

14:45 - 15:10

PIT - MDW
14:45 (PIT)Pittsburgh International Airport
15:10 (MDW)Chicago Midway Airport
(WN 887)Boeing 737 700
1h 25m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 700

16:00 - 16:25

PIT - MDW
16:00 (PIT)Pittsburgh International Airport
16:25 (MDW)Chicago Midway Airport
(WN 3207)Boeing 737 700
1h 25m
Direct
- -
- -
- -
- -
- -
- S
- -
Boeing 737 700

17:06 - 17:45

PIT - ORD
17:06 (PIT)Pittsburgh International Airport
17:45 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1922)Airbus
1h 39m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

17:20 - 17:45

PIT - MDW
17:20 (PIT)Pittsburgh International Airport
17:45 (MDW)Chicago Midway Airport
(WN 3207)Boeing 737 700
1h 25m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 700

18:05 - 18:36

PIT - ORD
18:05 (PIT)Pittsburgh International Airport
18:36 (ORD)Chicago O'Hare International Airport
United Airlines (UA 2040)Airbus
1h 31m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

Connecting Flights

20:05 - 20:40

PIT - BNA

21:30 - 23:00

BNA - MDW
20:05 (PIT)Pittsburgh International Airport

21:30 (BNA)Nashville Airport
20:40 (BNA)Nashville Airport

23:00 (MDW)Chicago Midway Airport
(WN 672)Boeing 737 Max 8 Passenger

(WN 3046)Boeing 737 Max 8 Passenger
3h 55m (50m)
BNA Nashville 50m
- -
- T
- W
- -
- -
- -
- -

20:20 - 20:55

PIT - BNA

21:50 - 23:25

BNA - MDW
20:20 (PIT)Pittsburgh International Airport

21:50 (BNA)Nashville Airport
20:55 (BNA)Nashville Airport

23:25 (MDW)Chicago Midway Airport
(WN 672)Boeing 737 800

(WN 3046)Boeing 737 700
4h 05m (55m)
BNA Nashville 55m
- M
- -
- -
- T
- F
- -
- -

21:15 - 21:50+ 1

PIT - BNA

22:40 - 00:10+ 1

BNA - MDW
21:15 (PIT)Pittsburgh International Airport

22:40 (BNA)Nashville Airport
21:50 (BNA)Nashville Airport + 1

00:10 (MDW)Chicago Midway Airport
(WN 672)Boeing 737 700

(WN 5212)Boeing 737 700
3h 55m (50m)
BNA Nashville 50m
- -
- -
- -
- -
- -
- -
- S

06:15 - 06:50

PIT - BNA

08:15 - 10:00

BNA - ORD
06:15 (PIT)Pittsburgh International Airport

08:15 (BNA)Nashville Airport
06:50 (BNA)Nashville Airport

10:00 (ORD)Chicago O'Hare International Airport
(WN 4959)Boeing 737 700

(WN 3623)Boeing 737 700
4h 45m (1h 25m)
BNA Nashville 1h 25m
- -
- -
- -
- -
- -
- -
- S

06:20 - 07:25

PIT - BWI

08:40 - 10:00

BWI - ORD
06:20 (PIT)Pittsburgh International Airport

08:40 (BWI)Baltimore Washington International Airport
07:25 (BWI)Baltimore Washington International Airport

10:00 (ORD)Chicago O'Hare International Airport
(WN 1073)Boeing 737 Max 8 Passenger

(WN 3626)Boeing 737 700
4h 40m (1h 15m)
BWI Baltimore 1h 15m
- -
- T
- W
- -
- -
- -
- -

06:25 - 07:25

PIT - BWI

08:40 - 10:00

BWI - ORD
06:25 (PIT)Pittsburgh International Airport

08:40 (BWI)Baltimore Washington International Airport
07:25 (BWI)Baltimore Washington International Airport

10:00 (ORD)Chicago O'Hare International Airport
(WN 1073)Boeing 737 800

(WN 3626)Boeing 737 800
4h 35m (1h 15m)
BWI Baltimore 1h 15m
- M
- -
- -
- T
- F
- -
- -

07:00 - 07:35

PIT - BNA

09:00 - 10:45

BNA - ORD
07:00 (PIT)Pittsburgh International Airport

09:00 (BNA)Nashville Airport
07:35 (BNA)Nashville Airport

10:45 (ORD)Chicago O'Hare International Airport
(WN 4959)Boeing 737 700

(WN 510)Boeing 737 700
4h 45m (1h 25m)
BNA Nashville 1h 25m
- -
- T
- W
- -
- -
- -
- -

08:25 - 10:05

PIT - ATL

10:45 - 11:40

ATL - MDW
08:25 (PIT)Pittsburgh International Airport

10:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
10:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport

11:40 (MDW)Chicago Midway Airport
(WN 301)Boeing 737 800

(WN 5518)Boeing 737 Max 8 Passenger
4h 15m (40m)
ATL Atlanta 40m
- M
- -
- -
- T
- F
- -
- -

09:50 - 10:35

PIT - STL

12:20 - 13:25

STL - MDW
09:50 (PIT)Pittsburgh International Airport

12:20 (STL)St Louis Lambert Intl Airport
10:35 (STL)St Louis Lambert Intl Airport

13:25 (MDW)Chicago Midway Airport
(WN 4705)Boeing 737 800

(WN 1268)Boeing 737 700
4h 35m (1h 45m)
STL Saint Louis 1h 45m
- -
- T
- W
- -
- -
- -
- -

10:15 - 11:00

PIT - STL

12:35 - 13:40

STL - MDW
10:15 (PIT)Pittsburgh International Airport

12:35 (STL)St Louis Lambert Intl Airport
11:00 (STL)St Louis Lambert Intl Airport

13:40 (MDW)Chicago Midway Airport
(WN 4705)Boeing 737 Max 8 Passenger

(WN 3241)Boeing 737 700
4h 25m (1h 35m)
STL Saint Louis 1h 35m
- M
- -
- -
- T
- F
- -
- -

11:15 - 12:20

PIT - BWI

13:05 - 14:15

BWI - ORD
11:15 (PIT)Pittsburgh International Airport

13:05 (BWI)Baltimore Washington International Airport
12:20 (BWI)Baltimore Washington International Airport

14:15 (ORD)Chicago O'Hare International Airport
(WN 3425)Boeing 737 Max 8 Passenger

(WN 3191)Boeing 737 700
4h (45m)
BWI Baltimore 45m
- -
- T
- W
- -
- -
- -
- -

11:15 - 12:20

PIT - BWI

13:05 - 14:05

BWI - MDW
11:15 (PIT)Pittsburgh International Airport

13:05 (BWI)Baltimore Washington International Airport
12:20 (BWI)Baltimore Washington International Airport

14:05 (MDW)Chicago Midway Airport
(WN 3425)Boeing 737 Max 8 Passenger

(WN 5950)Boeing 737 800
3h 50m (45m)
BWI Baltimore 45m
- -
- T
- W
- -
- -
- -
- -

11:20 - 12:25

PIT - BWI

13:15 - 14:15

BWI - MDW
11:20 (PIT)Pittsburgh International Airport

13:15 (BWI)Baltimore Washington International Airport
12:25 (BWI)Baltimore Washington International Airport

14:15 (MDW)Chicago Midway Airport
(WN 3934)Boeing 737 Max 8 Passenger

(WN 5950)Boeing 737 Max 8 Passenger
3h 55m (50m)
BWI Baltimore 50m
- -
- -
- -
- -
- -
- -
- S

14:30 - 16:10

PIT - ATL

17:05 - 18:00

ATL - MDW
14:30 (PIT)Pittsburgh International Airport

17:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
16:10 (ATL)Atlanta Hartsfield-Jackson Intl Airport

18:00 (MDW)Chicago Midway Airport
(WN 302)Boeing 737 700

(WN 5042)Boeing 737 Max 8 Passenger
4h 30m (55m)
ATL Atlanta 55m
- -
- -
- -
- -
- -
- S
- -

17:50 - 18:55

PIT - BWI

20:20 - 21:25

BWI - MDW
17:50 (PIT)Pittsburgh International Airport

20:20 (BWI)Baltimore Washington International Airport
18:55 (BWI)Baltimore Washington International Airport

21:25 (MDW)Chicago Midway Airport
(WN 5339)Boeing 737 Max 8 Passenger

(WN 3059)Boeing 737 700
4h 35m (1h 25m)
BWI Baltimore 1h 25m
- -
- T
- W
- -
- -
- -
- -

Sorry, there are no schedules matching your filters. Try removing one. reset

What’s the fastest flight time from Pittsburgh to Chicago?

The fastest flight time for direct flights from Pittsburgh to Chicago is 1 hour 25 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Pittsburgh?

The flight distance between Pittsburgh and Chicago is 659km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:15. The last flight of the day departs at 20:05. See the full list of flight times on Wego.

How many airlines offer direct flights from Pittsburgh to Chicago?

There are 3 airlines that offer direct flights from Pittsburgh to Chicago. Find out the list of airlines on Wego.

Flight deals from Pittsburgh to Chicago

Fare Guide

Estimated lowest fares found within 7 days

Flight Schedules

Last Updated: Tue, 2 Apr, 2024

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