Flight deals from Philadelphia to Chicago

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Philadelphia to Chicago >

Fare Guide

Estimated lowest fares found within 7 days

The cheapest airline(s) flying from Philadelphia to Chicago is Frontier Airlines.

Travel Period: May 2024 - April 2025

The cheapest month(s) to fly from Philadelphia to Chicago is May.

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 Philadelphia 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 Philadelphia to Chicago is in the evening.

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

20:15 - 21:25

PHL - MDW
20:15 (PHL)Philadelphia International Airport
21:25 (MDW)Chicago Midway Airport
(WN 3194)Boeing 737 800
2h 10m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 800

20:20 - 21:25

PHL - MDW
20:20 (PHL)Philadelphia International Airport
21:25 (MDW)Chicago Midway Airport
(WN 3194)Boeing 737 Max 8 Passenger
2h 05m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

20:45 - 22:10

PHL - ORD
20:45 (PHL)Philadelphia International Airport
22:10 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1359)Airbus
2h 25m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

20:45 - 21:50

PHL - MDW
20:45 (PHL)Philadelphia International Airport
21:50 (MDW)Chicago Midway Airport
(WN 3194)Boeing 737 Max 8 Passenger
2h 05m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 Max 8 Passenger

06:10 - 07:40

PHL - ORD
06:10 (PHL)Philadelphia International Airport
07:40 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1652)Boeing 737 800
2h 30m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 800

06:30 - 07:49

PHL - ORD
06:30 (PHL)Philadelphia International Airport
07:49 (ORD)Chicago O'Hare International Airport
United Airlines (UA 660)Boeing 737 800
2h 19m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 800

06:50 - 07:55

PHL - MDW
06:50 (PHL)Philadelphia International Airport
07:55 (MDW)Chicago Midway Airport
(WN 4881)Boeing 737 Max 8 Passenger
2h 05m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 Max 8 Passenger

07:05 - 08:15

PHL - MDW
07:05 (PHL)Philadelphia International Airport
08:15 (MDW)Chicago Midway Airport
(WN 4881)Boeing 737 Max 8 Passenger
2h 10m
Direct
- -
- -
- -
- -
- -
- S
- -
Boeing 737 Max 8 Passenger

07:30 - 08:55

PHL - ORD
07:30 (PHL)Philadelphia International Airport
08:55 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1926)Airbus
2h 25m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

07:35 - 08:40

PHL - MDW
07:35 (PHL)Philadelphia International Airport
08:40 (MDW)Chicago Midway Airport
(WN 4881)Boeing 737 Max 8 Passenger
2h 05m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 Max 8 Passenger

07:50 - 08:55

PHL - MDW
07:50 (PHL)Philadelphia International Airport
08:55 (MDW)Chicago Midway Airport
(WN 4881)Boeing 737 Max 8 Passenger
2h 05m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

08:20 - 09:48

PHL - ORD
08:20 (PHL)Philadelphia International Airport
09:48 (ORD)Chicago O'Hare International Airport
American Airlines (AA 2098)Boeing 737 800
2h 28m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 800

10:30 - 11:56

PHL - ORD
10:30 (PHL)Philadelphia International Airport
11:56 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1959)Boeing 737 800
2h 26m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 800

11:10 - 12:20

PHL - MDW
11:10 (PHL)Philadelphia International Airport
12:20 (MDW)Chicago Midway Airport
(WN 3192)Boeing 737 800
2h 10m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 800

11:34 - 12:57

PHL - ORD
11:34 (PHL)Philadelphia International Airport
12:57 (ORD)Chicago O'Hare International Airport
United Airlines (UA 1872)Airbus
2h 23m
Direct
- M
- T
- W
- T
- F
- -
- S
Airbus

11:35 - 12:45

PHL - MDW
11:35 (PHL)Philadelphia International Airport
12:45 (MDW)Chicago Midway Airport
(WN 3192)Boeing 737 700
2h 10m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 700

11:40 - 12:45

PHL - MDW
11:40 (PHL)Philadelphia International Airport
12:45 (MDW)Chicago Midway Airport
(WN 3192)Boeing 737 Max 8 Passenger
2h 05m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

13:03 - 14:20

PHL - ORD
13:03 (PHL)Philadelphia International Airport
14:20 (ORD)Chicago O'Hare International Airport
American Airlines (AA 2777)Boeing 737 800
2h 17m
Direct
- M
- T
- W
- T
- F
- S
- S
Boeing 737 800

14:25 - 15:30

PHL - MDW
14:25 (PHL)Philadelphia International Airport
15:30 (MDW)Chicago Midway Airport
(WN 4869)Boeing 737 Max 8 Passenger
2h 05m
Direct
- M
- -
- -
- T
- F
- -
- -
Boeing 737 Max 8 Passenger

14:45 - 16:10

PHL - ORD
14:45 (PHL)Philadelphia International Airport
16:10 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1739)Airbus
2h 25m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

15:25 - 16:35

PHL - MDW
15:25 (PHL)Philadelphia International Airport
16:35 (MDW)Chicago Midway Airport
(WN 4869)Boeing 737 700
2h 10m
Direct
- -
- T
- W
- -
- -
- -
- -
Boeing 737 700

15:35 - 16:45

PHL - MDW
15:35 (PHL)Philadelphia International Airport
16:45 (MDW)Chicago Midway Airport
(WN 4869)Boeing 737 800
2h 10m
Direct
- -
- -
- -
- -
- -
- -
- S
Boeing 737 800

16:20 - 17:45

PHL - ORD
16:20 (PHL)Philadelphia International Airport
17:45 (ORD)Chicago O'Hare International Airport
American Airlines (AA 1969)Airbus
2h 25m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

17:10 - 18:25

PHL - MDW
17:10 (PHL)Philadelphia International Airport
18:25 (MDW)Chicago Midway Airport
(WN 4869)Boeing 737 700
2h 15m
Direct
- -
- -
- -
- -
- -
- S
- -
Boeing 737 700

17:32 - 18:55

PHL - ORD
17:32 (PHL)Philadelphia International Airport
18:55 (ORD)Chicago O'Hare International Airport
United Airlines (UA 1776)Airbus
2h 23m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

18:19 - 19:40

PHL - ORD
18:19 (PHL)Philadelphia International Airport
19:40 (ORD)Chicago O'Hare International Airport
American Airlines (AA 865)Airbus
2h 21m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

18:47 - 20:12

PHL - ORD
18:47 (PHL)Philadelphia International Airport
20:12 (ORD)Chicago O'Hare International Airport
United Airlines (UA 238)Airbus
2h 25m
Direct
- M
- T
- W
- T
- F
- S
- S
Airbus

Connecting Flights

20:40 - 21:45+ 1

PHL - BNA

22:40 - 00:10+ 1

BNA - MDW
20:40 (PHL)Philadelphia International Airport

22:40 (BNA)Nashville Airport
21:45 (BNA)Nashville Airport + 1

00:10 (MDW)Chicago Midway Airport
(WN 4981)Boeing 737 800

(WN 5212)Boeing 737 700
4h 30m (55m)
BNA Nashville 55m
- -
- -
- -
- -
- -
- -
- S

06:00 - 07:05

PHL - BNA

08:15 - 10:00

BNA - ORD
06:00 (PHL)Philadelphia International Airport

08:15 (BNA)Nashville Airport
07:05 (BNA)Nashville Airport

10:00 (ORD)Chicago O'Hare International Airport
(WN 477)Boeing 737 700

(WN 3623)Boeing 737 700
5h (1h 10m)
BNA Nashville 1h 10m
- -
- -
- -
- -
- -
- -
- S

06:25 - 07:30

PHL - BNA

09:00 - 10:45

BNA - ORD
06:25 (PHL)Philadelphia International Airport

09:00 (BNA)Nashville Airport
07:30 (BNA)Nashville Airport

10:45 (ORD)Chicago O'Hare International Airport
(WN 663)Boeing 737 800

(WN 510)Boeing 737 700
5h 20m (1h 30m)
BNA Nashville 1h 30m
- -
- T
- W
- -
- -
- -
- -

06:25 - 07:30

PHL - BNA

09:45 - 11:15

BNA - MDW
06:25 (PHL)Philadelphia International Airport

09:45 (BNA)Nashville Airport
07:30 (BNA)Nashville Airport

11:15 (MDW)Chicago Midway Airport
(WN 663)Boeing 737 800

(WN 2119)Boeing 737 700
5h 50m (2h 15m)
BNA Nashville 2h 15m
- -
- T
- W
- -
- -
- -
- -

06:30 - 07:35

PHL - BNA

09:00 - 10:45

BNA - ORD
06:30 (PHL)Philadelphia International Airport

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

10:45 (ORD)Chicago O'Hare International Airport
(WN 663)Boeing 737 800

(WN 510)Boeing 737 700
5h 15m (1h 25m)
BNA Nashville 1h 25m
- M
- -
- -
- T
- F
- -
- -

07:30 - 09:40

PHL - ATL

10:40 - 11:35

ATL - MDW
07:30 (PHL)Philadelphia International Airport

10:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport
09:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport

11:35 (MDW)Chicago Midway Airport
(WN 2180)Boeing 737 800

(WN 5518)Boeing 737 Max 8 Passenger
5h 05m (1h)
ATL Atlanta 1h
- -
- -
- -
- -
- -
- S
- -

10:15 - 11:35

PHL - STL

12:20 - 13:25

STL - MDW
10:15 (PHL)Philadelphia International Airport

12:20 (STL)St Louis Lambert Intl Airport
11:35 (STL)St Louis Lambert Intl Airport

13:25 (MDW)Chicago Midway Airport
(WN 5833)Boeing 737 700

(WN 1268)Boeing 737 700
4h 10m (45m)
STL Saint Louis 45m
- -
- T
- W
- -
- -
- -
- -

13:40 - 14:50

PHL - BNA

16:10 - 17:55

BNA - ORD
13:40 (PHL)Philadelphia International Airport

16:10 (BNA)Nashville Airport
14:50 (BNA)Nashville Airport

17:55 (ORD)Chicago O'Hare International Airport
(WN 663)Boeing 737 800

(WN 510)Boeing 737 Max 8 Passenger
5h 15m (1h 20m)
BNA Nashville 1h 20m
- -
- -
- -
- -
- -
- -
- S

19:05 - 20:40

PHL - STL

21:30 - 22:35

STL - MDW
19:05 (PHL)Philadelphia International Airport

21:30 (STL)St Louis Lambert Intl Airport
20:40 (STL)St Louis Lambert Intl Airport

22:35 (MDW)Chicago Midway Airport
(WN 3705)Boeing 737 Max 8 Passenger

(WN 3244)Boeing 737 Max 8 Passenger
4h 30m (50m)
STL Saint Louis 50m
- -
- T
- W
- -
- -
- -
- -

19:30 - 21:05

PHL - STL

22:50 - 23:55

STL - MDW
19:30 (PHL)Philadelphia International Airport

22:50 (STL)St Louis Lambert Intl Airport
21:05 (STL)St Louis Lambert Intl Airport

23:55 (MDW)Chicago Midway Airport
(WN 3705)Boeing 737 800

(WN 3244)Boeing 737 800
5h 25m (1h 45m)
STL Saint Louis 1h 45m
- -
- -
- -
- -
- -
- -
- S

19:30 - 20:50

PHL - BNA

21:30 - 23:00

BNA - MDW
19:30 (PHL)Philadelphia International Airport

21:30 (BNA)Nashville Airport
20:50 (BNA)Nashville Airport

23:00 (MDW)Chicago Midway Airport
(WN 4981)Boeing 737 800

(WN 3046)Boeing 737 Max 8 Passenger
4h 30m (40m)
BNA Nashville 40m
- -
- T
- W
- -
- -
- -
- -

19:55 - 21:00

PHL - BNA

21:50 - 23:25

BNA - MDW
19:55 (PHL)Philadelphia International Airport

21:50 (BNA)Nashville Airport
21:00 (BNA)Nashville Airport

23:25 (MDW)Chicago Midway Airport
(WN 4981)Boeing 737 800

(WN 3046)Boeing 737 700
4h 30m (50m)
BNA Nashville 50m
- M
- -
- -
- T
- F
- -
- -

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

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

The fastest flight time for direct flights from Philadelphia to Chicago is 2 hours 5 minutes. Check latest flight schedules & prices on Wego.

What’s the most popular airline flying from Philadelphia to Chicago?

The most popular airline flying from Philadelphia to Chicago is United Airlines. Find the latest flight deals on Wego.

How far is Chicago from Philadelphia?

The flight distance between Philadelphia and Chicago is 1069km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:00. The last flight of the day departs at 20:15. See the full list of flight times on Wego.

How many airlines offer direct flights from Philadelphia to Chicago?

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

Flight deals from Philadelphia to Chicago

Fare Guide

Estimated lowest fares found within 7 days

Flight Schedules

Last Updated: Tue, 2 Apr, 2024

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