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Cheap Flights from Philadelphia to Chicago

  • Philadelphia Chicago

    Sat, Feb 1 - Sun, Feb 2

    From US$123.28
  • Philadelphia Chicago

    Sun, Feb 9 - Sun, Feb 9

    From US$185.07
  • Philadelphia Chicago

    Thu, Mar 19 - Thu, Mar 26

    From US$203.45
  • Philadelphia Chicago

    Tue, Feb 11 - Tue, Feb 11

    From US$212.42
  • Philadelphia Chicago

    Tue, Feb 11 - Tue, Feb 11

    From US$247.87
  • Philadelphia Chicago

    Sat, Feb 22 - Mon, Feb 24

    From US$259.01

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Philadelphia to Chicago Flight Information

Below are some common questions asked about this flight route:

Best time to book Philadelphia to Chicago flights

Generally the best time to book Philadelphia to Chicago flights is two months in advance. And the cheapest days to fly are Tuesdays, Wednesdays, and Saturdays. Sunday is the most expensive.

How many direct flights from Philadelphia to Chicago?

There are 110 direct flights from Philadelphia to Chicago.

What is the most popular airline for non-stop flights from Philadelphia to Chicago?

American Airlines provides 56 of the non-stop flights between Philadelphia and Chicago.

Airlines flying this route:
Airports in Philadelphia:
Airports in Chicago:
Average duration of direct flights: 2h27m

Philadelphia to Chicago Flight Schedule

Flight info. Departure
Arrival
Route Weekly Schedule
07:30 PHL 08:58 ORD
Philadelphia to Chicago SMTWTFS Search
19:22 PHL 20:47 ORD
Philadelphia to Chicago SMTWTF- Search
05:40 PHL 07:01 ORD
Philadelphia to Chicago ----TF- Search
19:30 TTN 20:54 ORD
Philadelphia to Chicago SMTWTFS Search
12:25 PHL 13:48 ORD
Philadelphia to Chicago SMTWTFS Search
19:55 PHL 21:17 ORD
Philadelphia to Chicago -----F- Search
15:40 PHL 17:16 ORD
Philadelphia to Chicago ------- Search
11:00 PHL 12:31 ORD
Philadelphia to Chicago ------- Search
IB4051
09:15 PHL 10:47 ORD
Philadelphia to Chicago SMTWT-S Search
15:40 PHL 17:17 ORD
Philadelphia to Chicago SMTWTFS Search
17:45 PHL 19:22 ORD
Philadelphia to Chicago SM---FS Search
13:00 PHL 14:25 ORD
Philadelphia to Chicago SMT-TFS Search
16:41 PHL 18:06 ORD
Philadelphia to Chicago SMTWTFS Search
IB7230
12:46 PHL 14:09 ORD
Philadelphia to Chicago SMTWTFS Search
12:25 PHL 13:48 ORD
Philadelphia to Chicago SMTWTFS Search
NH7475
ANA
07:52 PHL 09:09 ORD
Philadelphia to Chicago SMTWTFS Search
18:45 PHL 20:15 ORD
Philadelphia to Chicago -MTWT-S Search
NH7595
ANA
09:00 PHL 10:25 ORD
Philadelphia to Chicago -MTWT-S Search
16:45 PHL 18:12 ORD
Philadelphia to Chicago -MTWT-S Search
11:51 PHL 13:15 ORD
Philadelphia to Chicago SMT---- Search

Philadelphia to O'Hare International Airport (ORD)

06:00, Feb 19 - 07:00, Feb 20
AA | American Airlines
2h 38m
PHL - ORD
Nonstop
US$292
Round-trip from
Search
07:40, Feb 19 - 09:31, Feb 20
UA | United Airlines
2h 29m
PHL - ORD
Nonstop
US$294
Round-trip from
Search
21:25, Feb 12 - 20:40, Feb 15
AA | American Airlines
2h 31m
PHL - ORD
Nonstop
US$293
Round-trip from
Search
06:00, Mar 4 - 20:40, Mar 7
AA | American Airlines
2h 38m
PHL - ORD
Nonstop
US$294
Round-trip from
Search
07:40, Mar 19 - 11:38, Mar 26
UA | United Airlines
2h 20m
PHL - ORD
Nonstop
US$294
Round-trip from
Search

Philadelphia to Midway International Airport (MDW)

12:35, Feb 11 - 21:05, Feb 11
DL | Delta Air Lines
4h 45m
PHL - MDW
1 stop
US$248
Round-trip from
Search
05:45, Feb 19 - 14:46, Feb 20
DL | Delta Air Lines
5h 15m
PHL - MDW
1 stop
US$300
Round-trip from
Search
05:44, Mar 17 - 16:50, Mar 17
DL | Delta Air Lines
4h 5m
PHL - MDW
1 stop
US$302
Round-trip from
Search
05:40, Jan 30 - 14:46, Feb 6
DL | Delta Air Lines
4h 19m
PHL - MDW
1 stop
US$302
Round-trip from
Search
05:45, Feb 2 - 18:55, Feb 8
DL | Delta Air Lines
5h 14m
PHL - MDW
1 stop
US$316
Round-trip from
Search

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from Philadelphia to Chicago

There is usually no major price difference between buying a roundtrip flight versus a one-way flight. Increased flexibility is the main benefit when it comes to buying a one-way flight from Philadelphia to Chicago. However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Nonstop vs Connecting Flights from Philadelphia to Chicago

The average price for connecting flights from Philadelphia to Chicago is USD 242.35.The average price for nonstop flights from Philadelphia to Chicago is USD 248.32.

Travel from Philadelphia to Chicago

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from Philadelphia to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from Philadelphia to Chicago a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.