Cheap flights from Philadelphia to Chicago
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Travel tip: Visit Chicago on your holidays!Check our current prices for flights from Philadelphia to Chicago. Please note that we also give you historical search data for this city connection. These are all airfares that people found in the past, in order to find more current flight information from Philadelphia to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $127/RT are provided by Cheapoair.com. Outbound flight is leaving on 04/08/2025, 06:00 am from Philadelphia Pa/wilm`ton Intl (PHL) airport and arrives at Chicago O`hare (ORD) at 01:48 pm. The flight time is 7 hours and 48 minutes. The Returning flight departes on 04/30/2025, 08:45 am (other return dates are also available). Date posted: 18 Feb 2025
Price evolution for flights From Philadelphia To Chicago

Recent Deals on Flights from Philadelphia to Chicago:Roundtrip / Oneway
- $127
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 04/08/2025 06:00 am Chicago, IL (ORD) Philadelphia, PA (PHL) 04/30/2025 08:45 am - $168
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 03/25/2025 06:49 am Chicago, IL (ORD) Philadelphia, PA (PHL) 04/08/2025 09:24 am - $182
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/06/2025 03:30 pm Chicago, IL (ORD) Philadelphia, PA (PHL) 05/14/2025 05:05 am - $182
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/06/2025 03:30 pm Chicago, IL (ORD) Philadelphia, PA (PHL) 05/20/2025 05:05 am - $182
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/06/2025 03:30 pm Chicago, IL (ORD) Philadelphia, PA (PHL) 05/21/2025 05:05 am - $76
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/21/2025 06:10 am - $107
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 04/01/2025 06:49 am - $113
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 05/14/2025 06:10 am - $194
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 04/15/2025 06:10 am - $322
Spirit Airlines
cheapoair.com check priceFrom To Departure Time Philadelphia, PA (PHL) Chicago, IL (ORD) 03/19/2025 06:10 am
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Know what to do when flying to Chicago?
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