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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From $611 / RT details

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Cheap Chicago airfares from $611/RT are provided by Cheapoair.com. Outbound flight is leaving on 06/24/2025, 06:10 am from Philadelphia Pa/wilm`ton Intl (PHL) airport and arrives at Chicago O`hare (ORD) at 05:37 pm. The flight time is 11 hours and 27 minutes. The Returning flight departes on 07/01/2025, 08:00 am (other return dates are also available). Date posted: 30 Jan 2025

Price evolution for flights From Philadelphia To Chicago

Price overview for flights from Philadelphia to Chicago

Recent Deals on Flights from Philadelphia to Chicago:Roundtrip / Oneway

  • $611Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Philadelphia, PA (PHL)Chicago, IL (ORD)06/24/202506:10 am
    Chicago, IL (ORD)Philadelphia, PA (PHL)07/01/202508:00 am
    cheapoair.com check price
  • $611Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Philadelphia, PA (PHL)Chicago, IL (ORD)07/02/202506:10 am
    Chicago, IL (ORD)Philadelphia, PA (PHL)07/16/202505:05 am
    cheapoair.com check price
  • $322Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    Philadelphia, PA (PHL)Chicago, IL (ORD)05/27/202506:10 am
    cheapoair.com check price
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Know what to do when flying to Chicago?

Chicago Travel Guide Founded in the early 1800s, Chicago is positioned between civilization and wilderness and many aspects of modern life had their start here. Chicago really does have it all, with less infrastructural problems than its coastal rivals. Though [...]
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