Cheap flights from Windsor to Chicago
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Check our current prices for flights from Windsor 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 Windsor to Chicago, you will need to run a search below.
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Cheap Chicago airfares from $464/RT are provided by Cheapoair.com. Outbound flight is leaving on 05/14/2025, 07:00 am from Windsor (YQG) airport and arrives at Chicago Midway (MDW) at 10:20 am. The flight time is 3 hours and 20 minutes. The Returning flight departes on 05/28/2025, 11:15 am (other return dates are also available). Date posted: 10 Jan 2025
Price evolution for flights From Windsor To Chicago
Recent Deals on Flights from Windsor to Chicago:Roundtrip / Oneway
- $464
Porter Airlines
cheapoair.com check priceFrom To Departure Time Windsor, ON (YQG) Chicago, IL (MDW) 05/14/2025 07:00 am Chicago, IL (MDW) Windsor, ON (YQG) 05/28/2025 11:15 am - $581 Porter Airlines
cheapoair.com check priceFrom To Departure Time Windsor, ON (YQG) Chicago, IL (MDW) 02/17/2025 02:30 pm Chicago, IL (MDW) Windsor, ON (YQG) 02/22/2025 01:05 pm - $296 Porter Airlines
cheapoair.com check priceFrom To Departure Time Windsor, ON (YQG) Chicago, IL (MDW) 02/07/2025 02:30 pm
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Know what to do when flying to Chicago?
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