
Business Class Flight Deals from Windsor to Chicago from $380
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... and +100s more
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Save an average of $240 per person when bundling your flight and hotel together with Priceline
If a VIP member finds a better price elsewhere, we'll refund up to 200% of the difference
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Stops
- Up to 1 stop$974
- Up to 2 stops$979
Airlines
- Air Canada$974
Cabin Class
- Business$974
Departure Airports
- Windsor Airport$974
Arrival Airports
- Chicago O Hare Airport$974
Layover Airports
- Montreal Trudeau Airport$979
- Newark Liberty Airport$984
- Ottawa Macdonald-Cartier International Airport$996
- Toronto Pearson Airport$974
Best Price. GUARANTEED.
Exclusively for Priceline Members
Tired of searching? Book now!
We'll refund the difference if you find a lower price.

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Top Deals on flights Business Class from Windsor to Chicago
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 25
as low as
$380
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 25
as low as
$380
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 26
as low as
$387
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 25
as low as
$404
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 25
as low as
$498
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 25
as low as
$576
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 25
as low as
$641
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 25
as low as
$642
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 26
as low as
$662
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 26
as low as
$662
Windsor, CA (YQG) - Chicago, US (CHI)

Sep 25
Sep 26
as low as
$662
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