Find Cheap Flights from Chicago to Windsor (CHI - YQG)

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Looking for a cheap flight? 25% of our users found flights on this route for $299 or less.

FAQs for Booking Chicago to Windsor Flights

How long does a flight from Chicago to Windsor take?
An average nonstop flight takes 4h 28m, covering a distance of 241 miles.
Which airlines provide the cheapest flights from Chicago to Windsor?
In the past 3 days, the cheapest round-trip tickets were found on Air Canada ($370)
Do I need a passport to fly between Chicago and Windsor?
Yes.

Book cheap flights from Chicago to Windsor (round-trip)

Airports
Origin
Chicago
$370
only
$370
Destination
Windsor
$370
only
$370
Fri, Mar 23
ORD
YQG
4h 28m
Sun, Mar 25
YQG
ORD
5h 47m
Trip: 3 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21468 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
PHL
YYZ
Excellent 8.0

Issues caused by weather, otherwise flight was fine.

TPA
YYZ
Excellent 10.0

Typical flight but trouble free, on time, professional crew.

YYJ
YYZ
Okay 4.0

The flight wasn’t full, so I sat in my own row,?which offered spare leg room (I’m 6’2”). Time to fix the leg room issue on Rouge flights — it’s 2018.

Crew seemed uninterested in general. On phones in back while people struggling to find luggage space. Coffee cups and plastic utensils, etc, stored in overhead bins so people at the back had to search for carry-on space elsewhere, again, without assistance from on board crew. Offered service only once and many were sleeping so didn’t get anything. The overall check-in process could be easier, as the app doesn’t always work as it should.

YYZ
BOS
Okay 4.0

That we eventually got a flight home.

Being stuck in Boston and Ottawa for 2 extra days and adding around $1200 on to our trip in hotels alone (I was travelling with 4 kids on a school trip and my wife). Additionally, we didn’t find out the flights were cancelled until we arrived at the airport. Apparently, they had been cancelled 2 hours before but there was no notification. Air Canada offered no help whatsoever and the guy at the “service” desk in Boston literally said there was nothing he could do to help. Not even find a new flight. Spent 90 minutes on the phone trying to re-book, plus re-booking hotel along the way.

YEG
YVR
Excellent 9.0

Everything went almost smoothly and so I have little to complain about.

There was a snow storm in Toronto that caused me to lose about an hour. This is obviously to the fault of no one, but it was annoying nonetheless. It ended up causing me to miss my initial flight to Kelowna.

Chicago to Windsor Flight Information

Flights Arrive in Windsor
Flights Depart from Chicago
Flight Price $370
Distance 241 miles
Airlines Air Canada
*
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.