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Flights from Chicago to Windsor
There are no direct flights from Chicago to Windsor. The fastest way is one stop via Toronto, about 5h 40m door to door (12 connections a week on current schedules).
No direct flights · 1 connection option From 5h 40m
Chicago to Windsor at a glance
Fastest journey5h 40mVia Toronto, on current schedules
Nonstop flightsNoneConnect via Toronto
Best ways to fly from Chicago to Windsor
Ranked by how easy the connection is: one airline or alliance first (bags and connection protected), then the quickest self-transfer options.
1Search
CHI Toronto (YYZ) YQG
Leg 1: Air Canada, United Airlines, Korean Air · Leg 2: Air Canada Jazz
Sun02:30 CHI04:52 YYZ3h 23m connection08:15 YYZ09:10 YQGKorean Air + Air Canada Jazz
Connections are computed from flights actually flown over the last 8 weeks, with at least 45 minutes to change on one airline and 2 hours on separate tickets. Times are local. The search shows live itineraries and exact times.
Good to know
- Distance
- 382 km237 miles
- Journey time
- 5h 40mon current schedules
- Time difference
- +1hWindsor vs Chicago
- Currency in Windsor
- CAD
- Airports
- ORD, MDW, RFD → YQG
Flights from Chicago to Windsor: questions answered
Are there direct flights from Chicago to Windsor?
No. There is no nonstop service, so you will connect, most easily in Toronto. Most connections mean separate tickets, so leave plenty of time to collect bags and check in again.
How long is the flight from Chicago to Windsor?
With one connection the journey usually takes around 5h 40m, depending on the layover. The straight-line distance is 382 km.
Where do you change planes between Chicago and Windsor?
The best connecting points are Toronto (YYZ). Compare one-ticket itineraries with self-transfer options in the search.
Which airports serve Chicago and Windsor?
Chicago: Chicago O'Hare International Airport (ORD), Chicago Midway International Airport (MDW) and Chicago Rockford International Airport (RFD). Windsor: Windsor International Airport (YQG).
What is the time difference between Chicago and Windsor?
Windsor is 1 hour ahead of Chicago.
