The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from Chicago to Windsor

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available at the end of March. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.

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week: Mar 30 - Apr 5

Flights from just $178

$285

$253

$231

$178

$189

$185

$181

$235

$222

$190

$229

$240

MarchAprilMay

Flying Time2 h and 45 mWhen flying from Chicago to Windsor, this can take around 2 h and 45 m in flying time, however this flight duration can vary due to other factors

Cheapest flight$173The best price for flights from Chicago to Windsor offered by eDreams, which have been found by our customers in the last 3 days

Destination airportWindsor International AirportFor the route from Chicago to Windsor

Peak seasonMarchMarch is the busiest time to fly from Chicago to Windsor according to search data results from our customers

One-way average Price477.95A flight from Chicago to Windsor at eDreams will cost around 477.95, this being based on prices of the previous 6 months of data

Best time to bookMarchSeptember is one of the most frequent times to fly to Windsor from Chicago according to real data from our customers

Exchange rate

1 USD = 1.37 CAD

1 CAD = 0.74 USD

Last revised on Thu, 03/5

Distance: 244 miles

Chicago airports

O'hare International Airport (ORD)How far from city center: 14 miles

Midway Airport (MDW)How far from city center: 4 miles

Windsor airports

Windsor International (YQG)How far from city center: 4 miles

Are you planning to travel to Windsor for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from Chicago. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Windsor and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from Chicago to Windsor

What are the benefits of booking flexible flight tickets?

Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to Canada. At eDreams have you covered!

On average, how much is the price of a flight from Chicago to Windsor?

When you fly from Chicago to Windsor the average price is 477.95. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.

For flights from Chicago to Windsor, how can I find the cheapest price?

The cheapest price for a flight from Chicago to Windsor is $173. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.

How long does the flight from Chicago to Windsor take?

Flight length from Chicago to Windsor is around 2 h and 45 m on average, at an average distance of 243.98 mi, for flights for the route (which may have 1 or more stops in other cities in between).

Which airlines fly from Chicago to Windsor?

The airlines that fly non-stop from Chicago to Windsor are:

Porter Airlines.

Plan your trip

Popular Flight RoutesAlternative routes