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Trip to Chicago

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Flights found

Planes from Windsor to Chicago

🛫 Experience a convenient journey from Windsor to Chicago by taking a quick 1 hour and 5 minute direct flight from Detroit Airport to Chicago Midway Airport with airlines like Delta and Southwest Airlines. 🏙️ Enjoy a smooth and efficient travel experience as you cover the distance of 3 hours and 37 minutes from Windsor to Chicago. With multiple flights available, you can easily find a suitable option that fits your schedule. 💸 Prices for flights between Chicago and Windsor range from C$97 to C$509, offering travelers a range of choices to suit their budget and travel preferences. Plan your trip ahead and secure your flight booking for a hassle-free journey.

Where to stay in Chicago

There are over 656 hotels to stay in Chicago. Prices range from $19 per night.

Accomodation
  • Delta and Southwest Airlines are the main carriers that offer flights from Windsor to Chicago. These airlines operate flights from Detroit Metropolitan Wayne County Airport in Detroit, Michigan, which is the closest major airport to Windsor, to Chicago Midway Airport in Chicago. Passengers can book direct flights with either Delta or Southwest Airlines for a convenient and efficient journey between the two cities. It is recommended to check with the airlines for current flight schedules and availability before making travel arrangements.
  • The flight duration from Windsor to Chicago is approximately 3 hours and 37 minutes. This flight time may vary depending on factors such as weather conditions, air traffic, and the specific route taken by the airline. Passengers should plan for a flight duration of around 3 and a half hours when traveling from Windsor to Chicago by plane. It is advisable to confirm the exact flight duration with the airline at the time of booking to have an accurate estimate for your travel itinerary.
  • The cost of a flight from Windsor to Chicago can vary depending on several factors, with prices typically ranging from C$98 to C$516. The ticket prices may fluctuate based on the time of booking, the airline chosen, the cabin class selected, and the availability of promotional deals or discounts. It is recommended to compare prices across different airlines and booking platforms to find the most competitive fare for your travel dates. Additionally, booking in advance or being flexible with travel dates can sometimes result in securing a lower price for the flight.
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