Chicago to Windsor Flight Tickets
Compare the best flight deals from Chicago to Windsor
About Chicago - Windsor Flights
Find the best prices for flights between Chicago (United States) and Windsor (Canada) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.
Chicago has 6 airports, while Windsor has 1 airports. Compare flights between all airports to find the best deal.
Cheapest Months for Chicago - Windsor Flights
Best month to fly
August 2026 - 17.353 ₺
August 2026
17.353 ₺
1 stops
Cheapest| Ay | Flight Type | Price |
|---|---|---|
| August 2026Cheapest | 1 stops | 17.353 ₺ |
Prices may change. Based on recent searches.
Popular Chicago - Windsor Flights
Chicago - Windsor
Airlines on Chicago - Windsor Route
Chicago Airports
Windsor Airports
Alternative Routes
Alternative Routes from Chicago
Chicago and Windsor - Airport Transportation
O'Hare International Airport (ORD)
How to Get to the Airport
Metro/Train: You can reach the airport in 40-45 minutes by taking the CTA Blue Line train from downtown Chicago. Services run every 5-15 minutes and operate 24 hours a day.
Bus: You can reach the airport by taking buses departing from downtown bus stops (e.g., around Union Station). The journey takes approximately 45-60 minutes, with buses departing every 15-30 minutes.
Taxi: Transportation from downtown Chicago to O'Hare by taxi is possible. The journey takes 30-60 minutes depending on traffic, and taxis operate 24 hours a day.
Airport App-Based Rides (Uber/Lyft): You can reach O'Hare from downtown via Uber or Lyft. You can request a ride through the app and board at designated pickup points.
Car Rental: You can reach the airport by renting a car from rental offices located in the city center. Information on rental procedures can be obtained from rental offices at the airport.
Windsor International Airport (YQG)
From Airport to City Center
Bus: Public transportation in Windsor is operated by Transit Windsor. You may need to take a short walk to reach the nearest bus stop to the airport. Transportation from the airport to the city center by bus takes approximately 20-35 minutes. Services are generally available every 20-30 minutes during the day. In the evening, this frequency may decrease to 30-60 minutes.
Taxi: Taxi services are available at the airport. The travel time to Windsor city center by taxi is approximately 15-25 minutes, depending on traffic. There are taxi stands at the airport exit where passengers can find taxis.
Uber: Ride-sharing services like Uber are also available at Windsor International Airport. The travel time to the city center by Uber is approximately 15-25 minutes, depending on traffic conditions. You can request a vehicle through the app.
Car Rental: There are several car rental companies at the airport. Passengers can complete car rental transactions before leaving the airport. Renting a car is a practical option to explore Windsor and its surroundings.
Limousine: Limousine services are also available for those who prefer private transportation. Traveling to the city center by limousine offers a comfortable journey, with a travel time of approximately 15-25 minutes.