CA $386 Cheap Flights from Chicago (ORD) to Windsor (YQG)

You can find one-way and return flights from ORD to YQG with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to YQG ticket fares go up or down.

The cheapest months to fly from ORD to YQG are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

Enter ORD to YQG and your travel dates, then apply the 'Nonstop' filter to see only direct flights.

United is one of the cheapest airlines offering connecting flights from Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG), with return tickets starting from around CA$923 for flights that can be booked for departure within the next year. These flights typically include a layover in Macdonald-Cartier Intl. (YOW). Prices are per adult for economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.

To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

There are approximately 26 connecting flights per day from Chicago O'Hare International (ORD) to Windsor (YQG). Some common connection points include Liberty International (EWR), LaGuardia (LGA), and Pearson International (YYZ).

Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from ORD to YQG. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.

You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG) on a Friday, with around 15 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include United, Delta, and Air Canada.

The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG) are in the early morning, from 6am to 9am. Many major carriers, including Delta and United, offer flights during this window. Many travelers prefer this because it allows for an early start to their day, whether for business or to maximize their time at their destination.

There are no nonstop flights from Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG). The distance between these two cities is approximately 409 kilometres. Flights with one stop typically take around 11 hours. If you opt for flights with two or more stops, your travel time will be longer, usually around 12 hours 18 minutes. Keep in mind that these are average travel times and can vary based on factors like layover duration, routing, and weather conditions.

Select the "Business class" and "First class" filters when looking for Chicago, IL (ORD) to Windsor, ON (YQG) flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.

It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Chicago, IL (ORD-O'Hare Intl.) to Windsor, ON (YQG) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.