|Origin Airport IATA Code||XCM|
|Destination Airport IATA Code||CHI|
|Direct Flight Airlines|
|Earliest Flight Arrival|
|Latest Flight Arrival|
It can be tedious to sift through pages of Internet search results to find those bargain fares on flights from Windsor to Chicago and hotels, but at Orbitz, everything you need is in one place. Our guaranteed low prices on Windsor to Chicago flights mean we are a leader when it comes to giving you great online deals on air fare and hotels.
Whether you are traveling for pleasure or business, you can use Orbitz to find cheap Windsor to Chicago flights, together with low-cost accommodations. We pride ourselves on offering you excellent deals that fit your schedule and budget needs.
Domestic or international travel presents no obstacles to us. We give you unbeatable bargains on flights from Windsor to Chicago. Enjoy huge savings on your flight, which can be better used elsewhere on your trip.
Our innovative and cutting-edge mobile tools make it easy to search or booking cheap flights from Windsor to Chicago while on the move, via our app for the iPhone, iPad, or Android-based devices. We can also send you instant alerts through email or text messaging if there any delays to your flight.
Low-cost Windsor to Chicago flights can be booked with total confidence through Orbitz every time. We also make it very easy to cancel flights or other travel arrangements online should you need to. You can also add activities and car rentals to your flight or hotel reservation for a hassle-free trip.
It can take as little as 2 hours and 39 minutes to fly from Windsor, ON (YQG) to Chicago, IL (MDW-Midway Intl.). Settle in and enjoy the ride, because you'll be strolling through arrivals before long.
We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.
Consider flying out early in the week to save on your airfare. Orbitz data from 2019 shows that Tuesday is the cheapest day to depart, followed by Monday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
We won't keep you guessing, according to Orbitz data the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a fresh start to the new year. Be aware that the most expensive time to fly isn't the height of summer, as most people assume, but the festive month of December.
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2019 saved over 50% on their airfares. Get mixing and matching today!
*According to flight demand on Orbitz.com from January to December 2019. Savings are subject to change based on departure location, date and destination.
^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.