CA $247 Cheap Flights from Windsor (YQG) to Chicago (MDW)

Popular airlines from Windsor, ON (YQG) to Chicago Midway Airport (MDW)

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Cheap flights from Windsor (YQG) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $247 for one-way flights and CA $559 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Porter Airlines
Porter Airlines
Porter Airlines
Porter Airlines
Porter Airlines
Porter Airlines
Porter Airlines
Porter Airlines
Porter Airlines
Flight from Windsor to Chicago (YQG - MDW) route information
Origin airport
Windsor
Destination airport
Midway Intl.
Airlines serving
Porter Airlines
Roundtrip price
CA $558
Distance
395 km

Windsor to Chicago Flights

The easy way to book your flights from Windsor to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Windsor whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Windsor to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Windsor, YQG to Midway Intl., MDW 

Sort your search results by price to find great deals on your flight from Windsor to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Windsor currently is just CA $559 rising to CA $818.  

Here are more money-saving tips: 

  • Fly in December when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Windsor 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Frequently asked questions

How much is a flight from YQG to MDW?
If you're travelling between YQG and Midway Airport, round-trip journeys start from CA $559. This price is based on fares listed within the last 7 days on Expedia for flights departing within the next year, so don't let a good deal pass you by. Book now and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from YQG to Midway Intl. Airport (MDW)?
We get that life can throw the odd curveball, so we've made it as simple as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from Windsor Intl. Airport to Chicago Airport that have flexible change policies?
Flights from YQG to Chicago Airport offering flexible change policies are available from several carriers. Simply use our "No change fees" filter while searching. You'll only need to pay the cost difference between flights, with no extra fees to worry about.
How many hours is the flight from YQG to MDW?
The average flight time from YQG to Chicago Airport is a comfortable 2 hours and 49 minutes. If you're lucky, you might just get through a whole movie before arriving!
How far is the flight from YQG to MDW?
That movie you've been eager to see will just have to wait — the flight distance between YQG and Chicago Airport is only 400 kilometres. The captain will be telling you to buckle up for touchdown before you know it.
Which airlines fly direct from Windsor Airport (YQG) to MDW?
At present, no airlines offer flights directly from Windsor Intl. Airport to Chicago Airport. You'll have to book a flight with at least one stop. To get the best price and connections, lock in your airfare well ahead of time.
Are YQG to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
It is possible to pick up a fantastic last-minute deal from YQG to Chicago Airport, but it's also possible to miss out altogether! As many airlines release seats up to a year in advance, it's worth keeping an eye on fares early and being ready to book when you see a bargain. Expedia compares air carrier prices and updates flight deals often, so you can rest assured you're always seeing the latest offers.

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