Cheap Flights from Windsor (YQG) to Chicago (ORD)

Popular airlines from Windsor, ON (YQG) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from Windsor (YQG) to Chicago (ORD)

Prices were available within the past 7 days and start at for one-way flights and £230 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£230 Return, found 2 days ago
£230
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £230 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£248 Return, found 2 days ago
£248
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £248 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£265 Return, found 2 days ago
£265
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £265 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£280 Return, found 2 days ago
£280
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £280 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£298 Return, found 2 days ago
£298
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £298 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£316 Return, found 2 days ago
£316
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £316 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£326 Return, found 2 days ago
£326
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £326 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£344 Return, found 2 days ago
£344
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £344 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£362 Return, found 2 days ago
£362
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £362 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£423 Return, found 2 days ago
£423
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £423 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£441 Return, found 2 days ago
£441
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £441 found 2 days ago
Air Canada
Sat, 13 Sep - Mon, 27 Oct
YQG
Windsor
ORD
Chicago
£459 Return, found 2 days ago
£459
Return
found 2 days ago
Select Air Canada flight, departing Sat, 13 Sep from Windsor to Chicago, returning Mon, 27 Oct, priced at £459 found 2 days ago
Flight from Windsor to Chicago route information
Origin airport
Windsor
Destination airport
O'Hare Intl.
Return price
£229
Distance
406 km

Compare flights from Windsor to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Windsor to Chicago. Operating between them flights per day, 12 airlines cover the route. And fly direct, getting you to O'Hare Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Windsor to O'Hare Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Windsor (YQG) to O'Hare Intl. (ORD)

The easiest way to view the best deals on flights from Windsor to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Windsor to O'Hare Intl. start at just £230 and range up to £459.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Windsor and Chicago
  • booking your flight during September, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Windsor to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Windsor to O'Hare Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from YQG to ORD?
Start packing your suitcase, because round-trip flights from Windsor Intl. Airport to ORD start from £230. That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can increase quickly, so book now to lock in the best deal. 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 O'Hare Intl. Airport (ORD)?
This can differ from airline to airline, as each one has its own set of terms and conditions. Head to the Customer Service Portal, where you'll find instructions on how to cancel your flight online.
How do I find cheap flights from Windsor Airport (YQG) to O'Hare Airport that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for YQG to O'Hare Intl. Airport (ORD) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Windsor Airport (YQG) to ORD?
The distance from Windsor Airport (YQG) (YQG) to O'Hare Intl. Airport (ORD) (ORD) is only 410 kilometres. You'll be walking down the air bridge and picking up your baggage from the carousel in the blink of an eye.
Which airlines fly direct from Windsor Airport (YQG) to ORD?
There are no direct flights, so you'll need to make at least one stop between Windsor Airport (YQG) and ORD. Use the layover time to stretch your legs and grab a bite to eat.
Are Windsor Airport (YQG) to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Flight prices go up and down like a yo-yo, so there are no guarantees. While last-minute flight deals between YQG and O'Hare Intl. Airport (ORD) are of course possible, it's also a good idea to keep a close eye on prices well before you fly. In fact, some air carriers publish their prices up to a year before the departure date. Expedia is continuously updating the biggest bargains around, so keep checking back and be ready to secure your seat when the fares dip.

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