YYZ to ORD (Toronto to Chicago) Flights

Last Minute Flights from YYZ to ORD

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
YYZChicagoAugust 4 to August 13$298
*Prices include taxes and fees

Cheapest YYZ to ORD Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
YYZChicagoSeptember 13 to September 20$232
YYZChicagoSeptember 13 to September 20$232
YYZChicagoSeptember 12 to September 19$249
YYZChicagoAugust 27 to October 5$255
*Prices include taxes and fees
YYZ to ORD Flight Details
Origin airport
Pearson Intl.
Origin airport IATA code
YYZ
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Distance
436 mi

Frequently asked questions

What airlines fly direct from YYZ to O'Hare Airport?
Fly with United Airlines (UA). It operates 204 flights per month that jet straight from Pearson Intl. Airport (YYZ) to O’Hare Intl. Airport (ORD). With 147 nonstop monthly services of its own on this air route, American Airlines (AA) is another top pick.
How many flights are there from YYZ to ORD?
There are around 15 flights a day from Toronto, ON (YYZ-Pearson Intl.) to Chicago, IL (ORD-O’Hare Intl.), so you have plenty of ways to get to Chicago. Just decide on a date that matches your schedule and lock in your fare.
What is the flight distance from Toronto, ON (YYZ-Pearson Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A short-haul flight, the trip between Mississauga and Chicago is a breezy 440 miles (700 1). You’ll be stepping into Chicago, IL (ORD-O’Hare Intl.) and grabbing your luggage from the carousel in the blink of an eye.
How many morning flights are there from YYZ to ORD?
With 42 morning flights from YYZ to ORD a week, you have a nice range of choice.

  • You can fly off as early as 7:00AM if you grab a seat with United Airlines (UA). This airline operates 21 weekly services that leave before noon.
  • American Airlines (AA) is one more choice. It operates 14 morning services each week, with the earliest one to depart at 6:30AM.

How many afternoon flights are there from YYZ to ORD?
Take off on one of the 67 afternoon and evening flights from YYZ to ORD per week.

  • United Airlines (UA) offers 26 weekly flights that jet off after midday. The earliest departure is 1:00PM.
  • Air Canada (AC) has 21 afternoon and evening flights a week. The first one leaves YYZ at 12:00PM.
  • Otherwise you can take off from 1:15PM onward with American Airlines (AA). This airline has 20 afternoon and evening flights each week.

What is the earliest departure time out of Mississauga to Chicago?
The earliest flight sets off from YYZ at 6:30AM and touches down at 8:26AM at ORD. Make sure you give yourself sufficient time in the morning to get to your gate.
What is the latest departure time out of Mississauga to Chicago?
Reserve a seat on the 9:00PM flight from YYZ, touching down at 11:04PM at ORD, and allow yourself time to complete those last-minute vacation preparations. This is the latest flight you can take on this route.
What is the average price from Mississauga to Chicago?
Round-trip journeys from YYZ to ORD begin from around $232. Hot deals don’t stick around forever, so have your credit card handy when you find a price you love. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Toronto to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Toronto to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from YYZ to ORD, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Toronto to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.