WarBird Flight is an independent booking service, not affiliated with Air Canada. Fares are recorded lows for the route across carriers; the agent quotes Air Canada's current fare on the call.

YYZ → CHI · about 1h 37m nonstop · 435 miles · 5 airlines
Fares shown are recorded lows. An agent confirms today's live price on the call.
Toronto is a Air Canada hub, so Air Canada typically offers several daily departures on YYZ–CHI, with nonstop service where demand supports it and connections through its other hubs otherwise. The nonstop flight time is about 1h 37m.
Fare classes available: Basic, Standard, Flex / Comfort / Latitude, Premium Economy / Business (Signature). Unlike the US carriers, Air Canada still charges change fees on Standard fares; Flex and higher fares reduce or waive them. Basic fares cannot be changed.
The lowest one-way fare we have on record for this route is $187. Fares like that usually show up on off-peak days and for travel booked a few weeks out; an agent can check whether a similar fare is available for your dates.
Because Delta Air Lines treats Chicago as a hub, this pairing tends to have frequent departures throughout the day. American Airlines, Southwest Airlines, and Air Canada also compete here, which keeps fares in check.
The 435 miles between Toronto and Chicago works out to about 1h 37m in the air, the range where nonstops are common on busy days and connections through a hub fill in the rest. Ask the agent to compare both; the one-stop is sometimes cheaper by a wide margin.
From Canada, February and March school breaks and the December holidays are the expensive weeks; May, September, and October price lowest.
Tuesday, Wednesday, and Saturday departures are usually the cheapest days on domestic routes; Friday and Sunday are the most expensive. Early-morning and late-evening flights are often priced below the midday departures.
For domestic travel, booking three to eight weeks ahead usually captures the best price. Inside two weeks, fares climb; more than four months out, airlines have not yet released their cheapest inventory.
Fares from a neighboring airport are sometimes far lower than the drive is long. Agents quote all of these on one call.
Licensed agents at our partner agency handle these by phone, 24/7. No charge for a quote.
Toronto is a Air Canada hub, so nonstop service is likely on this route. The agent confirms the schedule for your dates.
The lowest one-way fare we have recorded recently is $187. Fares change daily; call (708) 866-8751 for today's price.
A nonstop flight takes about 1h 37m to cover 435 miles. Connecting itineraries add two to five hours depending on the layover.
Delta Air Lines, United Airlines, American Airlines, Southwest Airlines, and Air Canada are the carriers most likely to serve this route. We book all of them.
Yes. Our partner agency's licensed agents book Air Canada flights between the US and Canada and onward to Europe and Asia.
On Standard fares, yes. Flex and above reduce or remove the fee. Basic fares cannot be changed. Fare difference applies in all cases.