Cheap flights from Toronto to Chicago
From €137 one way, departing Fri 11 Dec. We compare airlines and travel agencies and add no fees.
Cheapest dates from Toronto to Chicago
The lowest one-way fares we found for the coming months. Pick a date to see every flight.
Price history
We have not recorded any prices for YYZ to ORD yet. The chart appears after people search this route.
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Airport transfer in Chicago
Arrange a pick-up at Chicago airport (ORD) before you fly.
Things to do in Chicago
Find tours, tickets and day trips in Chicago, United States.
Car rental in Chicago
Compare rental cars for Chicago (pick up at ORD or in town).
Toronto to Chicago: common questions
Answers use the fares we found most recently and are updated through the day.
How much is a flight from Toronto to Chicago?
The lowest one-way fare we found recently is €137, departing Fri 11 Dec. A typical cheapest fare on other days is around €170. Prices change often, so check the live price before you book.
Which month is cheapest to fly to Chicago?
December 2026 has the lowest fare we found, from €137 on Fri 11 Dec.
How long is the flight from Toronto to Chicago?
Toronto and Chicago are about 700 km apart. A direct flight takes roughly 1.5 hours; flights with a stop take longer.
Does SkimFlight charge a booking fee?
No. SkimFlight compares prices from airlines and travel agencies and sends you to the seller to book. You pay the seller’s price with no fee from us.