Flights from Toronto to Chicago from $209

YTO

Toronto

One-way

CHI

Chicago

Flights from

$209

Compare 1 options across 1 airline

Updated 1 month ago

$209

Cheapest Flight

$209

Average Price

Direct Flights

Airlines

Looking for the return flight? Chicago to Toronto from $202

CHI → YTO Flights

Compare All YTO to CHI Flights

Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.

1 of 1 flight

Airline	Schedule	Stops	Duration	Price
AC AC · 8547	Schedule on partner site	Direct	—	$209 Best	Book →

Tips for Toronto to Chicago Flights

Save money and travel smarter with these route-specific tips

📅 When to Book

Book YTO–CHI flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.

💰 Price Trends

The average fare is $209, but prices as low as $209 are available.

✈ Direct vs Connecting

1 direct flight(s) available on this route . Direct flights save you 2–5 hours of travel time.

📍 Flexible Dates

Flying midweek (Tuesday–Thursday) on YTO–CHI is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.

Frequently Asked Questions

Everything you need to know about flying YTO to CHI

What is the cheapest flight from Toronto to Chicago?

The cheapest flight from Toronto (YTO) to Chicago (CHI) currently starts at $209 with AC. Prices are updated regularly and may vary by date and availability.

How many airlines fly from YTO to CHI?

We found 1 airline(s) operating on the YTO–CHI route, including AC.

Are there direct flights from Toronto to Chicago?

Yes, there are 1 direct flight(s) available from YTO to CHI, with prices starting at $209.

What is the average flight price on this route?

The average flight price from Toronto to Chicago is approximately $209. Prices range from $209 to $209 depending on airline, time, and class.

What is the baggage allowance on YTO–CHI flights?

Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.

From $209

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