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Air Canada flights from Toronto to Chicago (YTO - CHI)

YTO — CHI
4 May — 11 May1
1 adult

Cheapflights users flying from Toronto to Chicago on Air Canada typically fly into Chicago O'Hare Intl and depart from Toronto Pearson Intl. Select your dates above for pricing.

Air Canada flights from Toronto to Chicago in 2025

Find detailed information about Air Canada flights from Toronto to Chicago. Explore the options provided by Air Canada to plan your journey from Toronto to Chicago. Data last updated 29 April 2025.

One-way from

C$ 168

Round-trip from

C$ 252

Popular in

December

Cheapest in

March

Average price (all airlines)

C$ 351
Air Canada
  • Air Canada
  • 20/6
  • 1 total stop
  • 4h 59m total
  • Toronto to Chicago
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Air Canada
  • Air Canada
  • 6/6-8/6
  • Nonstop
  • 3h 55m total
  • Toronto to Chicago
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Highest demand for flights from Toronto to Chicago; 5% potential price increase.
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Best time to find cheap flights from Toronto to Chicago; 1% potential price drop.
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Average price for all Toronto to Chicago flights (one-way and round-trip).
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  • Can I get a flight from Toronto to Chicago on Air Canada for under C$ 300?

    4 Air Canada flights from YTO to CHI have recently been found on Cheapflights for under C$ 300. Click here to find the best deals to Chicago for your desired dates.

  • Does Air Canada service alternative airports for YTO-CHI?

    If you’re flying YTO-CHI on Air Canada and are looking for alternative airports to fly into or out of, you are in luck. When arriving in Chicago, most people land at Chicago O'Hare Intl, but that is not the only available airport that Air Canada flies to. Many people choose to land at Chicago Midway depending on where there are traveling to in the area. If you are looking for alternative departure airport to Toronto Pearson Intl, consider flying out of Toronto Island which also offers Air Canada flights.

  • How do most travelers feel about Air Canada?

    285 Cheapflights users have left reviews for Air Canada and have rated the airline 8.0/10. If you are looking to travel from Toronto to Chicago on Air Canada, input your dates in the form above for our best prices!

Find Air Canada flight deals from Toronto to Chicago

Cheapest Air Canada flights from Toronto to Chicago
Explore the most affordable Air Canada flight options available from Toronto to Chicago. Find the lowest fares with prices last updated on 29 April 2025.

Thu 22/57:25 a.m.YTZ - ORD
1 stop4h 59mAir Canada
Wed 28/52:16 p.m.ORD - YTZ
1 stop5h 21mAir Canada
Deal found 28/4C$ 258
Thu 22/512:00 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Sun 25/59:31 p.m.ORD - YYZ
1 stop10h 01mAir Canada
Deal found 28/4C$ 267

Travel insights for Air Canada flights from Toronto to Chicago

Get recent, data-driven insights about Air Canada flights from Toronto to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Toronto to Chicago with Air Canada?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to Chicago. Price data was last updated on 25 April 2025.

Booking with Air Canada 55 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Toronto to Chicago with Air Canada?

Currently, the most affordable month to book a Air Canada flight from Toronto to Chicago in April, with an average price of C$ 147. Conversely, traveling with Air Canada from Toronto to Chicago in October will be the most expensive, with an average cost of C$ 345. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

Weekly Air Canada flight availability from Toronto to Chicago

The most Air Canada flights from YTO to CHI are scheduled on a Monday (11 on average). You will have fewer Air Canada flight options on Saturday, which is when the least amount of flights are scheduled (7 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Best time to book a flight from Toronto to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Toronto with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Browse thousands of different options on Cheapflights for your next trip

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Fly from Toronto to Chicago on another airline

Consider alternative airlines that service the Chicago area. Flight routes are based on user searches made on Cheapflights and were last updated on 29 April 2025.
United Airlines flights from Toronto to Chicago
Porter Airlines flights from Toronto to Chicago

See what others are saying about Air Canada

Read reviews and see what other travellers are saying about their experiences with Air Canada. Get insights from real passengers regarding the airline's services, customer satisfaction, and overall travel experience. Use these reviews to inform your decision when choosing Air Canada for your next flight. Reviews last updated 29 April 2025.
Air Canada
7.0
Good
9,240 reviews
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Overview

Entertainment

6.8

Comfort

7.0

Boarding

7.3

Food

6.3

Crew

7.8

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