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Air Canada flights from Toronto Pearson Intl Airport to Chicago (YYZ - CHI)

YYZ — 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 Pearson Intl to Chicago in 2025

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

One-way from

C$ 169

Round-trip from

C$ 252

Popular in

December

Cheapest in

May

Average price (all airlines)

C$ 391
Air Canada
  • Air Canada
  • 20/5
  • 1 total stop
  • 5h 32m total
  • Toronto to Chicago
Air Canada
  • Air Canada
  • 6/6-8/6
  • Nonstop
  • 3h 55m total
  • Toronto to Chicago
Highest demand for flights from Toronto Pearson Intl to Chicago; 5% potential price increase.
Best time to find cheap flights from Toronto Pearson Intl to Chicago; 1% potential price drop.
Average price for all Toronto Pearson Intl to Chicago flights (one-way and round-trip).
  • Can I get a flight from Toronto Pearson Intl Airport to Chicago on Air Canada for under C$ 300?

    Air Canada offers 1 flights from Toronto Pearson Intl Airport to Chicago for under C$ 300. Prices vary by date and time. To see all prices and select your dates, click here.

  • How do most travelers feel about Air Canada?

    Air Canada has received a 8.0/10 rating from 285 Cheapflights user reviews. If you wish to plan your next trip from Toronto Pearson Intl Airport to Chicago with Air Canada, enter your preferred travel dates above!

Find Air Canada flight deals from Pearson Intl to Chicago

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

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 Pearson Intl to Chicago

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

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

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

Booking with Air Canada 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from Toronto Pearson Intl Airport 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 Pearson Intl Airport to Chicago with Air Canada?

Currently, the most affordable month to book a Air Canada flight from Toronto Pearson Intl Airport to Chicago in December, with an average price of C$ 215. Conversely, traveling with Air Canada from Toronto Pearson Intl Airport to Chicago in October will be the most expensive, with an average cost of C$ 351. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

Weekly Air Canada flight availability from Toronto Pearson Intl Airport to Chicago

The most Air Canada flights from YYZ 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 (2 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 Pearson Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Pearson Intl 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.

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Fly from Pearson Intl 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.

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
Overview

Entertainment

6.8

Comfort

7.0

Boarding

7.3

Food

6.3

Crew

7.8

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