Cheap flights from Pearson Intl to Chicago

YYZ — CHI
24 May — 31 May1
Return
1 adult
Economy
From?
To?
Tue 24/5
Tue 31/5

How to find the cheapest flight from Pearson Intl to Chicago

All the information you need to plan the best YYZ to CHI flight in 2022: compare Pearson Intl to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

YYZ - CHI

Price

C$ 225 - C$ 311

CHI

Temperature

-5 - 23 °C

CHI

Rainfall

43 - 125 mm

Popular inOctoberHigh demand for flights, 15% potential price rise
Cheapest inAprilBest time to find cheap flights, 15% potential price drop
Round-trip fromC$ 289From Toronto Pearson Intl to Chicago (CHI)
One-way fromC$ 74One-way flight from Toronto Pearson Intl to Chicago (CHI)

How far in advance should I book a flight from Toronto Pearson Intl Airport to Chicago?

To save up to 86% on this flight, we recommend booking at least 34 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Toronto Pearson Intl Airport to Chicago from C$ 446 1-2 weeks out and tickets from C$ 604 for flights departing within the next 72 hours.

What is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago?

Due to multiple factors, expect to potentially pay more when booking in January. For low rates, April can be a great choice for travel to Chicago. Flights to Chicago from Toronto Pearson Intl Airport in April are about C$ 324 on average during April, but can be found for as low as C$ 245.

When is the cheapest time to fly from Toronto Pearson Intl Airport to Chicago (YYZ - CHI)?

When flying from Toronto Pearson Intl Airport to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from Pearson Intl to Chicago in May, June 2022

The best prices found for YYZ to CHI flights for May, June
9 Jun. - 19 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 45m
C$ 149

Multiple Airlines

View Deal

Deal found 18/5/22

25 Jun. - 30 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 150

Multiple Airlines

View Deal

Deal found 17/5/22

25 Jun. - 3 Sep.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 154

Flair Airlines

View Deal

Deal found 18/5/22

Pearson Intl to Chicago 2022 flight deals

Cheap flights to Chicago from Pearson Intl found for this year
22 Sep. - 25 Sep.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 148

Multiple Airlines

View Deal

Deal found 18/5/22

9 Jun. - 19 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 45m
C$ 149

Multiple Airlines

View Deal

Deal found 18/5/22

25 Jun. - 30 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 150

Multiple Airlines

View Deal

Deal found 17/5/22

Cheap Swoop flights from Pearson Intl to Chicago

16 Jun. - 26 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 45m
C$ 162

Swoop

View Deal

Deal found 18/5/22

25 Aug. - 28 Aug.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 164

Swoop

View Deal

Deal found 17/5/22

9 Jun. - 19 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 45m
C$ 166

Swoop

View Deal

Deal found 19/5/22

  • Swoop is one of the most popular airlines used for those travelling from Toronto Pearson Intl Airport to Chicago. Toronto Pearson Intl Airport to Chicago flights are typically 53% cheaper than other airlines traveling the same route. Flights from Swoop typically cost C$ 301.11 RT. The cheapest Swoop flight found for this route was C$ 268. When travelling from Toronto Pearson Intl Airport to Chicago on Swoop, the most popular airport to depart from is Toronto Pearson Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Toronto Pearson Intl Airport to Chicago, Swoop flights are 19% more popular than any other airline flying that same route.

Cheap Flair Airlines flights from Pearson Intl to Chicago

25 Jun. - 3 Sep.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 154

Flair Airlines

View Deal

Deal found 18/5/22

7 Jun. - 11 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 172

Flair Airlines

View Deal

Deal found 16/5/22

24 May - 2 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 180

Flair Airlines

View Deal

Deal found 18/5/22

  • Flair Airlines is one of the most popular airlines used for those travelling from Toronto Pearson Intl Airport to Chicago. Flights on this route from Flair Airlines typically cost C$ 292.36 RT, a price that is 53% more expensive than the average Toronto Pearson Intl Airport to Chicago flight. The cheapest flight found was C$ 263 RT. When travelling from Toronto Pearson Intl Airport to Chicago on Flair Airlines, the most popular airport to depart from is Toronto Pearson Intl Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from Toronto Pearson Intl Airport to Chicago, Flair Airlines flights are 13% more popular than any other airline flying that same route.

Direct flights to Chicago from Pearson Intl

Save time with Pearson Intl to Chicago direct flight deals
22 Sep. - 25 Sep.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 148

Multiple Airlines

View Deal

Deal found 18/5/22

9 Jun. - 19 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 45m
C$ 149

Multiple Airlines

View Deal

Deal found 18/5/22

25 Jun. - 30 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 150

Multiple Airlines

View Deal

Deal found 17/5/22

Last minute flights from Pearson Intl to Chicago

Late deals on round-trip flights to Chicago from Pearson Intl, departing today and this week
24 May - 2 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 180

Flair Airlines

View Deal

Deal found 18/5/22

24 May - 31 May
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 185

Flair Airlines

View Deal

Deal found 16/5/22

24 May - 31 May
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
ORD

Chicago O'Hare Intl

YYZ

Toronto Pearson Intl

Nonstop

1h 40m
C$ 194

Flair Airlines

View Deal

Deal found 17/5/22

One-way flights to Chicago All airports from Pearson Intl

The cheapest one-way flights from Pearson Intl to Chicago
7 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
C$ 74

Flair Airlines

View Deal

Deal found 17/5/22

28 Jun.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
C$ 76

Flair Airlines

View Deal

Deal found 16/5/22

20 Sep.
YYZ

Toronto Pearson Intl

ORD

Chicago O'Hare Intl

Nonstop

1h 50m
C$ 78

Flair Airlines

View Deal

Deal found 16/5/22

Related info for your journey

Useful info, stats and facts about Pearson Intl to Chicago flights.

Which airlines flying from Toronto Pearson Intl to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Toronto Pearson Intl to Chicago that may be offering flexible cancellation policies are Air Canada, American Airlines, and United Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Toronto Pearson Intl Airport to Chicago for under C$ 200 on Cheapflights?

Yes, there are multiple flights from Toronto Pearson Intl Airport to Chicago for under C$ 200. The cheapest flight booked recently is on Multiple Airlines for just C$ 148, but on average you can expect to pay C$ 162.

Are there direct flights from Toronto Pearson Intl Airport to Chicago for under C$ 200 on Cheapflights?

Cheapflights has 20 direct flights from Toronto Pearson Intl Airport to Chicago under C$ 200. A good price for a direct flight from Toronto Pearson Intl Airport to Chicago is less than C$ 162.

Are there last-minute flights available from Toronto Pearson Intl Airport to Chicago for under C$ 200?

There are currently 20+ open flights from Toronto Pearson Intl Airport to Chicago within the next 7 days for less than C$ 200.

What days are direct flights available from Toronto Pearson Intl Airport to Chicago?

You can find direct flights on the following days: Sunday, Thursday, Friday, Saturday.

How many flights depart from Toronto Pearson Intl Airport to Chicago on average per day?

8 flight departures from Toronto Pearson Intl Airport to Chicago per day on average.
Afternoon (Noon - 6pm) - 88% of flight departures
Evening (6pm - Midnight) - 13% of flight departures

How long is the flight from Toronto Pearson Intl Airport to Chicago?

Airlines like Flair Airlines and Swoop fly from Toronto Pearson Intl Airport to Chicago in about 1h 50m. The time it takes to get you to your destination is usually consistent. The distance between Toronto Pearson Intl Airport and Chicago is about 703 km. All flights are typically direct.

What are the cheapest airlines flying from Toronto Pearson Intl Airport to Chicago round-trip?

Currently priced at C$ 154, Flair Airlines will fly you from Toronto Pearson Intl Airport to Chicago and back. In addition to Flair Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Swoop for as low as C$ 162. Users have found that Flair Airlines is 54% cheaper than the other options available to this destination.

What are the most popular airlines that fly from Toronto Pearson Intl Airport to Chicago?

Before booking your flight from Toronto Pearson Intl Airport to Chicago check out the most popular airlines for this route: Major Airline, American Airlines or Air Canada.

What are the most reliable airlines from Toronto Pearson Intl Airport to Chicago?

Before booking your flight to Chicago from Toronto Pearson Intl Airport, check out the most reliable airlines to get you to your destination on time: Egypt Air (97%), ANA (95%), Iberia( 95%).

What are the cheapest flights from Toronto Pearson Intl Airport to Chicago?

On average you can expect to pay C$ 277 for a flight from Toronto Pearson Intl Airport to Chicago. The cheapest flight overall is C$ 95 while the most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl) is currently priced at C$ 148.

Alternative routes for Pearson Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to Peoriafrom C$ 218 pp
Pearson Intl to Molinefrom C$ 320 pp

Top 5 airlines flying from Pearson Intl to Chicago

The chart below displays the airlines Cheapflights users travelling from Pearson Intl to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
WestJetCheapestC$ 120AverageC$ 379FlexibilityNo cancel feeOn-time60%COVID-19 safety
Search WestJet flights
SwoopCheapestC$ 164AverageC$ 173FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Swoop flights
DeltaCheapestC$ 173AverageC$ 271FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
Flair AirlinesCheapestC$ 174AverageC$ 183FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Flair Airlines flights
Porter AirlinesCheapestC$ 242AverageC$ 309FlexibilityNo cancel feeOn-time52%COVID-19 safety
Search Porter Airlines flights

Hourly flight availability from Pearson Intl to Chicago

See what time of day planes typically take off from Pearson Intl to Chicago
12%of flight departuresEarly morningMidnight to 6 am
53%of flight departuresMorning6 am to noon
27%of flight departuresAfternoonNoon to 6 pm
8%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Pearson Intl to Chicago

See how many times per day planes take to the skies headed from Pearson Intl to Chicago
Sunday41daily flights
Monday44daily flights
Tuesday43daily flights
Wednesday56daily flights
Thursday59daily flights
Friday49daily flights
Saturday41daily flights