Popular in | July |
---|---|
Cheapest in | January |
Round-trip from | C$ 355 |
One-way from | C$ 165 |
Friday is generally a great day to depart. Flying on this day could help you save up to 9%.
Find a great deal and save up to 78% by booking at least 27 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Toronto to Chicago within the next two weeks, with the cheapest ticket starting at C$ 486.
January is one of the best times of the year to fly to Chicago from Toronto. Prices for January average C$ 395 per person but you can even find prices for as low as C$ 241. The most expensive prices can be found in the month of July. Opting for a January flight can save you 16% on your journey compared to booking in July
Unlike in the afternoon, when flights are generally more expensive, you can save up to 7% on flights from Toronto to Chicago by exploring options for tickets in the evening.
If you’re travelling from Toronto to Chicago, one of the more common airlines travelling that route is American Airlines. Flights from American Airlines travelling this route typically cost C$ 321.64 RT. This price is typically 98% cheaper than other airlines that offer Toronto to Chicago flights. When booking this route, the cheapest RT price found was C$ 237. Toronto Pearson Intl Airport is the most common Toronto airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from Toronto to Chicago, American Airlines flights are 6% more popular than any other airline flying that same route.
If you’re travelling from Toronto to Chicago, one of the more common airlines travelling that route is Air Canada. Flights from Air Canada travelling this route typically cost C$ 240.73 RT. This price is typically 133% cheaper than other airlines that offer Toronto to Chicago flights. When booking this route, the cheapest RT price found was C$ 219. When travelling from Toronto to Chicago on Air Canada, 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 to Chicago, Air Canada flights are 3% more popular than any other airline flying that same route.
Fly from
Fly to
Budget
C$ 271 - C$ 416
Route
Depart
Return
Price
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Tue 16/4
1 stop12h 01m
Chicago O'Hare Intl
Tue 23/4
1 stop16h 55m
Toronto Kitchener-WaterlooChicago O'Hare Intl
YKF - ORD
YKFORD
Toronto Kitchener-Waterloo
Tue 16/4
2 stops15h 00m
Chicago O'Hare Intl
Tue 23/4
1 stop16h 55m
Toronto IslandChicago Midway
YTZ - MDW
YTZMDW
Toronto Island
Fri 12/4
Nonstop1h 47m
Chicago Midway
Sun 14/4
Nonstop1h 42m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 10/4
Nonstop1h 55m
Chicago O'Hare Intl
Wed 17/4
Nonstop1h 45m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 11/4
Nonstop1h 54m
Chicago O'Hare Intl
Mon 15/4
Nonstop1h 43m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 16/4
Nonstop2h 01m
Chicago O'Hare Intl
Tue 23/4
1 stop5h 26m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 11/4
1 stop5h 05m
Chicago O'Hare Intl
Sun 14/4
1 stop4h 11m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 13/4
1 stop5h 37m
Chicago O'Hare Intl
Sun 14/4
Nonstop1h 45m
Toronto Pearson IntlChicago O'Hare Intl
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 8/6
1 stop5h 10m
Chicago O'Hare Intl
Mon 10/6
1 stop12h 16m
Currently, January is the cheapest month in which you can book a flight from Toronto to Chicago (average of C$ 261). Flying from Toronto to Chicago in August is currently the most expensive (average of C$ 434). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
C$ 353
February
C$ 412
March
C$ 433
April
C$ 517
May
C$ 502
June
C$ 555
July
C$ 583
August
C$ 588
September
C$ 463
October
C$ 498
November
C$ 458
December
C$ 472
CHI Temperature | -5 - 23 °C |
---|
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
It was a good experience other than a short delay.
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
It was a good experience other than a short delay.
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
It was a good experience other than a short delay.
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
It was a good experience other than a short delay.
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
It was a good experience other than a short delay.
Boarding
Entertainment
Food
Overall
Crew
Comfort
Reviews
It was a good experience other than a short delay.
20%of flight departures | Early morningMidnight to 6 am |
---|---|
33%of flight departures | Morning6 am to noon |
42%of flight departures | AfternoonNoon to 6 pm |
5%of flight departures | Evening6 pm to midnight |
Sunday | 54daily flights |
---|---|
Monday | 57daily flights |
Tuesday | 51daily flights |
Wednesday | 48daily flights |
Thursday | 57daily flights |
Friday | 66daily flights |
Saturday | 46daily flights |
Deals for Toronto to Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from Toronto.
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