YTO - CHI

C$ 135 Find Cheap Air Canada Flights from Toronto to Chicago

1 adult
1 adult, Economy

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Cheap Air Canada Flight Deals from Toronto to Chicago

 
Here are some of the best deals found on KAYAK recently from Air Canada for round-trip flights from Toronto to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip Air Canada flight deals from Toronto to Chicago

Fri, 19 Sep - Sun, 21 Sep
Air Canada Logo
12:20 p.m. - 1:14 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
3:50 p.m. - 6:33 p.m.ORD-YYZ
1h 43mdirect
C$ 201Air Canada
Find Deal
Mon, 25 Aug - Fri, 12 Sep
Air Canada Logo
6:35 p.m. - 7:29 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
3:50 p.m. - 6:33 p.m.ORD-YYZ
1h 43mdirect
C$ 227Air Canada
Find Deal
Wed, 10 Sep - Fri, 12 Sep
Air Canada Logo
2:10 p.m. - 3:04 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
10:40 a.m. - 5:24 p.m.ORD-YYZ
5h 44m1 stop
C$ 234Air Canada
Find Deal
Wed, 23 Jul - Wed, 30 Jul
Air Canada Logo
2:10 p.m. - 3:04 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
10:00 a.m. - 12:45 p.m.ORD-YYZ
1h 45mdirect
C$ 237Air Canada
Find Deal
Thu, 28 Aug - Mon, 1 Sep
Air Canada Logo
2:10 p.m. - 3:04 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
8:25 p.m. - 11:10 p.m.ORD-YYZ
1h 45mdirect
C$ 239Air Canada
Find Deal
Sun, 12 Oct - Wed, 15 Oct
Air Canada Logo
2:10 p.m. - 3:04 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
3:50 p.m. - 6:33 p.m.ORD-YYZ
1h 43mdirect
C$ 243Air Canada
Find Deal
Fri, 5 Sep - Sun, 7 Sep
Air Canada Logo
12:20 p.m. - 1:14 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
8:25 p.m. - 11:08 p.m.ORD-YYZ
1h 43mdirect
C$ 245Air Canada
Find Deal
Thu, 28 Aug - Mon, 1 Sep
Air Canada Logo
6:15 a.m. - 9:46 a.m.YYZ-ORD
4h 31m1 stop
Air Canada Logo
8:25 p.m. - 11:10 p.m.ORD-YYZ
1h 45mdirect
C$ 246Air Canada
Find Deal
Sat, 26 Jul - Sun, 17 Aug
Air Canada Logo
8:15 a.m. - 9:09 a.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
8:25 p.m. - 11:10 p.m.ORD-YYZ
1h 45mdirect
C$ 253Air Canada
Find Deal
Mon, 25 Aug - Thu, 11 Sep
Air Canada Logo
6:35 p.m. - 7:29 p.m.YYZ-ORD
1h 54mdirect
Air Canada Logo
10:40 a.m. - 5:24 p.m.ORD-YYZ
5h 44m1 stop
C$ 260Air Canada
Find Deal
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Good to know

Low seasonJanuary
High seasonAugust
Cheapest flightC$ 135
Average price round-tripC$ 346
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Toronto Pearson Airport to Chicago O'Hare Airport
(price for this month)

When to Book Flights with Air Canada from Toronto to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with Air Canada

  • How far in advance should I book tickets for a flight with Air Canada from Toronto to Chicago?

    Generally, when trying to get a below-average price for your ticket, try to book around 14 days before departure. For the cheapest possible price, our data suggests booking 0 days before departure.

  • Is Air Canada the cheapest airline to fly with from Toronto to Chicago?

    With an average price of C$ 288 return, Air Canada is not the cheapest airline to fly from Toronto to Chicago with. Instead, for the lowest price, our data suggests flying with Porter Airlines, where a return flight costs C$ 259 on average.

  • What is the cheapest Air Canada flight from Toronto to Chicago?

    In the last 3 days, the lowest price for a flight with Air Canada from Toronto to Chicago was C$ 149 for a return flight and C$ 98 for a one-way flight.

  • Does Air Canada fly direct to Chicago from Toronto?

    Yes, Air Canada does offer direct flights for the route, with around 74 flights per week.

  • What’s the cheapest day of the week to fly from Toronto to Chicago with Air Canada?

    On average, the cheapest day of the week to fly from Toronto to Chicago with Air Canada is Tuesday, when prices are around C$ 72. The most expensive day is generally Monday, when the average price is around C$ 133.

  • What’s the cheapest month to fly from Toronto to Chicago with Air Canada?

    The cheapest month for Air Canada flights to Chicago from Toronto is generally March, where plane tickets cost C$ 134 on average. If possible, try to avoid the most expensive months of November and January, when tickets cost C$ 234 and C$ 257 respectively.

Air Canada Customer Reviews

7.1
GoodBased on 9,531 verified guest reviews
6.3Food
7.3Boarding
7.0Comfort
6.8Entertainment
7.8Crew

Pros +
  • The crew were friendly & made us feel welcomed. (in 945 reviews)
Cons -
  • "food choices, no blanket" (in 817 reviews)

Show reviews that mention
Traveler rating:
Sort by:
V
2.0 Poor
YYJ-YVR
My luggage passed security but just before boarding the plane I watched as my luggage was thrown on the belt to enter the plane in Windsor and my luggage cover was half off. it was damaged before even making it onto the plane! I’ve had the luggage and covered for a year and have never had any issues. I mentioned it to an Air Canada employee who told me to use the app to make the crew aware of this (she said so they could fix it) but sure enough my luggage was damaged with no cover in sight! I sent an email to AC that was ignored. Awful experience! Also, a 4.5 hour flight and you are offered pretzels or a cheap single cookie?? Wow. The return flight did not have any entertainment available unless you used your own device and their wifi. The USB plug on the back of the seat did not charge my phone so my battery drained by using it for a short period of time. There was no warning that this was the case prior to boarding the aircraft. Lastly, the plane was freezing. I asked if they had any small blankets (which used to be standard) and was told they were only for the front section. Would never fly AC again!
V
10.0 Wonderful
YYC-YUL
On the flight from Montreal to Calgary the flight attendant we had was excellent. Unfortunately I did not get her name but she made the flight very comfortable and enjoyable.
R
8.0 Very good
YYZ-BOS
more and better games sudoku, crosswords, tetris
V
4.0 Mediocre
YYZ-YYJ
There was no entertainment at all!
M
10.0 Wonderful
YVR-LHR
Legroom was fine but seats need to be wider.
V
10.0 Wonderful
YVR-MNL
Food hope it make it international not mainly like pilipino food
V
10.0 Wonderful
YOW-YVR
Just a little improvement on food but everything is excellent
V
8.0 Very good
KEF-YYZ
We stood for a long time beyond the gate before any boarding occurred. Other than that, it was fine. It helped that it wasn't a full plane.
C
2.0 Poor
YYZ-CLT
Poor
C
2.0 Poor
YYC-YYZ
Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

Everything you need to know for your flight from Toronto to Chicago

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