YTO - CHI

C$ 176 Find Cheap Air Canada Flights from Toronto to Chicago

1 adult
1 adult, Economy, 0 bags

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Flight Deals

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

Thu, 26 Mar - Sun, 29 Mar
Air Canada Logo
12:05 p.m. - 1:01 p.m.
YYZ
-
ORD
1h 56mdirect
Air Canada Logo
8:20 p.m. - 11:03 p.m.
ORD
-
YYZ
1h 43mdirect
C$ 261Air Canada
Thu, 9 Apr - Sun, 12 Apr
Air Canada Logo
6:45 a.m. - 10:53 a.m.
YTZ
-
ORD
5h 08m
1 stop
Air Canada Logo
12:50 p.m. - 7:52 p.m.
ORD
-
YTZ
6h 02m
1 stop
C$ 269Air Canada
Thu, 26 Mar - Sun, 29 Mar
Air Canada Logo
6:15 a.m. - 11:18 a.m.
YYZ
-
ORD
6h 03m
1 stop
Air Canada Logo
8:20 p.m. - 11:03 p.m.
ORD
-
YYZ
1h 43mdirect
C$ 272Air Canada
Thu, 9 Apr - Sun, 12 Apr
Air Canada Logo
10:45 a.m. - 2:55 p.m.
YTZ
-
ORD
5h 10m
1 stop
Air Canada Logo
12:50 p.m. - 7:52 p.m.
ORD
-
YTZ
6h 02m
1 stop
C$ 272Air Canada
Thu, 2 Apr - Thu, 9 Apr
Air Canada Logo
12:05 p.m. - 1:05 p.m.
YYZ
-
ORD
2h 00mdirect
Air Canada Logo
4:15 p.m. - 6:57 p.m.
ORD
-
YYZ
1h 42mdirect
C$ 273Air Canada
Wed, 3 Jun - Fri, 5 Jun
Air Canada Logo
12:15 p.m. - 1:10 p.m.
YTZ
-
ORD
1h 55mdirect
Air Canada Logo
2:00 p.m. - 4:41 p.m.
ORD
-
YTZ
1h 41mdirect
C$ 273Air Canada
Wed, 1 Apr - Wed, 8 Apr
Air Canada Logo
8:15 a.m. - 9:10 a.m.
YYZ
-
ORD
1h 55mdirect
Air Canada Logo
9:50 a.m. - 12:26 p.m.
ORD
-
YYZ
1h 36mdirect
C$ 274Air Canada
Wed, 1 Apr - Wed, 8 Apr
Air Canada Logo
4:50 p.m. - 5:50 p.m.
YYZ
-
ORD
2h 00mdirect
Air Canada Logo
7:55 a.m. - 10:31 a.m.
ORD
-
YYZ
1h 36mdirect
C$ 276Air Canada
Thu, 9 Apr - Sun, 12 Apr
Air Canada Logo
6:15 a.m. - 10:53 a.m.
YYZ
-
ORD
5h 38m
1 stop
Air Canada Logo
6:40 p.m. - 9:23 p.m.
ORD
-
YYZ
1h 43mdirect
C$ 278Air Canada
Sat, 28 Mar - Mon, 30 Mar
Air Canada Logo
6:15 a.m. - 11:18 a.m.
YYZ
-
ORD
6h 03m
1 stop
Air Canada Logo
3:35 p.m. - 9:58 p.m.
ORD
-
YYZ
5h 23m
1 stop
C$ 284Air Canada
Useful Info

Good to know

Low seasonJanuary
Cheapest flightC$ 176
Average price round-tripC$ 358
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly and prices are also 10% 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 20 days before departure. For the cheapest possible price, our data suggests booking 53 days before departure.

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

    With an average price of C$ 411 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$ 318 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$ 235 for a return flight and C$ 141 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 72 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$ 135. The most expensive day is generally Thursday, when the average price is around C$ 166.

  • 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 October, where plane tickets cost C$ 172 on average. If possible, try to avoid the most expensive months of November and January, when tickets cost C$ 375 and C$ 397 respectively.

Air Canada Customer Reviews

7.1
Good10,000 verified ratings
7.3Boarding
6.3Food
7.1Comfort
6.8Entertainment
7.8Crew
Traveler rating:
Sort by:
P
4.0 Mediocre
MNL
-
YVR
Honestly the flight itself was okay, but the food and drink was so subpar it made me not want to fly with Air Canada again!
D
8.0 Very good
YYC
-
SFO
My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel
J
8.0 Very good
LGA
-
YUL
Great setup on both flights except the last flight we got condensed dripping all over me in the last 20 mins of the flight
V
8.0 Very good
YVR
-
YYJ
Short flight, you can't do much. On nice days, announce the islands they're flying over.
V
8.0 Very good
YZP
-
YVR
on the longer legs, maybe a little healthy snack instead of a Celebration cookie. A second coffee would be nice. Air Canada = Second Cup. My father-in-law, Gordon White (CALPA #4) was a captain with Air Canada from age 18 to 58 on all the biggest planes. He bragged about extra treats they gave out.
V
6.0 Okay
YVR
-
YCD
Need newer plane and better seat choice program online
V
10.0 Wonderful
HNL
-
YVR
Top notch service with a smile
G
4.0 Mediocre
YUL
-
GRU
The only good part was what we paid for, we travelled premium economy, good comfort travelling with a baby. Flight with AirCanada was again delayed for more than 4 hours, service level is horrible and they don't care. They deliver the bare minimum for a world class price. If you can avoid canadian air lines, do so, oligopoly does not help them to strive for any service level.
G
8.0 Very good
YYZ
-
YUL
Delayed for 15 min due to maintenance. We were asked to wait to board as a family, but took longer than if we were not asked anything.
S
8.0 Very good
NRT
-
YVR
Our aircraft arrived late into Tokyo from Vancouver, so departure was delayed slightly for cabin cleaning and preparation. After boarding the full flight, we experienced an additional delay due to de-icing, which was an unexpected but necessary step. The pilot advised that the first two hours would likely include light to moderate turbulence, which proved accurate. As a result, cabin service was understandably delayed. This isn’t a complaint — simply a summary of the circumstances. Once we passed through the rough patch, the remainder of the flight was smooth, our pre ordered vegan meals were good and we arrived in YVR close to the expected time. Kudos to the crew for working professionally and diligently throughout the situation. Will fly again long haul with Air Canada.

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