Find Cheap Flights from Chicago to Toronto Pearson Intl (CHI - YYZ)

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Wed 12/13
Wed 12/20
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Good to Know

Low Season:
July
Best time to beat the crowds
4%
expected price decrease
High Season:
January
Most popular time to fly
15%
expected price increase
Average Price:
$335
(avg. price over the last 2 weeks)
Good Deal:
$233
or less (round trip)

When to Book Flights from Chicago to Toronto Pearson Intl

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $232 or less.
The cheapest flight from Chicago to Toronto Pearson Intl was found 62 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 10% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Chicago to Toronto Pearson Intl Flights

How long does a flight from Chicago to Toronto Pearson Intl take?
An average nonstop flight takes 1h 35m, covering a distance of 425 miles.
How many flights are there between Chicago and Toronto Pearson Intl?
There are 554 (nonstop) flights between Chicago and Toronto Pearson Intl per week, averaging 81 per day.
Which airlines provide the cheapest flights from Chicago to Toronto Pearson Intl?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($202), American Airlines ($209) and United ($214).
Do I need a passport to fly between Chicago and Toronto Pearson Intl?
Yes.
Which airlines fly most frequently between Chicago and Toronto Pearson Intl?
United (13 times daily), Air Canada (11 times daily), American Airlines (9 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Toronto Pearson Intl?
For Chicago to Toronto Pearson Intl, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Toronto Pearson Intl back to Chicago, the best deals are generally found on Monday, with Thursday being the most expensive.

Book cheap flights from Chicago to Toronto Pearson Intl (round-trip)

Airports
Origin
Chicago
$202
only
$202
$228
only
$228
Destination
Toronto
$202
only
$202
Mon, Feb 5
ORD
YYZ
8h 31m
Tue, Feb 6
YYZ
ORD
1h 57m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 6
ORD
YYZ
1h 38m
Wed, Feb 7
YYZ
ORD
2h 03m
Trip: 2 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 4 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
BOS
MIA
Mediocre 2.0

We left late and then got stuck on the tarmac for almost 45 minutes upon returning.

LHR
PHL
Excellent 10.0

The flight attendants were very nice and helpful

Nothing

DCA
CLT
Excellent 10.0

seats were roomy, left early

ORD
SAT
Excellent 10.0

Attendants were so nice as kind

CLT
EWR
Mediocre 2.0

The flight had no pilot assigned to the flight yet the attendants still boarded us. Then we waited on the plane for an hour before exiting the plane. The attendants gave us little information on flight alternatives and when the flight was finally allowed to board again, they did not announce it and so had I not been waiting close by, I would have missed my flight. It was extremely disappointing but not shocking with all the scandals that have occurred this year with American Airlines. I do not recommend flying with them.

Fri, Jan 12
ORD
YYZ
1h 35m
Sun, Jan 21
YYZ
ORD
1h 58m
Trip: 10 days
6.7GoodShow reviews
Overall 6.7 Good
Based on 45 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
ORD
YYZ
Excellent 10.0

Roomy sears free WiFi. Free coffee

Nothing

ORD
YYZ
Excellent 9.6

Comfy seats! So nice when you have a comfortable chair

ORD
YYZ
Excellent 8.4

Crew was great

In flight entertainment very glitchy, was unable to watch anything.

ORD
YYZ
Good 6.0

i missed my flight because my flight left Toronto late

ORD
YYZ
Okay 5.0

Flight was delayed. Time was posted at gate for new time. Went to get dinner and when we returned to gate saw that the time had been moved UP from previous anouncement and practically missed our flight.

Thu, Jan 25
ORD
YYZ
5h 50m
Sun, Jan 28
YYZ
ORD
6h 41m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

ATL
MEX
Excellent 8.6

Sandwich for dinner

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

Wed, Feb 14
ORD
YYZ
6h 51m
Tue, Feb 20
YYZ
ORD
1h 57m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 7
ORD
YYZ
1h 40m
Sat, Feb 10
YYZ
ORD
1h 57m
Trip: 4 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 4 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MIA
JFK
Mediocre 3.0

New airbus at least

Long boarding time, very long disembarking time. We were told we had to check our bags at the gate when we found there to be enough headroom above us for our bags after.

LAX
SLC
Excellent 8.3

Escape row seat in a non-escape row wasn’t too fun or comfy. Took half the flight to connect to the WiFi to watch movies to discover that the selection was limited and poor selections at that.

LAX
AKL
Good 6.0

The seats were really bad, it was our first trip on a 787 and I will never do it again. Not as bad as the Airbus from MIA but considering it's 13 hours it was totally rubbish. We normally fly the 777 with Air NZ, after this we will go back to them. The staff, as always were helpfull and pleasant, the plane was quiet but the seats.....

JFK
SFO
Excellent 8.3

On time, no problems, free food

3 & 3 configuration

PVD
PHL
Excellent 10.0

Had no problems. Everything went smoothly thank God.

Fri, Jan 26
ORD
YYZ
6h 46m
Sun, Jan 28
YYZ
ORD
6h 41m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

LGA
DFW
Excellent 10.0

On time with no drama

LHR
JFK
Good 7.0

Delays!

Sun, Feb 4
ORD
YYZ
1h 40m
Tue, Feb 6
YYZ
ORD
4h 08m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Feb 13
ORD
YYZ
1h 40m
Tue, Feb 20
YYZ
ORD
1h 57m
Trip: 8 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 4 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LIM
CUZ
Excellent 10.0

They went above and beyond to make my travel experience an enjoyable one.

That they are not more like them on other airline carriers.

LHR
PHL
Excellent 10.0

The flight attendants were very nice and helpful

Nothing

DCA
CLT
Excellent 10.0

seats were roomy, left early

LAX
SLC
Excellent 8.3

Escape row seat in a non-escape row wasn’t too fun or comfy. Took half the flight to connect to the WiFi to watch movies to discover that the selection was limited and poor selections at that.

LAX
AKL
Good 6.0

The seats were really bad, it was our first trip on a 787 and I will never do it again. Not as bad as the Airbus from MIA but considering it's 13 hours it was totally rubbish. We normally fly the 777 with Air NZ, after this we will go back to them. The staff, as always were helpfull and pleasant, the plane was quiet but the seats.....

Fri, Feb 9
ORD
YYZ
3h 58m
Mon, Feb 12
YYZ
ORD
7h 58m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LHR
JFK
Good 7.0

Delays!

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

FLL
ATL
Good 6.0

The plane was really cool. Some more advanced technologies than other Airline companies. Crew was good too.

Issue happened with my landing. Didn't make it in time to next gate. Delta did everything they could to blame me, insulted me on The phone and definitely provided the worst customer service

JFK
SFO
Excellent 10.0

Seats were comfortable ... enough. Boarding process, once underway allowed me to get overhead bin and stash my other luggage in the seat below me. Flight wasn't overly booked (85-95%) so there appeared to be room for others to stretch out. Now about that crying kid...

Ugh. Weather delays. The flight was scheduled to board about 7P but it arrived late and they had to not only unload the self-loading cargo, but clean up afterwards. Would be nice to get a better estimate as to how long it would take to board so that I could hang out in the lounge. In addition, departure from JFK was delayed as well, either we missed the IFR window or got stuck behind some traffic and I fell asleep on the plane only to wake up what seemed an hour later just getting ready to hit V1. No upgrade.

Tue, Feb 13
ORD
YYZ
1h 38m
Wed, Feb 21
YYZ
ORD
3h 50m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 15
ORD
YYZ
1h 40m
Tue, Feb 20
YYZ
ORD
1h 57m
Trip: 6 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 4 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
CLT
EWR
Mediocre 2.0

The flight had no pilot assigned to the flight yet the attendants still boarded us. Then we waited on the plane for an hour before exiting the plane. The attendants gave us little information on flight alternatives and when the flight was finally allowed to board again, they did not announce it and so had I not been waiting close by, I would have missed my flight. It was extremely disappointing but not shocking with all the scandals that have occurred this year with American Airlines. I do not recommend flying with them.

BOS
MIA
Mediocre 2.0

We left late and then got stuck on the tarmac for almost 45 minutes upon returning.

LAX
SLC
Excellent 8.3

Escape row seat in a non-escape row wasn’t too fun or comfy. Took half the flight to connect to the WiFi to watch movies to discover that the selection was limited and poor selections at that.

JFK
SFO
Excellent 8.3

On time, no problems, free food

3 & 3 configuration

MIA
JFK
Mediocre 3.0

New airbus at least

Long boarding time, very long disembarking time. We were told we had to check our bags at the gate when we found there to be enough headroom above us for our bags after.

Wed, Feb 14
MDW
YYZ
5h 30m
Wed, Feb 21
YYZ
MDW
3h 22m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

ATL
MEX
Excellent 8.6

Sandwich for dinner

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

LHR
JFK
Good 7.0

Delays!

Wed, Feb 14
ORD
YYZ
1h 37m
Wed, Feb 21
YYZ
ORD
4h 45m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Feb 21
ORD
YYZ
1h 40m
Mon, Feb 26
YYZ
ORD
1h 57m
Trip: 6 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 4 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
SLC
Excellent 8.3

Escape row seat in a non-escape row wasn’t too fun or comfy. Took half the flight to connect to the WiFi to watch movies to discover that the selection was limited and poor selections at that.

PVD
PHL
Excellent 10.0

Had no problems. Everything went smoothly thank God.

LIM
CUZ
Excellent 10.0

They went above and beyond to make my travel experience an enjoyable one.

That they are not more like them on other airline carriers.

LHR
PHL
Excellent 10.0

The flight attendants were very nice and helpful

Nothing

LAX
AKL
Good 6.0

The seats were really bad, it was our first trip on a 787 and I will never do it again. Not as bad as the Airbus from MIA but considering it's 13 hours it was totally rubbish. We normally fly the 777 with Air NZ, after this we will go back to them. The staff, as always were helpfull and pleasant, the plane was quiet but the seats.....

Fri, Mar 9
MDW
YYZ
3h 17m
Tue, Mar 13
YYZ
MDW
5h 53m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
FLL
ATL
Good 6.0

The plane was really cool. Some more advanced technologies than other Airline companies. Crew was good too.

Issue happened with my landing. Didn't make it in time to next gate. Delta did everything they could to blame me, insulted me on The phone and definitely provided the worst customer service

ATL
MEX
Excellent 8.6

Sandwich for dinner

MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

YYZ
YQB
Okay 5.0

They had to change tires before we lelt in Toronto. And we spent more than one hour on the tarmac.

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

Tue, Apr 3
ORD
YYZ
1h 36m
Tue, Apr 10
YYZ
ORD
1h 54m
Trip: 8 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 4 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DCA
CLT
Excellent 10.0

seats were roomy, left early

BOS
MIA
Mediocre 2.0

We left late and then got stuck on the tarmac for almost 45 minutes upon returning.

ORD
SAT
Excellent 10.0

Attendants were so nice as kind

MIA
JFK
Mediocre 3.0

New airbus at least

Long boarding time, very long disembarking time. We were told we had to check our bags at the gate when we found there to be enough headroom above us for our bags after.

LAX
SLC
Excellent 8.3

Escape row seat in a non-escape row wasn’t too fun or comfy. Took half the flight to connect to the WiFi to watch movies to discover that the selection was limited and poor selections at that.

Sat, Feb 10
ORD
YYZ
1h 38m
Sun, Feb 11
YYZ
ORD
1h 47m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 10
MDW
YYZ
3h 17m
Wed, Mar 14
YYZ
MDW
3h 27m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LHR
JFK
Good 7.0

Delays!

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

Wed, Apr 4
ORD
YYZ
1h 36m
Tue, Apr 10
YYZ
ORD
1h 54m
Trip: 7 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 4 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
PVD
PHL
Excellent 10.0

Had no problems. Everything went smoothly thank God.

CDG
JFK
Excellent 9.3

Crew was lovely. Attentive but not annoying.

Not until the cabin doors closed did I realize the plane didn't have an individual entertainment system.

ORD
SAT
Excellent 10.0

Attendants were so nice as kind

MIA
JFK
Mediocre 3.0

New airbus at least

Long boarding time, very long disembarking time. We were told we had to check our bags at the gate when we found there to be enough headroom above us for our bags after.

LIM
CUZ
Excellent 10.0

They went above and beyond to make my travel experience an enjoyable one.

That they are not more like them on other airline carriers.

Show more results
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.