Find Cheap Flights from Toronto Pearson Intl to Chicago O'Hare International (YYZ - ORD)

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FAQs for Booking Toronto Pearson Intl to Chicago O'Hare International Flights

How long does a flight from Toronto Pearson Intl to Chicago O'Hare International take?
An average nonstop flight takes 1h 42m, covering a distance of 702 km.
How many flights are there between Toronto Pearson Intl and Chicago O'Hare International?
There are 502 (nonstop) flights between Toronto Pearson Intl and Chicago O'Hare International per week, averaging 72 per day.
Which airlines provide the cheapest flights from Toronto Pearson Intl to Chicago O'Hare International?
In the past 3 days, the cheapest round-trip tickets were found on American Airlines (C$ 261), Delta (C$ 264) and Multiple Airlines (C$ 275).
Do I need a passport to fly between Toronto Pearson Intl and Chicago O'Hare International?
Yes.
Which airlines fly most frequently between Toronto Pearson Intl and Chicago O'Hare International?
United (13 times daily), Air Canada (12 times daily), American Airlines (8 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Toronto Pearson Intl to Chicago O'Hare International?
For Toronto Pearson Intl to Chicago O'Hare International, Saturday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Chicago O'Hare International back to Toronto Pearson Intl, the best deals are generally found on Wednesday, with Tuesday being the most expensive.

Good to Know

Low Season:
November
Best time to beat the crowds
4%
expected price decrease
High Season:
January
Most popular time to fly
12%
expected price increase
Average price:
C$ 461
(avg. price over the last 2 weeks)
Good Deal:
C$ 311
or less (round trip)

When to Book Flights from Toronto Pearson Intl to Chicago O'Hare International

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 C$ 310 or less.
The cheapest flight from Toronto Pearson Intl to Chicago O'Hare International was found, on average, 75 days before departure.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 32% 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

Book cheap flights from Toronto Pearson Intl to Chicago O'Hare International (round-trip)

Airports
Origin
Toronto
C$ 261
only
C$ 261
Destination
Chicago
C$ 261
only
C$ 261
Sat, 3 Feb
YYZ
ORD
2h 01m
Sat, 10 Feb
ORD
YYZ
1h 34m
C$ 261
Trip: 8 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
YYZ
ORD
Good 7.6

Staff seemed tired with some minor conflicts between them at Toronto gate

YYZ
ORD
Mediocre 3.6

You provided a room

It seems you could have given me some extra miles or a free flight for all rhe hassles ov missing flights both going to Toronto and the return trip as well as missing my luggage for two days on the return!!!!!

BOS
JFK
Good 6.0

No hassle of changing terminals in JFK, no bagagge claim, AA check-in-this time, was a "good luck"....Connection in Helsinki, very quik!

Finnair flight AY06 are old aircrafts. Every other in-seat monitor was out of order, flight attendants could not do much. That created mess for passengers, trying to move their seats to the ones with working monitors.....

JFK
BCN
Excellent 10.0

much room. great entertainment. great crew

LAS
JFK
Okay 5.0

Good leg room

5 plus hour flight and one movie as entertainment option shown on a tiny screen from cabin headliner. Like in the 1980’s. and do not forget your headphones or you will be buying some earbuds!

Wed, 24 Jan
YYZ
ORD
4h 08m
Thu, 25 Jan
ORD
YYZ
5h 09m
C$ 264
Trip: 2 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SLC
SJC
Excellent 9.6

As always, the crew and amenities were first rate.

We were initially told that our flight would arrive early. Then we sat on the tarmac for a half hour before anyone could be bothered to tell us we were waiting for the plane to be de-iced.

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.

SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

LGA
YUL
Excellent 8.0

it was easy to navigate .

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.

Fri, 2 Mar
YYZ
ORD
1h 57m
Sun, 4 Mar
ORD
YYZ
1h 31m
C$ 275
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 7 Jun
YYZ
ORD
1h 43m
Mon, 11 Jun
ORD
YYZ
1h 31m
C$ 308
Trip: 5 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 193 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Excellent 10.0

Everything was great

YYZ
ORD
Okay 5.2

I arrived at the gate and looked at my ticket to see "GTE" where the seat number usually is. I was informed upon arriving at the desk at the gate that that meant Air Canada has also decided to participate in the ridiculous practice of overbooking their flights and that even though I purchased my ticket roughly 8 weeks prior, there was a chance I might miss my flight to my friend's WEDDING. The lady who was working the desk was as unhelpful and dismissive as you could possibly imagine, refusing to look at me and giving me attitude for merely waiting in the area to see if anyone had missed the flight so I could get on. It was surreal; the only way I could describe her incomprehensible behavior would be to say it was as if her boss were right in front of her and she was trying her damnedest to get fired. It was one of those situations where you could tell this miserable, miserable person was enjoying the power trip she was on and doing everything in her power to make me feel helpless and angry. I made my flight, miraculously, but it was the worst customer service experience I have ever had in my life, airport or not.

YYZ
ORD
Mediocre 3.0

Low fare

Flight delayed initially due to weather. When weather cleared flight delayed half hour because they could not find the pilot.

YYZ
ORD
Good 7.0

Had extra space because plane was not full

Flight was delayed. Changed gate three times

YYZ
ORD
Excellent 10.0

Departure was orderly and staff interactions good

Mon, 5 Mar
YYZ
ORD
2h 02m
Tue, 6 Mar
ORD
YYZ
6h 22m
C$ 261
Trip: 2 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
DFW
TPA
Excellent 10.0

Timing of flight routes

Sat on a pillow

BOS
JFK
Good 6.0

No hassle of changing terminals in JFK, no bagagge claim, AA check-in-this time, was a "good luck"....Connection in Helsinki, very quik!

Finnair flight AY06 are old aircrafts. Every other in-seat monitor was out of order, flight attendants could not do much. That created mess for passengers, trying to move their seats to the ones with working monitors.....

LAS
JFK
Okay 5.0

Good leg room

5 plus hour flight and one movie as entertainment option shown on a tiny screen from cabin headliner. Like in the 1980’s. and do not forget your headphones or you will be buying some earbuds!

LAX
PHL
Excellent 10.0

A great flight

No real food to eat

YYZ
ORD
Mediocre 3.6

You provided a room

It seems you could have given me some extra miles or a free flight for all rhe hassles ov missing flights both going to Toronto and the return trip as well as missing my luggage for two days on the return!!!!!

Thu, 1 Feb
YYZ
ORD
6h 14m
Sat, 3 Feb
ORD
YYZ
7h 52m
C$ 264
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SLC
SJC
Excellent 9.6

As always, the crew and amenities were first rate.

We were initially told that our flight would arrive early. Then we sat on the tarmac for a half hour before anyone could be bothered to tell us we were waiting for the plane to be de-iced.

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.

MFR
SLC
Okay 4.6

Not sure who thought every passenger is 5'6 but for the rest of us, the seat pitch is ridiculously close. Like knees to the seat in front close. I'm 5'10 and I was very uncomfortable the entire flight.

See above

ATL
MEX
Excellent 8.6

Sandwich for dinner

MSP
YXE
Excellent 9.3

I was traveling for medical reasons and the Delta crew took great care of me, made sure I was at my connecting gate on time, and even put me in a better seat on the plane. Not sure if that was a coincidental upgrade, or intentional, but it was perfect.

Fri, 13 Apr
YYZ
ORD
1h 49m
Fri, 20 Apr
ORD
YYZ
1h 33m
C$ 275
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 3 Apr
YYZ
ORD
1h 55m
Fri, 6 Apr
ORD
YYZ
1h 36m
C$ 261
Trip: 4 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MCO
MIA
Mediocre 2.0

Flight got canceled for over a week.

LAX
PHL
Excellent 10.0

A great flight

No real food to eat

BOS
JFK
Good 6.0

No hassle of changing terminals in JFK, no bagagge claim, AA check-in-this time, was a "good luck"....Connection in Helsinki, very quik!

Finnair flight AY06 are old aircrafts. Every other in-seat monitor was out of order, flight attendants could not do much. That created mess for passengers, trying to move their seats to the ones with working monitors.....

YYZ
ORD
Mediocre 3.6

You provided a room

It seems you could have given me some extra miles or a free flight for all rhe hassles ov missing flights both going to Toronto and the return trip as well as missing my luggage for two days on the return!!!!!

GIG
JFK
Okay 4.6

Nice crew

I booked a LATAM flight for a 10.5 hour flight specifically because they have better in flight entertainment. I arrived at the airport and found it it was operated by AA. 10.5 hours with zero in flight entertainment. HORRIBLE EXPERIENCE.

Sun, 11 Feb
YYZ
ORD
5h 18m
Tue, 13 Feb
ORD
YYZ
6h 46m
C$ 264
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14207 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SYR
MSP
Excellent 8.0

WiFi and free tv shows

My seat wouldn’t recline

SEA
LAX
Okay 4.0

Nothing, they didn’t care about you or to help, the llady was so rude and unfriendly, this situation ruin my whole trip

I call in advance to paid the fees for baggage, I call Aeromexico because was the main airline for the fly, but Delta at Seattle made me paid again the fees for baggage’s even by phone they said that I didn’t need to paid. BE AWARE AND CAREFUL BECAUSE THE LADIES IN THE FRONT DESK didn’t even look the paperwork that you have in hand, they only want to charge you saying that your payment thru Aeromexico didn’t help you in the 1st fly. How this can happen when Delta and Aeromexico are two subsidiary one of another ?

MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

IND
DTW
Okay 4.0

No wifi couldn’t do any work

Was looking forward to completing some work but the wifi never came on.

MFR
SLC
Okay 4.6

Not sure who thought every passenger is 5'6 but for the rest of us, the seat pitch is ridiculously close. Like knees to the seat in front close. I'm 5'10 and I was very uncomfortable the entire flight.

See above

Fri, 13 Apr
YYZ
ORD
1h 42m
Wed, 18 Apr
ORD
YYZ
1h 33m
C$ 298
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 27 Dec
YYZ
ORD
6h 25m
Sun, 31 Dec
ORD
YYZ
1h 31m
C$ 335
Trip: 5 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 193 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Okay 4.0

no entertainment and poor seat selection

YYZ
ORD
Good 6.3

I enjoyed the crew, the food and the entertainment. The crew did give us peanuts for our extra 5 hours on the plane.

We were 3 hours late for departure and took 2 extra hours in the air because of re-routing. The seats were abnormally stiff and went back so little that it was extremely hard to fall asleep during the 18 hours we were on board. The crew was unwillng to let us bring our instruments on board and thus, they cracked from the air pressure during the flight.

YYZ
ORD
Good 7.0

Had extra space because plane was not full

Flight was delayed. Changed gate three times

YYZ
ORD
Okay 5.2

I arrived at the gate and looked at my ticket to see "GTE" where the seat number usually is. I was informed upon arriving at the desk at the gate that that meant Air Canada has also decided to participate in the ridiculous practice of overbooking their flights and that even though I purchased my ticket roughly 8 weeks prior, there was a chance I might miss my flight to my friend's WEDDING. The lady who was working the desk was as unhelpful and dismissive as you could possibly imagine, refusing to look at me and giving me attitude for merely waiting in the area to see if anyone had missed the flight so I could get on. It was surreal; the only way I could describe her incomprehensible behavior would be to say it was as if her boss were right in front of her and she was trying her damnedest to get fired. It was one of those situations where you could tell this miserable, miserable person was enjoying the power trip she was on and doing everything in her power to make me feel helpless and angry. I made my flight, miraculously, but it was the worst customer service experience I have ever had in my life, airport or not.

YYZ
ORD
Excellent 10.0

Departure was orderly and staff interactions good

Thu, 3 May
YYZ
ORD
1h 48m
Sun, 6 May
ORD
YYZ
1h 36m
C$ 288
Trip: 4 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
JFK
BCN
Excellent 10.0

much room. great entertainment. great crew

YYZ
ORD
Mediocre 3.6

You provided a room

It seems you could have given me some extra miles or a free flight for all rhe hassles ov missing flights both going to Toronto and the return trip as well as missing my luggage for two days on the return!!!!!

LAS
JFK
Okay 5.0

Good leg room

5 plus hour flight and one movie as entertainment option shown on a tiny screen from cabin headliner. Like in the 1980’s. and do not forget your headphones or you will be buying some earbuds!

LAX
NRT
Mediocre 2.0

nothing

had to take another flight, ticket agent was able to change me to a different flight on JAL. however, JAL could not access the ticket info and ticket agent would not take my payment. result was missing that flight, ticket manager told me it's my fault and tough luck no refund. American airlines told me the same, ended up losing my money for the ticket purchase. i booked another new flight with another airline direct. worst experience in my life using kayak.

LAX
PHL
Excellent 10.0

Wonderful flight

The only thing I didn’t like is that he have any fresh food they said something was going on in LA that prevented him from giving us actual food other than that everything else was fine

Sun, 13 May
YYZ
ORD
1h 42m
Thu, 17 May
ORD
YYZ
1h 31m
C$ 303
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 2 Jun
YYZ
ORD
8h 27m
Sun, 3 Jun
ORD
YYZ
1h 36m
C$ 288
Trip: 2 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 6 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MCO
MIA
Mediocre 2.0

Flight got canceled for over a week.

GIG
JFK
Okay 4.6

Nice crew

I booked a LATAM flight for a 10.5 hour flight specifically because they have better in flight entertainment. I arrived at the airport and found it it was operated by AA. 10.5 hours with zero in flight entertainment. HORRIBLE EXPERIENCE.

YYZ
ORD
Mediocre 3.6

You provided a room

It seems you could have given me some extra miles or a free flight for all rhe hassles ov missing flights both going to Toronto and the return trip as well as missing my luggage for two days on the return!!!!!

DFW
TPA
Excellent 10.0

Timing of flight routes

Sat on a pillow

LAX
NRT
Mediocre 2.0

nothing

had to take another flight, ticket agent was able to change me to a different flight on JAL. however, JAL could not access the ticket info and ticket agent would not take my payment. result was missing that flight, ticket manager told me it's my fault and tough luck no refund. American airlines told me the same, ended up losing my money for the ticket purchase. i booked another new flight with another airline direct. worst experience in my life using kayak.

Fri, 29 Dec
YYZ
ORD
1h 47m
Mon, 1 Jan
ORD
YYZ
1h 31m
C$ 380
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 193 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Okay 5.2

I arrived at the gate and looked at my ticket to see "GTE" where the seat number usually is. I was informed upon arriving at the desk at the gate that that meant Air Canada has also decided to participate in the ridiculous practice of overbooking their flights and that even though I purchased my ticket roughly 8 weeks prior, there was a chance I might miss my flight to my friend's WEDDING. The lady who was working the desk was as unhelpful and dismissive as you could possibly imagine, refusing to look at me and giving me attitude for merely waiting in the area to see if anyone had missed the flight so I could get on. It was surreal; the only way I could describe her incomprehensible behavior would be to say it was as if her boss were right in front of her and she was trying her damnedest to get fired. It was one of those situations where you could tell this miserable, miserable person was enjoying the power trip she was on and doing everything in her power to make me feel helpless and angry. I made my flight, miraculously, but it was the worst customer service experience I have ever had in my life, airport or not.

YYZ
ORD
Excellent 8.0

service on the plane was good and the crew was very nice to be patient while we boarded the plane with 3 little kids

YYZ
ORD
Okay 4.0

no entertainment and poor seat selection

YYZ
ORD
Okay 4.3

We landed on time.

Flight attendant asked if I needed headphones and I said yes,her reply : I need a credit card

YYZ
ORD
Good 6.3

I enjoyed the crew, the food and the entertainment. The crew did give us peanuts for our extra 5 hours on the plane.

We were 3 hours late for departure and took 2 extra hours in the air because of re-routing. The seats were abnormally stiff and went back so little that it was extremely hard to fall asleep during the 18 hours we were on board. The crew was unwillng to let us bring our instruments on board and thus, they cracked from the air pressure during the flight.

Fri, 29 Dec
YYZ
ORD
1h 59m
Mon, 1 Jan
ORD
YYZ
1h 31m
C$ 384
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 2 Jan
YYZ
ORD
1h 47m
Fri, 5 Jan
ORD
YYZ
1h 31m
C$ 479
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 193 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Okay 4.0

55 minutes before flight, after getting boarding pass they refused to accept baggage. Had to overnight at my expense.

Entertainment system didn't work, but only at my seat, after rebooting from electrical problem.

YYZ
ORD
Okay 4.3

We landed on time.

Flight attendant asked if I needed headphones and I said yes,her reply : I need a credit card

YYZ
ORD
Good 7.0

Had extra space because plane was not full

Flight was delayed. Changed gate three times

YYZ
ORD
Excellent 8.0

service on the plane was good and the crew was very nice to be patient while we boarded the plane with 3 little kids

YYZ
ORD
Okay 5.2

I arrived at the gate and looked at my ticket to see "GTE" where the seat number usually is. I was informed upon arriving at the desk at the gate that that meant Air Canada has also decided to participate in the ridiculous practice of overbooking their flights and that even though I purchased my ticket roughly 8 weeks prior, there was a chance I might miss my flight to my friend's WEDDING. The lady who was working the desk was as unhelpful and dismissive as you could possibly imagine, refusing to look at me and giving me attitude for merely waiting in the area to see if anyone had missed the flight so I could get on. It was surreal; the only way I could describe her incomprehensible behavior would be to say it was as if her boss were right in front of her and she was trying her damnedest to get fired. It was one of those situations where you could tell this miserable, miserable person was enjoying the power trip she was on and doing everything in her power to make me feel helpless and angry. I made my flight, miraculously, but it was the worst customer service experience I have ever had in my life, airport or not.

Tue, 26 Dec
YYZ
ORD
1h 47m
Sun, 31 Dec
ORD
YYZ
1h 31m
C$ 443
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
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.