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

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Sat 11/18
Sat 11/25
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Good to Know

Low Season:
November
Best time to beat the crowds
3%
expected price decrease
High Season:
January
Most popular time to fly
13%
expected price increase
Average Price:
$363
(avg. price over the last 2 weeks)
Good Deal:
$233
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

When looking for a cheap flight, consider that 25% of our users selected a flight on this route for $233 or less.
The cheapest flight from Toronto Pearson Intl to Chicago O'Hare International was found 75 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 37% 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 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 436 miles.
How many flights are there between Toronto Pearson Intl and Chicago O'Hare International?
There are 754 (nonstop) flights between Toronto Pearson Intl and Chicago O'Hare International per week, averaging 109 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 Multiple Airlines ($189), Delta ($206) and American Airlines ($207).
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?
Air Canada (24 times daily), United (22 times daily), Aer Lingus (11 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Toronto Pearson Intl to Chicago O'Hare International?
For Toronto Pearson Intl to Chicago O'Hare International, Friday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago O'Hare International back to Toronto Pearson Intl, the best deals are generally found on Thursday, with Sunday being the most expensive.

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

Airports
Origin
Toronto
$189
only
$189
Destination
Chicago
$189
only
$189
Fri, Dec 8
YYZ
ORD
1h 59m
Mon, Dec 11
ORD
YYZ
1h 31m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Dec 8
YYZ
ORD
6h 25m
Wed, Jan 31
ORD
YYZ
6h 03m
Trip: 55 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

BUF
ATL
Excellent 10.0

I asked for a change of seat at the gate and was given it. It really made a difference to be at the window.

ATL
SNA
Excellent 8.0

4 hour flight. Non-eventful except slight turbulence. Good to be home! Thank you!

NA

YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

Tue, Jan 16
YYZ
ORD
1h 57m
Sat, Jan 20
ORD
YYZ
1h 46m
Trip: 5 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
SAL
MIA
Excellent 8.6

There was no individual entertainment on board (TV’s, internet, etc)

LAX
RNO
Mediocre 2.0

Not a single part has a positive remark

Well - this partner of westjet was terrible. The amount of re direction to get to the final terminal was absurd .. that's just my venting My real problem is that then "crew" or team that represent s the American Airlines / compass part was just useless. A hand full of people - myself included didn't get a chance to board the plane as they didn't make any announcements. Beyond disappointing. When you check in they take your cell phone "in case " well no call no txt no nothing. It was a joke the level of service No apologies or anything just a group of any tired patrons getting the worst customer experience. I'll never EVER book a flight that has anything to do with American Airlines or its partners

BDL
CLT
Okay 4.0

No baggage controls from seat 18 to 28 no bags would fit. As we exited all the front rows we're waiting to get there bags stored in back of planes overhead bins. That's just not right, especially when they charge us extra to take a bag for overhead bins storage.

LAX
MIA
Good 7.6

Movies, clean, efficient

Paying of my small Checked bag

MBJ
PHL
Excellent 8.6

AA flight was relaxed and smooth, crew was respectful and warm can’t think

Can’t think of anything I didn’t like

Thu, May 17
YYZ
ORD
1h 42m
Sun, May 20
ORD
YYZ
1h 32m
Trip: 4 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 59 reviews
Overall
7.2
Boarding
7.3
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
YYZ
ORD
Mediocre 3.6

I like that we landed.

This box seems too small to fit it all in. It's United - underwhelmed as usual.

YYZ
ORD
Okay 4.0

I didn't like nothing

United needs to training your employees

YYZ
ORD
Mediocre 2.0

My complaint with United is twofold: extremely poor customer service and airport experience. First, the plane was delayed Then cancelled took customer service 50 minuets to rebooked on a new flight to sfo instead Sjc which is far away from my house & I paid for CAB!!

YYZ
ORD
Okay 5.3

Flight was on time and short in duration

Seats rows were narrow with just enough leg room. Very confining and uncomfortable. Our row did not recline as we were in front of the exit row. Luckily, the person in front of me did not recline their seat back.

YYZ
ORD
Excellent 10.0

Fantastic service. Much obliged for everything

Fri, Dec 22
YYZ
ORD
1h 47m
Sat, Dec 23
ORD
YYZ
1h 31m
Trip: 2 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 190 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
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
Excellent 10.0

كل شي

YYZ
ORD
Excellent 10.0

Everything was great

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
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.

Thu, Feb 1
YYZ
ORD
7h 31m
Mon, Feb 5
ORD
YYZ
7h 16m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

YUL
ATL
Good 6.0

Fligth were on time

My flight from Montreal to Atlanta was 2:30 min Left at 6:10 arrive at 8:30 roughly Tried twice to get to my connection earlier and get 9:30 instead of 12:09 fligth to Daytona Delta was not flexible to allow me to book saying i did not have 55 min in between fligth which i had than lear n it will cost $75.00 to change the fligth - What? Very disappointed of Delta - lost 3 hrs at the airport today

BUF
ATL
Excellent 10.0

I asked for a change of seat at the gate and was given it. It really made a difference to be at the window.

ATL
MCO
Excellent 10.0

Amazing experience thank you Delta

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

Fri, Feb 2
YYZ
ORD
1h 57m
Sun, Feb 4
ORD
YYZ
1h 40m
Trip: 3 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
LAX
MIA
Good 7.6

Movies, clean, efficient

Paying of my small Checked bag

MBJ
PHL
Excellent 8.6

AA flight was relaxed and smooth, crew was respectful and warm can’t think

Can’t think of anything I didn’t like

PWM
PHL
Okay 4.6

We arrived on time.

These planes feel like they are made of Legos. They are absurdly tiny and uncomfortable (and I am a small woman). Hot and stinky when boarding and no room for you or your carry on luggage. The days of glamorous air travel seem very far away.

BDL
CLT
Okay 4.0

No baggage controls from seat 18 to 28 no bags would fit. As we exited all the front rows we're waiting to get there bags stored in back of planes overhead bins. That's just not right, especially when they charge us extra to take a bag for overhead bins storage.

LAX
RNO
Mediocre 2.0

Not a single part has a positive remark

Well - this partner of westjet was terrible. The amount of re direction to get to the final terminal was absurd .. that's just my venting My real problem is that then "crew" or team that represent s the American Airlines / compass part was just useless. A hand full of people - myself included didn't get a chance to board the plane as they didn't make any announcements. Beyond disappointing. When you check in they take your cell phone "in case " well no call no txt no nothing. It was a joke the level of service No apologies or anything just a group of any tired patrons getting the worst customer experience. I'll never EVER book a flight that has anything to do with American Airlines or its partners

Mon, Apr 2
YYZ
ORD
1h 52m
Fri, Apr 6
ORD
YYZ
1h 33m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Apr 2
YYZ
ORD
1h 57m
Fri, Apr 6
ORD
YYZ
1h 36m
Trip: 5 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
SAL
MIA
Excellent 8.6

There was no individual entertainment on board (TV’s, internet, etc)

LAX
MIA
Good 7.6

Movies, clean, efficient

Paying of my small Checked bag

PHL
PHX
Okay 5.0

Arrived safely and on time.

No power outlets at seats.

LAX
RNO
Mediocre 2.0

Not a single part has a positive remark

Well - this partner of westjet was terrible. The amount of re direction to get to the final terminal was absurd .. that's just my venting My real problem is that then "crew" or team that represent s the American Airlines / compass part was just useless. A hand full of people - myself included didn't get a chance to board the plane as they didn't make any announcements. Beyond disappointing. When you check in they take your cell phone "in case " well no call no txt no nothing. It was a joke the level of service No apologies or anything just a group of any tired patrons getting the worst customer experience. I'll never EVER book a flight that has anything to do with American Airlines or its partners

FAT
DFW
Excellent 10.0

Nice amount of leg room!!!

Nothing

Wed, Mar 21
YYZ
ORD
1h 42m
Sat, Mar 24
ORD
YYZ
1h 31m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Nov 30
YYZ
ORD
7h 19m
Sun, Dec 3
ORD
YYZ
7h 58m
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13528 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
JAX
Good 7.6

Delta never used to be my first choice in airlines, but of my recent experience with them has been excellent. The people from the counter to the plane have been professional and courteous. This is why I will fly with them more frequently.

BUF
ATL
Excellent 10.0

I asked for a change of seat at the gate and was given it. It really made a difference to be at the window.

MOB
ATL
Good 6.0

Felt like I was sitting in my neighbors lap!

LAX
GUA
Mediocre 2.0

Nothing worst flight I've ever had.

Everything Delta was so poor quality!!! The flight attendants were not helpful.

LGA
CVG
Excellent 8.3

Plane was far too tight. Very uncomfortable for taller individuals.

Sun, May 13
YYZ
ORD
1h 54m
Sat, May 19
ORD
YYZ
1h 31m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Nov 24
YYZ
ORD
1h 56m
Fri, Dec 1
ORD
YYZ
1h 38m
Trip: 8 days
5.3OkayShow reviews
Overall 5.3 Okay
Based on 5 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MBJ
PHL
Excellent 8.6

AA flight was relaxed and smooth, crew was respectful and warm can’t think

Can’t think of anything I didn’t like

FAT
DFW
Excellent 10.0

Nice amount of leg room!!!

Nothing

LAX
RNO
Mediocre 2.0

Not a single part has a positive remark

Well - this partner of westjet was terrible. The amount of re direction to get to the final terminal was absurd .. that's just my venting My real problem is that then "crew" or team that represent s the American Airlines / compass part was just useless. A hand full of people - myself included didn't get a chance to board the plane as they didn't make any announcements. Beyond disappointing. When you check in they take your cell phone "in case " well no call no txt no nothing. It was a joke the level of service No apologies or anything just a group of any tired patrons getting the worst customer experience. I'll never EVER book a flight that has anything to do with American Airlines or its partners

CHO
ORD
Good 7.6

It was a little hot in the plane at during start and touchdown

LAX
MIA
Good 7.6

Movies, clean, efficient

Paying of my small Checked bag

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