Find Cheap Flights from Toronto to Chicago O'Hare International (YTO - ORD)

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Good to Know

Low Season:
November
Best time to beat the crowds
2%
expected price decrease
High Season:
April
Most popular time to fly
11%
expected price increase
Average price:
C$ 418
(avg. price over the last 2 weeks)
Good Deal:
C$ 289
or less (round trip)

When to Book Flights from Toronto 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$ 289 or less.
The cheapest flight from Toronto to Chicago O'Hare International was found, on average, 84 days before departure.
Book at least 3 weeks before departure in order to get a below-average price.
High season is considered to be March, April and May. The cheapest month to fly is November.
Morning departure is around 6% 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 to Chicago O'Hare International Flights

How long does a flight from Toronto to Chicago O'Hare International take?
An average nonstop flight takes 1h 41m, covering a distance of 719 km.
How many flights are there between Toronto and Chicago O'Hare International?
There are 475 (nonstop) flights between Toronto and Chicago O'Hare International per week, averaging 70 per day.
Which airlines provide the cheapest flights from Toronto to Chicago O'Hare International?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines (C$ 275), Air Canada (C$ 291) and Delta (C$ 315).
Do I need a passport to fly between Toronto and Chicago O'Hare International?
Yes.
Which airlines fly most frequently between Toronto and Chicago O'Hare International?
United (14 times daily), Air Canada (10 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 to Chicago O'Hare International?
For Toronto to Chicago O'Hare International, Wednesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago O'Hare International back to Toronto, the best deals are generally found on Wednesday, with Tuesday being the most expensive.

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

Airports
Origin
Toronto
C$ 275
only
C$ 275
C$ 291
only
C$ 291
Destination
Chicago
C$ 275
only
C$ 275
Wed, 28 Feb
YYZ
ORD
1h 57m
Wed, 14 Mar
ORD
YYZ
1h 31m
C$ 275
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Sun, 18 Feb
YTZ
ORD
6h 15m
Fri, 23 Feb
ORD
YTZ
5h 35m
C$ 291
Trip: 6 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21010 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YOW
LHR
Excellent 8.0

Great service from flight attendants. Flight was smooth once airborne

Delayed Flight Seats seemed very small for an Air Canada Plane

LAX
YYZ
Mediocre 2.0

Nothing

The customer service was disgraceful. Air Canada has set the bar very, very low.

LAX
YVR
Good 6.0

Typical Air Canada flight. Not great but not horrible (surprisingly)

The entertainment systems were broken on our seats but they did give us a small discount voucher.

YVR
HNL
Mediocre 2.0

Nothing

When I bought the ticket I thought it was air Canada but it was air Canada rouge so no food no entertainment tried to download air Canada app but took about an hour to get 10 percent done so flew with no entertainment no drinks no food nothing. Boarding was a pain had a three year old also had to pay extra 50 dollars for my baggage. Typical air Canada nonsense. Would not use them again.

MCO
YYZ
Good 6.6

Crew was friendly. Plane appeared clean.

Flight was delayed twice. Luggage was delayed coming off the plane. I assume it was weather related. One piece of our luggage was damaged. Not able to connect to entertainment app.

Thu, 15 Feb
YYZ
ORD
4h 08m
Sun, 18 Feb
ORD
YYZ
3h 33m
C$ 315
Trip: 4 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15359 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
SMF
Excellent 10.0

Anna from South Africa was funny, and super accomidatinf

CUN
JFK
Okay 4.6

Delta seats are comfortable and media ststem is good.

Flight was late and the staff wasn't kind Neither at JFK gate neither on both flights. Looks like they are doing you a favor to listen to you when you ask them something.

SEA
PDX
Excellent 9.6

Seats a bit cramped

ANC
SEA
Excellent 10.0

Delta has great seats, friendly employees and engaged managers and pilots. Even their customer service Center reaches out to help on suggestions. I am flying to Portland for School over 40 round trips and I am saving $4,000 vs Alaska Air. Plus I get miles and discounts with the Delta Amex Card. I am very pleased.

I don’t like harsh change in schedule fees but it forces me to plan. I wish the Seattle to Portland Eve flight landed in time to catch Portland Rail system at 11:50 PM

LAS
SLC
Good 6.0

the seats were ok

was little late

Fri, 26 Jan
YYZ
ORD
1h 57m
Sun, 28 Jan
ORD
YYZ
5h 38m
C$ 480
Trip: 3 days
5.7OkayShow reviews
Overall 5.7 Okay
Based on 7 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
MIA
BWI
Excellent 8.6

People were nice

YYZ
ORD
Good 7.6

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

PHX
PDX
Excellent 10.0

The employee who checked me in was very helpful - found my frequent flyer number for another airline and give me a free checked bag.

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!!!!!

DTW
MIA
Excellent 9.0

The professionalism of the crew and the cleanliness was excellent!

The seats weren’t very comfortable!

Thu, 1 Mar
YYZ
ORD
1h 57m
Thu, 15 Mar
ORD
YYZ
1h 31m
C$ 275
Trip: 14 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 21 Feb
YTZ
ORD
6h 10m
Thu, 22 Feb
ORD
YTZ
6h 35m
C$ 291
Trip: 2 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21010 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YYZ
BOS
Excellent 8.0

Everything was seamless and i have no complaints. My return flight was cancelled amd i was automatically put on a different flight, and instead of waiting more than 2 hours from boston to get to canada, i was put on an earlier flight for which i am thankful for. However we couldnt take off as delta was clogging up the way to the runaway so ended up waitimg an hour to taje off which was ridiculous. Hope delta hires more ground crew so that others arent inconvenienced in the future.

YYZ
YUL
Mediocre 2.0

Took 2 standbys and much time in “service” lines to get another flight. Added six and a half hours to my day

MCO
YYZ
Good 6.6

Crew was friendly. Plane appeared clean.

Flight was delayed twice. Luggage was delayed coming off the plane. I assume it was weather related. One piece of our luggage was damaged. Not able to connect to entertainment app.

YVR
HNL
Mediocre 2.0

Nothing

When I bought the ticket I thought it was air Canada but it was air Canada rouge so no food no entertainment tried to download air Canada app but took about an hour to get 10 percent done so flew with no entertainment no drinks no food nothing. Boarding was a pain had a three year old also had to pay extra 50 dollars for my baggage. Typical air Canada nonsense. Would not use them again.

GVA
YUL
Mediocre 2.0

Nothing

Again in the flight back delay for one hour and half in Geneva Even Kayak are not update with flight and just send automate emails for nothing for no actions

Thu, 29 Mar
YYZ
ORD
1h 57m
Sun, 1 Apr
ORD
YYZ
1h 33m
C$ 275
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 3 Mar
YTZ
ORD
4h 45m
Mon, 5 Mar
ORD
YTZ
5h 05m
C$ 291
Trip: 3 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21010 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
SCL
YYZ
Okay 4.0

Friendly crew.

Terrible food and entertainment on the flight to and from Santiago. Felt squizzed like a sardine in the can in the middle row. I will never choose Boening 777 for overnight flights. Transfer in Toronto was confusing. Delayed arrival caused problems in retrieving luggage and made a stressful experience getting to Chicago flight on time - not mentioning sluggish US border check in Toronto. For my next trip, I would rather pick another airline and transfer airport.

YVR
HNL
Mediocre 2.0

Nothing

When I bought the ticket I thought it was air Canada but it was air Canada rouge so no food no entertainment tried to download air Canada app but took about an hour to get 10 percent done so flew with no entertainment no drinks no food nothing. Boarding was a pain had a three year old also had to pay extra 50 dollars for my baggage. Typical air Canada nonsense. Would not use them again.

YYZ
YUL
Mediocre 2.0

Took 2 standbys and much time in “service” lines to get another flight. Added six and a half hours to my day

LHR
YYZ
Excellent 9.6

Clean, friendly crew remembered how we had our tea/coffee from the earlier service

Economy is never very comfortable but was better than a lot of other airlines

YXS
YVR
Excellent 10.0

Easy booking , excellent rate and good follow up with reminder emails for check in and gate information on every trip

Nothing

Thu, 10 May
YYZ
ORD
3h 50m
Thu, 17 May
ORD
YYZ
3h 22m
C$ 326
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15359 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
SEA
Excellent 8.3

Great movie selection

SJD
SLC
Excellent 10.0

Food available for purchase. Entertainment system.

CUN
JFK
Okay 4.6

Delta seats are comfortable and media ststem is good.

Flight was late and the staff wasn't kind Neither at JFK gate neither on both flights. Looks like they are doing you a favor to listen to you when you ask them something.

LGA
YUL
Okay 5.0

After flight was cancelled, rebooking was easy and quick on the app.

Flight was cancelled. flight attendants were grumpy. One of the tightest seats I've flown in economy. No room in overheads so I had to stuff my winter coat between my legs with my backpack under the seat in front of me. Was basically wedged into the seat with my stuff.

JFK
LAX
Excellent 10.0

On time, professional boarding, clean comfortable planes, skilled pilots and professional crew. What more could you ask for.

All good.

Mon, 9 Apr
YYZ
ORD
1h 49m
Thu, 12 Apr
ORD
YYZ
1h 33m
C$ 275
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Mon, 9 Apr
YTZ
ORD
5h 04m
Sat, 14 Apr
ORD
YTZ
5h 40m
C$ 291
Trip: 6 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21010 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YYZ
BOS
Excellent 8.0

Everything was seamless and i have no complaints. My return flight was cancelled amd i was automatically put on a different flight, and instead of waiting more than 2 hours from boston to get to canada, i was put on an earlier flight for which i am thankful for. However we couldnt take off as delta was clogging up the way to the runaway so ended up waitimg an hour to taje off which was ridiculous. Hope delta hires more ground crew so that others arent inconvenienced in the future.

YXS
YVR
Excellent 10.0

Easy booking , excellent rate and good follow up with reminder emails for check in and gate information on every trip

Nothing

YYZ
CPH
Good 6.6

The crew, Very attentive.

The flød.

LAX
YYZ
Mediocre 2.0

Nothing

The customer service was disgraceful. Air Canada has set the bar very, very low.

LHR
YYZ
Excellent 9.6

Clean, friendly crew remembered how we had our tea/coffee from the earlier service

Economy is never very comfortable but was better than a lot of other airlines

Sun, 18 Feb
YYZ
ORD
1h 47m
Fri, 23 Feb
ORD
YYZ
1h 31m
C$ 297
Trip: 6 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 199 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YYZ
ORD
Excellent 10.0

Everything was great

YYZ
ORD
Mediocre 3.6

The only person who who tried to relax customers waiting to board was the pilot. Flight was delayed. No updates on monitors, no crew at desk. The pilot was first to arrive and had no information but was engaging and joked with all the passengers just standing around. He was our only assurance that flight was still going. He had same attitude on the plane and seemed determined to get us home eventually.

No communication from airline. The flight was delayed but we only find out because we show up to gate and nobody is there. No counter agents. When they eventually show up, there is no explanation. Just acted like everything was normal.

YYZ
ORD
Excellent 10.0

كل شي

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

Wed, 11 Apr
YYZ
ORD
1h 49m
Sun, 15 Apr
ORD
YYZ
1h 33m
C$ 297
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 22 Jun
YYZ
ORD
1h 44m
Sun, 24 Jun
ORD
YYZ
1h 31m
C$ 297
Trip: 3 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 199 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YYZ
ORD
Excellent 10.0

Everything was great

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

كل شي

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

The movies on board

The fact the plane was late

Fri, 8 Jun
YYZ
ORD
1h 42m
Sun, 10 Jun
ORD
YYZ
1h 31m
C$ 312
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 15 Feb
YTZ
ORD
5h 10m
Sun, 18 Feb
ORD
YTZ
4h 40m
C$ 317
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21010 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
LAX
YYZ
Mediocre 2.0

Nothing

The customer service was disgraceful. Air Canada has set the bar very, very low.

LHR
YYZ
Excellent 9.6

Clean, friendly crew remembered how we had our tea/coffee from the earlier service

Economy is never very comfortable but was better than a lot of other airlines

YVR
HNL
Mediocre 2.0

Nothing

When I bought the ticket I thought it was air Canada but it was air Canada rouge so no food no entertainment tried to download air Canada app but took about an hour to get 10 percent done so flew with no entertainment no drinks no food nothing. Boarding was a pain had a three year old also had to pay extra 50 dollars for my baggage. Typical air Canada nonsense. Would not use them again.

SCL
YYZ
Okay 4.0

Friendly crew.

Terrible food and entertainment on the flight to and from Santiago. Felt squizzed like a sardine in the can in the middle row. I will never choose Boening 777 for overnight flights. Transfer in Toronto was confusing. Delayed arrival caused problems in retrieving luggage and made a stressful experience getting to Chicago flight on time - not mentioning sluggish US border check in Toronto. For my next trip, I would rather pick another airline and transfer airport.

GVA
YUL
Mediocre 2.0

Nothing

Again in the flight back delay for one hour and half in Geneva Even Kayak are not update with flight and just send automate emails for nothing for no actions

Fri, 6 Jul
YYZ
ORD
1h 41m
Sun, 8 Jul
ORD
YYZ
1h 31m
C$ 331
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 25 May
YTZ
ORD
5h 38m
Tue, 29 May
ORD
YTZ
5h 40m
C$ 325
Trip: 5 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21010 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
SCL
YYZ
Okay 4.0

Friendly crew.

Terrible food and entertainment on the flight to and from Santiago. Felt squizzed like a sardine in the can in the middle row. I will never choose Boening 777 for overnight flights. Transfer in Toronto was confusing. Delayed arrival caused problems in retrieving luggage and made a stressful experience getting to Chicago flight on time - not mentioning sluggish US border check in Toronto. For my next trip, I would rather pick another airline and transfer airport.

LAX
YVR
Good 6.0

Typical Air Canada flight. Not great but not horrible (surprisingly)

The entertainment systems were broken on our seats but they did give us a small discount voucher.

LHR
YYZ
Excellent 9.6

Clean, friendly crew remembered how we had our tea/coffee from the earlier service

Economy is never very comfortable but was better than a lot of other airlines

YYZ
BOS
Excellent 8.0

Everything was seamless and i have no complaints. My return flight was cancelled amd i was automatically put on a different flight, and instead of waiting more than 2 hours from boston to get to canada, i was put on an earlier flight for which i am thankful for. However we couldnt take off as delta was clogging up the way to the runaway so ended up waitimg an hour to taje off which was ridiculous. Hope delta hires more ground crew so that others arent inconvenienced in the future.

YOW
LHR
Excellent 8.0

Great service from flight attendants. Flight was smooth once airborne

Delayed Flight Seats seemed very small for an Air Canada Plane

Fri, 6 Jul
YTZ
ORD
5h 08m
Mon, 9 Jul
ORD
YTZ
5h 40m
C$ 325
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21010 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
LHR
YYZ
Excellent 9.6

Clean, friendly crew remembered how we had our tea/coffee from the earlier service

Economy is never very comfortable but was better than a lot of other airlines

YYZ
BOS
Excellent 8.0

Everything was seamless and i have no complaints. My return flight was cancelled amd i was automatically put on a different flight, and instead of waiting more than 2 hours from boston to get to canada, i was put on an earlier flight for which i am thankful for. However we couldnt take off as delta was clogging up the way to the runaway so ended up waitimg an hour to taje off which was ridiculous. Hope delta hires more ground crew so that others arent inconvenienced in the future.

YYZ
CPH
Good 6.6

The crew, Very attentive.

The flød.

SCL
YYZ
Okay 4.0

Friendly crew.

Terrible food and entertainment on the flight to and from Santiago. Felt squizzed like a sardine in the can in the middle row. I will never choose Boening 777 for overnight flights. Transfer in Toronto was confusing. Delayed arrival caused problems in retrieving luggage and made a stressful experience getting to Chicago flight on time - not mentioning sluggish US border check in Toronto. For my next trip, I would rather pick another airline and transfer airport.

YVR
HNL
Mediocre 2.0

Nothing

When I bought the ticket I thought it was air Canada but it was air Canada rouge so no food no entertainment tried to download air Canada app but took about an hour to get 10 percent done so flew with no entertainment no drinks no food nothing. Boarding was a pain had a three year old also had to pay extra 50 dollars for my baggage. Typical air Canada nonsense. Would not use them again.

Mon, 29 Jan
YYZ
ORD
6h 38m
Tue, 30 Jan
ORD
YYZ
6h 44m
C$ 473
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Show more results

Toronto to Chicago O'Hare International Flight Information

Avg. Flight Duration 1h 40m
Flights Arrive in Chicago O'Hare International
Flights Depart from Toronto
Flight Price C$ 275
Distance 719 km
Airlines Air Canada, Delta, American Airlines
*
Prices are per person, are for e–tickets and include all taxes & fees in CAD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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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.