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:
$334
(avg. price over the last 2 weeks)
Good Deal:
$226
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 $226 or less.
The cheapest flight from Toronto to Chicago O'Hare International was found 84 days before departure, on average.
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 7% more expensive 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 47m, covering a distance of 447 miles.
How many flights are there between Toronto and Chicago O'Hare International?
There are 454 (nonstop) flights between Toronto and Chicago O'Hare International per week, averaging 66 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 Delta ($210), United ($220) and Multiple Airlines ($220).
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 (7 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Toronto to Chicago O'Hare International?
For Toronto to Chicago O'Hare International, Friday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago O'Hare International back to Toronto, the best deals are generally found on Wednesday, with Friday being the most expensive.

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

Airports
Origin
Toronto
$210
only
$210
$224
only
$224
Destination
Chicago
$210
only
$210
Fri, Feb 9
YYZ
ORD
7h 39m
Sun, Feb 11
ORD
YYZ
6h 05m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

JFK
TPA
Good 6.6

We landed earlier than expected

Bathroom was very smelly

ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

ATL
BWI
Okay 4.6

Snacks & beverages on a 1 hour flight. Very nice crew

Older plane, no entertainment

LGA
PIT
Excellent 10.0

Our original flight was delayed and Marika, at the Delta gate of another flight to the same city, was able to get us on the flight that was going to our city. We were so grateful to get home before the winter storm! We appreciate your staff and the help their quick, efficient manner to get us on a new flight!

Fri, Feb 9
YYZ
ORD
1h 59m
Mon, Feb 12
ORD
YYZ
1h 40m
Trip: 4 days
6.0GoodShow reviews
Overall 6.0 Good
Based on 61 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
YYZ
ORD
Excellent 10.0

comfortable and on time

YYZ
ORD
Good 6.3

Crew was curteous and capable

The screens on the back of seats that used to play movies now play advertisements and ask you to pay for in-flight entertainment. The off button did not turn the screen off, resulting in a constant eyesore for the entire trip

YYZ
ORD
Excellent 8.5

I don't fully understand why, but I was unable to get my boarding pass for my flight to Chicago from Toronto until I arrived in the Toronto airport. Toronto airport sequesters off international arrivals, so in an ideal world, I would have been able to go through security directly to into the U.S. terminal, bypassing Canada customs. However, the United desk that I needed to get my boarding pass from located just before security was unmanned. The very kind Air Canada attendant called for a representative multiple times, but after 45 minutes of waiting no one ever arrived to print my boarding pass for me. The Air Canada employee then gave up on any United staff showing up and suggested I try going through Canadian customs and checking in at the same departure desk travelers first entering the airport would go through and make sure to let them know how long I was waiting. The United employee I spoke with told me that I was impatient and should have continued waiting because now she didn't know what would happen with my checked bag and that I may well need to wait 2 hours more for that to get sorted out. I was rather surprised by her overly negative response and apparent threat. If I was irate or yelling that might have been warranted, but frankly, I was so tired from the international travel I didn't have the energy to fight with her. Regardless, I wish I had been more impatient, it was far easier to go through customs twice than I expected. I would have preferred to spend more time in the lounge inside the terminal than to stand by the United desk waiting for someone to arrive to print my boarding pass. At any rate, Canadian+US customs have it together; when I went through U.S. customs to get into the terminal they had the photo of my checked bag right there.

YYZ
ORD
Mediocre 2.0

Nothing

Everything

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!!

Thu, Mar 1
YYZ
ORD
1h 59m
Thu, Mar 8
ORD
YYZ
1h 31m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 1
YTZ
ORD
6h 35m
Thu, Mar 8
ORD
YTZ
5h 05m
Trip: 8 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 20974 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YUL
GVA
Mediocre 2.0

Nothing

Canceled flight , delayone day , I should rebook by myself by calling the air canada call center I will considre next time when reseving with Air Canada , and Kayak because you didn't even know what happen with me , I took flight to London next day since my flight was canceled

TPE
YVR
Excellent 10.0

The AC in-flight staff are always very nice. It was a pleasant flight

HKG
YYZ
Mediocre 3.6

Our flight from Toronto to Houston was cancelled. The staff at the arrival counter was very slow and rude. We wanted to leave by the United flight which was leaving in an hour or so but the supervisor was not willing to do anything. We ordered Asian vegetarian food and it was horrible. Never again Air Canada.

YYZ
YVR
Okay 4.6

The movies and entertainment offered in the screen were alright.

We were delayed over an hour because flight got in late from Halifax, I get it, stuff happens. Then once boarded we sat there for another 45 minutes. The pilot comes on over the speaker and explains we aren't leaving because the crew didn't have the proper paper work in the cabin...

YUL
YYZ
Mediocre 2.0

There is nothing to like about Air Canada anymore.. unless you happen to like the abuse and indifferent service. Employees seem disengaged.

AC used to be mindful or customers with connections. This is the reason I booked all segments with air canada. Found out the hard way it is no longer the case. Lesson learned. Missed connection and ended up on stand by for the next flight ( no more protected seats folks). Was not even refunded the money paid for seat assignment on the missed connection.

Fri, May 4
YYZ
ORD
1h 54m
Sun, May 6
ORD
YYZ
1h 36m
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
TPA
DFW
Good 6.3

Decent boarding group, same snacks, same flight attendants (who were very nice)

My only gripe is that paying for an assigned seat is only allowed 48 hours before takeoff and costs at least $30, twice what Spirit charges to allow you to select a seat during booking, so it is worse. No one watched us to ensure that we didn’t use the overhead bins (a stipulation of the fare) but we did comply anyway. We chose to take our chances and were assigned seats at the gate 16 rows apart and both in the middle seat.

SFO
LAX
Excellent 10.0

great flight

YYZ
ORD
Good 7.6

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

DFW
PHL
Mediocre 3.0

They separated my bags, so I had to wait in Philadelphia for my bag to arrive on next flight 2 1/2 hours latter. Not happy after flying from Sydney.

MAD
JFK
Good 6.0

Films, TV screens did not work

Fri, Mar 23
YYZ
ORD
1h 57m
Mon, Mar 26
ORD
YYZ
1h 31m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 20
YTZ
ORD
6h 04m
Sun, Apr 22
ORD
YTZ
4h 40m
Trip: 3 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 20974 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YVR
YYC
Mediocre 3.6

OK service

was not offered a direct flight to Vancouver when it was obvious that I would miss the connecting flight.

YUL
YBC
Good 6.0

Pleasant personnel

Old and rusty aircraft that seems to be taken care with the strict minimum.

TPE
YVR
Excellent 10.0

The AC in-flight staff are always very nice. It was a pleasant flight

BNE
YVR
Excellent 9.3

Everything was good

One Stu artist who was a older women she was very grumpy, there was little to no turbulence the whole flight and if you got up to go to the washroom and we’re waiting and seatbelt light came on she would make u sit down immediately even if it wasn’t that rough, she made a girl wait for the washroom for 45. Minutes was kinda pathetic, when she was on her shift break not one person had a issue with any of the other flight attendants only her

YYZ
YVR
Okay 4.6

The movies and entertainment offered in the screen were alright.

We were delayed over an hour because flight got in late from Halifax, I get it, stuff happens. Then once boarded we sat there for another 45 minutes. The pilot comes on over the speaker and explains we aren't leaving because the crew didn't have the proper paper work in the cabin...

Tue, Apr 3
YYZ
ORD
5h 10m
Thu, Apr 5
ORD
YYZ
5h 43m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 8.3

Tudo conforme esperado em um voo da Delta.

Nada a reclamar.

LGA
PIT
Excellent 10.0

Our original flight was delayed and Marika, at the Delta gate of another flight to the same city, was able to get us on the flight that was going to our city. We were so grateful to get home before the winter storm! We appreciate your staff and the help their quick, efficient manner to get us on a new flight!

ATL
MBJ
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

DFW
LGA
Excellent 10.0

Good service, more leg room than American Airlines.

Everything was good.

LAX
DEN
Excellent 10.0

Excellent piloting and cabin crew.

Fri, Apr 20
YYZ
ORD
1h 59m
Sun, Apr 22
ORD
YYZ
1h 33m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Feb 9
YTZ
ORD
4h 35m
Sun, Feb 11
ORD
YTZ
4h 40m
Trip: 3 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 20974 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YYZ
ICN
Good 6.6

I think the air quality on the flight from Toronto to Seoul was bad. I felt really neaseous for most of that flight and thought I would be sick on the landing. the illness went away completely once I landed and I didn’t experience it on the Asiana flight from Seoul to Phuket

YVR
YYC
Mediocre 3.6

OK service

was not offered a direct flight to Vancouver when it was obvious that I would miss the connecting flight.

YYZ
LAS
Mediocre 3.3

The extra $50 seats were roomy.

Flight was delayed and no one knew why!... Plane had been sitting ready at the airport for hours. Novice flight attendants, they each picked on different things others missed just before them. No consistency, seats left reclined during takeoff and landing for example. One way there was drink service once even though it was a smooth flight and the return had drink service twice even though it was bumpier! Entertainment does NOT work on androids, it is NOT the AirCanada app they tell you to download prior to the flight, it's an AirCanadaRouge.pk file that needs to be downloaded in flight! Which means we're stuck paying for the iPad and of course only with cc because there's no wifi for debit cards.... AC needs to stop this insanely mediocre and yet expensive monopoly.

YYZ
YVR
Okay 4.6

The movies and entertainment offered in the screen were alright.

We were delayed over an hour because flight got in late from Halifax, I get it, stuff happens. Then once boarded we sat there for another 45 minutes. The pilot comes on over the speaker and explains we aren't leaving because the crew didn't have the proper paper work in the cabin...

YUL
GVA
Mediocre 2.0

Nothing

Canceled flight , delayone day , I should rebook by myself by calling the air canada call center I will considre next time when reseving with Air Canada , and Kayak because you didn't even know what happen with me , I took flight to London next day since my flight was canceled

Thu, May 24
YYZ
ORD
3h 50m
Tue, May 29
ORD
YYZ
7h 30m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MBJ
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

ATL
BWI
Okay 4.6

Snacks & beverages on a 1 hour flight. Very nice crew

Older plane, no entertainment

Thu, May 24
YYZ
ORD
3h 50m
Tue, May 29
ORD
YYZ
7h 30m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
CMH
ATL
Okay 5.0

As poltronas estavam OK.

No voo MEX-GRU o Sistema de Entretenimento nao funcionou por quase 3hs. A refeicao foi muito fraca, tamto no jantar quanto no café da manhã. Onde ja se viu comer feijão preto com onelete no cafe da manhã??? Deveriam pensar no tipo de passageiro q estao atendendo.

ATL
BWI
Okay 4.6

Snacks & beverages on a 1 hour flight. Very nice crew

Older plane, no entertainment

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

ATL
MBJ
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

MEX
ATL
Good 7.0

Beautiful plane, great entertainment system, two bathrooms for economy class, decent food

Wed, Jul 18
YYZ
ORD
1h 47m
Mon, Jul 23
ORD
YYZ
1h 31m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 15
YYZ
ORD
1h 47m
Mon, Feb 19
ORD
YYZ
1h 31m
Trip: 5 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
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
Excellent 10.0

كل شي

YYZ
ORD
Excellent 8.0

The flight was on time and there was adequate foot room

No free snacks- biscuits or pretzels?

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
Mediocre 2.0

At the gate, we were told our plane would leave soon. An hour later, they announced the flight was cancelled and we were briskly escorted out of the terminal, told to go through customs and pick up our luggage, which had never even made it on to the plane. They were not re-booking flights at the airport, and the phone lines went to a voice mail message telling us to call back in a few days. I was stranded in Toronto with no phone and no where to stay. It's a week later and I still have not heard anything from from, even though I've called and emailed and sent snail mail.

Fri, May 4
YTZ
ORD
5h 38m
Sun, May 6
ORD
YTZ
4h 40m
Trip: 3 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 20974 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YYZ
ICN
Good 6.6

I think the air quality on the flight from Toronto to Seoul was bad. I felt really neaseous for most of that flight and thought I would be sick on the landing. the illness went away completely once I landed and I didn’t experience it on the Asiana flight from Seoul to Phuket

YYZ
YVR
Okay 4.6

The movies and entertainment offered in the screen were alright.

We were delayed over an hour because flight got in late from Halifax, I get it, stuff happens. Then once boarded we sat there for another 45 minutes. The pilot comes on over the speaker and explains we aren't leaving because the crew didn't have the proper paper work in the cabin...

HKG
YYZ
Mediocre 3.6

Our flight from Toronto to Houston was cancelled. The staff at the arrival counter was very slow and rude. We wanted to leave by the United flight which was leaving in an hour or so but the supervisor was not willing to do anything. We ordered Asian vegetarian food and it was horrible. Never again Air Canada.

YVR
YYC
Good 7.0

I liked the staff on the flight. The flight had some nice

I didn’t like the food options, Air Canada used to have tasty food!

BNE
YVR
Excellent 9.3

Everything was good

One Stu artist who was a older women she was very grumpy, there was little to no turbulence the whole flight and if you got up to go to the washroom and we’re waiting and seatbelt light came on she would make u sit down immediately even if it wasn’t that rough, she made a girl wait for the washroom for 45. Minutes was kinda pathetic, when she was on her shift break not one person had a issue with any of the other flight attendants only her

Fri, Jan 26
YYZ
ORD
7h 45m
Fri, Feb 2
ORD
YYZ
3h 58m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15315 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
PIT
Excellent 10.0

Our original flight was delayed and Marika, at the Delta gate of another flight to the same city, was able to get us on the flight that was going to our city. We were so grateful to get home before the winter storm! We appreciate your staff and the help their quick, efficient manner to get us on a new flight!

BNA
BOS
Mediocre 2.0

Delta staff taking care of rude/beligerant guests first vedore guests patiently/kindly waiting in line ... children watched that behavior and the jerks recieved special treatment. Flight staff ripped up guests boarding pass in face. Staff allowed ys to board plane and put our bags under plane and then crew timed out before take off. Never will use Delta again.

JFK
TPA
Good 6.6

We landed earlier than expected

Bathroom was very smelly

ATL
MBJ
Excellent 8.0

I love Delta, especially their newer planes that have screens in the backs of headrests and free movies.

Leg room is never enough. I'm 6'1".

BOS
AUS
Good 6.0

Delayed so I was not home until middle of the night.

Fri, Jan 26
YTZ
ORD
4h 35m
Fri, Feb 2
ORD
YTZ
4h 35m
Trip: 8 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 20974 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
BNE
YVR
Excellent 9.3

Everything was good

One Stu artist who was a older women she was very grumpy, there was little to no turbulence the whole flight and if you got up to go to the washroom and we’re waiting and seatbelt light came on she would make u sit down immediately even if it wasn’t that rough, she made a girl wait for the washroom for 45. Minutes was kinda pathetic, when she was on her shift break not one person had a issue with any of the other flight attendants only her

YVR
YYC
Mediocre 3.6

OK service

was not offered a direct flight to Vancouver when it was obvious that I would miss the connecting flight.

YYZ
YVR
Okay 4.6

The movies and entertainment offered in the screen were alright.

We were delayed over an hour because flight got in late from Halifax, I get it, stuff happens. Then once boarded we sat there for another 45 minutes. The pilot comes on over the speaker and explains we aren't leaving because the crew didn't have the proper paper work in the cabin...

YUL
YYZ
Mediocre 2.0

There is nothing to like about Air Canada anymore.. unless you happen to like the abuse and indifferent service. Employees seem disengaged.

AC used to be mindful or customers with connections. This is the reason I booked all segments with air canada. Found out the hard way it is no longer the case. Lesson learned. Missed connection and ended up on stand by for the next flight ( no more protected seats folks). Was not even refunded the money paid for seat assignment on the missed connection.

YVR
LAX
Excellent 10.0

End of a long ordeal... I slept the entire flight

Sat, Jun 23
YTZ
ORD
11h 11m
Thu, Jul 12
ORD
YTZ
5h 50m
Trip: 20 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 6
YTZ
ORD
5h 59m
Mon, Apr 9
ORD
YTZ
5h 57m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jan 29
YTZ
ORD
7h 52m
Thu, Feb 1
ORD
YTZ
5h 50m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
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Toronto to Chicago O'Hare International Flight Information

Avg. Flight Duration 1h 43m
Flights Arrive in Chicago O'Hare International
Flights Depart from Toronto
Flight Price $210
Distance 447 miles
Airlines Delta, United, Air Canada, American Airlines
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

Here's why:

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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.