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

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Sat 11/18
Sat 11/25
Any month
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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:
$333
(avg. price over the last 2 weeks)
Good Deal:
$225
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

When looking for a cheap flight, consider that 25% of our users selected a flight on this route for $225 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 24% 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 42m, covering a distance of 447 miles.
How many flights are there between Toronto and Chicago O'Hare International?
There are 754 (nonstop) flights between Toronto and Chicago O'Hare International per week, averaging 109 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 ($189), Delta ($206) and American Airlines ($207).
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?
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 to Chicago O'Hare International?
For Toronto to Chicago O'Hare International, Friday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Chicago O'Hare International back to Toronto, the best deals are generally found on Thursday, with Wednesday being the most expensive.

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

Airports
Origin
Toronto
$189
only
$189
$220
only
$220
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
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
LGA
CVG
Excellent 8.3

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

DTW
EWR
Excellent 8.0

Boarding was quick. Staff and crew were friendly. Everything went well despite the 30 min delay we had on the runway. They gave us snacks and we ended up still arriving on time.

ATL
BNA
Excellent 10.0

Compared to previous flight - this was so much better with upgrade to first class and extra space.

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.

ATL
SNA
Excellent 8.0

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

NA

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
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

YYZ
ORD
Okay 4.6

Friendly crew

Zero Entertainment. Flight delayed around 30 minutes, which gave me a heartburn as we had to catch the next flight. No priority plus lounge near this gate in Toronto

CDG
DFW
Excellent 8.6

Good flight overall

The experience at DFW was terrible- long lines to get out of baggage claim because of too few agents to process 1000 people waiting. Also long lines for TSA screening to get to gate.

YYZ
ORD
Good 7.6

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

FAT
DFW
Excellent 10.0

Nice amount of leg room!!!

Nothing

Tue, Jan 16
YTZ
ORD
5h 15m
Sat, Jan 20
ORD
YTZ
5h 05m
Trip: 5 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 19779 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YVR
YUL
Okay 5.6

I love the variety of entertainment, it never fails.

I didnt like how snacks werent included for my 6 hour flght. Also the amount of waste made with all those plastic cups is astonishingly ridiculous. Switch to a more green solution!!!

TPE
YVR
Good 6.0

Price.

smaller aircraft with very limited overhead bag storage. Constantly have to announce volunteers for bag check in. Happen both ways. Atl to Toronto and Toronto to Atl.

FLL
YUL
Good 7.3

I had to change my return ticket early because of an emergency and Air Canada charged me $481.00 whenI only paid $371.00 fora round trip. How is that possible?

LAX
YVR
Excellent 8.4

One of the crewmembers (regrettably, I did not catch his name) was incredibly kind when I moved seats to accommodate a couple that wanted to sit together. He really made this flight great.

Seats were comfortable but the row I moved to did not allow me to recline.

YVR
YYC
Excellent 10.0

Spacious aircraft, great flight attendants very clean bathrooms, lots of snacks and foods

Wed, Feb 14
YYZ
ORD
1h 59m
Mon, Feb 19
ORD
YYZ
1h 43m
Trip: 6 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 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
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
Okay 4.0

united over book. i got boarding pass but no seat number. United charge me $400. I want me money back.

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.

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
CDG
DFW
Excellent 8.6

Good flight overall

The experience at DFW was terrible- long lines to get out of baggage claim because of too few agents to process 1000 people waiting. Also long lines for TSA screening to get to gate.

YYZ
ORD
Okay 4.6

Friendly crew

Zero Entertainment. Flight delayed around 30 minutes, which gave me a heartburn as we had to catch the next flight. No priority plus lounge near this gate in Toronto

MCI
DFW
Mediocre 2.0

I cancelled this flight months ago, yet it was still in your records

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.

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.

Fri, Dec 8
YYZ
ORD
1h 59m
Sun, Dec 10
ORD
YYZ
1h 31m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
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
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 2.0

They delayed my flight, so now I get back home really late. Thanks, United.

YYZ
ORD
Okay 4.0

united over book. i got boarding pass but no seat number. United charge me $400. I want me money back.

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
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.

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
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
MCI
DFW
Mediocre 2.0

I cancelled this flight months ago, yet it was still in your records

YYZ
ORD
Good 7.6

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

LAX
MIA
Good 7.6

Movies, clean, efficient

Paying of my small 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!!!!!

FAT
DFW
Excellent 10.0

Nice amount of leg room!!!

Nothing

Sat, Dec 2
YYZ
ORD
1h 59m
Mon, Dec 25
ORD
YYZ
1h 31m
Trip: 24 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Nov 28
YYZ
ORD
5h 40m
Fri, Dec 1
ORD
YYZ
5h 45m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Dec 4
YTZ
ORD
8h 23m
Thu, Dec 7
ORD
YTZ
5h 40m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Dec 5
YTZ
ORD
8h 23m
Fri, Dec 8
ORD
YTZ
6h 17m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Dec 7
YTZ
ORD
11h 08m
Mon, Dec 11
ORD
YTZ
9h 10m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, Jan 16
YTZ
ORD
6h 22m
Sun, Jan 28
ORD
YTZ
8h 05m
Trip: 13 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Apr 5
YTZ
ORD
7h 14m
Mon, Apr 9
ORD
YTZ
5h 57m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Feb 1
YTZ
ORD
9h 16m
Mon, Feb 5
ORD
YTZ
7h 10m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
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*
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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.