Find Cheap Flights from Chicago to Toronto (CHI - YTO)

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Good to Know

Low Season:
May
Best time to beat the crowds
4%
expected price decrease
High Season:
January
Most popular time to fly
18%
expected price increase
Average Price:
$252
(avg. price over the last 2 weeks)
Good Deal:
$218
or less (round trip)

When to Book Flights from Chicago to Toronto

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 $217 or less.
The cheapest flight from Chicago to Toronto was found 61 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 38% 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 Chicago to Toronto Flights

How long does a flight from Chicago to Toronto take?
An average nonstop flight takes 1h 31m, covering a distance of 436 miles.
How many flights are there between Chicago and Toronto?
There are 623 (nonstop) flights between Chicago and Toronto per week, averaging 88 per day.
Which airlines provide the cheapest flights from Chicago to Toronto?
In the past 3 days, the cheapest round-trip tickets were found on Porter Airlines ($231), Multiple Airlines ($234) and Air Canada ($238).
Do I need a passport to fly between Chicago and Toronto?
Yes.
Which airlines fly most frequently between Chicago and Toronto?
United (18 times daily), Air Canada (16 times daily), ANA (11 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Chicago to Toronto?
For Chicago to Toronto, Tuesday is the cheapest day to fly on average and Friday is the most expensive. Flying from Toronto back to Chicago, the best deals are generally found on Wednesday, with Saturday being the most expensive.

Book cheap flights from Chicago to Toronto (round-trip)

Airports
Origin
Chicago
$234
only
$234
$217
only
$217
Destination
Toronto
$234
only
$234
$217
only
$217
Tue, Apr 10
MDW
YTZ
1h 37m
Thu, Apr 12
YTZ
MDW
1h 45m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 13
MDW
YTZ
1h 40m
Sat, Apr 14
YTZ
MDW
1h 45m
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 88 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Excellent 10.0

The earlier flight departure times are really good, the traffic is not jammed yet on the 401 and GEW. Custom waiting times are basically non existing in comparison to Pearson. Planes are relatively on time (only flew 4 times with Porte), staff is friendly. The turboprop planes have more legroom than most others. I do like them, and do recommend Porter.

MDW
YTZ
Good 7.6

The flight attendants were very nice. Timely boarding.

Very small plane with only one bathroom.

MDW
YTZ
Mediocre 2.0

Literally nothing. Even the free beer and wine didn't make up for this company!!

Our flight to Chicago was cancelled, we didn't get so much as an email letting us know (checked the flight status at 1am for a 8am flight and it said on time) we found out at the porter counter at the airport that or flight was cancelled and we were delayed until the next day!!! Next day we realize they didn't schedule us on the first OR second flight of the day but the third so we were delayed by 36 hours instead of 24!!!! The planes are tiny, very old, quite dirty. The staff seem totally non chalant about all these cancelled flights and allllll of the delays and repeatedly say that the airline is understaffed... hello i don't care why my vacation was cut short by 36 hours and i got stuck paying 200$ for a hotel room tat i didn't get to stay in!!! Get your act together Porter!!!!

MDW
YTZ
Excellent 9.6

it was such a smooth flight

all good

MDW
YTZ
Mediocre 2.0

They were not organized. Delayed every flight and cancelled two flights and offered no complemsation. I thought there'd be better customer service.

Sun, Apr 1
ORD
YYZ
1h 40m
Fri, Apr 6
YYZ
ORD
1h 58m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Sun, Apr 1
ORD
YTZ
4h 40m
Wed, Apr 4
YTZ
ORD
5h 04m
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21542 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YVR
ICN
Good 7.3

I liked the entertainment. The crew was very attentive.

One of the meals wasn’t extremely desirable.

YVR
YYZ
Mediocre 3.6

The service was terrible, the crew did not care about anything and not willing to help or resolve issues.

I did not like the Air Canada service.

OGG
YYC
Good 6.0

Rouge is terrible compares to regular Air Canada.

YYC
YYZ
Good 7.0

Able to Get later flight since original flight cancelled.

flight delayed 2 hrs because of weather. Staff did not want to reschedule my next connector, just the Toronto flight

YYZ
PHL
Good 6.5

so late. no explanation... something about the weather bad in Boston? but that wouldn't explain every flight being late. And as usual Kayak did a better job of giving delay info than Air Canada!

Tue, Apr 10
MDW
YYZ
5h 42m
Tue, Apr 24
YYZ
MDW
6h 42m
Trip: 15 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
SLC
YYZ
Excellent 8.0

was a difficult transition from delta to west jet in Toronto and we almost missed the flight

EWR
DTW
Mediocre 3.3

I've always wanted to go to all five Manhattan boroughs in one day. Thanks to Delta, that happened.

The plane broke down as we were about to take off. Delta rebooked everyone on to new flights because it was pretty obvious that plane was not going to be fixed in time. The crew did their best given the situation. The situation was absolute bs though - we had to take a cab to JFK for our new flight and do the whole security thing again and all that annoying stuff. Thanks for wasting 8 hours of my life, Delta.

DEN
JFK
Good 6.3

Comfortable seats. Good entertainment

Going to Denver was delayed and now return trip delayed We were give 3 separate reasons. Poor communication. Just telling me a flight will be delayed is not communication. Lack of a free snack was disappointing. May have to rethink flying Delta next time.

GDL
ATL
Excellent 9.6

Expensive food

ATL
TGU
Mediocre 2.0

The service was horribly they dilate my flight 24 hours and I lose my flight yesterday because from Washington to Atlanta the flight was late and from Atlanta to Tegucigalpa leave early

Thu, May 3
MDW
YTZ
1h 40m
Mon, May 7
YTZ
MDW
1h 45m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 13
ORD
YYZ
1h 35m
Sat, Apr 14
YYZ
ORD
2h 01m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Apr 13
ORD
YTZ
6h 40m
Sun, Apr 15
YTZ
ORD
5h 04m
Trip: 3 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21542 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YVR
YYZ
Mediocre 3.6

The service was terrible, the crew did not care about anything and not willing to help or resolve issues.

I did not like the Air Canada service.

YVR
ICN
Good 7.3

I liked the entertainment. The crew was very attentive.

One of the meals wasn’t extremely desirable.

DFW
YVR
Okay 4.0

Around $700 air fair for round trip flight to Asia is a good deal.

The flights between Vancouver and Dallas are small and tight, very uncomfortable. Normal carry on csn not fit into overhead bins.

YVR
YWG
Mediocre 2.0

After a delay on my first flight, I managed to get to the gate with a few minutes to spare and the door open. The desk agent refused to let me board the plane.

YYZ
FLL
Excellent 9.3

The crew at the airport and on the plane were excellent. We were on a family holiday with young ones and the crew really took care of our needs. They were extremely courteous and attentive.

The inflight entertainment options could be more current. We found the options limited... it was a good thing that the flight was short.

Fri, Jun 1
MDW
YTZ
1h 40m
Mon, Jun 4
YTZ
MDW
1h 45m
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 88 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Okay 5.6

Nice crew, snacks and drinks, good price, calm experience.

All flights delayed by 1 hour. Maybe equipment logistics could be better.

MDW
YTZ
Excellent 9.6

Comfy large seats. Great service

Little slow to leave

MDW
YTZ
Excellent 8.6

Everything else... the whole Porter Experience brought me back to what air travel used to be like... I will fly Porter again. Even a long weather delay was more tolerable because the waiting area was more like a Flight Club experience.

Baggage rules seemed to be enforced arbitrarily... gate Checking was routine... but I was forced to pay to check a bag.

MDW
YTZ
Good 7.6

The flight attendants were very nice. Timely boarding.

Very small plane with only one bathroom.

MDW
YTZ
Okay 4.0

Staff was nice everywhere during this trip.

I was charged $40 for my bag at O'hare because my booking to Montreal was done as two separate tickets (as the staff explained)....?!?! Kayak how do you do this and not tell your customer? $40 dollars is not a lot but I definitely feel cheated!

Fri, Mar 23
MDW
YTZ
1h 37m
Wed, Mar 28
YTZ
MDW
1h 50m
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 29
ORD
YYZ
1h 31m
Wed, Apr 4
YYZ
ORD
2h 01m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jun 7
MDW
YTZ
1h 40m
Tue, Jun 12
YTZ
MDW
1h 45m
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 88 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Excellent 8.6

Snacks and the complimentary wines

Flight attendant did not allow earbud headphone during landing. I have not seen this in other airlines.

MDW
YTZ
Good 7.6

The flight attendants were very nice. Timely boarding.

Very small plane with only one bathroom.

MDW
YTZ
Excellent 9.6

it was such a smooth flight

all good

MDW
YTZ
Excellent 9.6

Comfy large seats. Great service

Little slow to leave

MDW
YTZ
Excellent 10.0

The earlier flight departure times are really good, the traffic is not jammed yet on the 401 and GEW. Custom waiting times are basically non existing in comparison to Pearson. Planes are relatively on time (only flew 4 times with Porte), staff is friendly. The turboprop planes have more legroom than most others. I do like them, and do recommend Porter.

Thu, Mar 22
ORD
YTZ
4h 40m
Tue, Apr 3
YTZ
ORD
6h 04m
Trip: 13 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21542 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYC
LHR
Mediocre 2.0

JustFly did not release my coupon to Lufthansa or Air Canada, and so I was nearly prevented from flying.

DFW
YVR
Okay 4.0

Around $700 air fair for round trip flight to Asia is a good deal.

The flights between Vancouver and Dallas are small and tight, very uncomfortable. Normal carry on csn not fit into overhead bins.

YYC
YYZ
Good 7.5

ground crew were friendly

LHR
YYZ
Excellent 8.3

The food was ok. Movie selection was decent and the screens are a lot better than on jet airways.

Boarding was a little delayed. Service was a little slow, but the crew was courteous and did their best.

YYZ
FLL
Excellent 9.3

The crew at the airport and on the plane were excellent. We were on a family holiday with young ones and the crew really took care of our needs. They were extremely courteous and attentive.

The inflight entertainment options could be more current. We found the options limited... it was a good thing that the flight was short.

Thu, Aug 30
MDW
YTZ
1h 45m
Wed, Sep 5
YTZ
MDW
1h 45m
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Mar 31
MDW
YTZ
1h 37m
Sat, Apr 7
YTZ
MDW
1h 50m
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 88 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Excellent 9.6

Comfy large seats. Great service

Little slow to leave

MDW
YTZ
Excellent 8.6

Everything else... the whole Porter Experience brought me back to what air travel used to be like... I will fly Porter again. Even a long weather delay was more tolerable because the waiting area was more like a Flight Club experience.

Baggage rules seemed to be enforced arbitrarily... gate Checking was routine... but I was forced to pay to check a bag.

MDW
YTZ
Okay 4.0

Staff was nice everywhere during this trip.

I was charged $40 for my bag at O'hare because my booking to Montreal was done as two separate tickets (as the staff explained)....?!?! Kayak how do you do this and not tell your customer? $40 dollars is not a lot but I definitely feel cheated!

MDW
YTZ
Excellent 10.0

The earlier flight departure times are really good, the traffic is not jammed yet on the 401 and GEW. Custom waiting times are basically non existing in comparison to Pearson. Planes are relatively on time (only flew 4 times with Porte), staff is friendly. The turboprop planes have more legroom than most others. I do like them, and do recommend Porter.

MDW
YTZ
Good 7.6

The flight attendants were very nice. Timely boarding.

Very small plane with only one bathroom.

Fri, May 4
ORD
YYZ
1h 36m
Tue, May 8
YYZ
ORD
2h 03m
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, May 8
MDW
YYZ
6h 05m
Sun, May 13
YYZ
MDW
5h 59m
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16166 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
PVR
MSP
Good 7.3

They have few movies selection that was good

I like being in a big space faster. And clean good service I

JFK
CDG
Excellent 10.0

The food and the service

ATL
EWR
Excellent 8.6

No LCD screen for entertainment.

FLL
DTW
Excellent 10.0

I like service

EWR
DTW
Mediocre 3.3

I've always wanted to go to all five Manhattan boroughs in one day. Thanks to Delta, that happened.

The plane broke down as we were about to take off. Delta rebooked everyone on to new flights because it was pretty obvious that plane was not going to be fixed in time. The crew did their best given the situation. The situation was absolute bs though - we had to take a cab to JFK for our new flight and do the whole security thing again and all that annoying stuff. Thanks for wasting 8 hours of my life, Delta.

Fri, May 4
MDW
YTZ
1h 40m
Sun, May 6
YTZ
MDW
1h 45m
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 88 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Excellent 10.0

Nice flight

Highly recommend it

MDW
YTZ
Excellent 9.6

it was such a smooth flight

all good

MDW
YTZ
Okay 4.0

Staff was nice everywhere during this trip.

I was charged $40 for my bag at O'hare because my booking to Montreal was done as two separate tickets (as the staff explained)....?!?! Kayak how do you do this and not tell your customer? $40 dollars is not a lot but I definitely feel cheated!

MDW
YTZ
Excellent 8.6

Everything else... the whole Porter Experience brought me back to what air travel used to be like... I will fly Porter again. Even a long weather delay was more tolerable because the waiting area was more like a Flight Club experience.

Baggage rules seemed to be enforced arbitrarily... gate Checking was routine... but I was forced to pay to check a bag.

MDW
YTZ
Good 7.6

The flight attendants were very nice. Timely boarding.

Very small plane with only one bathroom.

Sat, Jun 9
ORD
YYZ
1h 41m
Sat, Jun 16
YYZ
ORD
1h 54m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Fri, May 11
ORD
YTZ
4h 45m
Mon, May 14
YTZ
ORD
7h 03m
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 21542 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
LHR
YYZ
Excellent 8.3

The food was ok. Movie selection was decent and the screens are a lot better than on jet airways.

Boarding was a little delayed. Service was a little slow, but the crew was courteous and did their best.

YYZ
RSW
Excellent 8.0

Bags were available when we got to carousel

It took longer than average for them to open doors once at gate. That’s probably why bags were available.

YYC
YYZ
Good 7.0

Able to Get later flight since original flight cancelled.

flight delayed 2 hrs because of weather. Staff did not want to reschedule my next connector, just the Toronto flight

YVR
YYZ
Mediocre 3.6

The service was terrible, the crew did not care about anything and not willing to help or resolve issues.

I did not like the Air Canada service.

YYC
LHR
Mediocre 2.0

JustFly did not release my coupon to Lufthansa or Air Canada, and so I was nearly prevented from flying.

Show more results

Chicago to Toronto Flight Information

Avg. Flight Duration 1h 44m
Flights Arrive in Toronto
Flights Depart from Chicago
Flight Price $217
Distance 436 miles
Airlines Major Airline, Porter Airlines, Air Canada, Delta
*
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:

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.