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:
C$ 383
(avg. price over the last 2 weeks)
Good Deal:
C$ 280
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 C$ 279 or less.
The cheapest flight from Chicago to Toronto was found, on average, 61 days before departure.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 39% 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 37m, covering a distance of 702 km.
How many flights are there between Chicago and Toronto?
There are 493 (nonstop) flights between Chicago and Toronto per week, averaging 73 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 Multiple Airlines (C$ 276), Delta (C$ 286) and Porter Airlines (C$ 289).
Do I need a passport to fly between Chicago and Toronto?
Yes.
Which airlines fly most frequently between Chicago and Toronto?
United (11 times daily), Air Canada (9 times daily), ANA (8 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Chicago to Toronto?
For Chicago to Toronto, Thursday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Toronto back to Chicago, the best deals are generally found on Monday, with Tuesday being the most expensive.

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

Airports
Origin
Chicago
C$ 276
only
C$ 276
C$ 269
only
C$ 269
Destination
Toronto
C$ 276
only
C$ 276
C$ 269
only
C$ 269
Thu, 19 Apr
MDW
YTZ
1h 40m
Sun, 22 Apr
YTZ
MDW
1h 45m
C$ 269
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 21 Apr
ORD
YYZ
4h 12m
Wed, 25 Apr
YYZ
ORD
1h 41m
C$ 276
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 14 Feb
ORD
YYZ
3h 58m
Thu, 22 Feb
YYZ
ORD
8h 45m
C$ 286
Trip: 9 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
MEX
Excellent 10.0

In some Delta flights that I had in the past the plane was just ok, not bad, not good. But this plane ATL-MEX was great, very nice and conformable plane, it looks and feels excellent!

SJD
ATL
Good 7.6

Our Delta plane was brand spanking new. Everything worked and the inflight entertainment system was fantastic with many movies to choose from, free headphones, games, tv shows, etc. The crew was polite and the seating at least as comfortable as expected for a 4 hour flight.

The restrooms in the rear of the plane were remarkably small, even by airline standards. I'm a somewhat larger person and I fit, but I know a lot of people who would literally not be able to fit on the toilet without touching both of the sidewalls or risk getting stuck in there. The boarding process at San Jose Del Cabo was the most ridiculous setup I've ever experienced. There were numerous flights boarding out of the same gates and at least 3 or 4 lines for different destinations forming on a ramp just outside the gates. There were guys with signs trying to herd people into the correct lines and then loading the people onto buses which took you out to the planes. The planes were loading from both the front and rear doors and people were getting tangled up inside because of the haphazard loading process. Very easy for a person to end up on an incorrect plane!!

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

MSP
CUN
Good 6.3

On time, pretty friendly crew

Too small a plane for that long a trip. Bathrooms were VERY small & rare.

DEN
SLC
Mediocre 2.0

Nothing!

Everything

Tue, 1 May
MDW
YTZ
1h 40m
Sat, 5 May
YTZ
MDW
1h 45m
C$ 289
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 87 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Excellent 8.0

Delay

MDW
YTZ
Excellent 10.0

Nice flight

Highly recommend it

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
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

Comfy large seats. Great service

Little slow to leave

Fri, 9 Mar
MDW
YTZ
1h 37m
Sun, 11 Mar
YTZ
MDW
1h 50m
C$ 277
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 14 Apr
ORD
YYZ
4h 12m
Tue, 24 Apr
YYZ
ORD
1h 47m
C$ 277
Trip: 11 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 21 Feb
ORD
YYZ
5h 18m
Mon, 26 Feb
YYZ
ORD
6h 41m
C$ 286
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
JFK
SLC
Good 6.3

Too many turbulences !!!

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

DEN
SLC
Mediocre 2.0

Nothing!

Everything

Wed, 21 Feb
MDW
YTZ
1h 37m
Fri, 23 Feb
YTZ
MDW
1h 50m
C$ 290
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 87 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Excellent 8.0

Delay

MDW
YTZ
Excellent 10.0

Nice flight

Highly recommend it

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
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!!!!

Mon, 26 Mar
MDW
YTZ
1h 37m
Fri, 30 Mar
YTZ
MDW
1h 50m
C$ 277
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Tue, 27 Feb
ORD
YYZ
6h 54m
Tue, 6 Mar
YYZ
ORD
6h 35m
C$ 286
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

ORD
ATL
Excellent 10.0

My flight was great. Boarding was easy and the seats were comfortable.

ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

DTW
PVR
Excellent 8.6

Easy flight from check-in to boarding to deplaning.

Nothing really! No entertainment and nothing but almonds eaten.

Tue, 13 Feb
ORD
YYZ
3h 58m
Mon, 19 Feb
YYZ
ORD
1h 47m
C$ 288
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 22 Feb
MDW
YTZ
1h 37m
Sun, 25 Feb
YTZ
MDW
1h 50m
C$ 290
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 87 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 10.0

Nice flight

Highly recommend it

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
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.

MDW
YTZ
Excellent 8.0

Delay

Fri, 6 Jul
MDW
YTZ
1h 40m
Sun, 8 Jul
YTZ
MDW
1h 45m
C$ 283
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 28 Feb
ORD
YYZ
6h 54m
Tue, 6 Mar
YYZ
ORD
6h 19m
C$ 286
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

ATL
SJD
Excellent 8.0

On time departure, actually got to Cabo early.

The seat in front of mine had a broken reclining lock mechanism and the passenger kept trying to switch from recline to sitting up and it wouldn't latch in the upright position, so he kept jerking the seatback up and down for the entire 4 hour flight. Also the rows were so tight, and seatbacks were so close together, that the reclining seat in front of me was 6 inches from my face.

JFK
SLC
Good 6.3

Too many turbulences !!!

DEN
SLC
Mediocre 2.0

Nothing!

Everything

DTW
PVR
Excellent 8.6

Easy flight from check-in to boarding to deplaning.

Nothing really! No entertainment and nothing but almonds eaten.

Mon, 26 Feb
ORD
YYZ
1h 39m
Tue, 6 Mar
YYZ
ORD
5h 37m
C$ 288
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 24 Feb
MDW
YTZ
1h 37m
Mon, 26 Feb
YTZ
MDW
1h 50m
C$ 290
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 87 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
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
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
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.

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.

Wed, 7 Mar
ORD
YYZ
7h 04m
Tue, 13 Mar
YYZ
ORD
4h 57m
C$ 286
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 15421 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
TYS
Excellent 9.5

Flight less than 2/3 full, lots of room for comfort. On time, no need to gate check carry on.

nothing, it was great.

TYS
ATL
Excellent 8.4

Everything went well...on time, quick boarding and free gate check of bag.

MSP
SMF
Good 6.3

For a 3 hour flight no onboard entertainment. Such a let down

DEN
SLC
Mediocre 2.0

Nothing!

Everything

MSP
CUN
Good 6.3

On time, pretty friendly crew

Too small a plane for that long a trip. Bathrooms were VERY small & rare.

Tue, 27 Feb
ORD
YYZ
6h 54m
Wed, 7 Mar
YYZ
ORD
1h 47m
C$ 288
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 1 Mar
MDW
YTZ
1h 37m
Sun, 4 Mar
YTZ
MDW
1h 50m
C$ 290
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 87 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
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.

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
Excellent 9.6

Comfy large seats. Great service

Little slow to leave

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!

Wed, 28 Feb
ORD
YYZ
6h 54m
Sat, 3 Mar
YYZ
ORD
1h 47m
C$ 288
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Show more results

Chicago to Toronto Flight Information

Avg. Flight Duration 1h 43m
Flights Arrive in Toronto
Flights Depart from Chicago
Flight Price C$ 269
Distance 702 km
Airlines Major Airline, Delta, Porter 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.