Find Cheap Flights from Illinois to Toronto

Search hundreds of travel sites at once for deals on flights to Toronto

Fri 24/11
Fri 1/12
Any month
Compare vs. KAYAK |

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

Airports
Origin
Chicago
C$ 257
only
C$ 257
C$ 246
only
C$ 246
Destination
Toronto
C$ 257
only
C$ 257
C$ 246
only
C$ 246
Wed, 11 Apr
MDW
YTZ
1h 37m
Wed, 18 Apr
YTZ
MDW
1h 45m
C$ 246
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 84 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 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
Excellent 9.6

it was such a smooth flight

all good

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.

Wed, 13 Dec
ORD
YYZ
1h 36m
Sat, 16 Dec
YYZ
ORD
1h 47m
C$ 257
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 11 Apr
MDW
YYZ
3h 22m
Wed, 18 Apr
YYZ
MDW
3h 27m
C$ 289
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13693 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
SAV
ATL
Good 7.0

The flight was on schedule

It was crowded and cramped.

PTY
ATL
Excellent 9.6

Crew was kind, entertainment and food were good

Seats are really tight

JFK
DTW
Excellent 10.0

I got off the flight at out side,but i forgot to carried my small bag .and then the Crew returned me the bag very soon.they were very kind,thank you very much.

PHL
JFK
Excellent 9.0

We were probably in the air for 30 mins; great short flight. Plane wasn’t filled so had plenty of space.

LAX
HNL
Okay 5.0

The gentleman at the gate was super helpful and helped us check our bags at the gate.

Zero leg room. Zero arm room. The entertainment system did not function. No food for such a long flight unless you pay more then the food is actually worth.

Fri, 9 Feb
ORD
YTZ
4h 40m
Mon, 12 Feb
YTZ
ORD
5h 10m
C$ 330
Trip: 4 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 19871 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
ORD
YYZ
Mediocre 2.0

Nothing

Flight delay led us to miss our connecting flight. Air Canada then lost our luggage for 6 days on our honeymoon!

BOS
YYZ
Excellent 9.3

T

The waiting area at the Boston airport is poor. It is very small, rundown and with limited access to refreshments. It's ok but certainly not a selling point.

BOS
YYZ
Excellent 8.0

New system with Canadian customs was fantastic. Went through really quickly.

DEN
YYZ
Good 6.6

Good boarding.Easy check in.

Food! Not appealing. Did not eat more than a few bites.

EWR
YVR
Excellent 8.3

Flight attendants were courteous

We have to buy our own food

Wed, 13 Dec
MDW
YTZ
1h 37m
Sat, 16 Dec
YTZ
MDW
1h 50m
C$ 256
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 84 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
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
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
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

My trip going to Toronto has been canceled on friday and moved for the following day, I had to by another flight going to toronto so i don't miss the commitement i had this is not acceptable they should have offered me to place my flight for another time

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.

Fri, 15 Dec
ORD
YYZ
1h 31m
Mon, 18 Dec
YYZ
ORD
1h 59m
C$ 257
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 15 Dec
MDW
YTZ
1h 35m
Tue, 19 Dec
YTZ
MDW
1h 50m
C$ 256
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 84 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
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 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
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

My trip going to Toronto has been canceled on friday and moved for the following day, I had to by another flight going to toronto so i don't miss the commitement i had this is not acceptable they should have offered me to place my flight for another time

Fri, 26 Jan
ORD
YYZ
1h 31m
Sat, 3 Feb
YYZ
ORD
1h 57m
C$ 257
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 13 Dec
MDW
YYZ
6h 50m
Tue, 19 Dec
YYZ
MDW
7h 18m
C$ 291
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13693 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LAX
HNL
Okay 5.0

The gentleman at the gate was super helpful and helped us check our bags at the gate.

Zero leg room. Zero arm room. The entertainment system did not function. No food for such a long flight unless you pay more then the food is actually worth.

JFK
DTW
Excellent 10.0

I got off the flight at out side,but i forgot to carried my small bag .and then the Crew returned me the bag very soon.they were very kind,thank you very much.

ATL
HPN
Good 7.3

It was on time

It was crowded and cramped.

PTY
ATL
Excellent 9.6

Crew was kind, entertainment and food were good

Seats are really tight

LHR
ATL
Good 6.0

Staff were friendly and attentive. Boarding was good - efficient and quick.

Seats were not that comfortable. Aircraft very noisy. Competition offers a much better service. Transfer in Atlanta was a nightmare, taking almost two hours from landing to getting to the domestic gate for the next sector. only three immigration staff working.

Thu, 11 Jan
MDW
YTZ
1h 37m
Mon, 15 Jan
YTZ
MDW
1h 50m
C$ 256
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 84 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
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
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 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
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
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!

Thu, 1 Feb
ORD
YYZ
1h 39m
Mon, 5 Feb
YYZ
ORD
1h 47m
C$ 257
Trip: 5 days
Overall 0.0 Poor
Based on 0 reviews
Sat, 16 Dec
MDW
YYZ
5h 09m
Mon, 18 Dec
YYZ
MDW
5h 19m
C$ 291
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13693 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
ATL
DAB
Okay 4.0

Staff were friendly and worked hard.

Seats were very basic and not as good as the low cost carrier I normally fly out of the UK. Very old and noisy aircraft. Seemed little control over how much hand luggage passengers were bringing onto the aircraft.

JFK
DTW
Excellent 10.0

I got off the flight at out side,but i forgot to carried my small bag .and then the Crew returned me the bag very soon.they were very kind,thank you very much.

LHR
ATL
Good 6.0

Staff were friendly and attentive. Boarding was good - efficient and quick.

Seats were not that comfortable. Aircraft very noisy. Competition offers a much better service. Transfer in Atlanta was a nightmare, taking almost two hours from landing to getting to the domestic gate for the next sector. only three immigration staff working.

MIA
ATL
Excellent 8.3

They gave me extra pretzels and 2 cans of soda

The seats were awful.. Miniscule

LAX
HNL
Okay 5.0

The gentleman at the gate was super helpful and helped us check our bags at the gate.

Zero leg room. Zero arm room. The entertainment system did not function. No food for such a long flight unless you pay more then the food is actually worth.

Thu, 28 Dec
ORD
YTZ
4h 35m
Tue, 9 Jan
YTZ
ORD
5h 10m
C$ 338
Trip: 13 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 19871 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YOW
YYC
Poor 0.0

MIGHT give me a refund, and not WILL give me a refund

Service personnel at Air Canada were very helpful and re-booked me several times and when none of those flights left, they said they would refer me to refund department.

BOS
YYZ
Excellent 9.3

T

The waiting area at the Boston airport is poor. It is very small, rundown and with limited access to refreshments. It's ok but certainly not a selling point.

BOS
YYZ
Excellent 8.0

New system with Canadian customs was fantastic. Went through really quickly.

MCO
YYZ
Excellent 10.0

Flight actually left Orlando early once all passengers were on board

YYC
YUL
Good 6.3

I almost missed my connection. No one cared. Staff in airport were downright cranky - all due to late incoming aircraft and yet more de-icing... why ever don't they allow time for that in November!!!

Thu, 1 Feb
MDW
YTZ
1h 37m
Sun, 11 Feb
YTZ
MDW
1h 50m
C$ 256
Trip: 11 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 84 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
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
Excellent 9.6

it was such a smooth flight

all good

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
Mediocre 2.0

My trip going to Toronto has been canceled on friday and moved for the following day, I had to by another flight going to toronto so i don't miss the commitement i had this is not acceptable they should have offered me to place my flight for another time

Sun, 4 Feb
ORD
YYZ
1h 35m
Sat, 10 Feb
YYZ
ORD
1h 47m
C$ 257
Trip: 7 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 11 Jan
MDW
YYZ
4h 23m
Tue, 16 Jan
YYZ
MDW
6h 33m
C$ 291
Trip: 6 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13693 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PBI
ATL
Good 6.0

On time; safe flight

Service from boarding to landing was impersonal. No headphones etc. Etc.

ATL
HPN
Good 7.3

It was on time

It was crowded and cramped.

JFK
DTW
Excellent 10.0

I got off the flight at out side,but i forgot to carried my small bag .and then the Crew returned me the bag very soon.they were very kind,thank you very much.

ATL
DAB
Okay 4.0

Staff were friendly and worked hard.

Seats were very basic and not as good as the low cost carrier I normally fly out of the UK. Very old and noisy aircraft. Seemed little control over how much hand luggage passengers were bringing onto the aircraft.

LHR
ATL
Good 6.0

Staff were friendly and attentive. Boarding was good - efficient and quick.

Seats were not that comfortable. Aircraft very noisy. Competition offers a much better service. Transfer in Atlanta was a nightmare, taking almost two hours from landing to getting to the domestic gate for the next sector. only three immigration staff working.

Sun, 4 Feb
MDW
YTZ
1h 37m
Sat, 10 Feb
YTZ
MDW
1h 50m
C$ 256
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 84 reviews
Boarding
8.0
Comfort
8.0
Crew
8.4
Entertainment
7.0
Food
7.9
MDW
YTZ
Mediocre 2.0

My trip going to Toronto has been canceled on friday and moved for the following day, I had to by another flight going to toronto so i don't miss the commitement i had this is not acceptable they should have offered me to place my flight for another time

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

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

Snacks and the complimentary wines

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

Wed, 24 Jan
MDW
YYZ
4h 23m
Wed, 31 Jan
YYZ
MDW
3h 27m
C$ 291
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 13693 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
PTY
ATL
Excellent 9.6

Crew was kind, entertainment and food were good

Seats are really tight

PHL
JFK
Excellent 9.0

We were probably in the air for 30 mins; great short flight. Plane wasn’t filled so had plenty of space.

LAX
HNL
Okay 5.0

The gentleman at the gate was super helpful and helped us check our bags at the gate.

Zero leg room. Zero arm room. The entertainment system did not function. No food for such a long flight unless you pay more then the food is actually worth.

PBI
ATL
Good 6.0

On time; safe flight

Service from boarding to landing was impersonal. No headphones etc. Etc.

ATL
DAB
Okay 4.0

Staff were friendly and worked hard.

Seats were very basic and not as good as the low cost carrier I normally fly out of the UK. Very old and noisy aircraft. Seemed little control over how much hand luggage passengers were bringing onto the aircraft.

Fri, 2 Mar
ORD
YYZ
1h 31m
Mon, 5 Mar
YYZ
ORD
1h 57m
C$ 269
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 22 Dec
ORD
YTZ
4h 40m
Tue, 26 Dec
YTZ
ORD
4h 35m
C$ 372
Trip: 5 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 19871 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.4
YYZ
BOG
Excellent 8.0

The Air Canada app to have access to the entertainment on board did not work.

LHR
YVR
Excellent 10.0

great service from start to finish would use again

DEN
YYZ
Good 6.6

Good boarding.Easy check in.

Food! Not appealing. Did not eat more than a few bites.

BOS
YYZ
Excellent 8.0

New system with Canadian customs was fantastic. Went through really quickly.

EWR
YVR
Excellent 8.3

Flight attendants were courteous

We have to buy our own food

*
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.