Find Cheap Flights from Chicago to Toronto Island (CHI - YTZ)

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Chicago to Toronto Island Flight Information

Avg. Flight Duration 1h 43m
Flights Arrive in Toronto Island
Flights Depart from Chicago
Flight Price C$ 256
Distance 699 km
Airlines Porter Airlines

Good to Know

Good Deal:
C$ 302
or less round-trip within
4 months
of travel is a good deal

When to Book Flights from Chicago to Toronto Island

Flight prices as travel date approaches
-1 day
-2 days

Top Tips for Finding a Cheap Flight

The cheapest flight from Chicago to Toronto Island was found, on average, 64 days before departure.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 25% 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 Chicago to Toronto Island Flights

How long does a flight from Chicago to Toronto Island take?
An average nonstop flight takes 1h 35m, covering a distance of 700 km.
How many flights are there between Chicago and Toronto Island?
There are 89 (nonstop) flights between Chicago and Toronto Island per week, averaging 14 per day.
Which airlines provide the cheapest flights from Chicago to Toronto Island?
In the past 3 days, the cheapest round-trip tickets were found on Porter Airlines (C$ 256) and Multiple Airlines (C$ 434)
Which airlines fly most frequently between Chicago and Toronto Island?
Porter Airlines (12 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Chicago to Toronto Island?
For Chicago to Toronto Island, Sunday is the cheapest day to fly on average and Friday is the most expensive. Flying from Toronto Island back to Chicago, the best deals are generally found on Thursday, with Friday being the most expensive.

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

Airports
Origin
Chicago
C$ 434
only
C$ 434
C$ 256
only
C$ 256
Destination
Toronto
C$ 256
only
C$ 256
Sun, 30 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Tue, 1 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 256
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 10.0

Pros: 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 10.0

Pros: Service of crew and snacks

MDW
YTZ
Good 6.0

Pros: The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Good 7.0

Cons: To avoid additional headache when passengers are boarding the plane, I would recommend boarding the “first class” first then start with the back seats then make your way to the front seats. It will be a much smoother process when getting everyone onto the plan.

Fri, 11 Jan
ORD
Chicago O'Hare International
YTZ
Toronto Island
7h 20m
Sun, 13 Jan
YTZ
Toronto Island
ORD
Chicago O'Hare International
10h 56m
C$ 434
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 10 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sat, 12 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 258
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 10.0

Pros: Service of crew and snacks

MDW
YTZ
Excellent 8.0

Pros: I had an excellent flight back home. We left about 15 late but the pilot made up the time so arrival in TO was on time

Cons: Pd392 seat I sat in was a bit uncomfortable it appears to be sinking in the center unlike the plane plane i took from TO to Chicago

MDW
YTZ
Excellent 9.3

Pros: It was quick and easy to board the plane with no dlays

Cons: A little bumpy

MDW
YTZ
Excellent 8.0

Cons: Delay

MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

Fri, 18 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 21 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 258
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 10.0

Pros: Service of crew and snacks

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Excellent 8.0

Pros: I had an excellent flight back home. We left about 15 late but the pilot made up the time so arrival in TO was on time

Cons: Pd392 seat I sat in was a bit uncomfortable it appears to be sinking in the center unlike the plane plane i took from TO to Chicago

MDW
YTZ
Good 7.3

Pros: Crew were very professionally and very attentive to my needs as a mom traveling with an infant.

MDW
YTZ
Excellent 9.3

Pros: It was quick and easy to board the plane with no dlays

Cons: A little bumpy

Sat, 2 Feb
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sun, 3 Feb
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 258
Trip: 2 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 9.3

Pros: It was quick and easy to board the plane with no dlays

Cons: A little bumpy

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Excellent 10.0

Pros: 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 7.0

Cons: To avoid additional headache when passengers are boarding the plane, I would recommend boarding the “first class” first then start with the back seats then make your way to the front seats. It will be a much smoother process when getting everyone onto the plan.

MDW
YTZ
Good 6.0

Pros: The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices

Wed, 6 Mar
MDW
Chicago Midway
YTZ
Toronto Island
1h 35m
Wed, 13 Mar
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 258
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 8.0

Cons: Delay

MDW
YTZ
Excellent 8.0

Pros: I had an excellent flight back home. We left about 15 late but the pilot made up the time so arrival in TO was on time

Cons: Pd392 seat I sat in was a bit uncomfortable it appears to be sinking in the center unlike the plane plane i took from TO to Chicago

MDW
YTZ
Excellent 10.0

Pros: Service of crew and snacks

MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

MDW
YTZ
Excellent 9.3

Pros: It was quick and easy to board the plane with no dlays

Cons: A little bumpy

Wed, 27 Mar
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sat, 30 Mar
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 258
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Good 6.0

Pros: The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices

MDW
YTZ
Excellent 8.0

Cons: Delay

MDW
YTZ
Good 7.3

Pros: Crew were very professionally and very attentive to my needs as a mom traveling with an infant.

MDW
YTZ
Excellent 10.0

Pros: 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 10.0

Pros: Service of crew and snacks

Tue, 2 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 8 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 258
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Excellent 9.6

Pros: Comfy large seats. Great service

Cons: Little slow to leave

MDW
YTZ
Excellent 9.3

Pros: It was quick and easy to board the plane with no dlays

Cons: A little bumpy

MDW
YTZ
Good 7.0

Cons: To avoid additional headache when passengers are boarding the plane, I would recommend boarding the “first class” first then start with the back seats then make your way to the front seats. It will be a much smoother process when getting everyone onto the plan.

MDW
YTZ
Good 6.0

Pros: The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices

Fri, 1 Feb
ORD
Chicago O'Hare International
YTZ
Toronto Island
9h 44m
Sun, 3 Feb
YTZ
Toronto Island
ORD
Chicago O'Hare International
12h 33m
C$ 457
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 25 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 40m
Tue, 30 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 262
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Good 7.0

Cons: To avoid additional headache when passengers are boarding the plane, I would recommend boarding the “first class” first then start with the back seats then make your way to the front seats. It will be a much smoother process when getting everyone onto the plan.

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Excellent 8.0

Cons: Delay

MDW
YTZ
Good 6.0

Pros: The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices

MDW
YTZ
Excellent 10.0

Pros: 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, 18 Jan
ORD
Chicago O'Hare International
YTZ
Toronto Island
9h 44m
Sun, 20 Jan
YTZ
Toronto Island
ORD
Chicago O'Hare International
10h 56m
C$ 460
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, 14 Mar
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sun, 17 Mar
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 288
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Good 6.0

Pros: The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices

MDW
YTZ
Excellent 10.0

Pros: 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

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Excellent 8.0

Cons: Delay

MDW
YTZ
Excellent 8.0

Pros: I had an excellent flight back home. We left about 15 late but the pilot made up the time so arrival in TO was on time

Cons: Pd392 seat I sat in was a bit uncomfortable it appears to be sinking in the center unlike the plane plane i took from TO to Chicago

Sat, 6 Apr
ORD
Chicago O'Hare International
YTZ
Toronto Island
7h 35m
Tue, 9 Apr
YTZ
Toronto Island
ORD
Chicago O'Hare International
7h 01m
C$ 480
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Sun, 30 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sat, 5 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 301
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 9.6

Pros: Comfy large seats. Great service

Cons: Little slow to leave

MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Excellent 10.0

Pros: 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 10.0

Pros: Service of crew and snacks

MDW
YTZ
Excellent 8.0

Cons: Delay

Thu, 14 Mar
ORD
Chicago O'Hare International
YTZ
Toronto Island
9h 14m
Tue, 19 Mar
YTZ
Toronto Island
ORD
Chicago O'Hare International
11h 06m
C$ 505
Trip: 6 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 15 May
MDW
Chicago Midway
YTZ
Toronto Island
1h 42m
Sat, 18 May
YTZ
Toronto Island
MDW
Chicago Midway
1h 47m
C$ 308
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

MDW
YTZ
Excellent 9.6

Pros: Comfy large seats. Great service

Cons: Little slow to leave

MDW
YTZ
Excellent 10.0

Pros: 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 10.0

Pros: Service of crew and snacks

MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

Fri, 4 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Tue, 8 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 320
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 10.0

Pros: Service of crew and snacks

MDW
YTZ
Excellent 8.0

Pros: I had an excellent flight back home. We left about 15 late but the pilot made up the time so arrival in TO was on time

Cons: Pd392 seat I sat in was a bit uncomfortable it appears to be sinking in the center unlike the plane plane i took from TO to Chicago

MDW
YTZ
Excellent 9.3

Pros: It was quick and easy to board the plane with no dlays

Cons: A little bumpy

MDW
YTZ
Good 7.0

Cons: To avoid additional headache when passengers are boarding the plane, I would recommend boarding the “first class” first then start with the back seats then make your way to the front seats. It will be a much smoother process when getting everyone onto the plan.

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

Sat, 2 Mar
ORD
Chicago O'Hare International
YTZ
Toronto Island
6h 29m
Mon, 4 Mar
YTZ
Toronto Island
ORD
Chicago O'Hare International
11h 21m
C$ 575
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Wed, 26 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 31 Dec
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 394
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 105 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Excellent 8.0

Cons: Delay

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Good 6.0

Pros: The attitude of crew was good and comfortable seats and good service we shoul have plug to charge devices

MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Good 7.3

Pros: Crew were very professionally and very attentive to my needs as a mom traveling with an infant.

Fri, 14 Jun
ORD
Chicago O'Hare International
YTZ
Toronto Island
6h 29m
Sun, 16 Jun
YTZ
Toronto Island
ORD
Chicago O'Hare International
10h 26m
C$ 731
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
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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.