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

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Chicago Midway to Toronto Island Flight Information

Avg. Flight Duration 1h 43m
Flights Arrive in Toronto Island
Flights Depart from Chicago Midway
Flight Price C$ 257
Distance 712 km
Airlines Porter Airlines, Major Airline

Good to Know

Good Deal:
C$ 322
or less round-trip within
2 months
of travel is a good deal

When to Book Flights from Chicago Midway 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 Midway to Toronto Island was found, on average, 32 days before departure.
Book at least 3 weeks before departure in order to get a below-average price.
Morning departure is around 10% 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 Midway to Toronto Island Flights

How long does a flight from Chicago Midway to Toronto Island take?
An average nonstop flight takes 1h 37m, covering a distance of 713 km.
How many flights are there between Chicago Midway and Toronto Island?
There are 66 (nonstop) flights between Chicago Midway and Toronto Island per week, averaging 10 per day.
Which airlines provide the cheapest flights from Chicago Midway to Toronto Island?
In the past 3 days, the cheapest round-trip tickets were found on Porter Airlines (C$ 257)
Which airlines fly most frequently between Chicago Midway and Toronto Island?
Porter Airlines (9 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly from Chicago Midway to Toronto Island?
For Chicago Midway to Toronto Island, Thursday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Toronto Island back to Chicago Midway, the best deals are generally found on Monday, with Wednesday being the most expensive.

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

Airports
Origin
Chicago
C$ 257
only
C$ 257
Destination
Toronto
C$ 257
only
C$ 257
Thu, 6 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 10 Dec
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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 8.0

Cons: Delay

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 10.0

Pros: Service of crew and snacks

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.

Sat, 1 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Tue, 4 Dec
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 279
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, 7 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 12 Dec
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
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
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

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, 8 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sat, 26 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 50 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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 8.0

Cons: Delay

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 7.3

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

MDW
YTZ
Excellent 9.6

Pros: Comfy large seats. Great service

Cons: Little slow to leave

Tue, 11 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Tue, 18 Dec
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
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 7.3

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

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

Thu, 10 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 14 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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
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.

MDW
YTZ
Good 7.3

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

Fri, 11 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sun, 13 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 3 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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
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 8.0

Cons: Delay

MDW
YTZ
Excellent 9.3

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

Cons: A little bumpy

Fri, 18 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 21 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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
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: Comfy large seats. Great service

Cons: Little slow to leave

MDW
YTZ
Excellent 10.0

Pros: Service of crew and snacks

MDW
YTZ
Good 7.3

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

Wed, 23 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 28 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Excellent 8.0

Cons: Delay

MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

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

Thu, 24 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 28 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
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: Service of crew and snacks

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.

Fri, 25 Jan
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Mon, 28 Jan
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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 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 7.0

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
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Excellent 8.0

Cons: Delay

Thu, 21 Mar
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Fri, 29 Mar
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 9 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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 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 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
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Excellent 9.6

Pros: it was such a smooth flight

Cons: all good

Tue, 2 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 10 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 9 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
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.

MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

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 7.0

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.

Wed, 3 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 10 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 8 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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 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 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
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

Thu, 4 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 10 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 7 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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
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.

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 6.0

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

Thu, 11 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Sun, 14 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

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
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.

Fri, 12 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 17 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 6 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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
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 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
Good 7.3

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

Sat, 13 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 17 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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

Cons: Delay

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: Comfy large seats. Great service

Cons: Little slow to leave

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.

Sun, 14 Apr
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 17 Apr
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 257
Trip: 4 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 reviews
Boarding
7.9
Comfort
7.9
Crew
8.4
Entertainment
6.9
Food
7.8
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 9.6

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
Excellent 10.0

Pros: Service of crew and snacks

MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

Sat, 8 Dec
MDW
Chicago Midway
YTZ
Toronto Island
1h 37m
Wed, 12 Dec
YTZ
Toronto Island
MDW
Chicago Midway
1h 50m
C$ 261
Trip: 5 days
8.2ExcellentShow reviews
Overall 8.2 Excellent
Based on 101 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 10.0

Pros: Service of crew and snacks

MDW
YTZ
Okay 5.6

Cons: Flight was delayed.

MDW
YTZ
Excellent 8.0

Pros: Snacks and pleasant mannerism of the stewardess

MDW
YTZ
Excellent 8.0

Cons: Delay

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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.