$101+ Cheap flights from Midway (MDW) to Toronto Island (YTZ)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — YTZ
Oct 7 — Oct 141
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Midway to Toronto Island with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Toronto Island
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to Toronto IslandExplore the most affordable flight options available from Midway to Toronto Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
Explore the most affordable flight options available from Midway to Toronto Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 7, 2026.
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$228
This Trip.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:20 pm -
Nonstop1h 40m
Tue 9/2910:10 am -
Nonstop1h 50m
Deal found 9/7![Multiple Airlines logo]()
$229
This Mytrip deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:45 am -
Nonstop1h 40m
Mon 9/2810:10 am -
Nonstop1h 50m
Deal found 9/4![Multiple Airlines logo]()
$232
This FlightHub deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:20 pm -
Nonstop1h 40m
Mon 10/51:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$233
This Mytrip deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:45 am -
Nonstop1h 40m
Fri 10/210:10 am -
Nonstop1h 50m
Deal found 9/6![Multiple Airlines logo]()
$234
This Gotogate deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$236
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:20 pm -
Nonstop1h 40m
Sun 10/111:45 pm -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$239
This Porter Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:20 pm -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:20 pm -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/411:45 am -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/5![Porter Airlines logo]()
$251
This Trip.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:20 pm -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$254
Best flights from Midway to Toronto IslandDiscover carefully curated flight deals from Midway to Toronto Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
Discover carefully curated flight deals from Midway to Toronto Island that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
This FlightHub deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/211:45 am -
Nonstop1h 40m
Sat 10/31:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:45 am -
Nonstop1h 40m
Wed 11/48:00 pm -
2 stops28h 47m
Deal found 9/6![Multiple Airlines logo]()
$352
This Porter Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:20 pm -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$240
This Trip.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/83:20 pm -
Nonstop1h 40m
Mon 10/121:45 pm -
Nonstop1h 50m
Deal found 9/5![Porter Airlines logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:30 pm -
3 stops44h 25m
Tue 10/2010:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/23:20 pm -
Nonstop1h 40m
Mon 10/58:50 am -
2 stops10h 01m
Deal found 9/6![Multiple Airlines logo]()
$376
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:20 pm -
Nonstop1h 40m
Mon 9/211:45 pm -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$346
This FlightHub deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/133:20 pm -
Nonstop1h 40m
Wed 10/1410:10 am -
Nonstop1h 50m
Deal found 9/5![Porter Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:45 am -
Nonstop1h 40m
Sun 10/47:05 pm -
3 stops47h 41m
Deal found 9/4![Multiple Airlines logo]()
$417
This KAYAK deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:45 am -
Nonstop1h 40m
Thu 9/241:45 pm -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$373
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:45 am -
Nonstop1h 40m
Mon 10/58:30 pm -
2 stops22h 16m
Deal found 9/4![Multiple Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
Nonstop1h 40m
Fri 9/1810:10 am -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$405
Last-minute flights from Midway to Toronto IslandDiscover last-minute flight deals from Midway to Toronto Island. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Toronto Island. Data last updated September 7, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2411:45 am -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$228
This Porter Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals ”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:20 pm -
Nonstop1h 40m
Sun 9/2710:10 am -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$240
This Mytrip deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:45 am -
Nonstop1h 40m
Mon 9/2810:10 am -
Nonstop1h 50m
Deal found 9/4![Multiple Airlines logo]()
$232
This Trip.com deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:20 pm -
Nonstop1h 40m
Tue 9/2910:10 am -
Nonstop1h 50m
Deal found 9/7![Multiple Airlines logo]()
$229
This Mytrip deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2911:45 am -
Nonstop1h 40m
Fri 10/210:10 am -
Nonstop1h 50m
Deal found 9/6![Multiple Airlines logo]()
$234
This FlightHub deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:20 pm -
Nonstop1h 40m
Mon 10/51:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$233
This Trip.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:20 pm -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/4![Porter Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/411:45 am -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/5![Porter Airlines logo]()
$251
This Gotogate deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:20 pm -
Nonstop1h 40m
Sun 10/1110:10 am -
Nonstop1h 50m
Deal found 9/2![Multiple Airlines logo]()
$236
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/53:20 pm -
Nonstop1h 40m
Sun 10/111:45 pm -
Nonstop1h 50m
Deal found 9/2![Porter Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/63:20 pm -
Nonstop1h 40m
Sat 10/101:45 pm -
Nonstop1h 50m
Deal found 9/3![Porter Airlines logo]()
$250
One-way flights from Midway to Toronto IslandSearch for one-way flight options from Midway to Toronto Island. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
Search for one-way flight options from Midway to Toronto Island. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This Porter Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/303:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Porter Airlines logo]()
$101
This Trip.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2111:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Transat logo]()
$102
This Porter Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2711:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Porter Airlines logo]()
$104
This Booking.com deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Porter Airlines logo]()
$105
This Kiwi.com deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Air Transat logo]()
$116
This deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Porter Airlines logo]()
$128
This deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:20 pm -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Porter Airlines logo]()
$131
This Cheapflightsfares deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:45 am -
Nonstop1h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Porter Airlines logo]()
$135
Find flight deals from Midway to Toronto Island
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Toronto Island (YTZ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $228 (Trip.com) |
One-way from | $101 (Porter Airlines) |
Popular in | February |
Cheapest in | April |
Average price | $222 |
Good round-trip deal | $205 or less |
Good one-way deal | $155 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Toronto Island that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 7, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Toronto Island Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 9/30
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$101
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 10/21
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$102
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sun 9/27
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$104
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Thu 10/22
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$128
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Wed 9/16
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$135
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sun 9/20
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$152
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Mon 9/21
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$164
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sat 10/3
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$195
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Tue 9/15
11:45 am-2:25 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$206
ChicagoToronto
MDW Chicago Midway - YTZ Toronto Island
MDWYTZ
Chicago Midway
Sun 10/4
3:20 pm-6:00 pm
Nonstop1h 40m
Toronto Island
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$217
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from Midway to Toronto Island
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Toronto Island in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Toronto Island Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Toronto Island Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Toronto Island Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Toronto Island Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Toronto Island Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Toronto Island
Have a flexible travel schedule? Discover the best time to fly to Toronto Island from Midway with our price prediction graph.
MDW-YTZ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Toronto Island Airport
Prices
Airlines
Delays
What is the cheapest month to book a flight from Chicago Midway Airport to Toronto Island Airport?
Currently, April is the cheapest month in which you can book a flight from Chicago Midway Airport to Toronto Island Airport (average of $196). Flying from Chicago Midway Airport to Toronto Island Airport in February is currently the most expensive (average of $656). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to YTZ?
Find hourly flight availability from Midway to Toronto Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 7, 2026.
When flying from Chicago Midway Airport to Toronto Island Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How often are flights from Chicago to Toronto delayed?
About 15% of weekly flights between Chicago and Toronto have experienced delays in the past year, with the average delay time being 115 minutes.
What is the most punctual flight time for Chicago to Toronto flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Toronto flights?
Over the last year, Porter Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
Reviews of airlines servicing Toronto Island
Get insights into the airlines that provide service to Toronto Island. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Toronto Island. Reviews last updated September 7, 2026.
See what other customers who have flown with Porter Airlines from Chicago Midway Airport to Toronto Island Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
8.0
Boarding
8.2
Crew
8.6
Comfort
8.0
Food
7.6
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Overall
8.0
Boarding
8.2
Crew
8.6
Comfort
8.0
Food
7.6
Entertainment
6.9
Reviews
1 / 20
6.0
GoodShannon,Jul 2026
YQT - YOW
Related info for your journey
Find useful and relevant information for your journey from Midway to Toronto Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Midway
Popular flights
Toronto Island flight routes
Alternative routes for Midway to Toronto Island
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Toronto Island by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Midway to Toronto Island by cabin class
Find flights from Midway to Toronto Island, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Midway and Toronto Island flights
Browse other Midway and Toronto Island flight options. Last updated on September 7, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on September 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to Toronto Island
Explore flights to Toronto Island departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 7, 2026.
Top airline flying from Midway to Toronto Island
Discover the top airline that operate flights from Midway to Toronto Island. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$292 | FlexibilityNo cancel fee | On-time52% |