Cheap flights from Toronto Island Airport to Chicago Midway Airport from C$ 148
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
Cheap flight deals from Toronto Island to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Toronto Island (YTZ) to Midway (MDW). 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 30 June 2025.
Round-trip from | C$ 234 |
---|---|
One-way from | C$ 148 |
Popular in | November |
Cheapest in | March |
Average price | C$ 308 |
Good round-trip deal | C$ 229 or less |
Good one-way deal | C$ 155 or less |
Find flight deals from Toronto Island to Midway
Cheapest flights from Toronto Island to MidwayExplore the most affordable flight options available from Toronto Island to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 June 2025.
Explore the most affordable flight options available from Toronto Island to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 June 2025.
Cheapflights Fare Finder
Customize your flight search to find flights from Toronto Island to Midway 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 629,999 searches. Data last updated 30 June 2025.
Use the filters below to find and compare flights from Toronto Island Airport to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 11/7
3:35 p.m.-4:24 p.m.
Nonstop1h 49m
Chicago Midway
Sun 13/7
9:40 a.m.-12:20 p.m.
Nonstop1h 40m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Thu 18/9
7:30 a.m.-8:19 a.m.
Nonstop1h 49m
Chicago Midway
Mon 22/9
9:15 a.m.-11:57 a.m.
Nonstop1h 42m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sun 7/9
3:35 p.m.-4:24 p.m.
Nonstop1h 49m
Chicago Midway
Wed 24/9
5:20 p.m.-8:02 p.m.
Nonstop1h 42m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 1/8
7:55 a.m.-8:45 a.m.
Nonstop1h 50m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Fri 22/8
3:35 p.m.-4:24 p.m.
Nonstop1h 49m
TorontoChicago
YTZ - MDW
YTZMDW
Toronto Island
Sat 23/8
1:25 p.m.-3:46 p.m.
1 stop27h 21m
Best time to book a flight from Toronto Island to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Toronto Island with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Toronto Island Airport to Chicago Midway Airport
What is the cheapest month to book a flight from Toronto Island Airport to Chicago Midway Airport?
Currently, June is the cheapest month in which you can book a flight from Toronto Island Airport to Chicago Midway Airport (average of C$ 238). Flying from Toronto Island Airport to Chicago Midway Airport in November is currently the most expensive (average of C$ 312). 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 YTZ to MDW?
Find hourly flight availability from Toronto Island to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 June 2025.
When flying from Toronto Island Airport to Chicago Midway Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 14% versus a flight in the afternoon.
Weekly flight availability from Toronto Island Airport to Chicago Midway Airport
Explore weekly flight availability from Toronto Island to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 30 June 2025.
The most flights from YTZ to MDW are scheduled on a Friday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated 30 June 2025.
Check out reviews from past customers who have flown with Porter Airlines and Air Transat from Toronto Island Airport to Chicago Midway Airport to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Mary,Jun 2025
FLL - YYZ
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Mary,Jun 2025
FLL - YYZ
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Mary,Jun 2025
FLL - YYZ
Related info for your journey
Find useful and relevant information for your journey from Toronto Island to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Toronto Island to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top airline flying from Toronto Island to Midway
Discover the top airline that operate flights from Toronto Island to Midway. 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 629,999 searches. Data last updated 30 June 2025.
Fly with Cheapflights
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How does Cheapflights help users find flights from Toronto Island to Midway?
Cheapflights makes it easy to find Toronto Island to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Why should you use Cheapflights to find cheap flight tickets from Toronto Island to Midway?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Toronto Island to Midway.
Can Cheapflights find flights from Toronto Island to Midway with no change fees?
Yes! Cheapflights helps users easily find flights from Toronto Island to Midway with no change fees.
Can Cheapflights notify me if prices for flights from Toronto Island to Midway become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!