Save money when you book flights with momondo
Big names, great deals
Big names, great deals
Search 100s of travel sites to compare prices.Filter for what you want
Filter for what you want
Free Wi-Fi? Early arrival? Instantly customize your resultsTrusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.Price Alerts
Price Alerts
Not ready to book? to track prices.Find the cheapest flights from Chicago Midway Airport to Canada
Cheap round-trip flights
Cheap one-way flights
Cheap last-minute flights
Cheap direct flights
Delta flights from Chicago Midway Airport to Canada
Our best Delta deals on Chicago Midway Airport to Canada flight tickets
WestJet flights from Chicago Midway Airport to Canada
Our best WestJet deals on Chicago Midway Airport to Canada flight tickets
See travel insights to Canada from
How to get the cheapest flight ticket from Chicago Midway Airport to Canada
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Canada?
In general, May is the cheapest month to fly from Chicago Midway Airport to Canada. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 295. If you’re not able to fly to Canada in May, then July is your next best option. Flight prices from Chicago Midway Airport to Canada during July average around C$ 325.
What is the cheapest day to depart on your flight to Canada?
Our data shows that Tuesday is the least expensive day to fly to Canada. Tickets to fly out on this day can be as low as C$ 347. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around C$ 566. These prices are subject to change though, so be sure to set up a Price Alert for flights to Canada.
What is the cheapest time of day to depart on your flight to Canada?
According to our data, the cheapest time of day to fly to Canada is in the morning. momondo users have found flights departing from Chicago Midway Airport to Canada in the morning for as low as C$ 397. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Canada, so prices are often more expensive at around C$ 463 per ticket.
What is the cheapest Chicago Midway to Canada flight route?
Fly from Chicago Midway to Toronto Island for the best Chicago Midway - Canada flight prices
What cabin class options are available on Chicago Midway to Canada flights?
There are 2 cabin classes available to choose from on Chicago Midway to Canada flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
Can stopping save me money on Chicago Midway Airport to Canada flights?
No. A direct flight is the cheapest option for a flight between Chicago Midway Airport to Canada.
How many flights depart from Chicago Midway Airport to Canada on average per day?
As of June 2025, there are 3 flights per day flying from Chicago Midway Airport to Canada. The most common time of day flights depart is 9:00a.m., with 63% of flights taking off at noon.
How many flights depart from Chicago Midway Airport to Canada on average per week?
26 flights are operational weekly from Chicago Midway Airport to Canada as of June 2025. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.
Cheap Chicago Midway Airport to Canada flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Canada
When did momondo last update prices for flights from Chicago Midway Airport to Canada?
Prices for flights from Chicago Midway Airport to Canada were last updated today.
How old do you have to be to fly from Chicago Midway Airport to Canada?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Canada.
What documentation or ID do you need to fly to Canada?
The necessary travel and health documents for your Canada trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Canada?
Based on momondo bookings for flights between Chicago Midway Airport and Canada, the leading plane model is De Havilland (Bombardier) DHC-8-400 Dash 8Q, making up 31.63% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 23.43%, Embraer 170 with 8.20%, and Embraer 175 with 7.24%.
Why use momondo?
Why should I use momondo to find a flight deal from Chicago to Canada?
It is quick and easy to find Chicago to Canada flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Canada that suits you.
Can I find flights from Chicago to Canada with flexible booking policies on momondo?
All flight searches from Chicago to Canada on momondo can be filtered to show those which offer flexible booking policies.
How can momondo help me find flights from Chicago to Canada?
Once all potential Chicago to Canada flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.
I’m not ready to book a flight from Chicago to Canada right now. Can momondo alert me if prices change?
Yes. momondo can track prices for Chicago to Canada flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.