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Not ready to book? to track prices.Find the cheapest flights from Toronto Pearson Intl Airport to Chicago
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Delta flights from Toronto Pearson Intl Airport to Chicago Midway Airport
Our best Delta deals on Toronto Pearson Intl Airport to Chicago Midway Airport flight tickets
WestJet flights from Toronto Pearson Intl Airport to Chicago Midway Airport
Our best WestJet deals on Toronto Pearson Intl Airport to Chicago Midway Airport flight tickets
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How to get the cheapest flight ticket from Toronto Pearson Intl Airport to Chicago Midway Airport
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 Chicago Midway Airport?
In general, February is the cheapest month to fly from Toronto Pearson Intl Airport to Chicago Midway Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 299. If you are unable to visit Chicago Midway Airport during the month of February, then departing from Toronto Pearson Intl Airport during the month March is also very affordable. Most momondo users find prices during this month for around C$ 305.
What is the cheapest day to depart on your flight to Chicago Midway Airport?
The cheapest day to depart on your flight to Chicago Midway Airport is on a Wednesday when prices can be found for as low as C$ 324. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Toronto Pearson Intl Airport because it is more convenient for both business and leisure travellers. As a result, prices tend to be around C$ 361.
When to book flights from Toronto Pearson Intl Airport to Chicago Midway Airport
Cheap Toronto Pearson Intl Airport to Chicago Midway Airport (YYZ to MDW) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Toronto Pearson Intl Airport to Chicago Midway Airport
How far is Toronto Pearson Intl to Chicago Midway by plane?
The straight-line distance from Toronto Pearson Intl to Chicago Midway is 695.6 km. Flights usually cover this in 3h 11m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Toronto Pearson Intl Airport to Chicago Midway Airport?
Prices for flights from Toronto Pearson Intl Airport to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from Toronto Pearson Intl Airport to Chicago Midway Airport?
There are 2 operators available for flights from Toronto Pearson Intl Airport to Chicago Midway Airport as of June 2025.
How old do you have to be to fly from Toronto Pearson Intl Airport to Chicago Midway Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Toronto Pearson Intl Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Toronto Pearson Intl Airport to Chicago Midway Airport?
Based on momondo bookings for flights between Toronto Pearson Intl Airport and Chicago Midway Airport, the leading airline is Porter Airlines, making up 50% of the total bookings. Other popular airlines include WestJet with 50%.
Best airlines flying from Toronto Pearson Intl Airport to Chicago Midway Airport
Compare and see reviews for airlines that fly from Toronto Pearson Intl Airport to Chicago Midway Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom C$ 257 | Free Cancellation | Rating 8.0 288 reviews | |||
| PriceFrom C$ 471 | Free Cancellation | Rating 7.2 2,868 reviews |
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Why should I use momondo to find a flight deal from Toronto to Chicago?
momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Toronto to Chicago . Millions of users trust and use momondo every year so you are in good hands.
Can I find flights from Toronto to Chicago with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Toronto to Chicago flights to just show those with flexible booking policies.
How can momondo help me find flights from Toronto to Chicago?
Once all potential Toronto to Chicago 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 Toronto to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Toronto and alert you when they change.