$152 Flights from Toronto (YYZ) to Chicago (MDW) | Skyscanner

How to find the cheapest flights from Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW) The best price we've found for a one-way ticket from Pearson …

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$152 Flights From Toronto (YYZ) To Chicago (MDW) | Skyscanner

1 week from now

How to find the cheapest flights from Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW) The best price we've found for a one-way ticket from Pearson …

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$129 Flights From Toronto (YYZ) To Chicago (CHIA) | Skyscanner

1 week from now

Chicago. $129 per passenger. Departing Mon, Feb 10. One-way flight with Porter Airlines (Canada) Ltd. Outbound indirect flight with Porter Airlines (Canada) Ltd, departing from …

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$128 Flights From Toronto (YYZ) To Chicago (ORD) | Skyscanner

1 week from now

Find the best deals on flights from Toronto Pearson International (YYZ) to Chicago O'Hare International (ORD). Compare prices from hundreds of major travel agents and airlines, all in …

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$149 Cheap Flights From Toronto (YYZ) To Chicago (MDW) - Expedia

1 week from now

Cheap Flights from Toronto (YYZ) to Chicago (MDW) start at $156 for one-way and $258 for round trip. Earn your airline miles on top of our rewards!

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$98 Flights From Chicago (MDW) To Toronto (YYZ) | Skyscanner

1 week from now

Find the best deals on flights from Chicago Midway (MDW) to Toronto Pearson International (YYZ). Compare prices from hundreds of major travel agents and airlines, all in one search.

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$346 Cheap Flights From Toronto To Chicago In 2025 | Skyscanner

1 week from now

Hyatt Regency O'Hare Chicago. Chicago Midway International Airport (MDW) Central Chicago is located around 19 kilometres from Chicago Midway International Airport (MDW). Once your …

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C$ 227 CHEAP FLIGHTS From Toronto Pearson To Chicago Midway …

1 week from now

Find flights to Chicago Midway Airport from C$ 227. Fly from Toronto Pearson Airport on Delta, WestJet and more. Search for Chicago Midway Airport flights on KAYAK now to find the best …

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C$290 Cheap Flights From Toronto To Chicago Midway - Skyscanner

1 week from now

Chicago. C$290 per passenger. Departing Wed, Feb 5, returning Sat, Feb 8. Round-trip flight with Porter Airlines (Canada) Ltd. Outbound direct flight with Porter Airlines (Canada) Ltd departing …

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CA $245 Cheap Flights From Toronto (YYZ) To Chicago (MDW)

1 week from now

Cheap Flights from Toronto (YYZ) to Chicago (MDW) start at CA $245 for one-way and CA $401 for round trip. Earn your airline miles on top of our rewards!

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$119 Flights From Toronto (YTZ) To Chicago (MDW) | Skyscanner

1 week from now

Find the best deals on flights from Toronto Island (YTZ) to Chicago Midway (MDW). Compare prices from hundreds of major travel agents and airlines, all in one search.

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$131 Flights From Toronto (YTOA) To Chicago (MDW) - Skyscanner

1 week from now

Chicago. $131 per passenger. Departing Thu, Feb 13. One-way flight with Porter Airlines (Canada) Ltd. Outbound direct flight with Porter Airlines (Canada) Ltd departing from Toronto …

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C$293 Cheap Flights From Toronto To Chicago - Skyscanner

1 week from now

Chicago. C$293 per passenger. Departing Sat, Feb 1, returning Sun, Feb 9. Round-trip flight with Porter Airlines (Canada) Ltd. Outbound direct flight with Porter Airlines (Canada) Ltd departing …

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FAQs about $152 Flights from Toronto (YYZ) to Chicago (MDW) | Skyscanner Coupon?

Which airport is cheapest to fly from Toronto to Chicago?

If you're flying from Toronto, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the center of Chicago. We've found flights to this airport from . Which upcoming date is cheapest to fly from Toronto to Chicago on? Can I get a direct flight from Toronto to Chicago? ...

How do I book a flight from Toronto to Chicago?

Additional terms apply. With Expedia, it’s simple to find and book flights to Chicago from Toronto whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Midway Intl., too. ...

How do I find cheap tickets from Toronto to Chicago?

Finding cheap tickets from Toronto to Chicago is easy with a little flexibility. Use our Whole Month search feature to scan through the calendar for the cheapest dates. You can also set up a Price Alert for your route and let us monitor the fares for you, sending notifications when prices change. ...

Is there a flexible flight policy from Toronto to Chicago?

Some airlines flying from Toronto to Chicago will be offering flexible ticket policies, so you won’t lose out if your flight has to be changed or cancelled. Add travel cost protection to your booking. ...