$158 Cheap Flights from Toronto (YYZ) to Chicago (MDW)

Cheap Flights from Toronto (YYZ) to Chicago (MDW) start at $145 for one-way and $235 for round trip. Earn your airline miles on top of our rewards!

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$158
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$158 Cheap Flights From Toronto (YYZ) To Chicago (MDW)

3 weeks from now

Cheap Flights from Toronto (YYZ) to Chicago (MDW) start at $145 for one-way and $235 for round trip. Earn your airline miles on top of our rewards!

expedia.com

$149
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$149 CHEAP FLIGHTS From Toronto Pearson To Chicago Midway …

3 weeks from now

The cheapest month for flights from Toronto Pearson Intl Airport to Chicago Midway Airport is February, where tickets cost $246 (return) on average. On the other hand, the most expensive …

kayak.com

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

3 weeks from now

It looks like Toronto Pearson International to Chicago Midway flights are currently cheapest in January. Jan. from $152. Feb. from $158. Mar. from $170. Apr. from $153. May. from $161 ...

skyscanner.com

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C$ 158 Cheap Flights From Toronto To Chicago In 2025 | Momondo

3 weeks from now

Porter Airlines Flights From Toronto to Chicago. Across 6 Porter Airlines flights from Toronto to Chicago this week, the average price was C$ 259, with the best Porter Airlines deals starting …

momondo.ca

$145
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$145+ Flights From Toronto To Chicago Midway Airport

3 weeks from now

4 days ago · Find airfare and ticket deals for cheap flights from Toronto to Chicago Midway Airport. Search flight deals from various travel partners with one click at $145. ... Toronto …

cheapflights.com

$138
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$138 Flight Deals From Toronto To Chicago Midway Airport

3 weeks from now

Book on Priceline and fly from Toronto to Chicago Midway Airport on Porter from $138, on Air from $155, on Delta from $158. Bundle flight + hotel and save an average of $240 per person.

priceline.com

$140
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$140+ Flights From Toronto To Chicago | Cheapflights

3 weeks from now

Find airfare and ticket deals for cheap flights from Toronto to Chicago. Search flight deals from various travel partners with one click at $140. ... Thu 1/30 1:20 pm YYZ - MDW. 1 stop 5h 54m …

cheapflights.com

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$113 CHEAP FLIGHTS From Toronto To Chicago Midway (YTO

3 weeks from now

The cheapest month for flights from Toronto to Chicago Midway Airport is July, where tickets cost $233 (return) on average. On the other hand, the most expensive months are January and …

kayak.com

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$109 CHEAP FLIGHTS From Chicago Midway To Toronto Pearson …

3 weeks from now

Find flights to Toronto Pearson Airport from $109. Fly from Chicago Midway Airport on Delta, WestJet and more. Search for Toronto Pearson Airport flights on KAYAK now to find the best …

kayak.com

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$116 Cheap Flights From Chicago (MDW) To Toronto (YYZ) - Expedia

3 weeks from now

Cheap Flights from Chicago (MDW) to Toronto (YYZ) start at $116 for one-way and $285 for round trip. Earn your airline miles on top of our rewards!

expedia.com

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

3 weeks 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 …

skyscanner.com

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Cheap Flights From Toronto To Chicago - YYZ To MDW - Travelocity

3 weeks from now

Find deals on flights from Pearson Intl. (YYZ) to Midway Intl. (MDW) starting at CA $232. As COVID-19 disrupts travel, a few airlines are offering WAIVING CHANGE FEE for new bookings

travelocity.ca

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Cheap Flights From Toronto To Chicago Midway Airport From

3 weeks from now

Find cheap flights from Toronto to Chicago Midway Airport from C$ 204. Search the best prices round-trip for Porter Airlines, WestJet from 300+ websites. ... Toronto Chicago. YYZ - MDW. …

cheapflights.ca

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C$ 155 CHEAP FLIGHTS From Toronto To Chicago Midway (YTO

3 weeks from now

The cheapest month for flights from Toronto to Chicago Midway Airport is July, where tickets cost C$ 335 (return) on average. On the other hand, the most expensive months are January and …

kayak.com

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

3 weeks 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!

expedia.ca

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C$ 209 CHEAP FLIGHTS From Toronto Pearson To Chicago Midway …

3 weeks from now

The cheapest month for flights from Toronto Pearson Intl Airport to Chicago Midway Airport is February, where tickets cost C$ 354 (return) on average. On the other hand, the most …

kayak.com

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$106 Cheap Air Canada Flights From Chicago To Toronto - KAYAK

3 weeks from now

What’s the cheapest month to fly from Chicago to Toronto with Air Canada? The cheapest month for Air Canada flights to Toronto from Chicago is generally August, where plane tickets cost …

kayak.com

FAQs about $158 Cheap Flights from Toronto (YYZ) to Chicago (MDW) Coupon?

Which airline flies from Toronto to Chicago Midway Airport?

There is just one airline that flies from Toronto to Chicago Midway Airport direct and that is . The best round-trip deal found from Porter Airlines for the route is C$ 274. Which cabin class options are there for flights between Toronto and Chicago Midway Airport? ...

How much is a round-trip flight from Toronto to Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Toronto to Chicago Midway Airport. There is just one airline that flies from Toronto to Chicago Midway Airport direct and that is . The best round-trip deal found from Porter Airlines for the route is C$ 274. ...

How much does it cost to fly from Toronto to Chicago?

The cheapest month for flights from Toronto Pearson Intl Airport to Chicago Midway Airport is March, where tickets cost $221 on average. On the other hand, the most expensive months are January and June, where the average cost of tickets is $383 and $377 respectively. ...

When should I book a flight from Toronto to Chicago Midway Airport?

To get a below average price on the flight from Toronto to Chicago Midway Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 24 days before departure. Which airlines provide the cheapest flights from Toronto to Chicago Midway Airport? ...

How much is a one way ticket to Chicago?

A one way ticket from Toronto Pearson (YYZ) to Chicago MDW is currently priced at $174. If you would like to book flights to Chicago more flexibly, many prefer to purchase one-way tickets with options to take different airlines. ...