₹6,598 Cheap Flights from Chicago (CHI) to Toronto (YTZ)

View ₹6,598 flight on Thu, 30 Oct 2025Opens in a new window

Popular airlines from Chicago to Toronto, ON (YTZ-Billy Bishop Toronto City)

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Cheap Flights from Chicago (CHI) to Toronto (YTZ)

Prices were available within the past 7 days and start at ₹6,598 for one-way flights and ₹17,501 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Thu, 30 Oct - Wed, 5 Nov
MDW
Chicago
YTZ
Toronto
₹17,501 Return, found 1 day ago
₹17,501
Return
found 1 day ago
Select Porter Airlines flight, departing Thu, 30 Oct from Chicago to Toronto, returning Wed, 5 Nov, priced at ₹17,501 found 1 day ago
Porter Airlines
Fri, 11 Jul - Mon, 14 Jul
MDW
Chicago
YTZ
Toronto
₹18,502 Return, found 4 days ago
₹18,502
Return
found 4 days ago
Select Porter Airlines flight, departing Fri, 11 Jul from Chicago to Toronto, returning Mon, 14 Jul, priced at ₹18,502 found 4 days ago
Porter Airlines
Fri, 18 Jul - Sun, 20 Jul
MDW
Chicago
YTZ
Toronto
₹18,524 Return, found 2 days ago
₹18,524
Return
found 2 days ago
Select Porter Airlines flight, departing Fri, 18 Jul from Chicago to Toronto, returning Sun, 20 Jul, priced at ₹18,524 found 2 days ago
Porter Airlines
Thu, 17 Jul - Sun, 20 Jul
MDW
Chicago
YTZ
Toronto
₹18,529 Return, found 3 days ago
₹18,529
Return
found 3 days ago
Select Porter Airlines flight, departing Thu, 17 Jul from Chicago to Toronto, returning Sun, 20 Jul, priced at ₹18,529 found 3 days ago
Porter Airlines
Fri, 26 Sep - Mon, 29 Sep
MDW
Chicago
YTZ
Toronto
₹22,778 Return, found 3 hours ago
₹22,778
Return
found 3 hours ago
Select Porter Airlines flight, departing Fri, 26 Sep from Chicago to Toronto, returning Mon, 29 Sep, priced at ₹22,778 found 3 hours ago
Porter Airlines
Fri, 25 Jul - Mon, 28 Jul
MDW
Chicago
YTZ
Toronto
₹22,830 Return, found 5 days ago
₹22,830
Return
found 5 days ago
Select Porter Airlines flight, departing Fri, 25 Jul from Chicago to Toronto, returning Mon, 28 Jul, priced at ₹22,830 found 5 days ago
Porter Airlines
Sat, 20 Sep - Sun, 12 Oct
MDW
Chicago
YTZ
Toronto
₹26,122 Return, found 5 days ago
₹26,122
Return
found 5 days ago
Select Porter Airlines flight, departing Sat, 20 Sep from Chicago to Toronto, returning Sun, 12 Oct, priced at ₹26,122 found 5 days ago
Porter Airlines
Thu, 17 Jul - Sun, 20 Jul
MDW
Chicago
YTZ
Toronto
₹26,584 Return, found 3 days ago
₹26,584
Return
found 3 days ago
Select Porter Airlines flight, departing Thu, 17 Jul from Chicago to Toronto, returning Sun, 20 Jul, priced at ₹26,584 found 3 days ago
Air Canada
Fri, 25 Jul - Mon, 28 Jul
ORD
Chicago
YTZ
Toronto
₹29,023 Return, found 4 days ago
₹29,023
Return
found 4 days ago
Select Air Canada flight, departing Fri, 25 Jul from Chicago to Toronto, returning Mon, 28 Jul, priced at ₹29,023 found 4 days ago
United
Fri, 25 Jul - Mon, 28 Jul
ORD
Chicago
YTZ
Toronto
₹39,893 Return, found 4 days ago
₹39,893
Return
found 4 days ago
Select United flight, departing Fri, 25 Jul from Chicago to Toronto, returning Mon, 28 Jul, priced at ₹39,893 found 4 days ago
Flight from Chicago to Toronto route information
Origin airport
Midway Intl.
Destination airport
Billy Bishop Toronto City
Return price
₹17,501
Distance
707 km

Illinois to Toronto Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Illinois to Toronto will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Toronto.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with CHI to YTZ flights that won’t make your bank account wince. Ready to temporarily leave behind Illinois for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to YTZ with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to Billy Bishop Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price available for a round-trip journey between Chicago, IL (CHI-All Airports) and Billy Bishop Toronto City Airport (YTZ) was ₹17,501. Cheap tickets don't wait forever, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to Billy Bishop Toronto City Airport (YTZ)?
We get that circumstances change unexpectedly, so we've made it as simple as possible for you to cancel your flight online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to YTZ that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Chicago, IL (CHI-All Airports) to Billy Bishop Airport flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to YTZ?
It's only 780 kilometres between Illinois and Toronto. It's quite possible that you'll spend more time getting to and from the airport than you will actually flying!
Which airlines fly direct from Chicago, IL (CHI-All Airports) to Billy Bishop Airport?
Offering 82 flights monthly, Porter Airlines (PD) is a top choice when flying straight from Chicago, IL (CHI-All Airports) to Billy Bishop Toronto City Airport (YTZ).
Are Chicago, IL (CHI-All Airports) to Billy Bishop Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices are constantly going up and down, so it's no sure thing. While last-minute deals between Chicago, IL (CHI-All Airports) and Billy Bishop Toronto City Airport (YTZ) are possible, it also makes sense to monitor prices well before you fly. In fact, some air carriers release their prices up to 12 months ahead of the departure date. Expedia is continuously updating the biggest airfare bargains around, so check back often and be ready to grab your seat when the price is low.

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