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Cheap flights from Chicago to Toronto

Recently found return fares from $85, with October the cheapest month we know of. Compare dates, then book with the partner you choose.

Cheapest months to fly

Lowest recently found return fare in each month. Tap a month to see that month's calendar.

$85 Oct2026 $137 Nov2026 $156 Jan2027

Chicago → Toronto

November 2026

Mon Tue Wed Thu Fri Sat Sun 1 2 3 4 5 6 7 8 $156 9 $154 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
LowerHigherLowest this month

Lowest fares for the best day

  • PDThu 12 Nov – Tue 17 Nov · Direct · 1h 45m $291
  • PDWed 11 Nov – Sat 21 Nov · Direct · 1h 45m $315
  • PDTue 10 Nov – Fri 20 Nov · Direct · 1h 45m $316
See all flights for these dates

Airports in Toronto

  • YYZPearson
  • YTZBilly Bishop

Airports in Chicago

  • ORDO'Hare
  • MDWMidway

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CHI
YTO

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More trips from Chicago

All flights from Chicago Toronto to Chicago flights
Atlantafrom $79 Washingtonfrom $125 Las Vegasfrom $129 TPAfrom $130 Los Angelesfrom $132 Phoenixfrom $136 MSPfrom $148 PHLfrom $163

FAQ

Questions about this route

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Help center Contact us
01What is the cheapest month to fly from Chicago to Toronto?

Based on recently found fares, October 2026 has the lowest price we know of, from $85. Prices change often, so check the calendar for current fares.

02Which airports serve Toronto?

Toronto is served by Pearson (YYZ), Billy Bishop (YTZ). Searching the city code compares all of them at once.

03Are the prices on this page final?

No. They are recently found fares. When you open a deal, the partner shows the live price, including taxes and fees, before you pay.

04How can I get an alert when flights to Toronto get cheaper?

Use the price alert on this page. Choose your dates or a whole month and we will email you when the fare drops.