Flights from Toronto to Chicago starting from USD138*

Promo Code

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Lowest fares from Toronto to Chicago 

Mar 2026
FromUSD237*
Seen: 23 hours ago
Flight Type One Way/Economy
Apr 2026
FromUSD138*
Seen: 19 hours ago
Flight Type One Way/Economy
May 2026
FromUSD162*
Seen: 20 hours ago
Flight Type One Way/Economy
USD146
USD733
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    • RangeUSD146-USD733

    *Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.

    Flights from Toronto to Chicago

    Great deals from Toronto to Chicago

    USD
    FromToDatesFare TypePrice

    Toronto (YTZ)

    Chicago (MDW)

    May 02, 2026

    		One-way fare/Economy

    *Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.

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