Flights from Toronto to Chicago starting from USD132*

Promo Code

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Lowest fares from Toronto to Chicago 

May 2026
FromUSD156*
Seen: 21 hours ago
Flight Type One Way/Economy
Jun 2026
FromUSD144*
Seen: 1 day ago
Flight Type One Way/Economy
Jul 2026
FromUSD144*
Seen: 1 day ago
Flight Type One Way/Economy
cmp-daily-histogram-bars-legend-min-price-aria-label USD156
cmp-daily-histogram-bars-legend-max-price-aria-label USD430
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    • RangeUSD156-USD430

    *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)

    Jul 12, 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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