Travel with Air Canada from Chicago to São Paulo (ORD - GRU)

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

Flights between Chicago and São Paulo - our lowest fares in cash

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    • Book flights from Chicago (ORD) to São Paulo (GRU) | Air Canada

    Flights between Chicago and São Paulo - our lowest fares in points

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    Flights between Chicago and São Paulo - our lowest fares in points
    From
    To
    Fare Type
    Departure
    Price
    Chicago (ORD)São Paulo (GRU)Round-trip
    /
    Economy    		Sep 28, 2026 - Oct 14, 2026

    From

    90,000 pts
    + CAD 159

    Viewed: 2 hours ago

    Chicago (ORD)São Paulo (GRU)Round-trip
    /
    Economy    		Sep 27, 2026 - Oct 14, 2026

    From

    90,000 pts
    + CAD 159

    Viewed: 2 hours ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Sep 29, 2026 - Oct 15, 2026

    From

    92,042 pts
    + CAD 168

    Viewed: 3 hours ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Sep 27, 2026 - Oct 15, 2026

    From

    92,042 pts
    + CAD 168

    Viewed: 3 hours ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Sep 28, 2026 - Oct 15, 2026

    From

    92,042 pts
    + CAD 168

    Viewed: 3 hours ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Sep 29, 2026 - Oct 14, 2026

    From

    114,649 pts
    + CAD 125

    Viewed: 2 hours ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Sep 27, 2026 - Oct 14, 2026

    From

    117,045 pts
    + CAD 209

    Viewed: 2 hours ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Dec 27, 2026 - Jan 08, 2027

    From

    150,096 pts
    + CAD 104

    Viewed: 1 day ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Dec 27, 2026 - Jan 15, 2027

    From

    150,096 pts
    + CAD 104

    Viewed: 1 day ago

    Chicago (ORD)São Paulo (SAO)Round-trip
    /
    Economy    		Dec 17, 2026 - Dec 23, 2026

    From

    293,322 pts
    + CAD 191

    Viewed: 1 day ago

    *Points displayed do not reflect preferred pricing for Aeroplan Elite Status Members and/or Aeroplan Credit Cardholders. Prices have been collected within the past 48 hrs 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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