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    Cheap Flights to Chicago

    Airline Results Price View
    View All Airlines View Flights
    Cathay Pacific 5 results A$1,148 View Flights
    Emirates 48 results A$1,638 View Flights
    Air New Zealand 8 results A$1,762 View Flights
    Air Canada 116 results A$1,781 View Flights
    Virgin Australia 23 results A$1,840 View Flights
    Qantas 259 results A$1,864 View Flights
    Delta Air Lines 27 results A$1,881 View Flights
    United Airlines 33 results A$1,986 View Flights
    Japan Airlines 2 results A$2,266 View Flights
    Cities Results Price View
    View All Cities View Flights
    Sydney 299 results A$1,148 View Flights
    Perth 222 results A$1,638 View Flights
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Cathay Pacific 1 stop 1d 6h 55m
    9:55 pm SYD - 1:50 pm (+1) ORD
    Cathay Pacific 1 stop 1d 4h 35m
    3:30 pm ORD - 11:05 am (+2) SYD
    A$1,363
    skiddoo.com.au
    Show Details

    Depart: Sydney to Chicago via Hong Kong

    SYD
    9:55 pm
    9h 20m
    HKG
    5:15 am (+1)
    6h 40m
    HKG
    11:55 am
    14h 55m
    ORD
    1:50 pm
    Airlines
    Flight No.
    From
    To
    Duration
    CX138
    9:55 pm, 21 Sep Mon
    SYD Sydney
    5:15 am, 22 Sep Tue
    HKG Hong Kong
    9h 20m
    6h 40m layover in Hong Kong (HKG)
    CX806
    11:55 am, 22 Sep Tue
    HKG Hong Kong
    1:50 pm, 22 Sep Tue
    ORD Chicago
    14h 55m

    Return: Chicago to Sydney via Hong Kong

    ORD
    3:30 pm
    15h 50m
    HKG
    8:20 pm (+1)
    3h 35m
    HKG
    11:55 pm
    9h 10m
    SYD
    11:05 am (+1)
    Airlines
    Flight No.
    From
    To
    Duration
    CX807
    3:30 pm, 29 Sep Tue
    ORD Chicago
    8:20 pm, 30 Sep Wed
    HKG Hong Kong
    15h 50m
    3h 35m layover in Hong Kong (HKG)
    CX101
    11:55 pm, 30 Sep Wed
    HKG Hong Kong
    11:05 am, 1 Oct Thu
    SYD Sydney
    9h 10m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Cathay Pacific 1 stop 1d 6h 55m
    9:55 pm SYD - 1:50 pm (+1) ORD
    Cathay Pacific 1 stop 1d 2h 15m
    3:30 pm ORD - 8:45 am (+2) SYD
    A$1,363
    skiddoo.com.au
    Show Details

    Depart: Sydney to Chicago via Hong Kong

    SYD
    9:55 pm
    9h 20m
    HKG
    5:15 am (+1)
    6h 40m
    HKG
    11:55 am
    14h 55m
    ORD
    1:50 pm
    Airlines
    Flight No.
    From
    To
    Duration
    CX138
    9:55 pm, 21 Sep Mon
    SYD Sydney
    5:15 am, 22 Sep Tue
    HKG Hong Kong
    9h 20m
    6h 40m layover in Hong Kong (HKG)
    CX806
    11:55 am, 22 Sep Tue
    HKG Hong Kong
    1:50 pm, 22 Sep Tue
    ORD Chicago
    14h 55m

    Return: Chicago to Sydney via Hong Kong

    ORD
    3:30 pm
    15h 50m
    HKG
    8:20 pm (+1)
    1h 10m
    HKG
    9:30 pm
    9h 15m
    SYD
    8:45 am (+1)
    Airlines
    Flight No.
    From
    To
    Duration
    CX807
    3:30 pm, 29 Sep Tue
    ORD Chicago
    8:20 pm, 30 Sep Wed
    HKG Hong Kong
    15h 50m
    1h 10m layover in Hong Kong (HKG)
    CX161
    9:30 pm, 30 Sep Wed
    HKG Hong Kong
    8:45 am, 1 Oct Thu
    SYD Sydney
    9h 15m
    Depart: Mon, 29 Jun Return: Fri, 17 Jul Perth to Chicago Mon, 29 Jun - Fri, 17 Jul
    Emirates 1 stop 1d 10h 20m
    6:10 pm PER - 3:30 pm (+1) ORD
    Multiple Airlines 1 stop 1d 2h 55m
    8:30 pm ORD - 12:25 pm (+2) PER
    A$1,926
    skiddoo.com.au
    Show Details

    Depart: Perth to Chicago via Dubai

    PER
    6:10 pm
    10h 50m
    DXB
    1:00 am (+1)
    8h 40m
    DXB
    9:40 am
    14h 50m
    ORD
    3:30 pm
    Airlines
    Flight No.
    From
    To
    Duration
    EK423
    6:10 pm, 29 Jun Mon
    PER Perth
    1:00 am, 30 Jun Tue
    DXB Dubai
    10h 50m
    8h 40m layover in Dubai (DXB)
    EK235
    9:40 am, 30 Jun Tue
    DXB Dubai
    3:30 pm, 30 Jun Tue
    ORD Chicago
    14h 50m

    Return: Chicago to Perth via Dubai

    ORD
    8:30 pm
    13h 40m
    DXB
    7:10 pm (+1)
    2h 35m
    DXB
    9:45 pm
    10h 40m
    PER
    12:25 pm (+1)
    Airlines
    Flight No.
    From
    To
    Duration
    EK236
    8:30 pm, 17 Jul Fri
    ORD Chicago
    7:10 pm, 18 Jul Sat
    DXB Dubai
    13h 40m
    2h 35m layover in Dubai (DXB)
    QF8422
    9:45 pm, 18 Jul Sat
    DXB Dubai
    12:25 pm, 19 Jul Sun
    PER Perth
    10h 40m

    * Operated by Emirates

    Depart: Mon, 29 Jun Return: Fri, 17 Jul Perth to Chicago Mon, 29 Jun - Fri, 17 Jul
    Multiple Airlines 1 stop 1d 10h 20m
    6:10 pm PER - 3:30 pm (+1) ORD
    Multiple Airlines 1 stop 1d 2h 55m
    8:30 pm ORD - 12:25 pm (+2) PER
    A$1,927
    skiddoo.com.au
    Show Details

    Depart: Perth to Chicago via Dubai

    PER
    6:10 pm
    10h 50m
    DXB
    1:00 am (+1)
    8h 40m
    DXB
    9:40 am
    14h 50m
    ORD
    3:30 pm
    Airlines
    Flight No.
    From
    To
    Duration
    QF8423
    6:10 pm, 29 Jun Mon
    PER Perth
    1:00 am, 30 Jun Tue
    DXB Dubai
    10h 50m

    * Operated by Emirates

    8h 40m layover in Dubai (DXB)
    EK235
    9:40 am, 30 Jun Tue
    DXB Dubai
    3:30 pm, 30 Jun Tue
    ORD Chicago
    14h 50m

    Return: Chicago to Perth via Dubai

    ORD
    8:30 pm
    13h 40m
    DXB
    7:10 pm (+1)
    2h 35m
    DXB
    9:45 pm
    10h 40m
    PER
    12:25 pm (+1)
    Airlines
    Flight No.
    From
    To
    Duration
    EK236
    8:30 pm, 17 Jul Fri
    ORD Chicago
    7:10 pm, 18 Jul Sat
    DXB Dubai
    13h 40m
    2h 35m layover in Dubai (DXB)
    QF8422
    9:45 pm, 18 Jul Sat
    DXB Dubai
    12:25 pm, 19 Jul Sun
    PER Perth
    10h 40m

    * Operated by Emirates

    Depart: Mon, 29 Jun Return: Fri, 17 Jul Perth to Chicago Mon, 29 Jun - Fri, 17 Jul
    Emirates 1 stop 1d 10h 20m
    6:10 pm PER - 3:30 pm (+1) ORD
    Multiple Airlines 1 stop 1d 8h 5m
    8:30 pm ORD - 5:35 pm (+2) PER
    A$2,018
    skiddoo.com.au
    Show Details

    Depart: Perth to Chicago via Dubai

    PER
    6:10 pm
    10h 50m
    DXB
    1:00 am (+1)
    8h 40m
    DXB
    9:40 am
    14h 50m
    ORD
    3:30 pm
    Airlines
    Flight No.
    From
    To
    Duration
    EK423
    6:10 pm, 29 Jun Mon
    PER Perth
    1:00 am, 30 Jun Tue
    DXB Dubai
    10h 50m
    8h 40m layover in Dubai (DXB)
    EK235
    9:40 am, 30 Jun Tue
    DXB Dubai
    3:30 pm, 30 Jun Tue
    ORD Chicago
    14h 50m

    Return: Chicago to Perth via Dubai

    ORD
    8:30 pm
    13h 40m
    DXB
    7:10 pm (+1)
    7h 45m
    DXB
    2:55 am
    10h 40m
    PER
    5:35 pm
    Airlines
    Flight No.
    From
    To
    Duration
    EK236
    8:30 pm, 17 Jul Fri
    ORD Chicago
    7:10 pm, 18 Jul Sat
    DXB Dubai
    13h 40m
    7h 45m layover in Dubai (DXB)
    QF8420
    2:55 am, 19 Jul Sun
    DXB Dubai
    5:35 pm, 19 Jul Sun
    PER Perth
    10h 40m

    * Operated by Emirates

    Depart: Mon, 29 Jun Return: Fri, 17 Jul Perth to Chicago Mon, 29 Jun - Fri, 17 Jul
    Multiple Airlines 1 stop 1d 10h 20m
    6:10 pm PER - 3:30 pm (+1) ORD
    Multiple Airlines 1 stop 1d 8h 5m
    8:30 pm ORD - 5:35 pm (+2) PER
    A$2,019
    skiddoo.com.au
    Show Details

    Depart: Perth to Chicago via Dubai

    PER
    6:10 pm
    10h 50m
    DXB
    1:00 am (+1)
    8h 40m
    DXB
    9:40 am
    14h 50m
    ORD
    3:30 pm
    Airlines
    Flight No.
    From
    To
    Duration
    QF8423
    6:10 pm, 29 Jun Mon
    PER Perth
    1:00 am, 30 Jun Tue
    DXB Dubai
    10h 50m

    * Operated by Emirates

    8h 40m layover in Dubai (DXB)
    EK235
    9:40 am, 30 Jun Tue
    DXB Dubai
    3:30 pm, 30 Jun Tue
    ORD Chicago
    14h 50m

    Return: Chicago to Perth via Dubai

    ORD
    8:30 pm
    13h 40m
    DXB
    7:10 pm (+1)
    7h 45m
    DXB
    2:55 am
    10h 40m
    PER
    5:35 pm
    Airlines
    Flight No.
    From
    To
    Duration
    EK236
    8:30 pm, 17 Jul Fri
    ORD Chicago
    7:10 pm, 18 Jul Sat
    DXB Dubai
    13h 40m
    7h 45m layover in Dubai (DXB)
    QF8420
    2:55 am, 19 Jul Sun
    DXB Dubai
    5:35 pm, 19 Jul Sun
    PER Perth
    10h 40m

    * Operated by Emirates

    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 23h 56m
    11:50 am SYD - 8:46 pm ORD
    Air New Zealand 2+ stops 23h 35m
    5:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, San Francisco

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 40m
    AKL
    7:35 pm
    12h 15m
    SFO
    12:50 pm
    1h 45m
    SFO
    2:35 pm
    4h 11m
    ORD
    8:46 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 40m layover in Auckland (AKL)
    NZ8
    7:35 pm, 21 Sep Mon
    AKL Auckland
    12:50 pm, 21 Sep Mon
    SFO San Francisco
    12h 15m
    1h 45m layover in San Francisco (SFO)
    NZ9634
    2:35 pm, 21 Sep Mon
    SFO San Francisco
    8:46 pm, 21 Sep Mon
    ORD Chicago
    4h 11m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    5:00 pm
    4h 42m
    SFO
    7:42 pm
    1h 3m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9661
    5:00 pm, 29 Sep Tue
    ORD Chicago
    7:42 pm, 29 Sep Tue
    SFO San Francisco
    4h 42m
    1h 3m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 23h 56m
    11:50 am SYD - 8:46 pm ORD
    Air New Zealand 2+ stops 1d 35m
    4:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, San Francisco

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 40m
    AKL
    7:35 pm
    12h 15m
    SFO
    12:50 pm
    1h 45m
    SFO
    2:35 pm
    4h 11m
    ORD
    8:46 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 40m layover in Auckland (AKL)
    NZ8
    7:35 pm, 21 Sep Mon
    AKL Auckland
    12:50 pm, 21 Sep Mon
    SFO San Francisco
    12h 15m
    1h 45m layover in San Francisco (SFO)
    NZ9634
    2:35 pm, 21 Sep Mon
    SFO San Francisco
    8:46 pm, 21 Sep Mon
    ORD Chicago
    4h 11m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    4:00 pm
    4h 44m
    SFO
    6:44 pm
    2h 1m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9030
    4:00 pm, 29 Sep Tue
    ORD Chicago
    6:44 pm, 29 Sep Tue
    SFO San Francisco
    4h 44m
    2h 1m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 1d 10m
    11:50 am SYD - 9:00 pm ORD
    Air New Zealand 2+ stops 23h 35m
    5:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, Los Angeles

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 20m
    AKL
    7:15 pm
    12h 15m
    LAX
    12:30 pm
    2h 20m
    LAX
    2:50 pm
    4h 10m
    ORD
    9:00 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 20m layover in Auckland (AKL)
    NZ6
    7:15 pm, 21 Sep Mon
    AKL Auckland
    12:30 pm, 21 Sep Mon
    LAX Los Angeles
    12h 15m
    2h 20m layover in Los Angeles (LAX)
    NZ9174
    2:50 pm, 21 Sep Mon
    LAX Los Angeles
    9:00 pm, 21 Sep Mon
    ORD Chicago
    4h 10m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    5:00 pm
    4h 42m
    SFO
    7:42 pm
    1h 3m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9661
    5:00 pm, 29 Sep Tue
    ORD Chicago
    7:42 pm, 29 Sep Tue
    SFO San Francisco
    4h 42m
    1h 3m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 1d 59m
    11:50 am SYD - 9:49 pm ORD
    Air New Zealand 2+ stops 23h 35m
    5:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, San Francisco

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 40m
    AKL
    7:35 pm
    12h 15m
    SFO
    12:50 pm
    2h 45m
    SFO
    3:35 pm
    4h 14m
    ORD
    9:49 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 40m layover in Auckland (AKL)
    NZ8
    7:35 pm, 21 Sep Mon
    AKL Auckland
    12:50 pm, 21 Sep Mon
    SFO San Francisco
    12h 15m
    2h 45m layover in San Francisco (SFO)
    NZ9652
    3:35 pm, 21 Sep Mon
    SFO San Francisco
    9:49 pm, 21 Sep Mon
    ORD Chicago
    4h 14m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    5:00 pm
    4h 42m
    SFO
    7:42 pm
    1h 3m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9661
    5:00 pm, 29 Sep Tue
    ORD Chicago
    7:42 pm, 29 Sep Tue
    SFO San Francisco
    4h 42m
    1h 3m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 1d 10m
    11:50 am SYD - 9:00 pm ORD
    Air New Zealand 2+ stops 1d 35m
    4:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, Los Angeles

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 20m
    AKL
    7:15 pm
    12h 15m
    LAX
    12:30 pm
    2h 20m
    LAX
    2:50 pm
    4h 10m
    ORD
    9:00 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 20m layover in Auckland (AKL)
    NZ6
    7:15 pm, 21 Sep Mon
    AKL Auckland
    12:30 pm, 21 Sep Mon
    LAX Los Angeles
    12h 15m
    2h 20m layover in Los Angeles (LAX)
    NZ9174
    2:50 pm, 21 Sep Mon
    LAX Los Angeles
    9:00 pm, 21 Sep Mon
    ORD Chicago
    4h 10m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    4:00 pm
    4h 44m
    SFO
    6:44 pm
    2h 1m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9030
    4:00 pm, 29 Sep Tue
    ORD Chicago
    6:44 pm, 29 Sep Tue
    SFO San Francisco
    4h 44m
    2h 1m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 1d 59m
    11:50 am SYD - 9:49 pm ORD
    Air New Zealand 2+ stops 1d 35m
    4:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, San Francisco

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 40m
    AKL
    7:35 pm
    12h 15m
    SFO
    12:50 pm
    2h 45m
    SFO
    3:35 pm
    4h 14m
    ORD
    9:49 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 40m layover in Auckland (AKL)
    NZ8
    7:35 pm, 21 Sep Mon
    AKL Auckland
    12:50 pm, 21 Sep Mon
    SFO San Francisco
    12h 15m
    2h 45m layover in San Francisco (SFO)
    NZ9652
    3:35 pm, 21 Sep Mon
    SFO San Francisco
    9:49 pm, 21 Sep Mon
    ORD Chicago
    4h 14m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    4:00 pm
    4h 44m
    SFO
    6:44 pm
    2h 1m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9030
    4:00 pm, 29 Sep Tue
    ORD Chicago
    6:44 pm, 29 Sep Tue
    SFO San Francisco
    4h 44m
    2h 1m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 1d 1h 5m
    11:50 am SYD - 9:55 pm ORD
    Air New Zealand 2+ stops 1d 35m
    4:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, Los Angeles

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 20m
    AKL
    7:15 pm
    12h 15m
    LAX
    12:30 pm
    3h 30m
    LAX
    4:00 pm
    3h 55m
    ORD
    9:55 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 20m layover in Auckland (AKL)
    NZ6
    7:15 pm, 21 Sep Mon
    AKL Auckland
    12:30 pm, 21 Sep Mon
    LAX Los Angeles
    12h 15m
    3h 30m layover in Los Angeles (LAX)
    NZ9146
    4:00 pm, 21 Sep Mon
    LAX Los Angeles
    9:55 pm, 21 Sep Mon
    ORD Chicago
    3h 55m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    4:00 pm
    4h 44m
    SFO
    6:44 pm
    2h 1m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9030
    4:00 pm, 29 Sep Tue
    ORD Chicago
    6:44 pm, 29 Sep Tue
    SFO San Francisco
    4h 44m
    2h 1m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air New Zealand 2+ stops 1d 1h 5m
    11:50 am SYD - 9:55 pm ORD
    Air New Zealand 2+ stops 23h 35m
    5:00 pm ORD - 7:35 am (+2) SYD
    A$1,762
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Auckland, Los Angeles

    SYD
    11:50 am
    3h 5m
    AKL
    4:55 pm
    2h 20m
    AKL
    7:15 pm
    12h 15m
    LAX
    12:30 pm
    3h 30m
    LAX
    4:00 pm
    3h 55m
    ORD
    9:55 pm
    Airlines
    Flight No.
    From
    To
    Duration
    NZ704
    11:50 am, 21 Sep Mon
    SYD Sydney
    4:55 pm, 21 Sep Mon
    AKL Auckland
    3h 5m
    2h 20m layover in Auckland (AKL)
    NZ6
    7:15 pm, 21 Sep Mon
    AKL Auckland
    12:30 pm, 21 Sep Mon
    LAX Los Angeles
    12h 15m
    3h 30m layover in Los Angeles (LAX)
    NZ9146
    4:00 pm, 21 Sep Mon
    LAX Los Angeles
    9:55 pm, 21 Sep Mon
    ORD Chicago
    3h 55m

    Return: Chicago to Sydney via San Francisco, Auckland

    ORD
    5:00 pm
    4h 42m
    SFO
    7:42 pm
    1h 3m
    SFO
    8:45 pm
    13h
    AKL
    5:45 am (+2)
    1h 15m
    AKL
    7:00 am
    3h 35m
    SYD
    7:35 am
    Airlines
    Flight No.
    From
    To
    Duration
    NZ9661
    5:00 pm, 29 Sep Tue
    ORD Chicago
    7:42 pm, 29 Sep Tue
    SFO San Francisco
    4h 42m
    1h 3m layover in San Francisco (SFO)
    NZ7
    8:45 pm, 29 Sep Tue
    SFO San Francisco
    5:45 am, 1 Oct Thu
    AKL Auckland
    13h
    1h 15m layover in Auckland (AKL)
    NZ101
    7:00 am, 1 Oct Thu
    AKL Auckland
    7:35 am, 1 Oct Thu
    SYD Sydney
    3h 35m
    Depart: Mon, 29 Jun Return: Fri, 17 Jul Perth to Chicago Mon, 29 Jun - Fri, 17 Jul
    Cathay Pacific 1 stop 1d 2h 55m
    11:55 pm PER - 1:50 pm (+1) ORD
    Cathay Pacific 1 stop 1d 1h 20m
    3:30 pm ORD - 5:50 am (+2) PER
    A$2,088
    skiddoo.com.au
    Show Details

    Depart: Perth to Chicago via Hong Kong

    PER
    11:55 pm
    7h 50m
    HKG
    7:45 am (+1)
    4h 10m
    HKG
    11:55 am
    14h 55m
    ORD
    1:50 pm
    Airlines
    Flight No.
    From
    To
    Duration
    CX170
    11:55 pm, 29 Jun Mon
    PER Perth
    7:45 am, 30 Jun Tue
    HKG Hong Kong
    7h 50m
    4h 10m layover in Hong Kong (HKG)
    CX806
    11:55 am, 30 Jun Tue
    HKG Hong Kong
    1:50 pm, 30 Jun Tue
    ORD Chicago
    14h 55m

    Return: Chicago to Perth via Hong Kong

    ORD
    3:30 pm
    15h 50m
    HKG
    8:20 pm (+1)
    1h 45m
    HKG
    10:05 pm
    7h 45m
    PER
    5:50 am (+1)
    Airlines
    Flight No.
    From
    To
    Duration
    CX807
    3:30 pm, 17 Jul Fri
    ORD Chicago
    8:20 pm, 18 Jul Sat
    HKG Hong Kong
    15h 50m
    1h 45m layover in Hong Kong (HKG)
    CX137
    10:05 pm, 18 Jul Sat
    HKG Hong Kong
    5:50 am, 19 Jul Sun
    PER Perth
    7h 45m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air Canada 2+ stops 23h 45m
    10:20 am SYD - 7:05 pm ORD
    Air Canada 1 stop 22h 25m
    6:50 pm ORD - 8:15 am (+2) SYD
    A$1,781
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Vancouver, Montreal

    SYD
    10:20 am
    14h 15m
    YVR
    7:35 am
    1h 35m
    YVR
    9:10 am
    4h 35m
    YUL
    4:45 pm
    1h
    YUL
    5:45 pm
    2h 20m
    ORD
    7:05 pm
    Airlines
    Flight No.
    From
    To
    Duration
    AC34
    10:20 am, 21 Sep Mon
    SYD Sydney
    7:35 am, 21 Sep Mon
    YVR Vancouver
    14h 15m
    1h 35m layover in Vancouver (YVR)
    AC150
    9:10 am, 21 Sep Mon
    YVR Vancouver
    4:45 pm, 21 Sep Mon
    YUL Montreal
    4h 35m
    1h layover in Montreal (YUL)
    AC7419
    5:45 pm, 21 Sep Mon
    YUL Montreal
    7:05 pm, 21 Sep Mon
    ORD Chicago
    2h 20m

    Return: Chicago to Sydney via Vancouver

    ORD
    6:50 pm
    4h 26m
    YVR
    9:16 pm
    2h 24m
    YVR
    11:40 pm
    15h 35m
    SYD
    8:15 am (+2)
    Airlines
    Flight No.
    From
    To
    Duration
    AC5137
    6:50 pm, 29 Sep Tue
    ORD Chicago
    9:16 pm, 29 Sep Tue
    YVR Vancouver
    4h 26m
    2h 24m layover in Vancouver (YVR)
    AC33
    11:40 pm, 29 Sep Tue
    YVR Vancouver
    8:15 am, 1 Oct Thu
    SYD Sydney
    15h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air Canada 2+ stops 1d 11m
    10:20 am SYD - 7:31 pm ORD
    Air Canada 1 stop 22h 25m
    6:50 pm ORD - 8:15 am (+2) SYD
    A$1,781
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Vancouver, Calgary

    SYD
    10:20 am
    14h 15m
    YVR
    7:35 am
    1h 25m
    YVR
    9:00 am
    1h 25m
    YYC
    11:25 am
    3h 30m
    YYC
    2:55 pm
    3h 36m
    ORD
    7:31 pm
    Airlines
    Flight No.
    From
    To
    Duration
    AC34
    10:20 am, 21 Sep Mon
    SYD Sydney
    7:35 am, 21 Sep Mon
    YVR Vancouver
    14h 15m
    1h 25m layover in Vancouver (YVR)
    AC206
    9:00 am, 21 Sep Mon
    YVR Vancouver
    11:25 am, 21 Sep Mon
    YYC Calgary
    1h 25m
    3h 30m layover in Calgary (YYC)
    AC4330
    2:55 pm, 21 Sep Mon
    YYC Calgary
    7:31 pm, 21 Sep Mon
    ORD Chicago
    3h 36m

    Return: Chicago to Sydney via Vancouver

    ORD
    6:50 pm
    4h 26m
    YVR
    9:16 pm
    2h 24m
    YVR
    11:40 pm
    15h 35m
    SYD
    8:15 am (+2)
    Airlines
    Flight No.
    From
    To
    Duration
    AC5137
    6:50 pm, 29 Sep Tue
    ORD Chicago
    9:16 pm, 29 Sep Tue
    YVR Vancouver
    4h 26m
    2h 24m layover in Vancouver (YVR)
    AC33
    11:40 pm, 29 Sep Tue
    YVR Vancouver
    8:15 am, 1 Oct Thu
    SYD Sydney
    15h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air Canada 1 stop 1d 24m
    10:20 am SYD - 7:44 pm ORD
    Air Canada 1 stop 22h 25m
    6:50 pm ORD - 8:15 am (+2) SYD
    A$1,781
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Vancouver

    SYD
    10:20 am
    14h 15m
    YVR
    7:35 am
    6h 6m
    YVR
    1:41 pm
    4h 3m
    ORD
    7:44 pm
    Airlines
    Flight No.
    From
    To
    Duration
    AC34
    10:20 am, 21 Sep Mon
    SYD Sydney
    7:35 am, 21 Sep Mon
    YVR Vancouver
    14h 15m
    6h 6m layover in Vancouver (YVR)
    AC5104
    1:41 pm, 21 Sep Mon
    YVR Vancouver
    7:44 pm, 21 Sep Mon
    ORD Chicago
    4h 3m

    Return: Chicago to Sydney via Vancouver

    ORD
    6:50 pm
    4h 26m
    YVR
    9:16 pm
    2h 24m
    YVR
    11:40 pm
    15h 35m
    SYD
    8:15 am (+2)
    Airlines
    Flight No.
    From
    To
    Duration
    AC5137
    6:50 pm, 29 Sep Tue
    ORD Chicago
    9:16 pm, 29 Sep Tue
    YVR Vancouver
    4h 26m
    2h 24m layover in Vancouver (YVR)
    AC33
    11:40 pm, 29 Sep Tue
    YVR Vancouver
    8:15 am, 1 Oct Thu
    SYD Sydney
    15h 35m
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air Canada 1 stop 1d 24m
    10:20 am SYD - 7:44 pm ORD
    Air Canada 1 stop 1d 1h 40m
    3:35 pm ORD - 8:15 am (+2) SYD
    A$1,784
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Vancouver

    SYD
    10:20 am
    14h 15m
    YVR
    7:35 am
    6h 6m
    YVR
    1:41 pm
    4h 3m
    ORD
    7:44 pm
    Airlines
    Flight No.
    From
    To
    Duration
    AC34
    10:20 am, 21 Sep Mon
    SYD Sydney
    7:35 am, 21 Sep Mon
    YVR Vancouver
    14h 15m
    6h 6m layover in Vancouver (YVR)
    AC5104
    1:41 pm, 21 Sep Mon
    YVR Vancouver
    7:44 pm, 21 Sep Mon
    ORD Chicago
    4h 3m

    Return: Chicago to Sydney via Toronto

    ORD
    3:35 pm
    1h 31m
    YYZ
    6:06 pm
    2h 9m
    YYZ
    8:15 pm
    22h
    SYD
    8:15 am (+2)
    Airlines
    Flight No.
    From
    To
    Duration
    AC7404
    3:35 pm, 29 Sep Tue
    ORD Chicago
    6:06 pm, 29 Sep Tue
    YYZ Toronto
    1h 31m
    2h 9m layover in Toronto (YYZ)
    AC33
    8:15 pm, 29 Sep Tue
    YYZ Toronto
    8:15 am, 1 Oct Thu
    SYD Sydney
    22h
    Depart: Mon, 21 Sep Return: Tue, 29 Sep Sydney to Chicago Mon, 21 Sep - Tue, 29 Sep
    Air Canada 1 stop 1d 1h 56m
    10:20 am SYD - 9:16 pm ORD
    Air Canada 1 stop 22h 25m
    6:50 pm ORD - 8:15 am (+2) SYD
    A$1,784
    onetravel.com
    Show Details

    Depart: Sydney to Chicago via Toronto

    SYD
    10:20 am
    20h 4m
    YYZ
    4:24 pm
    4h 11m
    YYZ
    8:35 pm
    1h 41m
    ORD
    9:16 pm
    Airlines
    Flight No.
    From
    To
    Duration
    AC34
    10:20 am, 21 Sep Mon
    SYD Sydney
    4:24 pm, 21 Sep Mon
    YYZ Toronto
    20h 4m
    4h 11m layover in Toronto (YYZ)
    AC7409
    8:35 pm, 21 Sep Mon
    YYZ Toronto
    9:16 pm, 21 Sep Mon
    ORD Chicago
    1h 41m

    Return: Chicago to Sydney via Vancouver

    ORD
    6:50 pm
    4h 26m
    YVR
    9:16 pm
    2h 24m
    YVR
    11:40 pm
    15h 35m
    SYD
    8:15 am (+2)
    Airlines
    Flight No.
    From
    To
    Duration
    AC5137
    6:50 pm, 29 Sep Tue
    ORD Chicago
    9:16 pm, 29 Sep Tue
    YVR Vancouver
    4h 26m
    2h 24m layover in Vancouver (YVR)
    AC33
    11:40 pm, 29 Sep Tue
    YVR Vancouver
    8:15 am, 1 Oct Thu
    SYD Sydney
    15h 35m