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    Cheap Flights to Chicago

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    Frontier Airlines 3 results US$199 View Flights
    United Airlines 102 results US$216 View Flights
    American Airlines 173 results US$217 View Flights
    JetBlue Airways 14 results US$228 View Flights
    Delta Air Lines 41 results US$237 View Flights
    Spirit Airlines 3 results US$276 View Flights
    US Airways 81 results US$276 View Flights
    Southwest Airlines 20 results US$345 View Flights
    Depart: Fri, 14 Nov Return: Sun, 16 Nov Phoenix to Chicago Fri, 14 Nov - Sun, 16 Nov
    Frontier Airlines Direct 3h 20m
    10:30 am PHX - 2:50 pm ORD
    Frontier Airlines Direct 3h 45m
    7:00 am ORD - 9:45 am PHX
    US$199
    expedia.com
    Show Details

    Depart: Phoenix to Chicago

    PHX
    10:30 am
    3h 20m
    ORD
    2:50 pm
    Airlines
    Flight No.
    From
    To
    Duration
    F91060
    10:30 am, 14 Nov Fri
    PHX Phoenix
    2:50 pm, 14 Nov Fri
    ORD Chicago
    3h 20m

    Return: Chicago to Phoenix

    ORD
    7:00 am
    3h 45m
    PHX
    9:45 am
    Airlines
    Flight No.
    From
    To
    Duration
    F91061
    7:00 am, 16 Nov Sun
    ORD Chicago
    9:45 am, 16 Nov Sun
    PHX Phoenix
    3h 45m
    Depart: Fri, 14 Nov Return: Sun, 16 Nov Phoenix to Chicago Fri, 14 Nov - Sun, 16 Nov
    Frontier Airlines Direct 3h 20m
    10:30 am PHX - 2:50 pm ORD
    Frontier Airlines Direct 3h 45m
    7:00 am ORD - 9:45 am PHX
    US$199
    cheapoair.com
    Show Details

    Depart: Phoenix to Chicago

    PHX
    10:30 am
    3h 20m
    ORD
    2:50 pm
    Airlines
    Flight No.
    From
    To
    Duration
    F91060
    10:30 am, 14 Nov Fri
    PHX Phoenix
    2:50 pm, 14 Nov Fri
    ORD Chicago
    3h 20m

    Return: Chicago to Phoenix

    ORD
    7:00 am
    3h 45m
    PHX
    9:45 am
    Airlines
    Flight No.
    From
    To
    Duration
    F91061
    7:00 am, 16 Nov Sun
    ORD Chicago
    9:45 am, 16 Nov Sun
    PHX Phoenix
    3h 45m
    Depart: Fri, 14 Nov Return: Sun, 16 Nov Phoenix to Chicago Fri, 14 Nov - Sun, 16 Nov
    Frontier Airlines Direct 3h 20m
    10:30 am PHX - 2:50 pm ORD
    Spirit Airlines Direct 3h 58m
    9:15 pm ORD - 12:13 am (+1) PHX
    US$204
    edreams.net
    Show Details

    Depart: Phoenix to Chicago

    PHX
    10:30 am
    3h 20m
    ORD
    2:50 pm
    Airlines
    Flight No.
    From
    To
    Duration
    F91060
    10:30 am, 14 Nov Fri
    PHX Phoenix
    2:50 pm, 14 Nov Fri
    ORD Chicago
    3h 20m

    Return: Chicago to Phoenix

    ORD
    9:15 pm
    3h 58m
    PHX
    12:13 am (+1)
    Airlines
    Flight No.
    From
    To
    Duration
    NK167
    9:15 pm, 16 Nov Sun
    ORD Chicago
    12:13 am, 17 Nov Mon
    PHX Phoenix
    3h 58m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 46m
    6:50 pm EWR - 8:36 pm ORD
    United Airlines Direct 2h 13m
    4:02 pm ORD - 7:15 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:50 pm
    2h 46m
    ORD
    8:36 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA3557
    6:50 pm, 16 Jan Fri
    EWR New York
    8:36 pm, 16 Jan Fri
    ORD Chicago
    2h 46m

    Return: Chicago to New York

    ORD
    4:02 pm
    2h 13m
    EWR
    7:15 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1582
    4:02 pm, 24 Jan Sat
    ORD Chicago
    7:15 pm, 24 Jan Sat
    EWR New York
    2h 13m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 40m
    6:50 am EWR - 8:30 am ORD
    United Airlines Direct 2h 7m
    7:48 am ORD - 10:55 am EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:50 am
    2h 40m
    ORD
    8:30 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA381
    6:50 am, 16 Jan Fri
    EWR New York
    8:30 am, 16 Jan Fri
    ORD Chicago
    2h 40m

    Return: Chicago to New York

    ORD
    7:48 am
    2h 7m
    EWR
    10:55 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA244
    7:48 am, 24 Jan Sat
    ORD Chicago
    10:55 am, 24 Jan Sat
    EWR New York
    2h 7m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 43m
    6:15 pm EWR - 7:58 pm ORD
    United Airlines Direct 2h 11m
    1:11 pm ORD - 4:22 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:15 pm
    2h 43m
    ORD
    7:58 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA708
    6:15 pm, 16 Jan Fri
    EWR New York
    7:58 pm, 16 Jan Fri
    ORD Chicago
    2h 43m

    Return: Chicago to New York

    ORD
    1:11 pm
    2h 11m
    EWR
    4:22 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1530
    1:11 pm, 24 Jan Sat
    ORD Chicago
    4:22 pm, 24 Jan Sat
    EWR New York
    2h 11m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 46m
    6:50 pm EWR - 8:36 pm ORD
    United Airlines Direct 2h 10m
    3:02 pm ORD - 6:12 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:50 pm
    2h 46m
    ORD
    8:36 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA3557
    6:50 pm, 16 Jan Fri
    EWR New York
    8:36 pm, 16 Jan Fri
    ORD Chicago
    2h 46m

    Return: Chicago to New York

    ORD
    3:02 pm
    2h 10m
    EWR
    6:12 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1460
    3:02 pm, 24 Jan Sat
    ORD Chicago
    6:12 pm, 24 Jan Sat
    EWR New York
    2h 10m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 33m
    2:00 pm EWR - 3:33 pm ORD
    United Airlines Direct 2h 9m
    10:10 am ORD - 1:19 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    2:00 pm
    2h 33m
    ORD
    3:33 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA224
    2:00 pm, 16 Jan Fri
    EWR New York
    3:33 pm, 16 Jan Fri
    ORD Chicago
    2h 33m

    Return: Chicago to New York

    ORD
    10:10 am
    2h 9m
    EWR
    1:19 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA3557
    10:10 am, 24 Jan Sat
    ORD Chicago
    1:19 pm, 24 Jan Sat
    EWR New York
    2h 9m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 40m
    7:59 am EWR - 9:39 am ORD
    United Airlines Direct 2h 11m
    1:11 pm ORD - 4:22 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    7:59 am
    2h 40m
    ORD
    9:39 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA312
    7:59 am, 16 Jan Fri
    EWR New York
    9:39 am, 16 Jan Fri
    ORD Chicago
    2h 40m

    Return: Chicago to New York

    ORD
    1:11 pm
    2h 11m
    EWR
    4:22 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1530
    1:11 pm, 24 Jan Sat
    ORD Chicago
    4:22 pm, 24 Jan Sat
    EWR New York
    2h 11m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 40m
    6:50 am EWR - 8:30 am ORD
    United Airlines Direct 2h 11m
    1:11 pm ORD - 4:22 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:50 am
    2h 40m
    ORD
    8:30 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA381
    6:50 am, 16 Jan Fri
    EWR New York
    8:30 am, 16 Jan Fri
    ORD Chicago
    2h 40m

    Return: Chicago to New York

    ORD
    1:11 pm
    2h 11m
    EWR
    4:22 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1530
    1:11 pm, 24 Jan Sat
    ORD Chicago
    4:22 pm, 24 Jan Sat
    EWR New York
    2h 11m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 40m
    6:50 am EWR - 8:30 am ORD
    United Airlines Direct 2h 5m
    12:00 pm ORD - 3:05 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:50 am
    2h 40m
    ORD
    8:30 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA381
    6:50 am, 16 Jan Fri
    EWR New York
    8:30 am, 16 Jan Fri
    ORD Chicago
    2h 40m

    Return: Chicago to New York

    ORD
    12:00 pm
    2h 5m
    EWR
    3:05 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA420
    12:00 pm, 24 Jan Sat
    ORD Chicago
    3:05 pm, 24 Jan Sat
    EWR New York
    2h 5m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 39m
    6:00 am EWR - 7:39 am ORD
    United Airlines Direct 2h 7m
    7:48 am ORD - 10:55 am EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:00 am
    2h 39m
    ORD
    7:39 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA1058
    6:00 am, 16 Jan Fri
    EWR New York
    7:39 am, 16 Jan Fri
    ORD Chicago
    2h 39m

    Return: Chicago to New York

    ORD
    7:48 am
    2h 7m
    EWR
    10:55 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA244
    7:48 am, 24 Jan Sat
    ORD Chicago
    10:55 am, 24 Jan Sat
    EWR New York
    2h 7m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 39m
    6:00 am EWR - 7:39 am ORD
    United Airlines Direct 2h 11m
    1:11 pm ORD - 4:22 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:00 am
    2h 39m
    ORD
    7:39 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA1058
    6:00 am, 16 Jan Fri
    EWR New York
    7:39 am, 16 Jan Fri
    ORD Chicago
    2h 39m

    Return: Chicago to New York

    ORD
    1:11 pm
    2h 11m
    EWR
    4:22 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1530
    1:11 pm, 24 Jan Sat
    ORD Chicago
    4:22 pm, 24 Jan Sat
    EWR New York
    2h 11m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 43m
    6:15 pm EWR - 7:58 pm ORD
    United Airlines Direct 2h 9m
    10:10 am ORD - 1:19 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:15 pm
    2h 43m
    ORD
    7:58 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA708
    6:15 pm, 16 Jan Fri
    EWR New York
    7:58 pm, 16 Jan Fri
    ORD Chicago
    2h 43m

    Return: Chicago to New York

    ORD
    10:10 am
    2h 9m
    EWR
    1:19 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA3557
    10:10 am, 24 Jan Sat
    ORD Chicago
    1:19 pm, 24 Jan Sat
    EWR New York
    2h 9m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 40m
    6:50 am EWR - 8:30 am ORD
    United Airlines Direct 2h 9m
    10:10 am ORD - 1:19 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:50 am
    2h 40m
    ORD
    8:30 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA381
    6:50 am, 16 Jan Fri
    EWR New York
    8:30 am, 16 Jan Fri
    ORD Chicago
    2h 40m

    Return: Chicago to New York

    ORD
    10:10 am
    2h 9m
    EWR
    1:19 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA3557
    10:10 am, 24 Jan Sat
    ORD Chicago
    1:19 pm, 24 Jan Sat
    EWR New York
    2h 9m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 42m
    5:00 pm EWR - 6:42 pm ORD
    United Airlines Direct 2h 10m
    3:02 pm ORD - 6:12 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    5:00 pm
    2h 42m
    ORD
    6:42 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1177
    5:00 pm, 16 Jan Fri
    EWR New York
    6:42 pm, 16 Jan Fri
    ORD Chicago
    2h 42m

    Return: Chicago to New York

    ORD
    3:02 pm
    2h 10m
    EWR
    6:12 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1460
    3:02 pm, 24 Jan Sat
    ORD Chicago
    6:12 pm, 24 Jan Sat
    EWR New York
    2h 10m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 39m
    6:00 am EWR - 7:39 am ORD
    United Airlines Direct 2h 9m
    10:10 am ORD - 1:19 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    6:00 am
    2h 39m
    ORD
    7:39 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA1058
    6:00 am, 16 Jan Fri
    EWR New York
    7:39 am, 16 Jan Fri
    ORD Chicago
    2h 39m

    Return: Chicago to New York

    ORD
    10:10 am
    2h 9m
    EWR
    1:19 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA3557
    10:10 am, 24 Jan Sat
    ORD Chicago
    1:19 pm, 24 Jan Sat
    EWR New York
    2h 9m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 38m
    9:00 am EWR - 10:38 am ORD
    United Airlines Direct 2h 11m
    1:11 pm ORD - 4:22 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    9:00 am
    2h 38m
    ORD
    10:38 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA775
    9:00 am, 16 Jan Fri
    EWR New York
    10:38 am, 16 Jan Fri
    ORD Chicago
    2h 38m

    Return: Chicago to New York

    ORD
    1:11 pm
    2h 11m
    EWR
    4:22 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1530
    1:11 pm, 24 Jan Sat
    ORD Chicago
    4:22 pm, 24 Jan Sat
    EWR New York
    2h 11m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 37m
    1:00 pm EWR - 2:37 pm ORD
    United Airlines Direct 2h 7m
    7:48 am ORD - 10:55 am EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    1:00 pm
    2h 37m
    ORD
    2:37 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1734
    1:00 pm, 16 Jan Fri
    EWR New York
    2:37 pm, 16 Jan Fri
    ORD Chicago
    2h 37m

    Return: Chicago to New York

    ORD
    7:48 am
    2h 7m
    EWR
    10:55 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA244
    7:48 am, 24 Jan Sat
    ORD Chicago
    10:55 am, 24 Jan Sat
    EWR New York
    2h 7m
    Depart: Fri, 16 Jan Return: Sat, 24 Jan New York to Chicago Fri, 16 Jan - Sat, 24 Jan
    United Airlines Direct 2h 40m
    7:59 am EWR - 9:39 am ORD
    United Airlines Direct 2h 13m
    4:02 pm ORD - 7:15 pm EWR
    US$216
    us.bravofly.com
    Show Details

    Depart: New York to Chicago

    EWR
    7:59 am
    2h 40m
    ORD
    9:39 am
    Airlines
    Flight No.
    From
    To
    Duration
    UA312
    7:59 am, 16 Jan Fri
    EWR New York
    9:39 am, 16 Jan Fri
    ORD Chicago
    2h 40m

    Return: Chicago to New York

    ORD
    4:02 pm
    2h 13m
    EWR
    7:15 pm
    Airlines
    Flight No.
    From
    To
    Duration
    UA1582
    4:02 pm, 24 Jan Sat
    ORD Chicago
    7:15 pm, 24 Jan Sat
    EWR New York
    2h 13m