Flight Schedules

Last Updated: Thu, 2 May, 2024

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  • 13:09 - 15:34
    EYW - ORD
  • 13:09 (EYW)Key West International Airport
  • 15:34 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3657)Embraer 170
  • 03h 25m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • S
    • S
  • Embraer 170
  • 16:04 - 18:32
    EYW - ORD
  • 16:04 (EYW)Key West International Airport
  • 18:32 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1296)Boeing 737 700
  • 03h 28m
  • Direct
    • -
    • -
    • W
    • T
    • F
    • -
    • S
  • Boeing 737 700

Connecting Flights

  • 07:45 - 09:56
    EYW - ATL
    14:00 - 14:54
    ATL - MDW
  • 07:45 (EYW)Key West International Airport
    14:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 09:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    14:54 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 4918)Crj 700 Canadair Regional
    Delta Air Lines (DL 2719)Boeing 717
  • 08h 09m (04h 04m)
  • ATL Atlanta 04h 04m
    • -
    • -
    • -
    • T
    • F
    • S
    • S
  • 07:45 - 09:56
    EYW - ATL
    13:15 - 14:15
    ATL - ORD
  • 07:45 (EYW)Key West International Airport
    13:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 09:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    14:15 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 4918)Crj 700 Canadair Regional
    Delta Air Lines (DL 1477)Boeing 757
  • 07h 30m (03h 19m)
  • ATL Atlanta 03h 19m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:45 - 09:56
    EYW - ATL
    11:00 - 11:55
    ATL - MDW
  • 07:45 (EYW)Key West International Airport
    11:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 09:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    11:55 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 4918)Crj 700 Canadair Regional
    Delta Air Lines (DL 2417)Boeing 717
  • 05h 10m (01h 04m)
  • ATL Atlanta 01h 04m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 07:45 - 09:56
    EYW - ATL
    14:00 - 14:53
    ATL - MDW
  • 07:45 (EYW)Key West International Airport
    14:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 09:56 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    14:53 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 4918)Crj 700 Canadair Regional
    Delta Air Lines (DL 2719)Boeing 717
  • 08h 08m (04h 04m)
  • ATL Atlanta 04h 04m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 07:55 - 10:04
    EYW - ATL
    11:00 - 11:55
    ATL - MDW
  • 07:55 (EYW)Key West International Airport
    11:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 10:04 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    11:55 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 4918)Crj 700 Canadair Regional
    Delta Air Lines (DL 2417)Boeing 717
  • 05h 00m (00h 56m)
  • ATL Atlanta 00h 56m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 07:55 - 10:04
    EYW - ATL
    13:15 - 14:15
    ATL - ORD
  • 07:55 (EYW)Key West International Airport
    13:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 10:04 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    14:15 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 4918)Crj 700 Canadair Regional
    Delta Air Lines (DL 1477)Boeing 757
  • 07h 20m (03h 11m)
  • ATL Atlanta 03h 11m
    • -
    • -
    • W
    • -
    • -
    • -
    • -
  • 08:00 - 10:16
    EYW - CLT
    11:05 - 12:24
    CLT - ORD
  • 08:00 (EYW)Key West International Airport
    11:05 (CLT)Charlotte Airport
  • 10:16 (CLT)Charlotte Airport
    12:24 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2978)Airbus
    American Airlines (AA 2052)Airbus
  • 05h 24m (00h 49m)
  • CLT Charlotte 00h 49m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 08:00 - 10:16
    EYW - CLT
    13:10 - 14:18
    CLT - ORD
  • 08:00 (EYW)Key West International Airport
    13:10 (CLT)Charlotte Airport
  • 10:16 (CLT)Charlotte Airport
    14:18 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2978)Airbus
    American Airlines (AA 1650)Boeing 737 800
  • 07h 18m (02h 54m)
  • CLT Charlotte 02h 54m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 08:15 - 09:30
    EYW - TPA
    12:22 - 14:25
    TPA - ORD
  • 08:15 (EYW)Key West International Airport
    12:22 (TPA)Tampa International Airport
  • 09:30 (TPA)Tampa International Airport
    14:25 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 135)Aerospatiale Alenia Atr 42
    United Airlines (UA 2145)Boeing 737 Max 8 Passenger
  • 07h 10m (02h 52m)
  • TPA Tampa 02h 52m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 10:35 - 12:00
    EYW - MCO
    12:49 - 14:55
    MCO - ORD
  • 10:35 (EYW)Key West International Airport
    12:49 (MCO)Orlando International Airport
  • 12:00 (MCO)Orlando International Airport
    14:55 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 71)Atr Turboprop
    United Airlines (UA 2475)Boeing 757 300 Series
  • 05h 20m (00h 49m)
  • MCO Orlando 00h 49m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 11:25 - 12:30
    EYW - FLL
    16:00 - 18:28
    FLL - ORD
  • 11:25 (EYW)Key West International Airport
    16:00 (FLL)Fort Lauderdale/Hollywood Intl Airport
  • 12:30 (FLL)Fort Lauderdale/Hollywood Intl Airport
    18:28 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 93)Atr Turboprop
    United Airlines (UA 1555)Boeing 737 800
  • 08h 03m (03h 30m)
  • FLL Miami 03h 30m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:30 - 12:35
    EYW - FLL
    16:00 - 18:28
    FLL - ORD
  • 11:30 (EYW)Key West International Airport
    16:00 (FLL)Fort Lauderdale/Hollywood Intl Airport
  • 12:35 (FLL)Fort Lauderdale/Hollywood Intl Airport
    18:28 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 93)Atr Turboprop
    United Airlines (UA 1555)Boeing 737 800
  • 07h 58m (03h 25m)
  • FLL Miami 03h 25m
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • 11:30 - 12:35
    EYW - FLL
    16:10 - 18:38
    FLL - ORD
  • 11:30 (EYW)Key West International Airport
    16:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
  • 12:35 (FLL)Fort Lauderdale/Hollywood Intl Airport
    18:38 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 93)Atr Turboprop
    United Airlines (UA 1210)Boeing 737 Max 9 Passenger
  • 08h 08m (03h 35m)
  • FLL Miami 03h 35m
    • -
    • T
    • W
    • T
    • -
    • -
    • -
  • 11:35 - 14:20
    EYW - DCA
    17:00 - 18:11
    DCA - ORD
  • 11:35 (EYW)Key West International Airport
    17:00 (DCA)Washington Ronald Reagan National Airport
  • 14:20 (DCA)Washington Ronald Reagan National Airport
    18:11 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 4332)Embraer Emb 175
    American Airlines (AA 1263)Airbus
  • 07h 36m (02h 40m)
  • DCA Washington 02h 40m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:35 - 14:20
    EYW - DCA
    16:59 - 18:12
    DCA - ORD
  • 11:35 (EYW)Key West International Airport
    16:59 (DCA)Washington Ronald Reagan National Airport
  • 14:20 (DCA)Washington Ronald Reagan National Airport
    18:12 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 4332)Embraer Emb 175
    American Airlines (AA 1263)Airbus
  • 07h 37m (02h 39m)
  • DCA Washington 02h 39m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 11:42 - 13:45
    EYW - ATL
    17:04 - 17:57
    ATL - MDW
  • 11:42 (EYW)Key West International Airport
    17:04 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    17:57 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 1035)Airbus
    Delta Air Lines (DL 1739)Boeing 717
  • 07h 15m (03h 19m)
  • ATL Atlanta 03h 19m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:42 - 13:45
    EYW - ATL
    17:05 - 17:59
    ATL - MDW
  • 11:42 (EYW)Key West International Airport
    17:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    17:59 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 1035)Airbus
    Delta Air Lines (DL 1739)Boeing 717
  • 07h 17m (03h 20m)
  • ATL Atlanta 03h 20m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 11:42 - 13:45
    EYW - ATL
    15:45 - 16:48
    ATL - ORD
  • 11:42 (EYW)Key West International Airport
    15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:48 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1035)Airbus
    Delta Air Lines (DL 2738)Boeing 757
  • 06h 06m (02h 00m)
  • ATL Atlanta 02h 00m
    • -
    • -
    • -
    • T
    • F
    • S
    • S
  • 11:42 - 13:45
    EYW - ATL
    18:15 - 19:18
    ATL - ORD
  • 11:42 (EYW)Key West International Airport
    18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:18 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1035)Airbus
    Delta Air Lines (DL 2879)Boeing 757
  • 08h 36m (04h 30m)
  • ATL Atlanta 04h 30m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:42 - 13:45
    EYW - ATL
    15:15 - 16:10
    ATL - MDW
  • 11:42 (EYW)Key West International Airport
    15:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:10 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 1035)Airbus
    Delta Air Lines (DL 2719)Boeing 717
  • 05h 28m (01h 30m)
  • ATL Atlanta 01h 30m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:42 - 13:45
    EYW - ATL
    15:45 - 16:47
    ATL - ORD
  • 11:42 (EYW)Key West International Airport
    15:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    16:47 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1035)Airbus
    Delta Air Lines (DL 2738)Boeing 757
  • 06h 05m (02h 00m)
  • ATL Atlanta 02h 00m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 11:42 - 13:45
    EYW - ATL
    18:15 - 19:19
    ATL - ORD
  • 11:42 (EYW)Key West International Airport
    18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 13:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:19 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1035)Airbus
    Delta Air Lines (DL 2879)Boeing 757
  • 08h 37m (04h 30m)
  • ATL Atlanta 04h 30m
    • -
    • -
    • -
    • T
    • F
    • -
    • S
  • 11:45 - 12:50
    EYW - FLL
    16:10 - 18:38
    FLL - ORD
  • 11:45 (EYW)Key West International Airport
    16:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
  • 12:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
    18:38 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 93)Atr Turboprop
    United Airlines (UA 1210)Boeing 737 Max 9 Passenger
  • 07h 53m (03h 20m)
  • FLL Miami 03h 20m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:45 - 12:50
    EYW - FLL
    16:00 - 18:28
    FLL - ORD
  • 11:45 (EYW)Key West International Airport
    16:00 (FLL)Fort Lauderdale/Hollywood Intl Airport
  • 12:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
    18:28 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 93)Atr Turboprop
    United Airlines (UA 1555)Boeing 737 800
  • 07h 43m (03h 10m)
  • FLL Miami 03h 10m
    • -
    • -
    • -
    • -
    • F
    • -
    • S
  • 11:56 - 12:45
    EYW - MIA
    13:50 - 15:20
    MIA - BNA
    15:55 - 17:49
    BNA - ORD
  • 11:56 (EYW)Key West International Airport
    13:50 (MIA)Miami International Airport
    15:55 (BNA)Nashville Airport
  • 12:45 (MIA)Miami International Airport
    15:20 (BNA)Nashville Airport
  • American Airlines (AA 3557)Embraer Emb 175
    American Airlines (AA 3346)Embraer Emb 175
    American Airlines (AA 6205)Crj 700 Canadair Regional
  • 06h 53m (01h 40m)
  • MIA, BNA Miami, Nashville 01h 40m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:56 - 12:45
    EYW - MIA
    15:16 - 17:44
    MIA - ORD
  • 11:56 (EYW)Key West International Airport
    15:16 (MIA)Miami International Airport
  • 12:45 (MIA)Miami International Airport
    17:44 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3557)Embraer Emb 175
    American Airlines (AA 2512)Boeing 737 800
  • 06h 48m (02h 31m)
  • MIA Miami 02h 31m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:56 - 12:45
    EYW - MIA
    13:44 - 16:10
    MIA - ORD
  • 11:56 (EYW)Key West International Airport
    13:44 (MIA)Miami International Airport
  • 12:45 (MIA)Miami International Airport
    16:10 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 3557)Embraer Emb 175
    American Airlines (AA 608)Boeing 737 800
  • 05h 14m (00h 59m)
  • MIA Miami 00h 59m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 12:35 - 13:50
    EYW - TPA
    16:29 - 18:34
    TPA - ORD
  • 12:35 (EYW)Key West International Airport
    16:29 (TPA)Tampa International Airport
  • 13:50 (TPA)Tampa International Airport
    18:34 (ORD)Chicago O'Hare International Airport
  • Silver Airways (3M 135)Aerospatiale Alenia Atr 42
    United Airlines (UA 661)Boeing 737 800
  • 06h 59m (02h 39m)
  • TPA Tampa 02h 39m
    • -
    • -
    • -
    • T
    • -
    • -
    • -
  • 12:55 - 15:15
    EYW - DFW
    16:50 - 19:16
    DFW - ORD
  • 12:55 (EYW)Key West International Airport
    16:50 (DFW)Dallas/Fort Worth Intl Airport
  • 15:15 (DFW)Dallas/Fort Worth Intl Airport
    19:16 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2416)Airbus
    American Airlines (AA 1290)Boeing 737 800
  • 07h 21m (01h 35m)
  • DFW Dallas 01h 35m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 13:01 - 15:19
    EYW - CLT
    18:04 - 19:11
    CLT - ORD
  • 13:01 (EYW)Key West International Airport
    18:04 (CLT)Charlotte Airport
  • 15:19 (CLT)Charlotte Airport
    19:11 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2663)Airbus
    American Airlines (AA 1199)Airbus
  • 07h 10m (02h 45m)
  • CLT Charlotte 02h 45m
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 13:01 - 15:19
    EYW - CLT
    16:26 - 17:36
    CLT - ORD
  • 13:01 (EYW)Key West International Airport
    16:26 (CLT)Charlotte Airport
  • 15:19 (CLT)Charlotte Airport
    17:36 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2663)Airbus
    American Airlines (AA 536)Boeing 737 800
  • 05h 35m (01h 07m)
  • CLT Charlotte 01h 07m
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 13:01 - 15:19
    EYW - CLT
    16:16 - 17:41
    CLT - SDF
    18:21 - 18:56
    SDF - ORD
  • 13:01 (EYW)Key West International Airport
    16:16 (CLT)Charlotte Airport
    18:21 (SDF)Louisville International Airport
  • 15:19 (CLT)Charlotte Airport
    17:41 (SDF)Louisville International Airport
  • American Airlines (AA 2663)Airbus
    American Airlines (AA 2854)Airbus
    American Airlines (AA 6043)Crj Canadair Regional
  • 06h 55m (01h 37m)
  • CLT, SDF Charlotte, Louisville 01h 37m
    • -
    • T
    • -
    • -
    • -
    • -
    • -
  • 13:03 - 15:21
    EYW - CLT
    16:27 - 17:37
    CLT - ORD
  • 13:03 (EYW)Key West International Airport
    16:27 (CLT)Charlotte Airport
  • 15:21 (CLT)Charlotte Airport
    17:37 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2663)Airbus
    American Airlines (AA 536)Boeing 737 800
  • 05h 34m (01h 06m)
  • CLT Charlotte 01h 06m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 13:03 - 15:21
    EYW - CLT
    17:07 - 18:17
    CLT - ORD
  • 13:03 (EYW)Key West International Airport
    17:07 (CLT)Charlotte Airport
  • 15:21 (CLT)Charlotte Airport
    18:17 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2663)Airbus
    American Airlines (AA 536)Boeing 737 800
  • 06h 14m (01h 46m)
  • CLT Charlotte 01h 46m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:03 - 15:21
    EYW - CLT
    15:56 - 17:17
    CLT - SDF
    18:41 - 19:10
    SDF - ORD
  • 13:03 (EYW)Key West International Airport
    15:56 (CLT)Charlotte Airport
    18:41 (SDF)Louisville International Airport
  • 15:21 (CLT)Charlotte Airport
    17:17 (SDF)Louisville International Airport
  • American Airlines (AA 2663)Airbus
    American Airlines (AA 2562)Airbus
    American Airlines (AA 2354)Boeing 737 800
  • 07h 07m (01h 59m)
  • CLT, SDF Charlotte, Louisville 01h 59m
    • -
    • -
    • -
    • T
    • -
    • -
    • S
  • 13:03 - 15:21
    EYW - CLT
    18:30 - 19:40
    CLT - ORD
  • 13:03 (EYW)Key West International Airport
    18:30 (CLT)Charlotte Airport
  • 15:21 (CLT)Charlotte Airport
    19:40 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 2663)Airbus
    American Airlines (AA 1199)Boeing 737 800
  • 07h 37m (03h 09m)
  • CLT Charlotte 03h 09m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 13:45 - 14:38
    EYW - MIA
    19:00 - 21:27
    MIA - ORD
  • 13:45 (EYW)Key West International Airport
    19:00 (MIA)Miami International Airport
  • 14:38 (MIA)Miami International Airport
    21:27 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 4493)Embraer Emb 175
    American Airlines (AA 791)Boeing 737 800
  • 08h 42m (04h 22m)
  • MIA Miami 04h 22m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:45 - 14:38
    EYW - MIA
    15:45 - 18:29
    MIA - CVG
    19:11 - 19:34
    CVG - ORD
  • 13:45 (EYW)Key West International Airport
    15:45 (MIA)Miami International Airport
    19:11 (CVG)Cincinnati Northern Kentucky Intl Airport
  • 14:38 (MIA)Miami International Airport
    18:29 (CVG)Cincinnati Northern Kentucky Intl Airport
  • American Airlines (AA 4493)Embraer Emb 175
    American Airlines (AA 3554)Embraer Emb 175
    American Airlines (AA 3520)Embraer Emb 175
  • 06h 49m (01h 49m)
  • MIA, CVG Miami, Cincinnati 01h 49m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:45 - 14:38
    EYW - MIA
    15:21 - 17:30
    MIA - CLT
    18:30 - 19:40
    CLT - ORD
  • 13:45 (EYW)Key West International Airport
    15:21 (MIA)Miami International Airport
    18:30 (CLT)Charlotte Airport
  • 14:38 (MIA)Miami International Airport
    17:30 (CLT)Charlotte Airport
  • American Airlines (AA 4493)Embraer Emb 175
    American Airlines (AA 1096)Boeing 737 800
    American Airlines (AA 1199)Boeing 737 800
  • 06h 55m (01h 43m)
  • MIA, CLT Miami, Charlotte 01h 43m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:45 - 14:38
    EYW - MIA
    17:22 - 19:48
    MIA - ORD
  • 13:45 (EYW)Key West International Airport
    17:22 (MIA)Miami International Airport
  • 14:38 (MIA)Miami International Airport
    19:48 (ORD)Chicago O'Hare International Airport
  • American Airlines (AA 4493)Embraer Emb 175
    American Airlines (AA 1701)Boeing 737 Max 8 Passenger
  • 07h 03m (02h 44m)
  • MIA Miami 02h 44m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:45 - 14:38
    EYW - MIA
    15:42 - 18:43
    MIA - IND
    19:19 - 19:34
    IND - ORD
  • 13:45 (EYW)Key West International Airport
    15:42 (MIA)Miami International Airport
    19:19 (IND)Indianapolis Airport
  • 14:38 (MIA)Miami International Airport
    18:43 (IND)Indianapolis Airport
  • American Airlines (AA 4493)Embraer Emb 175
    American Airlines (AA 4456)Embraer Emb 175
    American Airlines (AA 3592)Embraer 170
  • 06h 49m (01h 40m)
  • MIA, IND Miami, Indianapolis 01h 40m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:50 - 16:59
    EYW - EWR
    18:43 - 20:23
    EWR - ORD
  • 13:50 (EYW)Key West International Airport
    18:43 (EWR)Newark Liberty International Airport
  • 16:59 (EWR)Newark Liberty International Airport
    20:23 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1513)Boeing 737 700
    United Airlines (UA 254)Boeing 737 900
  • 07h 33m (01h 44m)
  • EWR New York City 01h 44m
    • -
    • -
    • -
    • -
    • -
    • S
    • S
  • 13:51 - 17:00
    EYW - EWR
    18:43 - 20:23
    EWR - ORD
  • 13:51 (EYW)Key West International Airport
    18:43 (EWR)Newark Liberty International Airport
  • 17:00 (EWR)Newark Liberty International Airport
    20:23 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1513)Boeing 737 700
    United Airlines (UA 254)Boeing 737 Max 8 Passenger
  • 07h 32m (01h 43m)
  • EWR New York City 01h 43m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 13:51 - 17:00
    EYW - EWR
    18:43 - 20:23
    EWR - ORD
  • 13:51 (EYW)Key West International Airport
    18:43 (EWR)Newark Liberty International Airport
  • 17:00 (EWR)Newark Liberty International Airport
    20:23 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 1513)Boeing 737 700
    United Airlines (UA 254)Boeing 737 900
  • 07h 32m (01h 43m)
  • EWR New York City 01h 43m
    • M
    • T
    • W
    • T
    • -
    • -
    • -
  • 13:55 - 15:59
    EYW - ATL
    18:15 - 19:18
    ATL - ORD
  • 13:55 (EYW)Key West International Airport
    18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 15:59 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:18 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1472)Airbus
    Delta Air Lines (DL 2879)Boeing 757
  • 06h 23m (02h 16m)
  • ATL Atlanta 02h 16m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 13:55 - 15:59
    EYW - ATL
    17:05 - 17:59
    ATL - MDW
  • 13:55 (EYW)Key West International Airport
    17:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 15:59 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    17:59 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 1472)Airbus
    Delta Air Lines (DL 1739)Boeing 717
  • 05h 04m (01h 06m)
  • ATL Atlanta 01h 06m
    • -
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:55 - 15:59
    EYW - ATL
    20:20 - 21:22
    ATL - ORD
  • 13:55 (EYW)Key West International Airport
    20:20 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 15:59 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    21:22 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1472)Airbus
    Delta Air Lines (DL 2354)Boeing 757
  • 08h 27m (04h 21m)
  • ATL Atlanta 04h 21m
    • -
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:55 - 15:59
    EYW - ATL
    18:15 - 19:19
    ATL - ORD
  • 13:55 (EYW)Key West International Airport
    18:15 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 15:59 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:19 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1472)Airbus
    Delta Air Lines (DL 2879)Boeing 757
  • 06h 24m (02h 16m)
  • ATL Atlanta 02h 16m
    • -
    • -
    • -
    • T
    • F
    • -
    • -
  • 13:55 - 15:59
    EYW - ATL
    17:04 - 17:57
    ATL - MDW
  • 13:55 (EYW)Key West International Airport
    17:04 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 15:59 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    17:57 (MDW)Chicago Midway Airport
  • Delta Air Lines (DL 1472)Airbus
    Delta Air Lines (DL 1739)Boeing 717
  • 05h 02m (01h 05m)
  • ATL Atlanta 01h 05m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 13:55 - 15:59
    EYW - ATL
    18:30 - 19:32
    ATL - ORD
  • 13:55 (EYW)Key West International Airport
    18:30 (ATL)Atlanta Hartsfield-Jackson Intl Airport
  • 15:59 (ATL)Atlanta Hartsfield-Jackson Intl Airport
    19:32 (ORD)Chicago O'Hare International Airport
  • Delta Air Lines (DL 1472)Airbus
    Delta Air Lines (DL 2879)Boeing 757
  • 06h 37m (02h 31m)
  • ATL Atlanta 02h 31m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
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What’s the fastest flight time from Key West to Chicago?

The fastest flight time for direct flights from Key West to Chicago is 3 hours 25 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Key West?

The flight distance between Key West and Chicago is 2000km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 11:45. The last flight of the day departs at 23:37. See the full list of flight times on Wego.

How many airlines offer direct flights from Key West to Chicago?

There are 2 airlines that offer direct flights from Key West to Chicago. Find out the list of airlines on Wego.