Flight Schedules from Chicago to Punta Cana

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Flight Schedules

Last Updated: Thu, 2 May, 2024

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      • Availability
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 08:20 - 13:53
        ORD - PUJ
      • 08:20 (ORD)Chicago O'Hare International Airport
      • 13:53 (PUJ)Punta Cana Airport
      • American Airlines (AA 2409)Boeing 737 800
      • 4h 33m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 08:59 - 14:38
        ORD - PUJ
      • 08:59 (ORD)Chicago O'Hare International Airport
      • 14:38 (PUJ)Punta Cana Airport
      • United Airlines (UA 1270)Boeing 737 800
      • 4h 39m
      • Direct
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 09:00 - 14:30
        MDW - PUJ
      • 09:00 (MDW)Chicago Midway Airport
      • 14:30 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 2682)Boeing 737 Max 8 Passenger
      • 4h 30m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 09:00 - 14:30
        MDW - PUJ
      • 09:00 (MDW)Chicago Midway Airport
      • 14:30 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 2682)Boeing 737 700
      • 4h 30m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 09:45 - 15:15
        MDW - PUJ
      • 09:45 (MDW)Chicago Midway Airport
      • 15:15 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 2682)Boeing 737 Max 8 Passenger
      • 4h 30m
      • Direct
        • M
        • -
        • W
        • -
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger

      Connecting Flights

      • 05:40 - 09:40
        MDW - FLL
        11:10 - 13:35
        FLL - PUJ
      • 05:40 (MDW)Chicago Midway Airport
        11:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 09:40 (FLL)Fort Lauderdale/Hollywood Intl Airport
        13:35 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 2331)Boeing 737 700
        Southwest Airlines (WN 412)Boeing 737 700
      • 6h 55m (1h 30m)
      • FLL Miami 1h 30m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 - 09:55
        MDW - FLL
        11:05 - 13:30
        FLL - PUJ
      • 06:00 (MDW)Chicago Midway Airport
        11:05 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 09:55 (FLL)Fort Lauderdale/Hollywood Intl Airport
        13:30 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 2331)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 412)Boeing 737 800
      • 6h 30m (1h 10m)
      • FLL Miami 1h 10m
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 06:05 - 10:05
        MDW - FLL
        11:10 - 13:35
        FLL - PUJ
      • 06:05 (MDW)Chicago Midway Airport
        11:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 10:05 (FLL)Fort Lauderdale/Hollywood Intl Airport
        13:35 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 2331)Boeing 737 700
        Southwest Airlines (WN 412)Boeing 737 700
      • 6h 30m (1h 05m)
      • FLL Miami 1h 05m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:10 - 10:05
        MDW - FLL
        11:05 - 13:30
        FLL - PUJ
      • 06:10 (MDW)Chicago Midway Airport
        11:05 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 10:05 (FLL)Fort Lauderdale/Hollywood Intl Airport
        13:30 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 2331)Boeing 737 700
        Southwest Airlines (WN 412)Boeing 737 800
      • 6h 20m (1h)
      • FLL Miami 1h
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 07:15 - 10:05
        MDW - BWI
        11:05 - 15:00
        BWI - PUJ
      • 07:15 (MDW)Chicago Midway Airport
        11:05 (BWI)Baltimore Washington International Airport
      • 10:05 (BWI)Baltimore Washington International Airport
        15:00 (PUJ)Punta Cana Airport
      • Southwest Airlines (WN 5903)Boeing 737 700
        Southwest Airlines (WN 811)Boeing 737 800
      • 6h 45m (1h)
      • BWI Baltimore 1h
        • -
        • -
        • -
        • -
        • -
        • S
        • -
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