Flight Schedules

Last Updated: Thu, 2 May, 2024

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  • Availability
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • 20:35 - 21:55
    CHS - MDW
  • 20:35 (CHS)Charleston Airport
  • 21:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3061)Boeing 737 700
  • 2h 20m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 700
  • 06:35 - 07:55
    CHS - ORD
  • 06:35 (CHS)Charleston Airport
  • 07:55 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 2333)Airbus
  • 2h 20m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 06:55 - 08:05
    CHS - MDW
  • 06:55 (CHS)Charleston Airport
  • 08:05 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 699)Boeing 737 Max 8 Passenger
  • 2h 10m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • Boeing 737 Max 8 Passenger
  • 07:15 - 08:25
    CHS - MDW
  • 07:15 (CHS)Charleston Airport
  • 08:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 699)Boeing 737 700
  • 2h 10m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 700
  • 07:45 - 08:55
    CHS - MDW
  • 07:45 (CHS)Charleston Airport
  • 08:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 699)Boeing 737 Max 8 Passenger
  • 2h 10m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 Max 8 Passenger
  • 11:35 - 12:55
    CHS - ORD
  • 11:35 (CHS)Charleston Airport
  • 12:55 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 580)Airbus
  • 2h 20m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Airbus
  • 12:40 - 13:55
    CHS - MDW
  • 12:40 (CHS)Charleston Airport
  • 13:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 699)Boeing 737 700
  • 2h 15m
  • Direct
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • Boeing 737 700
  • 15:25 - 17:01
    CHS - ORD
  • 15:25 (CHS)Charleston Airport
  • 17:01 (ORD)Chicago O'Hare International Airport
  • United Airlines (UA 5697)Embraer 175
  • 2h 36m
  • Direct
    • M
    • T
    • W
    • T
    • F
    • S
    • S
  • Embraer 175
  • 18:40 - 19:55
    CHS - MDW
  • 18:40 (CHS)Charleston Airport
  • 19:55 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3061)Boeing 737 800
  • 2h 15m
  • Direct
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • Boeing 737 800
  • 19:25 - 20:40
    CHS - MDW
  • 19:25 (CHS)Charleston Airport
  • 20:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 3061)Boeing 737 Max 8 Passenger
  • 2h 15m
  • Direct
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • Boeing 737 Max 8 Passenger

Connecting Flights

  • 20:20 - 20:50
    CHS - BNA
    21:50 - 23:25
    BNA - MDW
  • 20:20 (CHS)Charleston Airport
    21:50 (BNA)Nashville Airport
  • 20:50 (BNA)Nashville Airport
    23:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1159)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3046)Boeing 737 700
  • 4h 05m (1h)
  • BNA Nashville 1h
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 21:25 - 21:55+ 1
    CHS - BNA
    22:40 - 00:10+ 1
    BNA - MDW
  • 21:25 (CHS)Charleston Airport
    22:40 (BNA)Nashville Airport
  • 21:55 (BNA)Nashville Airport + 1
    00:10 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1159)Boeing 737 700
    Southwest Airlines (WN 5212)Boeing 737 700
  • 3h 45m (45m)
  • BNA Nashville 45m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:05 - 06:35
    CHS - BNA
    09:35 - 11:10
    BNA - MDW
  • 06:05 (CHS)Charleston Airport
    09:35 (BNA)Nashville Airport
  • 06:35 (BNA)Nashville Airport
    11:10 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2701)Boeing 737 700
    Southwest Airlines (WN 2119)Boeing 737 700
  • 6h 05m (3h)
  • BNA Nashville 3h
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:05 - 06:35
    CHS - BNA
    08:15 - 10:00
    BNA - ORD
  • 06:05 (CHS)Charleston Airport
    08:15 (BNA)Nashville Airport
  • 06:35 (BNA)Nashville Airport
    10:00 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 2701)Boeing 737 700
    Southwest Airlines (WN 3623)Boeing 737 700
  • 4h 55m (1h 40m)
  • BNA Nashville 1h 40m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 06:40 - 08:20
    CHS - DAL
    09:10 - 11:30
    DAL - ORD
  • 06:40 (CHS)Charleston Airport
    09:10 (DAL)Dallas/Fort Worth Love Field Airport
  • 08:20 (DAL)Dallas/Fort Worth Love Field Airport
    11:30 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 2703)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 4903)Boeing 737 800
  • 5h 50m (50m)
  • DAL Dallas 50m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 07:40 - 09:10
    CHS - BWI
    11:55 - 13:05
    BWI - ORD
  • 07:40 (CHS)Charleston Airport
    11:55 (BWI)Baltimore Washington International Airport
  • 09:10 (BWI)Baltimore Washington International Airport
    13:05 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 928)Boeing 737 700
    Southwest Airlines (WN 1090)Boeing 737 700
  • 6h 25m (2h 45m)
  • BWI Baltimore 2h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 10:55 - 11:30
    CHS - BNA
    12:55 - 14:30
    BNA - MDW
  • 10:55 (CHS)Charleston Airport
    12:55 (BNA)Nashville Airport
  • 11:30 (BNA)Nashville Airport
    14:30 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1154)Boeing 737 800
    Southwest Airlines (WN 5597)Boeing 737 800
  • 4h 35m (1h 25m)
  • BNA Nashville 1h 25m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 11:05 - 12:45
    CHS - HOU
    13:35 - 16:00
    HOU - MDW
  • 11:05 (CHS)Charleston Airport
    13:35 (HOU)Houston Hobby Airport
  • 12:45 (HOU)Houston Hobby Airport
    16:00 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2388)Boeing 737 700
    Southwest Airlines (WN 5388)Boeing 737 700
  • 5h 55m (50m)
  • HOU Houston 50m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 11:10 - 11:45
    CHS - BNA
    14:40 - 16:25
    BNA - ORD
  • 11:10 (CHS)Charleston Airport
    14:40 (BNA)Nashville Airport
  • 11:45 (BNA)Nashville Airport
    16:25 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 1154)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3624)Boeing 737 800
  • 6h 15m (2h 55m)
  • BNA Nashville 2h 55m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 11:25 - 11:55
    CHS - BNA
    14:40 - 16:25
    BNA - ORD
  • 11:25 (CHS)Charleston Airport
    14:40 (BNA)Nashville Airport
  • 11:55 (BNA)Nashville Airport
    16:25 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 1154)Boeing 737 800
    Southwest Airlines (WN 3624)Boeing 737 800
  • 6h (2h 45m)
  • BNA Nashville 2h 45m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 11:25 - 11:55
    CHS - BNA
    15:10 - 16:40
    BNA - MDW
  • 11:25 (CHS)Charleston Airport
    15:10 (BNA)Nashville Airport
  • 11:55 (BNA)Nashville Airport
    16:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1154)Boeing 737 800
    Southwest Airlines (WN 2934)Boeing 737 700
  • 6h 15m (3h 15m)
  • BNA Nashville 3h 15m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 12:20 - 13:55
    CHS - BWI
    16:40 - 17:45
    BWI - MDW
  • 12:20 (CHS)Charleston Airport
    16:40 (BWI)Baltimore Washington International Airport
  • 13:55 (BWI)Baltimore Washington International Airport
    17:45 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2128)Boeing 737 700
    Southwest Airlines (WN 2136)Boeing 737 800
  • 6h 25m (2h 45m)
  • BWI Baltimore 2h 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 12:30 - 14:05
    CHS - BWI
    16:40 - 17:40
    BWI - MDW
  • 12:30 (CHS)Charleston Airport
    16:40 (BWI)Baltimore Washington International Airport
  • 14:05 (BWI)Baltimore Washington International Airport
    17:40 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2128)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2136)Boeing 737 Max 8 Passenger
  • 6h 10m (2h 35m)
  • BWI Baltimore 2h 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 14:25 - 15:55
    CHS - BWI
    16:40 - 17:45
    BWI - MDW
  • 14:25 (CHS)Charleston Airport
    16:40 (BWI)Baltimore Washington International Airport
  • 15:55 (BWI)Baltimore Washington International Airport
    17:45 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2754)Boeing 737 800
    Southwest Airlines (WN 2136)Boeing 737 800
  • 4h 20m (45m)
  • BWI Baltimore 45m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 14:25 - 15:55
    CHS - BWI
    18:15 - 19:15
    BWI - MDW
  • 14:25 (CHS)Charleston Airport
    18:15 (BWI)Baltimore Washington International Airport
  • 15:55 (BWI)Baltimore Washington International Airport
    19:15 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2754)Boeing 737 800
    Southwest Airlines (WN 1789)Boeing 737 Max 8 Passenger
  • 5h 50m (2h 20m)
  • BWI Baltimore 2h 20m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 14:45 - 16:35
    CHS - DAL
    17:40 - 20:00
    DAL - ORD
  • 14:45 (CHS)Charleston Airport
    17:40 (DAL)Dallas/Fort Worth Love Field Airport
  • 16:35 (DAL)Dallas/Fort Worth Love Field Airport
    20:00 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 2703)Boeing 737 700
    Southwest Airlines (WN 3633)Boeing 737 700
  • 6h 15m (1h 05m)
  • DAL Dallas 1h 05m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 16:05 - 17:45
    CHS - BWI
    18:55 - 20:00
    BWI - MDW
  • 16:05 (CHS)Charleston Airport
    18:55 (BWI)Baltimore Washington International Airport
  • 17:45 (BWI)Baltimore Washington International Airport
    20:00 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1158)Boeing 737 700
    Southwest Airlines (WN 1789)Boeing 737 800
  • 4h 55m (1h 10m)
  • BWI Baltimore 1h 10m
    • -
    • -
    • -
    • -
    • -
    • -
    • S
  • 16:50 - 18:25
    CHS - BWI
    21:00 - 22:00
    BWI - MDW
  • 16:50 (CHS)Charleston Airport
    21:00 (BWI)Baltimore Washington International Airport
  • 18:25 (BWI)Baltimore Washington International Airport
    22:00 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1160)Boeing 737 700
    Southwest Airlines (WN 3059)Boeing 737 Max 8 Passenger
  • 6h 10m (2h 35m)
  • BWI Baltimore 2h 35m
    • M
    • -
    • -
    • T
    • F
    • -
    • -
  • 17:40 - 19:15
    CHS - BWI
    21:10 - 22:20
    BWI - ORD
  • 17:40 (CHS)Charleston Airport
    21:10 (BWI)Baltimore Washington International Airport
  • 19:15 (BWI)Baltimore Washington International Airport
    22:20 (ORD)Chicago O'Hare International Airport
  • Southwest Airlines (WN 1151)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 5289)Boeing 737 700
  • 5h 40m (1h 55m)
  • BWI Baltimore 1h 55m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 17:40 - 19:15
    CHS - BWI
    20:20 - 21:25
    BWI - MDW
  • 17:40 (CHS)Charleston Airport
    20:20 (BWI)Baltimore Washington International Airport
  • 19:15 (BWI)Baltimore Washington International Airport
    21:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1151)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 3059)Boeing 737 700
  • 4h 45m (1h 05m)
  • BWI Baltimore 1h 05m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
  • 18:25 - 20:10
    CHS - HOU
    20:50 - 23:25
    HOU - MDW
  • 18:25 (CHS)Charleston Airport
    20:50 (HOU)Houston Hobby Airport
  • 20:10 (HOU)Houston Hobby Airport
    23:25 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 2388)Boeing 737 700
    Southwest Airlines (WN 3115)Boeing 737 Max 8 Passenger
  • 6h (40m)
  • HOU Houston 40m
    • -
    • -
    • -
    • -
    • -
    • S
    • -
  • 19:35 - 20:05
    CHS - BNA
    21:30 - 23:00
    BNA - MDW
  • 19:35 (CHS)Charleston Airport
    21:30 (BNA)Nashville Airport
  • 20:05 (BNA)Nashville Airport
    23:00 (MDW)Chicago Midway Airport
  • Southwest Airlines (WN 1159)Boeing 737 700
    Southwest Airlines (WN 3046)Boeing 737 Max 8 Passenger
  • 4h 25m (1h 25m)
  • BNA Nashville 1h 25m
    • -
    • T
    • W
    • -
    • -
    • -
    • -
No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
What’s the fastest flight time from Charleston to Chicago?

The fastest flight time for direct flights from Charleston to Chicago is 2 hours 10 minutes. Check latest flight schedules & prices on Wego.

How far is Chicago from Charleston?

The flight distance between Charleston and Chicago is 1218km. Check all available flights on Wego.

When is the earliest and latest flight of the day?

The earliest flight of the day departs at 06:05. The last flight of the day departs at 20:20. See the full list of flight times on Wego.

How many airlines offer direct flights from Charleston to Chicago?

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