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Chicago to Charleston flight ticket price

Compare live prices for MDW to CHS. Use the search panel to change origin, destination, passengers, cabin and trip type instantly.
MDW → CHS Approx. 1199.41 km 11 May 2026 Live inventory
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Showing 25 of 135 live flights
Southwest Airlines
WN-1477
18:50
05/11/2026
MDW
Chicago Midway International Airport
3h 5m
Non-stop
21:55
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹13,212
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-3234
15:50
05/11/2026
MDW
Chicago Midway International Airport
5h 0m
1 Stop
⏱ BNA · 1h 5mBNA Airport
20:50
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹16,161
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-1422
11:40
05/11/2026
MDW
Chicago Midway International Airport
5h 25m
1 Stop
⏱ STL · 1h 15mSTL Airport
17:05
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹16,161
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-667
07:30
05/11/2026
MDW
Chicago Midway International Airport
6h 45m
1 Stop
⏱ AUS · 0h 35mAUS Airport
14:15
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹16,161
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-1862
09:00
05/11/2026
MDW
Chicago Midway International Airport
8h 5m
1 Stop
⏱ STL · 3h 55mSTL Airport
17:05
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹16,161
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-1422
11:40
05/11/2026
MDW
Chicago Midway International Airport
9h 50m
1 Stop
⏱ STL · 3h 5mSTL Airport
21:30
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹16,662
per person
✕ Non-refundable5 fare options
Delta Air Lines
DL-1063
10:59
05/11/2026
MDW
Chicago Midway International Airport
4h 50m
1 Stop
⏱ ATL · 0h 45mATL Airport
15:49
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Delta Air Lines
DL-1728
17:10
05/11/2026
MDW
Chicago Midway International Airport
5h 46m
1 Stop
⏱ ATL · 1h 31mATL Airport
22:56
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Delta Air Lines
DL-2417
12:53
05/11/2026
MDW
Chicago Midway International Airport
6h 9m
1 Stop
⏱ ATL · 1h 56mATL Airport
19:02
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Delta Air Lines
DL-1247
07:07
05/11/2026
ORD
Chicago Midway International Airport
5h 3m
1 Stop
⏱ ATL · 0h 42mATL Airport
12:10
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Delta Air Lines
DL-1477
14:59
05/11/2026
ORD
Chicago Midway International Airport
5h 25m
1 Stop
⏱ ATL · 1h 13mATL Airport
20:24
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Delta Air Lines
DL-1516
08:10
05/11/2026
ORD
Chicago Midway International Airport
5h 52m
1 Stop
⏱ ATL · 1h 47mATL Airport
14:02
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Delta Air Lines
DL-3877
11:09
05/11/2026
ORD
Chicago Midway International Airport
6h 44m
1 Stop
⏱ DTW · 2h 20mDTW Airport
17:53
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Delta Air Lines
DL-2239
14:45
05/11/2026
ORD
Chicago Midway International Airport
6h 38m
1 Stop
⏱ LGA · 1h 0mLGA Airport
21:23
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹17,546
per person
✕ Non-refundable
Southwest Airlines
WN-3233
12:00
05/11/2026
MDW
Chicago Midway International Airport
6h 20m
1 Stop
⏱ BNA · 2h 25mBNA Airport
18:20
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹18,170
per person
✕ Non-refundable10 fare options
Southwest Airlines
WN-1162
11:45
05/11/2026
MDW
Chicago Midway International Airport
7h 35m
1 Stop
⏱ BWI · 3h 0mBWI Airport
19:20
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹18,170
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-7
05:30
05/11/2026
MDW
Chicago Midway International Airport
9h 40m
1 Stop
⏱ DAL · 3h 50mDAL Airport
15:10
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹18,170
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-3233
12:00
05/11/2026
MDW
Chicago Midway International Airport
8h 50m
1 Stop
⏱ BNA · 4h 55mBNA Airport
20:50
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹18,700
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-369
08:00
05/11/2026
MDW
Chicago Midway International Airport
10h 20m
1 Stop
⏱ BNA · 4h 25mBNA Airport
18:20
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹19,202
per person
✕ Non-refundable🔥 Last 1 seats4 fare options
Southwest Airlines
WN-658
14:40
05/11/2026
ORD
Chicago Midway International Airport
6h 10m
1 Stop
⏱ BNA · 2h 5mBNA Airport
20:50
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹19,346
per person
✕ Non-refundable9 fare options
United Airlines
UA-2439
09:00
05/11/2026
ORD
Chicago Midway International Airport
3h 17m
Non-stop
12:17
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹20,362
per person
✕ Non-refundable5 fare options
United Airlines
UA-2362
16:20
05/11/2026
ORD
Chicago Midway International Airport
3h 19m
Non-stop
19:39
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹20,362
per person
✕ Non-refundable5 fare options
United Airlines
UA-473
10:30
05/11/2026
ORD
Chicago Midway International Airport
3h 21m
Non-stop
13:51
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹20,362
per person
✕ Non-refundable🔥 Last 5 seats5 fare options
United Airlines
UA-5908
14:35
05/11/2026
ORD
Chicago Midway International Airport
3h 27m
Non-stop
18:02
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹20,362
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-3144
14:10
05/11/2026
MDW
Chicago Midway International Airport
7h 20m
Non-stop
21:30
05/11/2026
CHS
Charleston Air Force Base-International Airport
₹20,530
per person
✕ Non-refundable5 fare options
😕 No flights match your filters.
Chicago (MDW)
📍 Chicago Midway International Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 41.785999
📐 Longitude: -87.752403
Charleston (CHS)
📍 Charleston Air Force Base-International Airport
🌍 United States
🕐 GMT -5
📐 Latitude: 32.89860153
📐 Longitude: -80.04049683

✈ Distance: Chicago,USA to Charleston,USA1199.41 km

📅 Results on this page are loaded for 11 May 2026. Click View all flights for the complete live search.

Chicago to Charleston — what to expect when booking

The MDW–CHS route is served by multiple carriers throughout the year. Fares on this route can move quickly — a price available now may not be there 30 minutes later.

If your dates are flexible, try shifting your departure by a day or two using the date strip above. Mid-week departures often show lower base fares compared to weekend starts on many routes.

The distance between Chicago,USA and Charleston,USA is approximately 1199.41 km.

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More flights from Charleston (CHS)
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❓ Frequently asked questions — Chicago to Charleston flights

Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.

The straight-line distance between Chicago,USA (MDW) and Charleston,USA (CHS) is approximately 1199.41 km. Actual flying distance may vary slightly depending on routing.

Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.

Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.