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Charleston (CHS) to Chicago (MDW) Flights from ₹14,127

Fares on this route currently start from ₹14,127. Compare live CHS to MDW prices, non-stop and connecting flights, departure times and airline choices before booking. Use the search panel to change origin, destination, passengers, cabin and trip type instantly.
CHS → MDW Approx. 1199.41 km 04 Jun 2026 Live inventory
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Showing 25 of 144 live flights
Southwest Airlines
WN-4787
17:55
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 15m
Non-stop
19:10
06/04/2026
MDW
Chicago Midway International Airport
₹14,127
per person
✕ Non-refundable14 fare options
Delta Air Lines
DL-3055
05:15
06/04/2026
CHS
Charleston Air Force Base-International Airport
3h 24m
1 Stop
⏱ ATL · 1h 0mATL Airport
08:39
06/04/2026
ORD
Chicago Midway International Airport
₹14,663
per person
✕ Non-refundable5 fare options
Delta Air Lines
DL-3055
05:15
06/04/2026
CHS
Charleston Air Force Base-International Airport
4h 45m
1 Stop
⏱ ATL · 2h 35mATL Airport
10:00
06/04/2026
MDW
Chicago Midway International Airport
₹14,691
per person
✕ Non-refundable
United Airlines
UA-2333
06:00
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 33m
Non-stop
07:33
06/04/2026
ORD
Chicago Midway International Airport
₹14,705
per person
✕ Non-refundable8 fare options
United Airlines
UA-3426
15:08
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 46m
Non-stop
16:54
06/04/2026
ORD
Chicago Midway International Airport
₹14,705
per person
✕ Non-refundable8 fare options
Southwest Airlines
WN-493
16:45
06/04/2026
CHS
Charleston Air Force Base-International Airport
2h 50m
1 Stop
⏱ STL · 0h 40mSTL Airport
19:35
06/04/2026
MDW
Chicago Midway International Airport
₹15,243
per person
✕ Non-refundable14 fare options
Southwest Airlines
WN-493
16:45
06/04/2026
CHS
Charleston Air Force Base-International Airport
6h 15m
1 Stop
⏱ STL · 4h 5mSTL Airport
23:00
06/04/2026
MDW
Chicago Midway International Airport
₹15,780
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-470
16:10
06/04/2026
CHS
Charleston Air Force Base-International Airport
7h 55m
2 Stops
⏱ BWI · 1h 25mBWI Airport⏱ TPA · 0h 40mTPA Airport
00:05
06/05/2026
+1
MDW
Chicago Midway International Airport
₹15,926
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-470
16:10
06/04/2026
CHS
Charleston Air Force Base-International Airport
8h 30m
2 Stops
⏱ BWI · 2h 0mBWI Airport⏱ MCO · 0h 40mMCO Airport
00:40
06/05/2026
+1
MDW
Chicago Midway International Airport
₹15,926
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-470
16:10
06/04/2026
CHS
Charleston Air Force Base-International Airport
8h 30m
2 Stops
⏱ BWI · 0h 55mBWI Airport⏱ MCO · 1h 45mMCO Airport
00:40
06/05/2026
+1
MDW
Chicago Midway International Airport
₹15,926
per person
✕ Non-refundable4 fare options
United Airlines
UA-5729
18:45
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 47m
Non-stop
20:32
06/04/2026
ORD
Chicago Midway International Airport
₹16,499
per person
✕ Non-refundable8 fare options
American Airlines
AA-3027
08:25
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 36m
Non-stop
10:01
06/04/2026
ORD
Chicago Midway International Airport
₹17,511
per person
✕ Non-refundable13 fare options
American Airlines
AA-2452
12:26
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 36m
Non-stop
14:02
06/04/2026
ORD
Chicago Midway International Airport
₹17,511
per person
✕ Non-refundable13 fare options
American Airlines
AA-3454
20:04
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 41m
Non-stop
21:45
06/04/2026
ORD
Chicago Midway International Airport
₹17,511
per person
✕ Non-refundable13 fare options
Southwest Airlines
WN-4167
08:00
06/04/2026
CHS
Charleston Air Force Base-International Airport
1h 15m
Non-stop
09:15
06/04/2026
MDW
Chicago Midway International Airport
₹17,961
per person
✕ Non-refundable14 fare options
American Airlines
AA-1658
12:58
06/04/2026
CHS
Charleston Air Force Base-International Airport
3h 45m
1 Stop
⏱ CLT · 1h 15mCLT Airport
16:43
06/04/2026
ORD
Chicago Midway International Airport
₹18,437
per person
✕ Non-refundable13 fare options
American Airlines
AA-3298
05:00
06/04/2026
CHS
Charleston Air Force Base-International Airport
4h 2m
1 Stop
⏱ CLT · 1h 43mCLT Airport
09:02
06/04/2026
ORD
Chicago Midway International Airport
₹18,437
per person
✕ Non-refundable🔥 Last 3 seats13 fare options
American Airlines
AA-2390
15:20
06/04/2026
CHS
Charleston Air Force Base-International Airport
6h 13m
1 Stop
⏱ CLT · 3h 34mCLT Airport
21:33
06/04/2026
ORD
Chicago Midway International Airport
₹18,437
per person
✕ Non-refundable13 fare options
American Airlines
AA-5067
06:06
06/04/2026
CHS
Charleston Air Force Base-International Airport
4h 54m
1 Stop
⏱ PHL · 1h 22mPHL Airport
11:00
06/04/2026
ORD
Chicago Midway International Airport
₹18,437
per person
✕ Non-refundable4 fare options
American Airlines
AA-1654
19:47
06/04/2026
CHS
Charleston Air Force Base-International Airport
3h 43m
1 Stop
⏱ DCA · 0h 50mDCA Airport
23:30
06/04/2026
ORD
Chicago Midway International Airport
₹18,541
per person
✕ Non-refundable🔥 Last 2 seats8 fare options
American Airlines
AA-5086
19:50
06/04/2026
CHS
Charleston Air Force Base-International Airport
4h 8m
1 Stop
⏱ CLT · 1h 31mCLT Airport
23:58
06/04/2026
ORD
Chicago Midway International Airport
₹18,541
per person
✕ Non-refundable8 fare options
American Airlines
AA-1662
19:19
06/04/2026
CHS
Charleston Air Force Base-International Airport
5h 25m
1 Stop
⏱ DFW · 1h 2mDFW Airport
00:44
06/05/2026
+1
ORD
Chicago Midway International Airport
₹18,541
per person
✕ Non-refundable4 fare options
American Airlines
AA-1658
12:58
06/04/2026
CHS
Charleston Air Force Base-International Airport
4h 44m
1 Stop
⏱ CLT · 2h 8mCLT Airport
17:42
06/04/2026
ORD
Chicago Midway International Airport
₹18,543
per person
✕ Non-refundable4 fare options
American Airlines
AA-1666
10:52
06/04/2026
CHS
Charleston Air Force Base-International Airport
5h 51m
1 Stop
⏱ CLT · 3h 14mCLT Airport
16:43
06/04/2026
ORD
Chicago Midway International Airport
₹18,543
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-1090
07:15
06/04/2026
CHS
Charleston Air Force Base-International Airport
3h 25m
1 Stop
⏱ BWI · 0h 50mBWI Airport
10:40
06/04/2026
MDW
Chicago Midway International Airport
₹19,077
per person
✕ Non-refundable14 fare options
😕 No flights match your filters.
Charleston (CHS)
📍 Charleston Air Force Base-International Airport
🌍 United States
🕐 GMT -5
📐 Latitude: 32.89860153
📐 Longitude: -80.04049683
Chicago (MDW)
📍 Chicago Midway International Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 41.785999
📐 Longitude: -87.752403

✈ Distance: Charleston,USA to Chicago,USA — 1199.41 km

📅 Results on this page are loaded for 04 Jun 2026. Click View all flights for the complete live search.

Charleston to Chicago — what to expect when booking

The CHS–MDW 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 Charleston,USA and Chicago,USA is approximately 1199.41 km.

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More flights from Charleston (CHS)
14 routes
Charleston → Atlanta
CHS → ATL
Charleston → Boston
CHS → BOS
Charleston → Charlotte
CHS → CLT
Charleston → Cleveland
CHS → CLE
Charleston → Detroit
CHS → DTW
Charleston → Fort Worth
CHS → DFW
Charleston → Houston
CHS → IAH
Charleston → Houston
CHS → HOU
Charleston → Miami
CHS → MIA
Charleston → Nashville
CHS → BNA
Charleston → New York
CHS → LGA
Charleston → Philadelphia
CHS → PHL
Charleston → Tampa
CHS → TPA
Charleston → Washington DC
CHS → BWI
More flights from Chicago (MDW)
69 routes
Chicago → Albany
MDW → ALB
Chicago → Albuquerque
MDW → ABQ
Chicago → Amarillo
MDW → AMA
Chicago → Atlanta
MDW → ATL
Chicago → Austin
MDW → AUS
Chicago → Birmingham
MDW → BHM
Chicago → Boston
MDW → BOS
Chicago → Buffalo
MDW → BUF
Chicago → Cancun
MDW → CUN
Chicago → Charleston
MDW → CHS
Chicago → Charlotte
MDW → CLT
Chicago → Cleveland
MDW → CLE
Chicago → Columbus
MDW → CMH
Chicago → Denver
MDW → DEN
Chicago → Des Moines
MDW → DSM
Chicago → Detroit
MDW → DTW
Chicago → Fort Lauderdale
MDW → FLL
Chicago → Fort Myers
MDW → RSW
Chicago → Greenville
MDW → GSP
Chicago → Guadalajara
MDW → GDL
Chicago → Hartford
MDW → BDL
Chicago → Houston
MDW → HOU
Chicago → Jackson
MDW → JAN
Chicago → Jacksonville
MDW → JAX
Chicago → Kansas City
MDW → MCI
Chicago → Las Vegas
MDW → LAS
Chicago → Leon
MDW → BJX
Chicago → Little Rock
MDW → LIT
Chicago → Los Angeles
MDW → LAX
Chicago → Louisville
MDW → SDF
Chicago → Manchester
MDW → MHT
Chicago → Memphis
MDW → MEM
Chicago → Minneapolis
MDW → MSP
Chicago → Montego Bay
MDW → MBJ
Chicago → Morelia
MDW → MLM
Chicago → Nashville
MDW → BNA
Chicago → New Orleans
MDW → MSY
Chicago → New York
MDW → LGA
Chicago → Norfolk
MDW → ORF
Chicago → Oakland
MDW → OAK
Chicago → Oklahoma City
MDW → OKC
Chicago → Omaha
MDW → OMA
Chicago → Ontario
MDW → ONT
Chicago → Orlando
MDW → MCO
Chicago → Philadelphia
MDW → PHL
Chicago → Phoenix
MDW → PHX
Chicago → Pittsburgh International Airport
MDW → PIT
Chicago → Portland International
MDW → PDX
Chicago → Providence
MDW → PVD
Chicago → Punta Cana
MDW → PUJ
Chicago → Raleigh
MDW → RDU
Chicago → Reno
MDW → RNO
Chicago → Rochester
MDW → ROC
Chicago → Sacramento
MDW → SMF
Chicago → Salt Lake City
MDW → SLC
Chicago → San Antonio
MDW → SAT
Chicago → San Diego
MDW → SAN
Chicago → San Francisco
MDW → SFO
Chicago → San Jose
MDW → SJC
Chicago → Seattle
MDW → SEA
Chicago → St. Louis
MDW → STL
Chicago → Tampa
MDW → TPA
Chicago → Toronto
MDW → YTZ
Chicago → Trenton
MDW → TTN
Chicago → Tucson
MDW → TUS
Chicago → Tulsa
MDW → TUL
Chicago → Washington DC
MDW → IAD
Chicago → Wichita
MDW → ICT
Chicago → Zacatecas
MDW → ZCL
❓ Frequently asked questions — Charleston to Chicago 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 Charleston,USA (CHS) and Chicago,USA (MDW) 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.