Southwest Airlines
WN-3165
07:40
05/08/2026
CHS
Charleston Air Force Base-International Airport
1h 15m
Non-stop
08:55
05/08/2026
MDW
Chicago Midway International Airport
₹19,293
per person
Delta Air Lines
DL-3189
18:03
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 23m
1 Stop
⏱ ATL · 1h 3mATL Airport
21:26
05/08/2026
MDW
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-2124
06:15
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 45m
1 Stop
⏱ ATL · 1h 37mATL Airport
10:00
05/08/2026
MDW
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-1381
16:55
05/08/2026
CHS
Charleston Air Force Base-International Airport
4h 31m
1 Stop
⏱ ATL · 2h 15mATL Airport
21:26
05/08/2026
MDW
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-3055
05:15
05/08/2026
CHS
Charleston Air Force Base-International Airport
4h 45m
1 Stop
⏱ ATL · 2h 35mATL Airport
10:00
05/08/2026
MDW
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-2463
11:47
05/08/2026
CHS
Charleston Air Force Base-International Airport
6h 9m
1 Stop
⏱ MSP · 2h 30mMSP Airport
17:56
05/08/2026
MDW
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-2179
15:12
05/08/2026
CHS
Charleston Air Force Base-International Airport
6h 14m
1 Stop
⏱ ATL · 3h 59mATL Airport
21:26
05/08/2026
MDW
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-2179
15:12
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 23m
1 Stop
⏱ ATL · 0h 47mATL Airport
18:35
05/08/2026
ORD
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-3055
05:15
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 24m
1 Stop
⏱ ATL · 1h 0mATL Airport
08:39
05/08/2026
ORD
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-1381
16:55
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 31m
1 Stop
⏱ ATL · 1h 5mATL Airport
20:26
05/08/2026
ORD
Chicago Midway International Airport
₹19,826
per person
Delta Air Lines
DL-1404
15:45
05/08/2026
CHS
Charleston Air Force Base-International Airport
5h 1m
1 Stop
⏱ LGA · 1h 2mLGA Airport
20:46
05/08/2026
ORD
Chicago Midway International Airport
₹19,826
per person
Southwest Airlines
WN-1086
14:15
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 35m
1 Stop
⏱ STL · 1h 10mSTL Airport
17:50
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-1587
16:45
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 35m
1 Stop
⏱ BWI · 0h 40mBWI Airport
20:20
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-1291
19:55
05/08/2026
CHS
Charleston Air Force Base-International Airport
3h 35m
1 Stop
⏱ BNA · 1h 25mBNA Airport
23:30
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-1587
16:45
05/08/2026
CHS
Charleston Air Force Base-International Airport
5h 35m
1 Stop
⏱ BWI · 2h 45mBWI Airport
22:20
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-1441
06:00
05/08/2026
CHS
Charleston Air Force Base-International Airport
6h 10m
1 Stop
⏱ BNA · 4h 0mBNA Airport
12:10
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-1524
17:45
05/08/2026
CHS
Charleston Air Force Base-International Airport
6h 10m
1 Stop
⏱ DAL · 2h 10mDAL Airport
23:55
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-301
15:50
05/08/2026
CHS
Charleston Air Force Base-International Airport
8h 5m
1 Stop
⏱ AUS · 3h 40mAUS Airport
23:55
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-1364
15:00
05/08/2026
CHS
Charleston Air Force Base-International Airport
6h 55m
1 Stop
⏱ HOU · 2h 45mHOU Airport
21:55
05/08/2026
MDW
Chicago Midway International Airport
₹20,383
per person
Southwest Airlines
WN-3652
08:05
05/08/2026
CHS
Charleston Air Force Base-International Airport
5h 5m
1 Stop
⏱ BWI · 1h 10mBWI Airport
13:10
05/08/2026
MDW
Chicago Midway International Airport
₹20,879
per person
Southwest Airlines
WN-3652
08:05
05/08/2026
CHS
Charleston Air Force Base-International Airport
8h 0m
2 Stops
⏱ BWI · 1h 5mBWI Airport⏱ CLE · 3h 45mCLE Airport
16:05
05/08/2026
MDW
Chicago Midway International Airport
₹21,054
per person
Southwest Airlines
WN-301
15:50
05/08/2026
CHS
Charleston Air Force Base-International Airport
7h 40m
2 Stops
⏱ AUS · 1h 20mAUS Airport⏱ BNA · 0h 40mBNA Airport
23:30
05/08/2026
MDW
Chicago Midway International Airport
₹21,054
per person
Southwest Airlines
WN-301
15:50
05/08/2026
CHS
Charleston Air Force Base-International Airport
8h 5m
2 Stops
⏱ AUS · 2h 5mAUS Airport⏱ DAL · 0h 45mDAL Airport
23:55
05/08/2026
MDW
Chicago Midway International Airport
₹21,054
per person
Southwest Airlines
WN-1929
10:55
05/08/2026
CHS
Charleston Air Force Base-International Airport
9h 25m
2 Stops
⏱ BWI · 2h 20mBWI Airport⏱ TPA · 1h 15mTPA Airport
20:20
05/08/2026
MDW
Chicago Midway International Airport
₹21,054
per person
Southwest Airlines
WN-1929
10:55
05/08/2026
CHS
Charleston Air Force Base-International Airport
8h 5m
2 Stops
⏱ BWI · 0h 50mBWI Airport⏱ MCO · 1h 20mMCO Airport
19:00
05/08/2026
MDW
Chicago Midway International Airport
₹21,054
per person
😕 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 08 May 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.
Before you book
Compare nearby dates
The date strip above lets you scan nearby fares without restarting the search.
Open full search for more control
Route page shows a limited live set. Full search opens the complete inventory with fresh results.
Check fare details
Each result shows baggage, refundability and fare details before you proceed.
More flights from Charleston (CHS)
14 routes
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
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
