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Greenville to Chicago flight ticket price

Compare live prices for GSP to MDW. Use the search panel to change origin, destination, passengers, cabin and trip type instantly.
GSP → MDW Approx. 905.01 km 10 May 2026 Live inventory
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Showing 25 of 139 live flights
Delta Air Lines
DL-3028
05:40
05/10/2026
GSP
Greenville Spartanburg International Airport
2h 59m
1 Stop
⏱ ATL · 0h 51mATL Airport
08:39
05/10/2026
ORD
Chicago Midway International Airport
₹21,514
per person
✕ Non-refundable
Delta Air Lines
DL-1146
06:45
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 31m
1 Stop
⏱ ATL · 1h 22mATL Airport
10:16
05/10/2026
ORD
Chicago Midway International Airport
₹21,514
per person
✕ Non-refundable
Delta Air Lines
DL-876
07:20
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 9m
1 Stop
⏱ DTW · 0h 48mDTW Airport
10:29
05/10/2026
ORD
Chicago Midway International Airport
₹21,514
per person
✕ Non-refundable
Delta Air Lines
DL-876
07:20
05/10/2026
GSP
Greenville Spartanburg International Airport
5h 22m
1 Stop
⏱ DTW · 3h 15mDTW Airport
12:42
05/10/2026
MDW
Chicago Midway International Airport
₹21,514
per person
✕ Non-refundable
Delta Air Lines
DL-3089
10:09
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 38m
1 Stop
⏱ ATL · 1h 26mATL Airport
13:47
05/10/2026
ORD
Chicago Midway International Airport
₹23,395
per person
✕ Non-refundable
Delta Air Lines
DL-1146
06:45
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 15m
1 Stop
⏱ ATL · 1h 15mATL Airport
10:00
05/10/2026
MDW
Chicago Midway International Airport
₹23,395
per person
✕ Non-refundable
Delta Air Lines
DL-3028
05:40
05/10/2026
GSP
Greenville Spartanburg International Airport
4h 20m
1 Stop
⏱ ATL · 2h 26mATL Airport
10:00
05/10/2026
MDW
Chicago Midway International Airport
₹24,186
per person
✕ Non-refundable
Southwest Airlines
WN-2240
06:30
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 45m
1 Stop
⏱ BNA · 1h 55mBNA Airport
10:15
05/10/2026
MDW
Chicago Midway International Airport
₹24,460
per person
✕ Non-refundable🔥 Last 2 seats10 fare options
Southwest Airlines
WN-2240
06:30
05/10/2026
GSP
Greenville Spartanburg International Airport
5h 40m
2 Stops
⏱ BNA · 1h 0mBNA Airport⏱ STL · 1h 55mSTL Airport
12:10
05/10/2026
MDW
Chicago Midway International Airport
₹25,136
per person
✕ Non-refundable🔥 Last 1 seats4 fare options
Southwest Airlines
WN-2240
06:30
05/10/2026
GSP
Greenville Spartanburg International Airport
5h 35m
2 Stops
⏱ BNA · 0h 55mBNA Airport⏱ MSP · 0h 40mMSP Airport
12:05
05/10/2026
MDW
Chicago Midway International Airport
₹25,990
per person
✕ Non-refundable🔥 Last 1 seats4 fare options
American Airlines
AA-3603
07:30
05/10/2026
GSP
Greenville Spartanburg International Airport
1h 26m
Non-stop
08:56
05/10/2026
ORD
Chicago Midway International Airport
₹27,070
per person
✕ Non-refundable9 fare options
United Airlines
UA-5524
17:45
05/10/2026
GSP
Greenville Spartanburg International Airport
1h 20m
Non-stop
19:05
05/10/2026
ORD
Chicago Midway International Airport
₹27,070
per person
✕ Non-refundable🔥 Last 2 seats6 fare options
United Airlines
UA-5620
06:36
05/10/2026
GSP
Greenville Spartanburg International Airport
1h 24m
Non-stop
08:00
05/10/2026
ORD
Chicago Midway International Airport
₹27,070
per person
✕ Non-refundable6 fare options
American Airlines
AA-1490
05:20
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 10m
1 Stop
⏱ CLT · 0h 50mCLT Airport
08:30
05/10/2026
ORD
Chicago Midway International Airport
₹27,991
per person
✕ Non-refundable9 fare options
American Airlines
AA-1490
05:20
05/10/2026
GSP
Greenville Spartanburg International Airport
4h 51m
1 Stop
⏱ CLT · 2h 39mCLT Airport
10:11
05/10/2026
ORD
Chicago Midway International Airport
₹27,991
per person
✕ Non-refundable9 fare options
Delta Air Lines
DL-1619
08:45
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 11m
1 Stop
⏱ ATL · 1h 9mATL Airport
11:56
05/10/2026
MDW
Chicago Midway International Airport
₹27,991
per person
✕ Non-refundable2 fare options
Delta Air Lines
DL-3147
11:28
05/10/2026
GSP
Greenville Spartanburg International Airport
4h 44m
1 Stop
⏱ ATL · 2h 43mATL Airport
16:12
05/10/2026
MDW
Chicago Midway International Airport
₹27,991
per person
✕ Non-refundable🔥 Last 5 seats2 fare options
American Airlines
AA-5031
06:30
05/10/2026
GSP
Greenville Spartanburg International Airport
4h 24m
1 Stop
⏱ DCA · 1h 19mDCA Airport
10:54
05/10/2026
ORD
Chicago Midway International Airport
₹27,991
per person
✕ Non-refundable9 fare options
American Airlines
AA-5130
07:52
05/10/2026
GSP
Greenville Spartanburg International Airport
4h 26m
1 Stop
⏱ PHL · 0h 55mPHL Airport
12:18
05/10/2026
ORD
Chicago Midway International Airport
₹27,991
per person
✕ Non-refundable9 fare options
American Airlines
AA-5434
07:02
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 9m
1 Stop
⏱ CLT · 0h 35mCLT Airport
10:11
05/10/2026
ORD
Chicago Midway International Airport
₹28,003
per person
✕ Non-refundable8 fare options
American Airlines
AA-5434
07:02
05/10/2026
GSP
Greenville Spartanburg International Airport
3h 42m
1 Stop
⏱ CLT · 1h 5mCLT Airport
10:44
05/10/2026
ORD
Chicago Midway International Airport
₹28,003
per person
✕ Non-refundable8 fare options
American Airlines
AA-5256
08:02
05/10/2026
GSP
Greenville Spartanburg International Airport
4h 34m
1 Stop
⏱ CLT · 1h 56mCLT Airport
12:36
05/10/2026
ORD
Chicago Midway International Airport
₹28,003
per person
✕ Non-refundable8 fare options
American Airlines
AA-1490
05:20
05/10/2026
GSP
Greenville Spartanburg International Airport
5h 24m
1 Stop
⏱ CLT · 3h 9mCLT Airport
10:44
05/10/2026
ORD
Chicago Midway International Airport
₹28,003
per person
✕ Non-refundable8 fare options
Southwest Airlines
WN-2240
06:30
05/10/2026
GSP
Greenville Spartanburg International Airport
6h 40m
1 Stop
⏱ BNA · 4h 50mBNA Airport
13:10
05/10/2026
MDW
Chicago Midway International Airport
₹28,212
per person
✕ Non-refundable🔥 Last 5 seats4 fare options
Southwest Airlines
WN-2240
06:30
05/10/2026
GSP
Greenville Spartanburg International Airport
5h 40m
2 Stops
⏱ BNA · 0h 50mBNA Airport⏱ MCI · 1h 20mMCI Airport
12:10
05/10/2026
MDW
Chicago Midway International Airport
₹28,359
per person
✕ Non-refundable🔥 Last 3 seats4 fare options
😕 No flights match your filters.
Greenville (GSP)
📍 Greenville Spartanburg International Airport
🌍 United States
🕐 GMT -5
📐 Latitude: 34.8956985474
📐 Longitude: -82.2189025879
Chicago (MDW)
📍 Chicago Midway International Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 41.785999
📐 Longitude: -87.752403

✈ Distance: Greenville,USA to Chicago,USA905.01 km

📅 Results on this page are loaded for 10 May 2026. Click View all flights for the complete live search.

Greenville to Chicago — what to expect when booking

The GSP–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 Greenville,USA and Chicago,USA is approximately 905.01 km.

Before you book

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More flights from Greenville (GSP)
15 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
❓ Frequently asked questions — Greenville 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 Greenville,USA (GSP) and Chicago,USA (MDW) is approximately 905.01 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.