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Fares from Chicago to Greenville
Compare live prices for MDW to GSP on Wed, 15 Apr 2026. Use the search panel to change origin, destination, passengers, cabin and trip type instantly.
MDW → GSP Approx. 905.01 km 15 Apr 2026 Live inventory
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Showing 25 of 117 live flights
Southwest Airlines
WN-3235
16:50
04/15/2026
MDW
4h 50m
1 Stop
⏱ BNA · 1h 10m
21:40
04/15/2026
GSP
₹13,937
per person
✕ Non-refundable12 fare options
Southwest Airlines
WN-3233
09:50
04/15/2026
MDW
6h 30m
1 Stop
⏱ BNA · 2h 55m
16:20
04/15/2026
GSP
₹13,937
per person
✕ Non-refundable12 fare options
Southwest Airlines
WN-2561
07:00
04/15/2026
MDW
6h 10m
1 Stop
⏱ BWI · 1h 50m
13:10
04/15/2026
GSP
₹13,937
per person
✕ Non-refundable12 fare options
Southwest Airlines
WN-3247
13:00
04/15/2026
MDW
7h 0m
1 Stop
⏱ BWI · 2h 35m
20:00
04/15/2026
GSP
₹13,937
per person
✕ Non-refundable12 fare options
Southwest Airlines Dallas
WN-1401
15:00
04/15/2026
MDW
6h 40m
1 Stop
⏱ BNA · 3h 0m
21:40
04/15/2026
GSP
₹13,937
per person
✕ Non-refundable🔥 Last 1 seats7 fare options
Southwest Airlines Dallas
WN-3761
11:35
04/15/2026
MDW
10h 5m
1 Stop
⏱ DAL · 3h 0m
21:40
04/15/2026
GSP
₹14,437
per person
✕ Non-refundable6 fare options
Southwest Airlines Dallas
WN-1324
12:50
04/15/2026
MDW
7h 10m
1 Stop
⏱ BWI · 1h 0m
20:00
04/15/2026
GSP
₹14,437
per person
✕ Non-refundable6 fare options
Southwest Airlines Dallas
WN-2278
10:10
04/15/2026
MDW
6h 10m
1 Stop
⏱ BNA · 1h 5m
16:20
04/15/2026
GSP
₹14,437
per person
✕ Non-refundable🔥 Last 1 seats6 fare options
Southwest Airlines Dallas
WN-2003
08:00
04/15/2026
MDW
8h 20m
1 Stop
⏱ BNA · 4h 40m
16:20
04/15/2026
GSP
₹14,464
per person
✕ Non-refundable7 fare options
Southwest Airlines
WN-1324
12:50
04/15/2026
MDW
8h 50m
2 Stops
⏱ SDF · 1h 35m⏱ BNA · 2h 55m
21:40
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-673
07:40
04/15/2026
MDW
8h 40m
2 Stops
⏱ RDU · 0h 55m⏱ BNA · 2h 10m
16:20
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-3964
12:15
04/15/2026
MDW
9h 25m
2 Stops
⏱ HOU · 2h 0m⏱ BNA · 0h 40m
21:40
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-3384
13:30
04/15/2026
MDW
8h 10m
2 Stops
⏱ DCA · 0h 40m⏱ BNA · 1h 35m
21:40
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-3247
13:00
04/15/2026
MDW
8h 40m
2 Stops
⏱ BWI · 1h 20m⏱ BNA · 1h 20m
21:40
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable🔥 Last 5 seats4 fare options
Southwest Airlines
WN-2630
08:15
04/15/2026
MDW
8h 5m
2 Stops
⏱ STL · 2h 5m⏱ BNA · 1h 25m
16:20
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-1932
12:45
04/15/2026
MDW
7h 15m
2 Stops
⏱ CLE · 1h 20m⏱ BWI · 0h 45m
20:00
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-1550
07:50
04/15/2026
MDW
8h 30m
2 Stops
⏱ PIT · 2h 15m⏱ BNA · 1h 0m
16:20
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-263
07:40
04/15/2026
MDW
8h 40m
2 Stops
⏱ DTW · 2h 55m⏱ BNA · 0h 55m
16:20
04/15/2026
GSP
₹14,612
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-2630
08:15
04/15/2026
MDW
13h 25m
2 Stops
⏱ STL · 3h 10m⏱ DAL · 2h 30m
21:40
04/15/2026
GSP
₹15,110
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-3548
10:05
04/15/2026
MDW
11h 35m
2 Stops
⏱ MCI · 2h 55m⏱ DAL · 0h 50m
21:40
04/15/2026
GSP
₹15,110
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-3414
10:15
04/15/2026
MDW
11h 25m
2 Stops
⏱ HOU · 1h 0m⏱ DAL · 1h 50m
21:40
04/15/2026
GSP
₹15,110
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-2950
12:20
04/15/2026
MDW
9h 20m
2 Stops
⏱ MCI · 0h 40m⏱ DAL · 0h 50m
21:40
04/15/2026
GSP
₹15,110
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-1164
10:15
04/15/2026
MDW
11h 25m
2 Stops
⏱ STL · 1h 10m⏱ DAL · 2h 30m
21:40
04/15/2026
GSP
₹15,110
per person
✕ Non-refundable4 fare options
Southwest Airlines
WN-658
14:40
04/15/2026
ORD
7h 0m
1 Stop
⏱ BNA · 3h 10m
21:40
04/15/2026
GSP
₹15,245
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-2278
10:10
04/15/2026
MDW
6h 10m
2 Stops
⏱ MKE · 0h 35m⏱ BNA · 1h 5m
16:20
04/15/2026
GSP
₹15,801
per person
✓ Refundable🔥 Last 1 seats4 fare options
😕 No flights match your filters.
Chicago (MDW)
📍 Chicago Midway International Airport
🌍 United States
🕐 GMT -6
📐 Latitude: 41.785999
📐 Longitude: -87.752403
Greenville (GSP)
📍 Greenville Spartanburg International Airport
🌍 United States
🕐 GMT -5
📐 Latitude: 34.8956985474
📐 Longitude: -82.2189025879

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

📅 Results on this page are loaded for 15 Apr 2026. Click View all flights for the complete live search.

Chicago to Greenville — what to expect when booking

The MDW–GSP 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 Greenville,USA is approximately 905.01 km.

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More flights from Greenville (GSP)
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❓ Frequently asked questions — Chicago to Greenville 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 Greenville,USA (GSP) 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.