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Empty leg flights available Chicago Midway International Airport (KMDW)

Chicago, Illinois, United States. Search current arrivals and departures, then request the route that fits your timing. Dispatch confirms availability before any commitment.

Current routes
14
Departing
7
Arriving
7

Runway reference

Dimensions, surface, lighting, and current status.

RunwayLengthSurfaceStatus
13L / 31R6,522 ft (1,987.9 m)ConcreteLighted
04R / 22L6,445 ft (1,964.4 m)PEMLighted
04L / 22R5,507 ft (1,678.5 m)AsphaltLighted
13LC / 31RC5,141 ft (1,567 m)AsphaltClosed
13R / 31L3,859 ft (1,176.2 m)ConcreteLighted

Airport conditions

Current operating picture for KMDW, observed Sep 8, 1:00 PM UTC.

VFR
Wind
170 at 5 kt
Visibility
10+ SM
Temperature
19.4 C / 67 F, dew point 13.3 C
Pressure
30.16 inHg
Conditions: No significant weather. overcast at 25,000 ft.
Terminal forecast

Opening forecast: wind 60 at 9 kt, visibility 6 SM, mist, scattered clouds at 800 ft, broken clouds at 4,000 ft.

View raw aviation reports

METAR KMDW 081253Z 17005KT 10SM OVC250 19/13 A3016 RMK AO2 SLP206 T01940133

TAF KMDW 141130Z 1412/1518 06009KT 6SM BR SCT008 BKN040 TEMPO 1412/1415 5SM BR BKN010 FM141800 06009KT P6SM SCT050 BKN100 PROB30 1502/1508 5SM -SHRA SCT020 BKN050 FM150800 15007KT 5SM -SHRA BR BKN020 OVC050 PROB30 1509/1515 27015G25KT 2SM TSRA BKN015 OVC035CB FM151500 17005KT P6SM VCSH BKN020

Live route map

Empty legs around Chicago Midway International Airport

Choose all routes, departures, or arrivals. Click any route on the map for its flight.

Empty legs to and from Chicago Midway International Airport

14 routes matching this view.

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Cessna Citation Sovereign empty leg from Chicago (KMDW) to Grand Rapids (KGRR) photo 12 photos

Chicago (KMDW)Grand Rapids (KGRR)

Departs today
September 10, 2026 - September 11, 2026
9 passengers
1.0 hours in flight
Cessna Citation Sovereign (Super midsize jet)
View details →
Empty leg price
USD 25,840
Members pay USD 23,490
No payment now — dispatch confirms availability and final price first.
Beechcraft Hawker 800XP empty leg from Washington (KIAD) to Chicago (KMDW) photo 12 photos

Washington (KIAD)Chicago (KMDW)

Departs today
September 10, 2026 - September 10, 2026
8 passengers
1.1 hours in flight
Beechcraft Hawker 800XP (Midsize jet)
View details →
Empty leg price
USD 28,960
Members pay USD 26,330
No payment now — dispatch confirms availability and final price first.
Cessna Citation XLS+ empty leg from Chicago (KMDW) to Asheville (KAVL) photo 12 photos

Chicago (KMDW)Asheville (KAVL)

Departs tomorrow
September 11, 2026 - September 11, 2026
8 passengers
1.0 hours in flight
Cessna Citation XLS+ (Midsize jet)
View details →
Empty leg price
USD 26,920
Members pay USD 24,470
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from Dallas (KDAL) to Chicago (KMDW) photo 12 photos

Dallas (KDAL)Chicago (KMDW)

Departs in 6 days
September 16, 2026 - September 16, 2026
7 passengers
1.5 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 11,220
Members pay USD 10,200
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from Oxford (KUOX) to Chicago (KMDW) photo 12 photos

Oxford (KUOX)Chicago (KMDW)

Departs in 6 days
September 16, 2026 - September 16, 2026
7 passengers
1.0 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 7,920
Members pay USD 7,200
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from Dallas (KDAL) to Chicago (KMDW) photo 12 photos

Dallas (KDAL)Chicago (KMDW)

Departs in 6 days
September 16, 2026 - September 16, 2026
7 passengers
1.5 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 12,210
Members pay USD 11,100
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from Oxford (KUOX) to Chicago (KMDW) photo 12 photos

Oxford (KUOX)Chicago (KMDW)

Departs in 6 days
September 16, 2026 - September 16, 2026
7 passengers
1.0 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 8,580
Members pay USD 7,800
No payment now — dispatch confirms availability and final price first.
Airport guide

Flying through Chicago Midway International Airport

Empty legs are positioning flights, so exact routing and departure timing can shift with the aircraft's next confirmed charter. The map and route list show current opportunities connected to KMDW; dispatch verifies the final operating details before a booking is confirmed.

For a trip that cannot move, send your preferred route and schedule. The charter desk can price a standard aircraft option alongside any relevant empty-leg availability through Chicago Midway International Airport.

Move from airport research to current inventory, a saved route watch, or a confirmed whole-aircraft request.