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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
15
Departing
8
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 Jul 10, 12:00 PM UTC.

VFR
Wind
30 at 7 kt
Visibility
10+ SM
Temperature
22.2 C / 72 F, dew point 20 C
Pressure
29.90 inHg
Conditions: No significant weather. scattered clouds at 1,000 ft, broken clouds at 7,000 ft, broken clouds at 25,000 ft.
Terminal forecast

Opening forecast: wind 40 at 7 kt, visibility 6+ SM, no significant weather, scattered clouds at 1,000 ft, broken clouds at 12,000 ft.

View raw aviation reports

METAR KMDW 101153Z 03007KT 10SM SCT010 BKN070 BKN250 22/20 A2990 RMK AO2 SLP114 70002 T02220200 10233 20217 53012

TAF KMDW 101120Z 1012/1118 04007KT P6SM SCT010 BKN120 TEMPO 1013/1017 BKN020 FM101800 04011KT P6SM SCT035 BKN250 FM110500 36005KT P6SM BKN250 FM111200 03007KT P6SM SCT300

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

15 routes matching this view.

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Cessna Citation Ultra empty leg from Toronto (CYYZ) to Chicago (KMDW) photo 12 photos

Toronto (CYYZ)Chicago (KMDW)

Departs in 2 days
July 12, 2026 - July 13, 2026
7 passengers
1.0 hours in flight
Cessna Citation Ultra (Light jet)
View details →
Empty leg price
USD 10,450
Members pay USD 9,500
No payment now — dispatch confirms availability and final price first.
Bombardier Challenger 300 empty leg from Hyannis (KHYA) to Chicago (KMDW) photo 12 photos

Hyannis (KHYA)Chicago (KMDW)

Departs in 6 days
July 16, 2026 - July 16, 2026
8 passengers
1.7 hours in flight
Bombardier Challenger 300 (Super midsize jet)
View details →
Empty leg price
USD 19,130
Members pay USD 17,390
No payment now — dispatch confirms availability and final price first.
Bombardier Challenger 300 empty leg from Chicago (KMDW) to Miami (KOPF) photo 12 photos

Chicago (KMDW)Miami (KOPF)

September 5, 2026 - September 5, 2026
9 passengers
2.2 hours in flight
Bombardier Challenger 300 (Super midsize jet)
View details →
Empty leg price
USD 15,840
Members pay USD 14,400
No payment now — dispatch confirms availability and final price first.
Bombardier Challenger 300 empty leg from Miami (KOPF) to Chicago (KMDW) photo 12 photos

Miami (KOPF)Chicago (KMDW)

September 8, 2026 - September 8, 2026
9 passengers
2.2 hours in flight
Bombardier Challenger 300 (Super midsize jet)
View details →
Empty leg price
USD 16,500
Members pay USD 15,000
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from Chicago (KMDW) to El Paso (KELP) photo 12 photos

Chicago (KMDW)El Paso (KELP)

September 23, 2026 - September 24, 2026
7 passengers
2.4 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 21,120
Members pay USD 19,200
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from Chicago (KMDW) to El Paso (KELP) photo 12 photos

Chicago (KMDW)El Paso (KELP)

September 23, 2026 - September 24, 2026
8 passengers
2.4 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 22,880
Members pay USD 20,800
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from El Paso (KELP) to Chicago (KMDW) photo 12 photos

El Paso (KELP)Chicago (KMDW)

September 27, 2026 - September 27, 2026
7 passengers
2.4 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 16,500
Members pay USD 15,000
No payment now — dispatch confirms availability and final price first.
Bombardier Learjet 60 empty leg from El Paso (KELP) to Chicago (KMDW) photo 12 photos

El Paso (KELP)Chicago (KMDW)

September 27, 2026 - September 27, 2026
8 passengers
2.4 hours in flight
Bombardier Learjet 60 (Midsize jet)
View details →
Empty leg price
USD 17,930
Members pay USD 16,300
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.