How many empty leg flights depart from Chicago Midway International Airport?

Chicago Midway International Airport has 258 upcoming empty leg flights scheduled to depart and 200 scheduled to arrive on SkyAccess. Inventory turns over hourly as operators publish new positioning legs from MDW and existing legs are booked.

Can I fly private from Chicago Midway International Airport on an empty leg?

Yes. Empty leg flights departing from Chicago Midway International Airport (MDW) are bookable on SkyAccess at 25–80% off retail charter, depending on aircraft category and time to departure. The deepest discounts hit inside the 72-hour window before departure as operators reprice unsold positioning legs.

Which operators fly empty legs out of Chicago Midway International Airport?

Empty leg supply at Chicago Midway International Airport comes from FAA Part 135 charter operators repositioning aircraft to or from paid bookings at the airport. The specific operator is visible on each leg listing — every operator on SkyAccess holds an active Part 135 Air Carrier Certificate.

What aircraft categories fly empty legs from Chicago Midway International Airport?

Aircraft mix at Chicago Midway International Airport reflects the operator fleet active in Chicago, US-IL, US. Light jets typically dominate by leg count; midsize and super midsize jets are common on longer corridors; heavy jets and ultra-long-range aircraft appear less often but at deeper percentage discounts when they do.

Chicago Midway International Airport Empty Leg Flights — 458 live

Chicago Midway International Airport (MDW) has 258 upcoming empty leg flights departing and 200 arriving on SkyAccess, from 31 FAA Part 135 operators. Empty legs at this airport are bookable directly on SkyAccess at 25–80% off the equivalent retail charter rate.

View full airport guide Search all empty legs

Departing from MDW (258)

Wed, May 27

MDWVNY

Bombardier Learjet 60 · N401SY

Wed, May 27

MDWAPV

Bombardier Learjet 60 · N401SY

Wed, May 27

MDWOXR

Bombardier Learjet 60 · N401SY

Arriving at MDW (200)

Frequently asked about Chicago Midway International Airport empty legs

How many empty leg flights depart from Chicago Midway International Airport?: Chicago Midway International Airport has 258 upcoming empty leg flights scheduled to depart and 200 scheduled to arrive on SkyAccess. Inventory turns over hourly as operators publish new positioning legs from MDW and existing legs are booked.
Can I fly private from Chicago Midway International Airport on an empty leg?: Yes. Empty leg flights departing from Chicago Midway International Airport (MDW) are bookable on SkyAccess at 25–80% off retail charter, depending on aircraft category and time to departure. The deepest discounts hit inside the 72-hour window before departure as operators reprice unsold positioning legs.
Which operators fly empty legs out of Chicago Midway International Airport?: Empty leg supply at Chicago Midway International Airport comes from FAA Part 135 charter operators repositioning aircraft to or from paid bookings at the airport. The specific operator is visible on each leg listing — every operator on SkyAccess holds an active Part 135 Air Carrier Certificate.
What aircraft categories fly empty legs from Chicago Midway International Airport?: Aircraft mix at Chicago Midway International Airport reflects the operator fleet active in Chicago, US-IL, US. Light jets typically dominate by leg count; midsize and super midsize jets are common on longer corridors; heavy jets and ultra-long-range aircraft appear less often but at deeper percentage discounts when they do.