Midway Airport Limo Service | Midway Airport Car Service | Limo Service To Midway Airport Chicago Midway Airport is the second largest airport in the Chicago area, consider less crowded and easy for travelers. Two major Airlines serve on the Midway Airport with Signature Flight Support MDW – Chicago Midway Airport and Atlantic Aviation MDW. Downtown Chicago is close to Midway Airport 8 miles away from Chicago Loop and 11 miles from the Magnificent miles of Chicago.