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Closest Airport to Waukegan, IL, United States. The closest airport to Waukegan is O'Hare International Airport (ORD). Distance from O'Hare International Airport to Waukegan, IL is 26.8 miles / 43.1 kilometers. casino near waukegan il - onlinecasinobonusslotsplay.services Chicago Casino and Poker Rentals is the leader in casino and poker parties.Elsies Place (Waukegan, IL) Casino in Waukegan, Illinois.Save big on a wide range of Waukegan hotels! Waukegan is known for its live music scene, theater scene, and entertainment choices. Casinos - Yahoo Local Search Results