Nonstop flights from Denver to Chicago
4 airlines fly from Denver (DEN) to 2 Chicago airports (ORD and MDW), with up to 28 flights a day.
Routes
2 airport pairsWhen they leave
Denver time15 in the morning, 6:00 AM to 11:15 AM, then 13 in the afternoon, 12:17 PM to 4:55 PM, then 10 in the evening, 5:20 PM to 8:55 PM.
Every flight
Earliest firstSchedules last checked Oct 1, 2026. Times are local.
Flying from Denver to Chicago
United Airlines flies most often, 12 to 13 times a day on the Airbus A321neo, Boeing 737 and Boeing 757. Southwest Airlines flies 5 to 9 times a day on the Boeing 737 MAX 8, Boeing 737 and Boeing 737-700. American Airlines flies 6 times a day on the Airbus A319, Airbus A321, Boeing 737 and Embraer 175. Frontier Airlines flies daily on the Airbus A321neo.
Flights run every day of the week, from 25 on Mondays, Tuesdays, Wednesdays and Saturdays to 28 on Sundays. The first arrival in Chicago is at 9:35 AM and the last at 12:21 AM the next day.
DEN to ORD is the busiest airport pair, with 136 flights a week, then DEN to MDW with 44.
Flying back, Chicago to Denver has 185 nonstop flights a week.
Return flights
Schedules as of Oct 9, 2026.