Nonstop flights from Detroit to Chicago
4 airlines fly from Detroit (DTW) to 2 Chicago airports (ORD and MDW), with up to 25 flights a day.
Routes
2 airport pairs- DTW to ORDDetroit Metropolitan Wayne County to Chicago O'Hare16 to 19 a day
- DTW to MDWDetroit Metropolitan Wayne County to Chicago Midway5 to 6 a day
When they leave
Detroit time13 in the morning, 5:22 AM to 11:00 AM, then 12 in the afternoon, 12:21 PM to 4:45 PM, then 11 in the evening, 5:58 PM to 9:20 PM.
Every flight
Earliest first- 8:55 AM→9:15 AMDTW to MDW
Southwest AirlinesUntil Mar 10, 2027Boeing 737 MAX 8Mon, Tue, Wed, Thu, Fri
Schedules last checked Sep 19, 2026. Times are local.
Flying from Detroit to Chicago
Delta Air Lines flies most often, 7 to 9 times a day on the CRJ 700, Boeing 717, CRJ 900 and Airbus A319. United Airlines flies 7 times a day on the Embraer 175, Airbus A320 and Boeing 737 MAX 9. American Airlines flies 5 to 6 times a day on the Embraer 175, Embraer 170 and CRJ 700. Southwest Airlines flies 2 to 3 times a day on the Boeing 737-700, Boeing 737 MAX 8 and Boeing 737.
Flights run every day of the week, from 21 on Saturdays to 25 on Sundays. The first arrival in Chicago is at 5:53 AM and the last at 9:57 PM.
DTW to ORD is the busiest airport pair, with 123 flights a week, then DTW to MDW with 41.
On DTW to MDW, Southwest Airlines flies it until Mar 10, 2027.
Flying back, Chicago to Detroit has 152 nonstop flights a week.
Return flights
Schedules as of Oct 9, 2026.