Cheap flights from Detroit to Chicago from R1 606

The month of December is, on average, the cheapest month to fly to Chicago from Detroit, with most prices found around R4 154. If you are unable to visit Chicago during the month of December, then departing from Detroit during the month November is also very affordable. Most momondo users find prices during this month for around R4 381.

Fly from Detroit Metropolitan Wayne County to Chicago O'Hare Intl for the best Detroit - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Detroit when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around R5 628 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Detroit for as low as R3 018 on momondo.

There is only 1 cabin class available to choose from on Detroit to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Detroit to Chicago.

As of September 2026, prices for Detroit to Chicago flights are approximately 356% more expensive when compared to flights at the same time last year.

As of September 2026, there are 50 flights per day flying from Detroit to Chicago. The most common time of day flights depart is 12:00, with 47% of flights taking off in the afternoon.

As of September 2026, there are 352 flights per week flying from Detroit to Chicago. The most common day of the week flights depart is Mon, with 26% of flights taking off on this day.