Cheap flights from Michigan to Chicago from £44

The cheapest month to fly to Chicago from Michigan is in September. Flight prices, which tend to average around £34, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Chicago from Michigan during November instead. Flights to Chicago in November, while not as cheap as those in September, still average around £36.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as £374. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Thursday, with ticket prices averaging around £1,326.

Flying to Chicago from Michigan in the morning is the least expensive time of day to depart. momondo users have found prices as low as £321 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £1,326.

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

You are more likely to see cheaper flights to Chicago from Michigan when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £215 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 Michigan for as low as £83 on momondo.

The number of flights available between Michigan and Chicago is 84 per day as of May 2026. The most frequent departure time is 16:00, with 47% of daily flights leaving in the afternoon.

591 flights are operational weekly from Michigan to Chicago as of May 2026. The most popular departure day for this route is Fri, with 16% of flights per week taking off on this day.