Cheap flights from Michigan to Chicago from £66

The cheapest month to fly to Chicago from Michigan is in November. Flight prices, which tend to average around £36, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Chicago from Michigan during January instead. Flights to Chicago in January, while not as cheap as those in November, still average around £43.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as £373. 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 £1,320.

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 £320 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £1,320.

Fly from Grand Rapids Gerald R. Ford Intl to Chicago Midway 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 £232 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.

There are 3 cabin classes available to choose from on Michigan to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

The number of flights available between Michigan and Chicago is 82 per day as of July 2026. The most frequent departure time is 14:00, with 40% of daily flights leaving in the afternoon.

574 flights are operational weekly from Michigan to Chicago as of July 2026. The most popular departure day for this route is Fri, with 15% of flights per week taking off on this day.