Cheap flights from Minnesota to Chicago from $59

The month of December is, on average, the cheapest month to fly to Chicago from Minnesota, with most prices found around $173. If you’re not able to fly to Chicago in December, then October is your next best option. Flight prices from Minnesota to Chicago during October average around $178.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $408. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Minnesota to Chicago for around $708.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Minnesota to Chicago during this time can be as low as $389. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $883.

Fly from Minneapolis St Paul to Chicago Midway for the best Minnesota - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Minnesota when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $247 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Minnesota for as low as $169 on momondo.

There are 4 cabin classes available to choose from on Minnesota to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest, Delta, and United Airlines are the most popular carriers operating from Minnesota to Chicago

United Airlines, Delta and Sun Country Air are the top three most popular airlines that fly to Chicago from Minnesota according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

As of August 2026, there are 127 flights per day flying from Minnesota to Chicago. The most common time of day flights depart is 3:00PM, with 44% of flights taking off at noon.

893 flights are operational weekly from Minnesota to Chicago as of August 2026. The most popular departure day for this route is Wed, with 20% of flights per week taking off on this day.