Cheap flights from Bozeman to Chicago from $141

The month of August is, on average, the cheapest month to fly to Chicago from Bozeman, with most prices found around $133. If you’re not able to fly to Chicago in August, then October is your next best option. Flight prices from Bozeman to Chicago during October average around $163.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $404. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Bozeman to Chicago for around $605.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Bozeman to Chicago during this time can be as low as $420. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $470.

Fly from Bozeman Gallatin Field to Chicago O'Hare Intl for the best Bozeman Gallatin Field - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Bozeman when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $352 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Bozeman for as low as $274 on momondo.

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

You could potentially save up to 19% on your flight if you consider stops on a Bozeman to Chicago flight.

As of June 2026, prices for Bozeman to Chicago flights are approximately 11% more expensive when compared to flights at the same time last year.

As of June 2026, there are 10 flights per day flying from Bozeman to Chicago. The most common time of day flights depart is 8:00AM, with 74% of flights taking off in the afternoon.

72 flights are operational weekly from Bozeman to Chicago as of June 2026. The most popular departure day for this route is Mon, with 18% of flights per week taking off on this day.