Cheap flights from Chicago to South Dakota from $195

The month of August is, on average, the cheapest month to fly to South Dakota from Chicago, with most prices found around $326. If you aren’t able to travel to South Dakota during the month of August, then flying in May is also cheap. Prices for this month can be found on momondo for an average of $327.

The cheapest day to depart from Chicago to South Dakota is on a Saturday. Travelers who choose to depart for South Dakota on a Saturday will often find tickets for as low as $328. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $459. These prices are subject to change though, so be sure to set up a Price Alert for flights to South Dakota.

The cheapest time of day to fly to South Dakota is in the evening when flights can be purchased for as low as $304. In the morning is when there is more demand to fly to South Dakota, so prices are often more expensive at around $389 per ticket.

Fly from Chicago O'Hare Intl to Rapid City for the best Chicago - South Dakota flight prices

You are more likely to see cheaper flights to South Dakota from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to South Dakota for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to South Dakota from Chicago for as low as $249 on momondo.

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

As of November 2026, there are 21 flights per day flying from Chicago to South Dakota. The most common time of day flights depart is 4:00PM, with 42% of flights taking off in the afternoon.

152 flights are operational weekly from Chicago to South Dakota as of November 2026. The most popular departure day for this route is Mon, with 16% of flights per week taking off on this day.