Cheap flights from South Dakota to Chicago from $125

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from South Dakota averaging around $169.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $401. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from South Dakota because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $645.

Flying to Chicago O'Hare Intl Airport from South Dakota in the evening is the least expensive time of day to depart. momondo users have found prices as low as $389 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $488. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from South Dakota when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $303 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from South Dakota for as low as $169 on momondo.

27 flights are operational daily from South Dakota to Chicago O'Hare Intl Airport as of May 2026. The most popular departure time for this route is 12:00PM, with 42% of flights per day taking off in the afternoon.

The number of flights available between South Dakota and Chicago O'Hare Intl Airport is 189 per week as of May 2026. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.