Cheap flights from Sioux Falls to Chicago from $116

The month of April is, on average, the cheapest month to fly to Chicago from Sioux Falls, with most prices found around $151. If you’re not able to fly to Chicago in April, then September is your next best option. Flight prices from Sioux Falls to Chicago during September average around $154.

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as $406. 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 Sioux Falls to Chicago for around $675.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Sioux Falls to Chicago during this time can be as low as $383. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $487.

Fly from Sioux Falls Joe Foss Field to Chicago O'Hare Intl for the best Sioux Falls Joe Foss Field - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Sioux Falls when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $310 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sioux Falls for as low as $248 on momondo.

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

No. A direct flight is the cheapest option for a flight between Sioux Falls to Chicago.

As of June 2026, prices for Sioux Falls to Chicago flights are approximately 47% more expensive when compared to flights at the same time last year.

As of June 2026, 18 flights take off from Sioux Falls and land in Chicago each day. The most common flight departure time for this route is 7:00AM, with 46% of daily flights taking off in the afternoon.

As of June 2026, 127 flights take off from Sioux Falls and land in Chicago each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.