Cheap flights from Chicago to Springfield from $138

The cheapest month to fly to Springfield from Chicago is in February. Flight prices, which tend to average around $253, are often lower during this time because this is during the off-season. If you don’t want to visit Springfield in February, then you should wait until September to fly from Chicago, when ticket prices are also cheap, with an average price of $258.

The cheapest day to depart on your flight to Springfield is on a Saturday when prices can be found for as low as $261. This is often the case because there is less demand to fly during this day of the week. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Springfield on Monday is $340.

Flying to Springfield from Chicago in the morning is the least expensive time of day to depart. momondo users have found prices as low as $275 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $303. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Chicago O'Hare Intl to Springfield-Branson for the best Chicago - Springfield-Branson flight prices

You are more likely to see cheaper flights to Springfield from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Springfield for around $282 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Springfield from Chicago for as low as $197 on momondo.

There are 4 cabin classes available to choose from on Chicago to Springfield-Branson 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 Chicago to Springfield.

As of March 2026, prices for Chicago to Springfield flights are approximately 79% more expensive when compared to flights at the same time last year.

The number of flights available between Chicago and Springfield is 5 per day as of March 2026. The most frequent departure time is 8:00AM, with 41% of daily flights leaving at noon.

36 flights are operational weekly from Chicago to Springfield as of March 2026. The most popular departure day for this route is Fri, with 25% of flights per week taking off on this day.