Cheap flights from Chicago to Wilmington from $105

The month of October is, on average, the cheapest month to fly to Wilmington from Chicago, with most prices found around $329. If you don’t want to visit Wilmington in October, then you should wait until August to fly from Chicago, when ticket prices are also cheap, with an average price of $329.

The cheapest day to depart on your flight to Wilmington is on a Wednesday when prices can be found for as low as $337. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $402. These prices are subject to change though, so be sure to set up a Price Alert for flights to Wilmington.

Our most recent data shows that the best time of day to fly to Wilmington is at noon. Flights from Chicago to Wilmington during this time can be as low as $299. Flights in the afternoon are often more expensive with an average ticket price of $429.

Fly from Chicago O'Hare Intl to Wilmington New Hanover County for the best Chicago - Wilmington New Hanover County flight prices

You are more likely to see cheaper flights to Wilmington from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Wilmington for around $373 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Wilmington from Chicago for as low as $292 on momondo.

There are 4 cabin classes available to choose from on Chicago to Wilmington 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 5% on your flight if you consider stops on a Chicago to Wilmington flight.

As of August 2026, prices for Chicago to Wilmington flights are approximately 94% more expensive when compared to flights at the same time last year.

Delta is the most popular carrier operating from Chicago to Wilmington New Hanover County

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Wilmington from Chicago according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Wilmington. Keep in mind that there are 4 different airlines that fly to Wilmington on a routine basis, so you have a few additional options to choose from.

Historically, on average around 15% of flights between Chicago and Wilmington have experienced a delay on any given week. The average delay length over the past 12 months has been 131 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 13% of their flights experiencing any sort of delay.

As of August 2026, there are 4 flights per day flying from Chicago to Wilmington. The most common time of day flights depart is 8:00AM, with 50% of flights taking off at noon.

As of August 2026, 29 flights take off from Chicago and land in Wilmington each week. The most common flight departure day for this route is Tue, with 21% of weekly flights taking off on this day.