Cheap flights from West Palm Beach to Chicago from $149

The month of August is, on average, the cheapest month to fly to Chicago from West Palm Beach, with most prices found around $239. If you’re not able to fly to Chicago in August, then October is your next best option. Flight prices from West Palm Beach to Chicago during October average around $239.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $309. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from West Palm Beach to Chicago for around $477.

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from West Palm Beach to Chicago during this time can be as low as $311. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $334.

Fly from Palm Beach Intl to Chicago O'Hare Intl for the best Palm Beach Intl - Chicago flight prices

You are more likely to see cheaper flights to Chicago from West Palm Beach when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $288 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from West Palm Beach for as low as $240 on momondo.

There are 4 cabin classes available to choose from on Palm Beach Intl to Chicago 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 9% on your flight if you consider stops on a West Palm Beach to Chicago flight.

As of February 2026, prices for West Palm Beach to Chicago flights are approximately 99% more expensive when compared to flights at the same time last year.

United Airlines, American Airlines, and Southwest are the most popular carriers operating from Palm Beach Intl to Chicago

American Airlines, Spirit Airlines and United Airlines are the top three most popular airlines that fly to Chicago from West Palm Beach according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Atlanta (ATL) was the most common stop: 80% of momondo users choosing 1-stop flights on this route connected there.

Flights via Nashville (BNA) offer the lowest average round-trip price of $278.

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 5h 13m.

Atlanta (ATL) has the shortest average layover time for this route: 1h 14m.

6 flights are operational daily from West Palm Beach to Chicago as of February 2026. The most popular departure time for this route is 4:00PM, with 55% of flights per day taking off at noon.

The number of flights available between West Palm Beach and Chicago is 48 per week as of February 2026. The most frequent departure day is Sat, with 25% of weekly flights leaving on this day.