Cheap flights from Chicago to West Palm Beach from $103

If you’re not able to fly to West Palm Beach in January, then October is your next best option. Flight prices from Chicago to West Palm Beach during October average around $96.

The cheapest day to depart on your flight to West Palm Beach is on a Saturday when prices can be found for as low as $324. 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 Monday because tickets tend to average around $431. These prices are subject to change though, so be sure to set up a Price Alert for flights to West Palm Beach.

Our data shows that the cheapest Chicago to West Palm Beach flights are usually those with departure times in the morning. Our users have found flights to West Palm Beach in the morning for as low as $340. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $421 on average. Flights to West Palm Beach from Chicago in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

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

You are more likely to see cheaper flights to West Palm Beach from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to West Palm Beach for around $325 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to West Palm Beach from Chicago for as low as $293 on momondo.

There are 4 cabin classes available to choose from on Chicago to West Palm Beach 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 50% on your flight if you consider stops on a Chicago to West Palm Beach flight.

As of July 2026, prices for Chicago to West Palm Beach flights are approximately 19% more expensive when compared to flights at the same time last year.

Southwest, Delta, and JetBlue are the most popular carriers operating from Chicago to Palm Beach Intl

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to West Palm Beach from Chicago according to our data. American Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to West Palm Beach. Keep in mind that there are 7 different airlines that fly to West Palm Beach on a routine basis, so you have a few additional options to choose from.

Orlando (MCO) was the most common stop: 61% of momondo users choosing 1-stop flights on this route connected there.

Flights via Orlando (MCO) offer the lowest average round-trip price of $276.

Flights connecting via Orlando (MCO) have the shortest average one-way travel time: 4h 38m.

Orlando (MCO) has the shortest average layover time for this route: 0h 56m.

The number of flights available between Chicago and West Palm Beach is 5 per day as of July 2026. The most frequent departure time is 10:00AM, with 53% of daily flights leaving at noon.

As of July 2026, there are 38 flights per week flying from Chicago to West Palm Beach. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.