$80 Cheap Flights from Chicago (MDW) to West Palm Beach (PBI)

View $80 flight on Mon, Nov 10, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Palm Beach Intl. Airport (PBI)

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Cheap Flights from Chicago to West Palm Beach (MDW-PBI)

Prices were available within the past 7 days and start at $80 for one-way flights and $166 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Nov 17 - Thu, Nov 20
MDW
Chicago
PBI
West Palm Beach
$166 Roundtrip, found 2 days ago
$166
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Nov 17 from Chicago to West Palm Beach, returning Thu, Nov 20, priced at $166 found 2 days ago
Southwest Airlines
Sat, Jan 24 - Tue, Jan 27
MDW
Chicago
PBI
West Palm Beach
$170 Roundtrip, found 18 hours ago
$170
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Sat, Jan 24 from Chicago to West Palm Beach, returning Tue, Jan 27, priced at $170 found 18 hours ago
Frontier Airlines
Fri, Nov 7 - Mon, Nov 17
MDW
Chicago
PBI
West Palm Beach
$173 Roundtrip, found 1 hour ago
$173
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, Nov 7 from Chicago to West Palm Beach, returning Mon, Nov 17, priced at $173 found 1 hour ago
Southwest Airlines
Sat, Jan 24 - Tue, Jan 27
MDW
Chicago
PBI
West Palm Beach
$175 Roundtrip, found 18 hours ago
$175
Roundtrip
found 18 hours ago
Select Southwest Airlines flight, departing Sat, Jan 24 from Chicago to West Palm Beach, returning Tue, Jan 27, priced at $175 found 18 hours ago
Southwest Airlines
Sat, Jan 31 - Thu, Feb 5
MDW
Chicago
PBI
West Palm Beach
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Sat, Jan 31 from Chicago to West Palm Beach, returning Thu, Feb 5, priced at $179 found 1 day ago
Frontier Airlines
Mon, Nov 3 - Fri, Nov 7
MDW
Chicago
PBI
West Palm Beach
$186 Roundtrip, found 5 hours ago
$186
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Mon, Nov 3 from Chicago to West Palm Beach, returning Fri, Nov 7, priced at $186 found 5 hours ago
Southwest Airlines
Mon, Dec 8 - Thu, Dec 11
MDW
Chicago
PBI
West Palm Beach
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Dec 8 from Chicago to West Palm Beach, returning Thu, Dec 11, priced at $189 found 1 day ago
Frontier Airlines
Thu, Dec 11 - Mon, Dec 15
MDW
Chicago
PBI
West Palm Beach
$193 Roundtrip, found 21 hours ago
$193
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Thu, Dec 11 from Chicago to West Palm Beach, returning Mon, Dec 15, priced at $193 found 21 hours ago
Southwest Airlines
Wed, Dec 10 - Mon, Dec 15
MDW
Chicago
PBI
West Palm Beach
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Dec 10 from Chicago to West Palm Beach, returning Mon, Dec 15, priced at $195 found 1 day ago
Delta
Thu, Nov 27 - Wed, Dec 3
MDW
Chicago
PBI
West Palm Beach
$249 Roundtrip, just found
$249
Roundtrip
just found
Select Delta flight, departing Thu, Nov 27 from Chicago to West Palm Beach, returning Wed, Dec 3, priced at $249 just found

Find the cheapest month to fly from Chicago (MDW) to West Palm Beach (PBI)

December is typically the cheapest month to fly

From $138 - $799 per traveler.

Alternative airports near West Palm Beach

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Palm Beach Intl. PBI. Cheapest and Closest option available. Average driving time to city center is 7 minutes. Flights from $279
PBI
Palm Beach Intl.
CheapestClosest
Average driving time to city center7 min
Flights from $279

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI) cost?
Grab a cheap one-way flight from $80 or cheap return flight from $166 from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI)?
November is the least expensive month to fly from MDW to PBI. Traveling during quieter months is often the key to finding better fares.
Which airlines fly direct from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI)?
Although Chicago, IL (MDW-Midway Intl.) has no direct flights to Palm Beach Intl. Airport (PBI), other airports have nonstop options. Jetting off from O'Hare Intl. Airport (ORD) will get you to West Palm Beach without any layovers.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest MDW to PBI flight.
How many flights per day from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI)?
There aren't any daily nonstop flights from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be cruising above the clouds in no time.
What day of the week has the most flights from MDW to PBI?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary based on various factors, including the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI)?
To avoid possible delays on the Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI) route, aim to travel before 3 PM. Departures after this hour have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for West Palm Beach from Midway Intl. Airport (MDW)?
Compare your flight options from Midway Intl. Airport (MDW) to Fort Lauderdale - Hollywood Intl. Airport (FLL). This is the only West Palm Beach airport you can arrive at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI) last-minute?
Booking your ticket from MDW to PBI just before your getaway is usually more expensive. However, if you're flexible with your departure times and dates, you could land a cheap last-minute fare.
Is it cheaper to book a MDW to PBI flight and hotel package?
Compared with arranging hotels and flights separately, booking a MDW to PBI flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one easy place takes the hassle out of travel planning. Simply secure your flights and select from our extensive range of stays, then tailor your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Palm Beach Intl. Airport (PBI)?
Typically, it's possible to reschedule or cancel your MDW to PBI flight. However, if it's been more than 24 hours since booking, additional charges may apply. Check your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Palm Beach Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$148
Distance
1129 mi

Book with confidence

Chicago to West Palm Beach Flights

The cheapest times to fly from Chicago to West Palm Beach

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to West Palm Beach are during the month of November. You can find some of the cheapest flights from Chicago to West Palm Beach with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to West Palm Beach

Sunday is one of the best days to book for cheap flights from Chicago to West Palm Beach: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to West Palm Beach

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to West Palm Beach in 2025. You can also book with separate airlines for your outbound and return journeys, from $80 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to West Palm Beach flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to West Palm Beach airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to West Palm Beach Flights

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*Available to One Key members.