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West Palm Beach

$113+ Cheap flights from Chicago (CHI) to West Palm Beach (PBI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PBI
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Palm Beach Intl are usually found in January or February, booked 47 days in advance, depart on a Wednesday or Tuesday and return on a Friday

Cheap flight deals from Chicago to West Palm Beach

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to West Palm Beach (PBI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 29, 2025.

Round-trip from

$217
(JetBlue)

One-way from

$113
(Cheapflightsfares)

Popular in

December

Cheapest in

January

Average price

$309

Good round-trip deal

$213 or less

Good one-way deal

$133 or less
From Chicago (CHI) to Palm Beach Intl
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One-way flight from Chicago (CHI) to Palm Beach Intl
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Highest demand for flights based on searches. 11% potential increase in price ($42 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Palm Beach Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Palm Beach Intl.
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Find flight deals from Chicago to West Palm Beach

Cheapest flights from Chicago to West Palm Beach
Explore the most affordable flight options available from Chicago to West Palm Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This JetBlue deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/31:36 pmORD - PBI
1 stop7h 24mJetBlue
Mon 10/66:30 amPBI - ORD
1 stop6h 40mJetBlue
Deal found 7/29$217
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/188:27 amORD - PBI
Nonstop2h 58mAmerican Airlines
Sat 8/231:17 pmPBI - ORD
Nonstop3h 15mAmerican Airlines
Deal found 7/27$218
This Frontier deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/115:01 amORD - PBI
1 stop11h 52mFrontier
Fri 8/156:38 pmPBI - ORD
1 stop6h 44mFrontier
Deal found 7/28$238
This Frontier deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/116:20 amMDW - PBI
1 stop10h 33mFrontier
Fri 8/156:38 pmPBI - MDW
1 stop5h 39mFrontier
Deal found 7/28$238
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/293:07 pmORD - PBI
1 stop7h 22mUnited Airlines
Sat 11/85:02 pmPBI - ORD
1 stop7h 13mUnited Airlines
Deal found 7/28$244
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/309:50 amORD - PBI
1 stop7h 40mDelta
Tue 10/78:00 amPBI - ORD
1 stop5h 16mDelta
Deal found 7/29$251
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2510:35 amMDW - PBI
1 stop5h 44mDelta
Wed 10/296:24 pmPBI - MDW
1 stop4h 50mDelta
Deal found 7/28$251
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:25 amMDW - PBI
1 stop8h 05mSouthwest
Sat 8/307:30 amPBI - MDW
2 stops7h 00mSouthwest
Deal found 7/27$256
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/286:00 amORD - PBI
1 stop4h 55mSouthwest
Mon 9/17:15 amPBI - ORD
1 stop6h 30mSouthwest
Deal found 7/28$259

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to West Palm Beach that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
Use the filters below to find and compare flights from Chicago to West Palm Beach that are best for you.

Fly from

Chicago

Fly to

West Palm Beach

Route

Depart

Return

Price

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Fri 10/3

1:36 pm-10:00 pm

1 stop7h 24m

Palm Beach Intl

Mon 10/6

6:30 am-12:10 pm

1 stop6h 40m

$217

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Mon 8/18

8:27 am-12:25 pm

Nonstop2h 58m

Palm Beach Intl

Sat 8/23

1:17 pm-3:32 pm

Nonstop3h 15m

$218

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Fri 1/9

10:55 am-3:00 pm

Nonstop3h 05m

Palm Beach Intl

Wed 1/28

12:26 pm-2:55 pm

Nonstop3h 29m

$229

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Mon 8/11

5:01 am-5:53 pm

1 stop11h 52m

Palm Beach Intl

Fri 8/15

6:38 pm-12:22 am

1 stop6h 44m

$238

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Mon 8/11

6:20 am-5:53 pm

1 stop10h 33m

Palm Beach Intl

Fri 8/15

6:38 pm-11:17 pm

1 stop5h 39m

$238

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Tue 9/30

1:05 pm-7:40 pm

1 stop5h 35m

Palm Beach Intl

Sat 10/11

9:53 am-2:58 pm

1 stop6h 05m

$251

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 10/25

10:35 am-5:19 pm

1 stop5h 44m

Palm Beach Intl

Wed 10/29

6:24 pm-10:14 pm

1 stop4h 50m

$251

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Tue 8/26

6:25 am-3:30 pm

1 stop8h 05m

Palm Beach Intl

Sat 8/30

7:30 am-1:30 pm

2 stops7h 00m

$256

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Tue 11/4

1:45 pm-9:55 pm

2 stops7h 10m

Palm Beach Intl

Wed 11/12

7:05 am-11:10 am

1 stop5h 05m

$275

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 9/5

6:20 am-12:17 pm

1 stop4h 57m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 19 results
1
2

The best insider tips for Chicago to West Palm Beach flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to West Palm Beach trip
Airports
ORD

For a quick departure, use the "L" train to avoid traffic delays when heading to ORD from downtown Chicago.

Read more about ORDby Ramsey Qubein
PBI

For easy access to West Palm Beach, take a short Uber ride to the Brightline station from PBI.

Read more about PBIby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and PBI

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Chicago to West Palm Beach

Have a flexible travel schedule? Discover the best time to fly to West Palm Beach from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to West Palm Beach

How far ahead should I book a flight from Chicago to West Palm Beach?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to West Palm Beach. Price data was last updated on July 25, 2025.

The price you pay for your flight from Chicago to West Palm Beach may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to West Palm Beach?

Currently, August is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $222). Flying from Chicago to West Palm Beach in April is currently the most expensive (average of $296). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to PBI?

Find hourly flight availability from Chicago to West Palm Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 29, 2025.

One of the essential ways to save on airfare from Chicago to West Palm Beach is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 42% on airfare.

What is the cheapest day to fly from Chicago to West Palm Beach?

Use this chart to determine the cheapest time to fly round-trip from Chicago to West Palm Beach. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to West Palm Beach flight should consider departing on Friday afternoons when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to West Palm Beach

Explore weekly flight availability from Chicago to West Palm Beach. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 29, 2025.

The most flights from CHI to PBI are scheduled on a Monday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

What’s the top layover airport for flights from Chicago to West Palm Beach?

Share of 1-stop round-trip flights from Chicago to West Palm Beach chosen by Cheapflights users in the past 12 months, using the same layover each way.

Newark (EWR) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to West Palm Beach on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to West Palm Beach?

Average round-trip fare for 1-stop flights from Chicago to West Palm Beach, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Baltimore (BWI) is the most affordable 1-stop option, with an average round-trip price of $402.

What’s the fastest layover option from Chicago to West Palm Beach?

Shortest average travel time for 1-stop one-way flights from Chicago to West Palm Beach, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Baltimore (BWI) have the shortest average one-way travel time for 1-stop routes: 3h 15m.

Which airport typically offers the quickest layover for flights from Chicago to West Palm Beach?

Average layover duration for 1-stop one-way flights from Chicago to West Palm Beach, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Newark (EWR) offer the fastest connection on this route, with an average layover time of 1h 15m.

Reviews of airlines servicing West Palm Beach

Get insights into the airlines that provide service to West Palm Beach. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to West Palm Beach. Reviews last updated July 29, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Chicago to West Palm Beach by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
8,899 reviews
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
JetBlue
7.3
Good
2,913 reviews
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,238 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to West Palm Beach. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to West Palm Beach from Chicago?

    Palm Beach Intl (PBI) is the airport you will fly into if you book a flight from Chicago to West Palm Beach. You should not have trouble finding flights to Palm Beach Intl from Chicago; the airport handles an average of 4 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights to the West Palm Beach airport from Chicago. It is only a 3.1 mi journey from Palm Beach Intl (PBI) to West Palm Beach’s city center.

  • What are the cheapest airlines flying from Chicago to West Palm Beach round-trip?

    JetBlue, at $217, was found to be the cheapest airline from Chicago to West Palm Beach.Alternate airlines to your destination round-trip include American Airlines and United Airlines. Users have found that JetBlue is 30% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to West Palm Beach one-way?

    The cheapest airlines for a one-way flight from Chicago to West Palm Beach are Frontier ($113), JetBlue ($119), and Southwest ($130).

  • What are the most reliable airlines from Chicago to West Palm Beach?

    Before booking your flight to West Palm Beach from Chicago, check out the most reliable airlines to get you to your destination on time: United Airlines (83%), Air New Zealand (83%), Alaska Airlines( 65%).

  • What are the cheapest flights from Chicago to West Palm Beach?

    Looking at all options, your cheapest flight can be booked for $93. While the most popular route (Chicago O'Hare Intl - Palm Beach Intl) can be booked for $217 on average our data indicates $239 when flying from Chicago to West Palm Beach.

  • Can I find deals for flights from Chicago to West Palm Beach that include hotel bookings?

    Yes. In addition to deals on Chicago to West Palm Beach flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to West Palm Beach?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to West Palm Beach.

  • Can I find deals for business class flights from Chicago to West Palm Beach?

    Yes. Cheapflights offers flight deals from Chicago to West Palm Beach by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to West Palm Beach?

    Currently, August is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $222). Flying from Chicago to West Palm Beach in April is currently the most expensive (average of $296). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chicago to West Palm Beach

Discover the top 6 airlines that operate flights from Chicago to West Palm Beach. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$111FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$88Average$170FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$175Average$371FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$183Average$309FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$318FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$343Average$438FlexibilityNo cancel feeOn-time63%

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