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West Palm Beach

$119+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PBI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Palm Beach Intl are usually found in September or January, booked 47 days in advance, depart on a Wednesday or Monday 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$229
(United Airlines)

One-way from

$119
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$322

Good round-trip deal

$265 or less

Good one-way deal

$200 or less
Provider with most accurate pricing for Chicago (CHI)-Palm Beach Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Palm Beach Intl flights.
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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. 15% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 30, 2025.

This JetBlue deal was found by Cheapflights users on 10/29. 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.
Sat 12/611:25 amORD - PBI
1 stop10h 14mJetBlue
Tue 12/161:40 pmPBI - ORD
1 stop9h 12mJetBlue
Deal found 10/29$229
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 12/117:25 pmORD - PBI
Nonstop3h 04mAmerican Airlines
Mon 12/156:21 pmPBI - ORD
Nonstop3h 25mAmerican Airlines
Deal found 10/30$230
This CheapOair deal was found by Cheapflights users on 10/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/206:05 amMDW - PBI
1 stop7h 53mFrontier
Sun 11/234:39 pmPBI - MDW
1 stop6h 54mFrontier
Deal found 10/29$230
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/710:24 amORD - PBI
1 stop6h 35mFrontier
Sun 12/147:12 pmPBI - ORD
2 stops22h 42mFrontier
Deal found 10/29$232
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:01 pmORD - PBI
1 stop24h 01mMultiple Airlines
Sun 12/77:12 pmPBI - ORD
2 stops16h 56mMultiple Airlines
Deal found 10/29$234
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/610:40 amORD - PBI
Nonstop3h 12mUnited Airlines
Wed 12/175:00 pmPBI - ORD
1 stop6h 56mUnited Airlines
Deal found 10/29$235
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amORD - PBI
1 stop11h 34mFrontier
Tue 12/307:29 pmPBI - ORD
1 stop27h 55mFrontier
Deal found 10/29$237
This United Airlines deal was found by Cheapflights users on 10/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:10 pmORD - PBI
Nonstop3h 07mUnited Airlines
Sat 12/610:40 amPBI - ORD
1 stop7h 29mUnited Airlines
Deal found 10/29$239
This CheapOair deal was found by Cheapflights users on 10/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/35:05 amORD - PBI
1 stop6h 23mFrontier
Mon 11/101:48 pmPBI - ORD
1 stop11h 23mFrontier
Deal found 10/29$240
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/36:20 amMDW - PBI
1 stop5h 08mFrontier
Mon 11/101:48 pmPBI - MDW
1 stop5h 51mFrontier
Deal found 10/29$240
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/131:24 pmORD - PBI
1 stop27h 35mMultiple Airlines
Sun 12/218:39 pmPBI - ORD
2 stops28h 17mMultiple Airlines
Deal found 10/29$241
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/83:23 pmORD - PBI
1 stop28h 00mMultiple Airlines
Fri 12/1212:38 pmPBI - ORD
1 stop9h 04mMultiple Airlines
Deal found 10/29$242

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 October 30, 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

Tue 1/13

10:45 am-8:04 pm

1 stop8h 19m

Palm Beach Intl

Wed 2/4

6:00 am-1:10 pm

1 stop8h 10m

$229

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sat 12/13

4:10 pm-8:17 pm

Nonstop3h 07m

Palm Beach Intl

Sun 12/14

4:00 pm-6:31 pm

Nonstop3h 31m

$229

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Wed 11/26

2:21 pm-9:57 pm

1 stop6h 36m

Palm Beach Intl

Tue 12/2

5:00 pm-10:56 pm

1 stop6h 56m

$244

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sun 11/23

2:21 pm-9:57 pm

1 stop6h 36m

Palm Beach Intl

Tue 12/2

5:00 pm-10:56 pm

1 stop6h 56m

$244

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Tue 12/16

4:20 pm-10:16 pm

1 stop4h 56m

Palm Beach Intl

Mon 12/29

7:48 pm-12:02 am

1 stop5h 14m

$249

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Wed 1/21

10:35 am-5:47 pm

1 stop6h 12m

Palm Beach Intl

Mon 1/26

1:50 pm-10:34 pm

1 stop9h 44m

$249

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sat 11/22

6:27 pm-12:35 am

1 stop5h 08m

Palm Beach Intl

Mon 11/24

6:35 pm-12:02 am

1 stop6h 27m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 12/11

10:49 am-4:26 pm

1 stop4h 37m

Palm Beach Intl

Mon 12/15

7:48 pm-11:47 pm

1 stop4h 59m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Wed 11/19

10:47 am-6:38 pm

1 stop6h 51m

Palm Beach Intl

Sun 11/23

6:00 am-9:52 am

1 stop4h 52m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 12/11

5:13 pm-12:31 am

1 stop6h 18m

Palm Beach Intl

Sun 12/14

6:00 am-9:54 am

1 stop4h 54m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 38 results
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Compare providers for flights from Chicago to West Palm Beach

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to West Palm Beach in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-West Palm Beach flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-West Palm Beach flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-West Palm Beach flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-West Palm Beach flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-West Palm Beach flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 24, 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, February is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $47). Flying from Chicago to West Palm Beach in June is currently the most expensive (average of $117). 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 October 30, 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 25% 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.

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

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 October 30, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American 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.
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,996 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,034 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Spirit Airlines
6.3
Okay
8,115 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Frontier
5.8
Fair
3,123 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

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 1 inbound flight 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.

  • How long is the flight from Chicago to West Palm Beach?

    For as low as $229, JetBlue can have you in West Palm Beach from Chicago in 3h 07m. The distance between Chicago and West Palm Beach is about 1145 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Frontier, at $38, was found to be the cheapest airline from Chicago to West Palm Beach.Alternate airlines to your destination round-trip include Spirit Airlines and United Airlines. Users have found that Frontier is 87% 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 Southwest ($125), JetBlue ($137), and Delta ($148).

  • 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: Qatar Airways (100%), United Airlines (91%), Air New Zealand( 91%).

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

    Looking at all options, your cheapest flight can be booked for $138. While the most popular route (Chicago O'Hare Intl - Palm Beach Intl) can be booked for $110 on average, our data indicates $505 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, February is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $47). Flying from Chicago to West Palm Beach in June is currently the most expensive (average of $117). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to West Palm Beach

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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$110FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$42Average$174FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$172Average$356FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$173Average$438FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$188Average$309FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$318FlexibilityNo cancel feeOn-timeN/A

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