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West Palm Beach

$102+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PBI
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Find cheap flights from Chicago to West Palm Beach with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheapflights Tip: The best prices from Chicago to Palm Beach Intl are usually found in January or May, 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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$199
(American Airlines)

One-way from

$102
(Mytrip)

Popular in

December

Cheapest in

January

Average price

$299

Good round-trip deal

$237 or less

Good one-way deal

$129 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. 10% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/46:45 amORD - PBI
Nonstop2h 59mAmerican Airlines
Wed 6/116:41 pmPBI - ORD
Nonstop3h 17mAmerican Airlines
Deal found 4/28$199
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Wed 5/216:15 amORD - PBI
1 stop10h 11mJetBlue
Sun 5/256:00 amPBI - ORD
1 stop10h 04mJetBlue
Deal found 4/29$217
This Delta deal was found by Cheapflights users on 4/29. 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.
Wed 6/116:00 amORD - PBI
1 stop6h 53mDelta
Wed 6/259:00 amPBI - ORD
1 stop4h 35mDelta
Deal found 4/29$219
This Delta deal was found by Cheapflights users on 4/28. 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.
Wed 6/410:25 amMDW - PBI
1 stop4h 21mDelta
Wed 6/114:51 pmPBI - MDW
1 stop5h 54mDelta
Deal found 4/28$219
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Fri 9/2611:10 amORD - PBI
Nonstop3h 05mUnited Airlines
Sun 10/55:10 pmPBI - ORD
1 stop6h 31mUnited Airlines
Deal found 4/28$257
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 9/178:35 amMDW - PBI
1 stop5h 55mSouthwest
Fri 9/1910:25 amPBI - MDW
2 stops8h 45mSouthwest
Deal found 4/28$269
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:48 pmORD - PBI
1 stop22h 15mMultiple Airlines
Sun 6/18:33 amPBI - ORD
2 stops35h 36mMultiple Airlines
Deal found 4/29$285
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/296:00 amORD - PBI
2 stops10h 05mSouthwest
Mon 6/26:05 amPBI - ORD
1 stop6h 45mSouthwest
Deal found 4/29$294
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/114:27 pmMDW - PBI
2 stops26h 07mAllegiant Air
Sun 6/157:18 pmPBI - MDW
1 stop25h 28mAllegiant Air
Deal found 4/29$294
This CheapOair deal was found by Cheapflights users on 4/28. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/306:20 amMDW - PBI
1 stop10h 31mFrontier
Fri 7/46:46 pmPBI - MDW
1 stop5h 32mFrontier
Deal found 4/28$343

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 April 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

Wed 6/4

6:45 am-10:44 am

Nonstop2h 59m

Palm Beach Intl

Wed 6/11

6:41 pm-8:58 pm

Nonstop3h 17m

$199

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 6/13

8:36 pm-2:15 pm

1 stop16h 39m

Palm Beach Intl

Sun 6/15

7:18 pm-7:46 pm

1 stop25h 28m

$207

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Wed 5/21

6:15 am-5:26 pm

1 stop10h 11m

Palm Beach Intl

Sun 5/25

6:00 am-3:04 pm

1 stop10h 04m

$217

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Wed 6/11

5:35 am-11:40 am

1 stop5h 05m

Palm Beach Intl

Wed 6/25

2:42 pm-9:24 pm

1 stop7h 42m

$219

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Wed 6/11

6:00 am-11:40 am

1 stop4h 40m

Palm Beach Intl

Wed 6/25

8:00 am-11:59 am

1 stop4h 59m

$219

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sat 5/17

2:32 pm-10:45 pm

1 stop7h 13m

Palm Beach Intl

Tue 5/20

4:11 pm-6:40 pm

Nonstop3h 29m

$244

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Thu 5/29

7:48 pm-7:03 pm

1 stop22h 15m

Palm Beach Intl

Sun 6/1

8:33 am-7:09 pm

2 stops35h 36m

$285

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 5/29

9:50 am-5:05 pm

1 stop6h 15m

Palm Beach Intl

Mon 6/2

5:55 pm-11:00 pm

1 stop6h 05m

$289

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Thu 5/29

6:00 am-5:05 pm

2 stops10h 05m

Palm Beach Intl

Mon 6/2

6:05 am-11:50 am

1 stop6h 45m

$294

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Mon 7/21

5:01 am-5:53 pm

1 stop11h 52m

Palm Beach Intl

Fri 7/25

6:48 pm-12:22 am

1 stop6h 34m

$342

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 25 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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-West Palm Beach flight deals on Cheapflights vs. FlightHub >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 April 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 April 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 at noon could potentially save you up to 50% 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.

Rainfall in West Palm Beach by month

Plan your trip to West Palm Beach by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in West Palm Beach ranges from 2.8 - 8.4 inches per month. September is typically the wettest month, when rainfall can reach 8.4 in. February is typically the driest time to visit West Palm Beach when rainfall is around 2.8 in.

Temperature in West Palm Beach by month

Plan your trip to West Palm Beach by taking into account the average temperature totals by month.

If weather is an important factor for your trip to West Palm Beach, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

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 April 29, 2025.
Read through reviews of airlines operating flights from Chicago to West Palm Beach, such as Southwest, Delta and Avelo Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
7,929 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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
2,922 reviews
Southwest
8.0
Very good
4,295 reviews

Comfort

8.0

Food

7.1

Crew

8.6

Overall

8.0

Entertainment

7.6

Boarding

8.2

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 2 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?

    American Airlines, at $199, was found to be the cheapest airline from Chicago to West Palm Beach.Alternate airlines to your destination round-trip include Allegiant Air and JetBlue. Users have found that American Airlines is 35% 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 Allegiant Air ($102), Southwest ($110), and Avelo Airlines ($113).

  • 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: Air New Zealand (86%), United Airlines (73%), American Airlines( 71%).

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

    Looking at all options, your cheapest flight can be booked for $89. While the most popular route (Chicago O'Hare Intl - Palm Beach Intl) can be booked for $217 on average our data indicates $880 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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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$111FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$42Average$143FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$177Average$373FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$181Average$312FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$318FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$309Average$438FlexibilityNo cancel feeOn-time63%

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