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$126+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PBI
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Find cheap flights from Chicago to West Palm Beach with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Palm Beach Intl are usually found in August or September, booked 42 days in advance, depart on a Wednesday or Saturday and return on a Thursday

Cheap 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 23, 2026.

This American Airlines deal was found by Cheapflights users on 7/19. 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.
Sat 8/156:50 am
ORD
-
PBI
Nonstop2h 58m
American Airlines
Fri 8/211:04 pm
PBI
-
ORD
Nonstop3h 26m
American Airlines
Deal found 7/19$289
This American Airlines deal was found by Cheapflights users on 7/19. 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 9/39:21 am
ORD
-
PBI
Nonstop3h 06m
American Airlines
Sun 9/62:20 pm
PBI
-
ORD
Nonstop3h 28m
American Airlines
Deal found 7/19$290
This American Airlines deal was found by Cheapflights users on 7/19. 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 9/26:50 am
ORD
-
PBI
Nonstop2h 58m
American Airlines
Wed 9/92:33 pm
PBI
-
ORD
Nonstop3h 27m
American Airlines
Deal found 7/19$291
This Delta deal was found by Cheapflights users on 7/23. 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.
Thu 8/136:40 am
ORD
-
PBI
1 stop5h 25m
Delta
Sat 8/154:56 pm
PBI
-
ORD
1 stop8h 01m
Delta
Deal found 7/23$293
This Southwest deal was found by Cheapflights users on 7/21. 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 8/132:55 pm
MDW
-
PBI
1 stop6h 10m
Southwest
Tue 8/184:55 pm
PBI
-
MDW
1 stop5h 05m
Southwest
Deal found 7/21$293
This Priceline deal was found by Cheapflights users on 7/23. 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.
Fri 11/136:50 am
ORD
-
PBI
1 stop7h 44m
Multiple Airlines
Tue 11/176:00 am
PBI
-
ORD
1 stop8h 20m
Multiple Airlines
Deal found 7/23$294
This American Airlines deal was found by Cheapflights users on 7/22. 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.
Sat 8/226:50 am
ORD
-
PBI
Nonstop2h 58m
American Airlines
Mon 8/241:08 pm
PBI
-
ORD
1 stop5h 34m
American Airlines
Deal found 7/22$296
This United Airlines deal was found by Cheapflights users on 7/20. 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 8/151:30 pm
ORD
-
PBI
1 stop7h 35m
United Airlines
Sat 8/225:19 pm
PBI
-
ORD
1 stop7h 03m
United Airlines
Deal found 7/20$298
This Southwest deal was found by Cheapflights users on 7/21. 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 8/279:00 am
MDW
-
PBI
1 stop6h 50m
Southwest
Fri 8/287:20 am
PBI
-
MDW
2 stops9h 05m
Southwest
Deal found 7/21$298
This Southwest deal was found by Cheapflights users on 7/20. 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.
Mon 8/179:20 am
MDW
-
PBI
2 stops10h 20m
Southwest
Mon 8/244:55 pm
PBI
-
MDW
2 stops6h 25m
Southwest
Deal found 7/20$299
This Southwest deal was found by Cheapflights users on 7/22. 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 8/1210:10 am
MDW
-
PBI
2 stops8h 50m
Southwest
Mon 8/174:55 pm
PBI
-
MDW
2 stops6h 25m
Southwest
Deal found 7/22$303
This United Airlines deal was found by Cheapflights users on 7/21. 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 9/198:40 am
ORD
-
PBI
1 stop8h 43m
United Airlines
Mon 9/215:19 pm
PBI
-
ORD
1 stop8h 09m
United Airlines
Deal found 7/21$304

Find 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 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$126
(Frontier)

Popular in

March

Cheapest in

August

Average price

$315

Good round-trip deal

$289 or less

Good one-way deal

$263 or less
Provider with most accurate pricing for Chicago (CHI)-Palm Beach Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Palm Beach Intl flights.
Search Deals
From Chicago (CHI) to Palm Beach Intl
Search Deals
One-way flight from Chicago (CHI) to Palm Beach Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Palm Beach Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Palm Beach Intl.
Search Deals

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 23, 2026.
Use the filters below to find and compare flights from Chicago to West Palm Beach that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Thu 8/13

10:54 am-3:09 pm

Nonstop3h 15m

Palm Beach Intl

Tue 8/18

4:15 pm-6:41 pm

Nonstop3h 26m

$289

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 8/27

6:05 am-11:48 am

1 stop4h 43m

Palm Beach Intl

Mon 8/31

12:22 pm-4:59 pm

1 stop5h 37m

$293

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 8/27

9:20 am-8:40 pm

2 stops10h 20m

Palm Beach Intl

Fri 8/28

7:20 am-12:25 pm

2 stops6h 05m

$309

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Thu 10/22

5:30 am-11:47 am

1 stop5h 17m

Palm Beach Intl

Mon 10/26

4:55 pm-11:51 pm

1 stop7h 56m

$309

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Fri 8/14

9:54 am-5:22 pm

1 stop6h 28m

Palm Beach Intl

Mon 8/17

7:46 pm-11:57 pm

1 stop5h 11m

$309

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Fri 10/9

3:40 pm-10:30 pm

1 stop5h 50m

Palm Beach Intl

Fri 10/16

4:55 pm-9:00 pm

1 stop5h 05m

$309

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sun 10/11

5:30 am-11:47 am

1 stop5h 17m

Palm Beach Intl

Sun 10/18

6:00 am-10:10 am

1 stop5h 10m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 10/9

1:00 pm-7:33 pm

1 stop5h 33m

Palm Beach Intl

Fri 10/16

6:34 pm-10:25 pm

1 stop4h 51m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 1/8

5:25 pm-12:30 am

1 stop6h 05m

Palm Beach Intl

Sun 1/10

6:00 am-9:52 am

1 stop4h 52m

$309
Quickest round-trip

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Mon 8/3

10:50 am-2:51 pm

Nonstop3h 01m

Palm Beach Intl

Wed 8/19

4:15 pm-6:41 pm

Nonstop3h 26m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 44 resultsSorted by cheapest first
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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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 FlightHub the most. FlightHub 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

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

Currently, September is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $289). Flying from Chicago to West Palm Beach in March is currently the most expensive (average of $412). 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 23, 2026.

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 afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 18% on airfare.

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 23, 2026.

The most flights from CHI to PBI are scheduled on a Tuesday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

How much does it cost to fly round-trip from Chicago to West Palm Beach?

Airfare is typical for this route at the moment.
Chicago to West Palm Beach flights typically cost between $264 and $370 in January.
The cheapest round-trip price found within the last 5 days was $289 on American Airlines (Jan 12-Feb 18).

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

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 67 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 18, 2026.

Travelers seeking maximum savings on their Chicago to West Palm Beach flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday afternoons 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

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to West Palm Beach trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and PBI

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 July 23, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
7.8
Good
8,479 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
10,024 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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
7.1
Good
11,832 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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.
Frontier
5.6
Fair
2,770 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

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 5 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 4 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 $289, United Airlines can have you in West Palm Beach from Chicago in 3h 15m. 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?

    Southwest, at $173, was found to be the cheapest airline from Chicago to West Palm Beach.Alternate airlines to your destination round-trip include Delta and American Airlines. Users have found that Southwest is 48% 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 ($60), Delta ($108), and JetBlue ($118).

  • 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 (79%), Air New Zealand (79%), Alaska Airlines( 70%).

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

    Looking at all options, your cheapest flight can be booked for $178. While the most popular route (Chicago O'Hare Intl - Palm Beach Intl) can be booked for $263 on average, our data indicates $716 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, September is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $289). Flying from Chicago to West Palm Beach in March is currently the most expensive (average of $412). 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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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 4 airlines flying from Chicago to West Palm Beach

Discover the top 4 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 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$173Average$342FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$290FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$340FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$356FlexibilityNo cancel feeOn-time69%

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