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West Palm Beach

$112+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PBI
Jun 26 — Jul 31
Fri 6/26
Fri 7/3
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Palm Beach Intl are usually found in September or August, booked 89 days in advance, depart on a Saturday or Wednesday 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 May 27, 2026.

This United Airlines deal was found by Cheapflights users on 5/25. 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 7/2410:50 am
ORD
-
PBI
Nonstop3h 01m
United Airlines
Wed 7/293:58 pm
PBI
-
ORD
Nonstop3h 34m
United Airlines
Deal found 5/25$289
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Fri 7/101:51 pm
ORD
-
PBI
Nonstop3h 12m
American Airlines
Sun 7/126:54 pm
PBI
-
ORD
Nonstop3h 36m
American Airlines
Deal found 5/25$290
This American Airlines deal was found by Cheapflights users on 5/26. 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 7/68:08 am
ORD
-
PBI
Nonstop3h 04m
American Airlines
Tue 7/146:54 pm
PBI
-
ORD
Nonstop3h 36m
American Airlines
Deal found 5/26$291
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Thu 7/210:50 am
ORD
-
PBI
Nonstop3h 01m
United Airlines
Wed 7/85:05 pm
PBI
-
ORD
1 stop8h 40m
United Airlines
Deal found 5/26$295
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/228:09 am
ORD
-
PBI
Nonstop3h 02m
American Airlines
Sun 6/288:00 am
PBI
-
ORD
1 stop5h 20m
American Airlines
Deal found 5/26$299
This United Airlines deal was found by Cheapflights users on 5/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:30 am
ORD
-
PBI
1 stop6h 32m
United Airlines
Mon 7/65:05 pm
PBI
-
ORD
1 stop8h 40m
United Airlines
Deal found 5/22$304
This Delta deal was found by Cheapflights users on 5/26. 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.
Fri 7/108:03 am
ORD
-
PBI
1 stop6h 47m
Delta
Sun 7/126:00 am
PBI
-
ORD
1 stop5h 10m
Delta
Deal found 5/26$309
This Delta deal was found by Cheapflights users on 5/26. 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 10/226:00 am
MDW
-
PBI
1 stop7h 17m
Delta
Mon 10/264:45 pm
PBI
-
MDW
1 stop6h 00m
Delta
Deal found 5/26$309
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/186:29 am
ORD
-
PBI
1 stop5h 29m
American Airlines
Sun 6/218:00 am
PBI
-
ORD
1 stop5h 20m
American Airlines
Deal found 5/26$310
This Southwest deal was found by Cheapflights users on 5/26. 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 5/271:35 pm
ORD
-
PBI
1 stop7h 15m
Southwest
Thu 5/285:50 pm
PBI
-
ORD
1 stop5h 05m
Southwest
Deal found 5/26$311
This Southwest deal was found by Cheapflights users on 5/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/246:40 am
MDW
-
PBI
1 stop7h 35m
Southwest
Wed 5/273:55 pm
PBI
-
MDW
1 stop7h 20m
Southwest
Deal found 5/23$311
This Southwest deal was found by Cheapflights users on 5/26. 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 5/279:10 am
MDW
-
PBI
2 stops7h 10m
Southwest
Thu 5/284:15 pm
PBI
-
MDW
1 stop7h 05m
Southwest
Deal found 5/26$312

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 May 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$289
(United Airlines)

One-way from

$112
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$345

Good round-trip deal

$311 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. 13% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 27, 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

Wed 8/26

10:54 am-3:09 pm

Nonstop3h 15m

Palm Beach Intl

Thu 9/3

4:15 pm-6:41 pm

Nonstop3h 26m

$289

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sat 7/4

10:50 am-2:51 pm

Nonstop3h 01m

Palm Beach Intl

Mon 7/6

5:05 pm-12:45 am

1 stop8h 40m

$295

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Wed 9/16

1:21 pm-11:30 pm

1 stop9h 09m

Palm Beach Intl

Sun 9/20

4:15 pm-6:41 pm

Nonstop3h 26m

$299

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Sat 9/5

11:02 am-3:13 pm

Nonstop3h 11m

Palm Beach Intl

Sat 9/12

1:10 pm-9:00 pm

1 stop8h 50m

$299

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Fri 7/10

8:03 am-3:50 pm

1 stop6h 47m

Palm Beach Intl

Mon 7/13

7:00 am-12:34 pm

1 stop6h 34m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Wed 7/8

8:40 am-2:00 pm

1 stop4h 20m

Palm Beach Intl

Sun 7/12

6:55 pm-11:45 pm

1 stop5h 50m

$309

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Fri 7/3

1:46 pm-10:23 pm

1 stop7h 37m

Palm Beach Intl

Mon 7/6

6:00 am-10:13 am

1 stop5h 13m

$309

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Mon 7/6

5:30 am-12:54 pm

1 stop6h 24m

Palm Beach Intl

Tue 7/14

6:27 pm-11:53 pm

1 stop6h 26m

$309

ChicagoWest Palm Beach

ORD - PBI

ORDPBI

Chicago O'Hare Intl

Fri 9/25

6:40 am-1:04 pm

1 stop5h 24m

Palm Beach Intl

Sun 9/27

7:00 pm-11:59 pm

1 stop5h 59m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 6/11

11:05 am-5:23 pm

1 stop5h 18m

Palm Beach Intl

Wed 6/24

6:28 pm-10:17 pm

1 stop4h 49m

$309

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/24

Showing 1-10 of 41 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 May.
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, January is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $73). Flying from Chicago to West Palm Beach in March is currently the most expensive (average of $656). 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 May 27, 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 21% 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 May 27, 2026.

The most flights from CHI to PBI are scheduled on a Tuesday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

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

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 54 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 May 23, 2026.

Travelers seeking maximum savings on their Chicago to West Palm Beach flight should consider departing on Saturday mornings 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 May 27, 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
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Delta
7.9
Good
8,425 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
United Airlines
7.4
Good
9,749 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.1
Good
11,629 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Frontier
5.7
Fair
2,933 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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 5 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?

    Spirit Airlines, at $102, was found to be the cheapest airline from Chicago to West Palm Beach.Alternate airlines to your destination round-trip include Southwest and Delta. Users have found that Spirit Airlines is 68% 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 Spirit Airlines ($42), Frontier ($44), and Delta ($108).

  • 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 (76%), Air New Zealand (75%), Alaska Airlines( 72%).

  • 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 $289 on average, our data indicates $469 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, January is the cheapest month in which you can book a flight from Chicago to West Palm Beach (average of $73). Flying from Chicago to West Palm Beach in March is currently the most expensive (average of $656). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 5 airlines flying from Chicago to West Palm Beach

Discover the top 5 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 May 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$102Average$213FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$173Average$342FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$290FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$228Average$326FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$229Average$357FlexibilityNo cancel feeOn-time69%

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