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West Palm Beach

$137+ Cheap flights from Midway (MDW) 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PBI
Apr 28 — May 51
Tue 4/28
Tue 5/5
1 adult, Economy
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Cheap flight deals from Midway to West Palm Beach

Cheapest flights from Midway to West Palm Beach
Explore the most affordable flight options available from Midway to West Palm Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 29, 2026.

This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:00 am
MDW
-
PBI
1 stop7h 00m
Southwest
Thu 4/234:15 pm
PBI
-
MDW
1 stop7h 05m
Southwest
Deal found 3/25$244
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/158:20 pm
MDW
-
PBI
1 stop13h 27m
Allegiant Air
Sun 6/219:03 pm
PBI
-
MDW
1 stop23h 27m
Allegiant Air
Deal found 3/28$248
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:42 pm
MDW
-
PBI
1 stop22h 30m
Allegiant Air
Sun 6/79:24 pm
PBI
-
MDW
1 stop18h 24m
Allegiant Air
Deal found 3/28$261
This Southwest deal was found by Cheapflights users on 3/26. 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 5/131:00 pm
MDW
-
PBI
1 stop7h 20m
Southwest
Sun 5/176:20 am
PBI
-
MDW
2 stops7h 00m
Southwest
Deal found 3/26$263
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:00 am
MDW
-
PBI
1 stop7h 00m
Southwest
Fri 4/244:15 pm
PBI
-
MDW
1 stop7h 05m
Southwest
Deal found 3/25$264
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:20 pm
MDW
-
PBI
1 stop13h 27m
Allegiant Air
Sun 6/289:03 pm
PBI
-
MDW
1 stop21h 45m
Allegiant Air
Deal found 3/28$270
This Southwest deal was found by Cheapflights users on 3/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:00 am
MDW
-
PBI
1 stop6h 20m
Southwest
Thu 4/164:15 pm
PBI
-
MDW
1 stop7h 05m
Southwest
Deal found 3/25$277

Find flight deals from Midway to West Palm Beach

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) 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 March 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$244
(Southwest)

One-way from

$137
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$239
Provider with most accurate pricing for Chicago Midway-Palm Beach Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Palm Beach Intl flights.
Search Deals
From Chicago Midway to Palm Beach Intl
Search Deals
One-way flight from Chicago Midway to Palm Beach Intl
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($69 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway 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 March 29, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to West Palm Beach that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 5/7

9:00 am-5:00 pm

1 stop7h 00m

Palm Beach Intl

Sun 5/10

7:15 pm-11:40 pm

1 stop5h 25m

$277

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 4/11

6:10 am-2:10 pm

1 stop7h 00m

Palm Beach Intl

Wed 4/15

3:55 pm-8:00 pm

1 stop5h 05m

$282

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sun 4/19

5:15 am-3:20 pm

2 stops9h 05m

Palm Beach Intl

Fri 4/24

5:50 pm-11:30 pm

2 stops6h 40m

$307

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 4/10

4:35 pm-9:55 pm

1 stop4h 20m

Palm Beach Intl

Tue 4/14

3:55 pm-10:15 pm

1 stop7h 20m

$307

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 6/20

4:25 pm-11:46 pm

1 stop6h 21m

Palm Beach Intl

Thu 6/25

12:23 pm-6:31 pm

1 stop7h 08m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 4/24

12:52 pm-8:34 pm

1 stop6h 42m

Palm Beach Intl

Sun 4/26

6:00 am-9:56 am

1 stop4h 56m

$309
Quickest round-trip

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 4/18

6:00 am-11:45 am

1 stop4h 45m

Palm Beach Intl

Wed 4/22

6:00 am-9:56 am

1 stop4h 56m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 5/28

5:10 pm-11:44 pm

1 stop5h 34m

Palm Beach Intl

Tue 6/9

6:28 pm-10:17 pm

1 stop4h 49m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Wed 6/24

5:11 pm-11:46 pm

1 stop5h 35m

Palm Beach Intl

Sat 6/27

12:23 pm-6:06 pm

1 stop6h 43m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 4/23

1:00 pm-10:20 pm

2 stops8h 20m

Palm Beach Intl

Mon 4/27

5:50 pm-12:05 am

1 stop7h 15m

$328

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 22 resultsSorted by cheapest first
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3

Compare providers for flights from Midway 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 Midway to West Palm Beach in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Midway Airport-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 Midway Airport-West Palm Beach flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-West Palm Beach flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-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 Midway Airport-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 Midway to West Palm Beach

Have a flexible travel schedule? Discover the best time to fly to West Palm Beach from Midway 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 Midway Airport to West Palm Beach

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

Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to West Palm Beach (average of $49). Flying from Chicago Midway Airport to West Palm Beach in June is currently the most expensive (average of $175). 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.

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

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 March 29, 2026.
Get a feel of what it's like to fly with Southwest and Delta from Chicago Midway Airport 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
4,331 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

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
4,331 reviews
Southwest
8.0
Very good
4,331 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

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
8,359 reviews
Southwest
8.0
Very good
4,331 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

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 Midway 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 Midway?

    Located just 3.1 mi from the city center, Palm Beach Intl is the airport most travelers will use when flying to West Palm Beach from Chicago Midway. Booking flights from Chicago Midway to Palm Beach Intl (PBI) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 2 different airlines.

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

    Airlines like Southwest fly from Chicago Midway Airport to West Palm Beach in about 7h. The time it takes to get you to your destination can typically vary by up to . Chicago Midway Airport and West Palm Beach are separated by a distance of 1129 mi.

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

    According to our current data, Southwest ($173), and Delta ($248) offers the cheapest pricing from Chicago Midway Airport to West Palm Beach. Southwest is 45% cheaper than the average price of flights available within the next 90 days to this destination.

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

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

  • How can I find direct flights from Midway 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 Midway to West Palm Beach.

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

    Yes. Cheapflights offers flight deals from Midway 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 Midway Airport to West Palm Beach?

    Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to West Palm Beach (average of $49). Flying from Chicago Midway Airport to West Palm Beach in June is currently the most expensive (average of $175). 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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Top 2 airlines flying from Midway to West Palm Beach

Discover the top 2 airlines that operate flights from Midway 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 March 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$173Average$437FlexibilityNo cancel feeOn-time63%
DeltaCheapest$248Average$283FlexibilityNo cancel feeOn-timeN/A

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