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West Palm Beach

$155+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PBI
Apr 22 — Apr 291
Wed 4/22
Wed 4/29
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 23, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/32:56 pm
MDW
-
PBI
1 stop25h 23m
Frontier
Tue 4/77:32 pm
PBI
-
MDW
1 stop27h 47m
Frontier
Deal found 3/19$243
This Southwest deal was found by Cheapflights users on 3/23. 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.
Wed 4/159:10 am
MDW
-
PBI
1 stop6h 45m
Southwest
Tue 4/213:55 pm
PBI
-
MDW
1 stop5h 05m
Southwest
Deal found 3/23$257
This Kiwi.com deal was found by Cheapflights users on 3/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/36:30 am
MDW
-
PBI
2 stops24h 34m
Multiple Airlines
Tue 4/77:32 pm
PBI
-
MDW
1 stop27h 47m
Multiple Airlines
Deal found 3/19$262
This Southwest deal was found by Cheapflights users on 3/23. 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.
Fri 5/299:00 am
MDW
-
PBI
1 stop7h 00m
Southwest
Mon 6/15:50 pm
PBI
-
MDW
1 stop7h 15m
Southwest
Deal found 3/23$264
This Southwest deal was found by Cheapflights users on 3/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/149:50 am
MDW
-
PBI
1 stop4h 25m
Southwest
Tue 4/213:55 pm
PBI
-
MDW
1 stop5h 05m
Southwest
Deal found 3/19$289
This Priceline deal was found by Cheapflights users on 3/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:40 am
MDW
-
PBI
1 stop9h 39m
Frontier
Sat 4/116:14 pm
PBI
-
MDW
1 stop5h 15m
Frontier
Deal found 3/21$291
This Frontier deal was found by Cheapflights users on 3/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/296:00 am
MDW
-
PBI
1 stop11h 37m
Frontier
Sat 4/46:14 pm
PBI
-
MDW
1 stop5h 15m
Frontier
Deal found 3/21$295

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 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$235
(Frontier)

One-way from

$150
(Southwest)

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 23, 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

Wed 4/15

7:50 am-4:55 pm

2 stops8h 05m

Palm Beach Intl

Tue 4/21

7:10 am-2:05 pm

2 stops7h 55m

$268

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 5/29

9:00 am-5:00 pm

1 stop7h 00m

Palm Beach Intl

Mon 6/1

6:20 am-11:50 am

2 stops6h 30m

$269

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 4/11

9:10 am-5:15 pm

1 stop7h 05m

Palm Beach Intl

Wed 4/15

3:55 pm-8:00 pm

1 stop5h 05m

$299

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 4/23

4:35 pm-9:55 pm

1 stop4h 20m

Palm Beach Intl

Mon 4/27

5:50 pm-12:05 am

1 stop7h 15m

$302

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Tue 5/26

5:12 pm-11:44 pm

1 stop5h 32m

Palm Beach Intl

Thu 6/4

12:19 pm-6:33 pm

1 stop7h 14m

$309

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 4/24

9:00 am-5:00 pm

1 stop7h 00m

Palm Beach Intl

Sun 4/26

4:00 pm-12:20 am

1 stop9h 20m

$314

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Tue 4/14

12:50 pm-9:20 pm

2 stops7h 30m

Palm Beach Intl

Sat 4/18

6:20 am-12:15 pm

2 stops6h 55m

$319

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 5/30

11:20 am-9:50 pm

2 stops9h 30m

Palm Beach Intl

Wed 6/3

7:10 am-2:05 pm

2 stops7h 55m

$325

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 6/4

2:40 pm-10:00 pm

2 stops6h 20m

Palm Beach Intl

Mon 6/8

6:10 am-10:00 am

1 stop4h 50m

$339

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 4/24

5:21 pm-11:16 pm

1 stop4h 55m

Palm Beach Intl

Sun 4/26

6:00 am-9:56 am

1 stop4h 56m

$344

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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.

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 23, 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
4,324 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
4,324 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

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
8,318 reviews
Southwest
8.0
Very good
4,324 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Comfort

8.0

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 and Delta fly from Chicago Midway Airport to West Palm Beach in about 5h 32m. The time it takes to get you to your destination can typically vary by up to 2h 33m. Chicago Midway Airport and West Palm Beach are separated by a distance of 1129 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    According to our current data, Southwest ($248), and Delta ($248) offers the cheapest pricing from Chicago Midway Airport to West Palm Beach. Southwest is 22% 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

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

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 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$247Average$318FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$248Average$437FlexibilityNo cancel feeOn-time63%

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