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$142+ 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 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PBI
Dec 25 — Jan 11
Thu 12/25
Thu 1/1
1 adult, Economy
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Cheap 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 November 25, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$233
(CheapOair)

One-way from

$142
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$398
Provider with most accurate pricing for Chicago Midway-Palm Beach Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Palm Beach Intl flights.
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From Chicago Midway to Palm Beach Intl
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One-way flight from Chicago Midway to Palm Beach Intl
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Highest demand for flights based on searches. 14% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:15 amMDW - PBI
1 stop10h 44mFrontier
Tue 12/1610:12 amPBI - MDW
2 stops23h 34mFrontier
Deal found 11/23$229
This CheapOair deal was found by Cheapflights users on 11/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/76:15 amMDW - PBI
1 stop10h 44mFrontier
Thu 12/116:05 pmPBI - MDW
1 stop5h 07mFrontier
Deal found 11/23$237
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:42 pmMDW - PBI
2 stops22h 41mMultiple Airlines
Tue 12/166:20 amPBI - MDW
1 stop7h 41mMultiple Airlines
Deal found 11/23$238
This Southwest deal was found by Cheapflights users on 11/23. 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.
Thu 12/185:10 amMDW - PBI
1 stop8h 20mSouthwest
Sun 12/216:35 pmPBI - MDW
1 stop4h 50mSouthwest
Deal found 11/23$249
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:15 amMDW - PBI
1 stop9h 57mMultiple Airlines
Thu 12/186:20 amPBI - MDW
1 stop7h 41mMultiple Airlines
Deal found 11/23$252
This Kiwi.com deal was found by Cheapflights users on 11/24. 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.
Tue 12/97:44 amMDW - PBI
1 stop12h 10mMultiple Airlines
Sat 12/136:20 amPBI - MDW
2 stops17h 10mMultiple Airlines
Deal found 11/24$268
This Delta deal was found by Cheapflights users on 11/23. 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.
Fri 12/1212:50 pmMDW - PBI
1 stop7h 11mDelta
Thu 12/186:00 amPBI - MDW
1 stop4h 54mDelta
Deal found 11/23$274
This Southwest deal was found by Cheapflights users on 11/24. 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 12/229:40 pmMDW - PBI
1 stop11h 55mSouthwest
Mon 12/296:35 pmPBI - MDW
1 stop5h 30mSouthwest
Deal found 11/24$278
This Southwest deal was found by Cheapflights users on 11/23. 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.
Sat 12/138:20 amMDW - PBI
1 stop5h 55mSouthwest
Tue 12/167:05 amPBI - MDW
2 stops8h 50mSouthwest
Deal found 11/23$279

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 November 25, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to West Palm Beach that are best for you.

Fly from

Midway

Fly to

West Palm Beach

Route

Depart

Return

Price

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Wed 12/10

2:49 pm-5:12 pm

1 stop25h 23m

Palm Beach Intl

Sun 12/14

6:20 am-1:01 pm

1 stop7h 41m

$246

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 1/8

6:45 am-1:14 pm

1 stop5h 29m

Palm Beach Intl

Mon 1/12

11:00 am-4:29 pm

1 stop6h 29m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Wed 1/21

6:14 pm-12:14 am

1 stop5h 00m

Palm Beach Intl

Thu 1/29

1:03 pm-5:55 pm

1 stop5h 52m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Thu 1/22

6:00 am-1:05 pm

1 stop6h 05m

Palm Beach Intl

Mon 1/26

6:11 pm-10:22 pm

1 stop5h 11m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 1/24

10:46 am-5:04 pm

1 stop5h 18m

Palm Beach Intl

Thu 1/29

7:00 am-11:59 am

1 stop5h 59m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 1/23

10:48 am-6:38 pm

1 stop6h 50m

Palm Beach Intl

Sun 1/25

6:00 am-9:53 am

1 stop4h 53m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Tue 1/20

6:00 am-1:05 pm

1 stop6h 05m

Palm Beach Intl

Thu 1/29

8:00 am-11:59 am

1 stop4h 59m

$249

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Wed 12/31

6:12 am-10:55 pm

2 stops39h 43m

$142

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Sat 12/13

1:15 pm-9:00 pm

1 stop6h 45m

$150

ChicagoWest Palm Beach

MDW - PBI

MDWPBI

Chicago Midway

Fri 12/12

5:10 am-2:30 pm

1 stop8h 20m

$150

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 16 results
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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-West Palm Beach flight deals on Cheapflights vs. eDreams >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 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 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 $45). Flying from Chicago Midway Airport to West Palm Beach in May is currently the most expensive (average of $167). 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 MDW to PBI?

Find hourly flight availability from Midway 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 November 25, 2025.

It’s optimal to fly from Chicago Midway Airport to West Palm Beach at noon. By choosing this option you can save up to 16% on the cost of your flight, compared to a flight in the evening.

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 November 25, 2025.
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
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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
7.9
Good
7,998 reviews
Southwest
8.0
Very good
4,254 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

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 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 Delta fly from Chicago Midway Airport to West Palm Beach in about 5h 29m. 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 ($216) 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 $45). Flying from Chicago Midway Airport to West Palm Beach in May is currently the most expensive (average of $167). 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 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 November 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$328FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$278Average$446FlexibilityNo cancel feeOn-time63%

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