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$110+ Cheap flights from West Palm Beach (PBI) to Midway (MDW)

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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
PBI — MDW
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from West Palm Beach to Midway

Discover tips and strategies to find the most affordable flight options for your journey from West Palm Beach (PBI) to Midway (MDW). 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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$199
(Southwest)

One-way from

$110
(Southwest)

Popular in

November

Cheapest in

January

Average price

$345
Provider with most accurate pricing for Palm Beach Intl-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Palm Beach Intl-Chicago Midway flights.
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From Palm Beach Intl to Chicago Midway
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One-way flight from Palm Beach Intl to Chicago Midway
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($60 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from West Palm Beach to Midway

Cheapest flights from West Palm Beach to Midway
Explore the most affordable flight options available from West Palm Beach to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Southwest deal was found by Cheapflights users on 4/16. 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 5/285:30 pmPBI - MDW
1 stop5h 20mSouthwest
Fri 5/305:45 amMDW - PBI
1 stop8h 10mSouthwest
Deal found 4/16$199
This Delta deal was found by Cheapflights users on 4/16. 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.
Tue 5/137:00 amPBI - MDW
1 stop5h 53mDelta
Tue 5/206:00 amMDW - PBI
1 stop4h 53mDelta
Deal found 4/16$223
This Frontier deal was found by Cheapflights users on 4/17. 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.
Mon 8/46:48 pmPBI - MDW
1 stop5h 29mFrontier
Fri 8/86:20 amMDW - PBI
1 stop10h 33mFrontier
Deal found 4/17$342

Cheapflights Fare Finder

Customize your flight search to find flights from West Palm Beach to Midway 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 April 17, 2025.
Use the filters below to find and compare flights from West Palm Beach to Chicago Midway Airport that are best for you.

Fly from

West Palm Beach

Fly to

Midway

Route

Depart

Return

Price

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Wed 5/28

5:30 pm-9:50 pm

1 stop5h 20m

Chicago Midway

Fri 5/30

5:45 am-2:55 pm

1 stop8h 10m

$199

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 5/13

7:00 am-11:53 am

1 stop5h 53m

Chicago Midway

Tue 5/20

6:00 am-11:53 am

1 stop4h 53m

$223

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Mon 8/4

6:48 pm-11:17 pm

1 stop5h 29m

Chicago Midway

Fri 8/8

6:20 am-5:53 pm

1 stop10h 33m

$342

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 6/17

7:20 am-1:45 pm

1 stop7h 25m

$110

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sat 5/24

3:20 pm-9:13 pm

1 stop6h 53m

$119

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sun 6/22

11:39 am-9:44 am

1 stop23h 05m

$138

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Mon 6/30

6:46 pm-11:18 pm

1 stop5h 32m

$172

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Compare providers for flights from West Palm Beach to Midway

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 West Palm Beach to Midway in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice 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 West Palm Beach-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on West Palm Beach-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from West Palm Beach-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on West Palm Beach-Chicago Midway Airport 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 West Palm Beach-Chicago Midway Airport 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 West Palm Beach to Midway

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

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

Currently, April is the cheapest month in which you can book a flight from West Palm Beach to Chicago Midway Airport (average of $160). Flying from West Palm Beach to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 PBI to MDW?

Find hourly flight availability from West Palm Beach to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

A simple way to save on the total cost of your ticket is to fly from West Palm Beach to Chicago Midway Airport in the morning. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight at noon.

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated April 17, 2025.
To help decide which airline to fly from West Palm Beach to Chicago, see what other customers have to say about Southwest, Delta and Allegiant Air. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Allegiant Air
7.3
Good
734 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,280 reviews

Overall

8.0

Comfort

8.0

Entertainment

7.6

Crew

8.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from West Palm Beach to Midway. 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 from for flights from West Palm Beach to Chicago Midway?

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

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

    Cheapflights users have booked flights from West Palm Beach to Chicago Midway Airport round-trip from $199. Other airlines that can offer you cheap pricing are Delta, from $223, and Frontier, from $342. Users have found that Southwest is 39% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from West Palm Beach to Chicago Midway Airport one-way?

    $110 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and Allegiant Air, with prices starting from $119 and $138, respectively.

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

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

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

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from West Palm Beach to Midway.

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

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

    Currently, April is the cheapest month in which you can book a flight from West Palm Beach to Chicago Midway Airport (average of $160). Flying from West Palm Beach to Chicago Midway Airport in November is currently the most expensive (average of $249). 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

Traveling to a place near West Palm Beach?

Book flights to West Palm Beach if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 2 airlines flying from West Palm Beach to Midway

Discover the top 2 airlines that operate flights from West Palm Beach to Midway. 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$198Average$288FlexibilityNo cancel feeOn-time63%
DeltaCheapest$227Average$381FlexibilityNo cancel feeOn-timeN/A

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