PBI - MDW

$98 Find Cheap Flights from West Palm Beach to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from West Palm Beach to Midway departing on 7/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from West Palm Beach to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from West Palm Beach to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$303
Allegiant Air
Sun 7/12Mon 7/20
PBI - MDW • 1 stop
Cheapest one-way
$98
Typical prices: $206-$245
Allegiant Air
Sun 7/19
PBI - MDW • 1 stop
Top airlines
Cheapest • from $303 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between West Palm Beach and Midway. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $425 (round-trip)
Shortest trip • 5h 30m (one-way)
Insights
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Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from West Palm Beach to Midway (PBI-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from West Palm Beach to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from West Palm Beach to Midway

Sun, Jul 12 - Mon, Jul 20
Allegiant Air Logo
9:01 pm - 2:38 pm
PBI
-
MDW
18h 37m
1 stop
Allegiant Air Logo
3:28 pm - 11:48 am
MDW
-
PBI
19h 20m
1 stop
$303Allegiant Air
Sun, Jul 12 - Mon, Jul 20
Allegiant Air Logo
9:01 pm - 2:38 pm
PBI
-
MDW
18h 37m
1 stop
Allegiant Air Logo
3:28 pm - 11:48 am
MDW
-
PBI
19h 20m
1 stop
$307Allegiant Air
Sat, Oct 31 - Mon, Jan 4
Delta Logo
12:35 pm - 4:25 pm
PBI
-
MDW
4h 50m
1 stop
Delta Logo
1:05 pm - 6:43 pm
MDW
-
PBI
4h 38m
1 stop
$309Delta
Sat, Jul 4 - Fri, Jul 10
Delta Logo
2:03 pm - 8:02 pm
PBI
-
MDW
6h 59m
1 stop
Delta Logo
12:41 pm - 8:51 pm
MDW
-
PBI
7h 10m
1 stop
$310Delta
Wed, Jul 8 - Tue, Jul 14
Southwest Logo
2:55 pm - 9:10 pm
PBI
-
MDW
7h 15m
1 stop
Southwest Logo
11:50 am - 10:15 pm
MDW
-
PBI
9h 25m
2 stops
$314Southwest
Tue, Aug 4 - Wed, Aug 26
Southwest Logo
4:00 pm - 8:45 pm
PBI
-
MDW
5h 45m
1 stop
Southwest Logo
12:35 pm - 8:00 pm
MDW
-
PBI
6h 25m
2 stops
$315Southwest
Wed, Jul 8 - Tue, Jul 14
Southwest Logo
6:00 am - 2:00 pm
PBI
-
MDW
9h 00m
2 stops
Southwest Logo
11:50 am - 10:15 pm
MDW
-
PBI
9h 25m
2 stops
$319Southwest
Sat, Jul 4 - Fri, Jul 10
Delta Logo
11:03 am - 3:40 pm
PBI
-
MDW
5h 37m
1 stop
Delta Logo
6:00 am - 11:45 am
MDW
-
PBI
4h 45m
1 stop
$320Delta
Tue, Aug 4 - Wed, Aug 26
Southwest Logo
7:20 am - 12:05 pm
PBI
-
MDW
5h 45m
2 stops
Southwest Logo
9:40 am - 8:00 pm
MDW
-
PBI
9h 20m
2 stops
$321Southwest
Tue, Aug 11 - Thu, Aug 13
Southwest Logo
7:20 am - 12:05 pm
PBI
-
MDW
5h 45m
2 stops
Southwest Logo
2:55 pm - 10:05 pm
MDW
-
PBI
6h 10m
1 stop
$324Southwest
Booking Insights

KAYAK's insights & trends for West Palm Beach to Midway flights

Get data-powered insights and trends into flights from West Palm Beach to Midway to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from West Palm Beach to Chicago Midway Airport?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from West Palm Beach to Chicago Midway Airport were found on Allegiant Air ($303) and Delta ($309).

Good to know

Cheapest flight$98
Flight from West Palm Beach to Chicago Midway Airport

When to book flights from West Palm Beach to Midway

Are your dates flexible? Find out the best times to travel from West Palm Beach to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking West Palm Beach to Chicago Midway Airport flights

  • What is the cheapest flight from West Palm Beach to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from West Palm Beach to Chicago Midway Airport was $98 for a one-way ticket and $303 for a round-trip.

  • Do I need a passport to fly between West Palm Beach and Chicago Midway Airport?

    A passport is not required to fly from West Palm Beach to Chicago Midway Airport.

  • Which airports will I be using when flying from West Palm Beach to Chicago Midway Airport?

    On your way to Chicago Midway Airport, you’ll fly out from Palm Beach Intl. You’ll be landing at Chicago Midway.

  • Which aircraft models fly most regularly from West Palm Beach to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from West Palm Beach to Chicago Midway Airport?

    SkyTeam is the only airline alliance operating flights between West Palm Beach and Chicago Midway Airport.

  • Which is the best airline for flights from West Palm Beach to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from West Palm Beach to Chicago are Southwest and Delta. With an average price for the route of $422 and an overall rating of 7.9, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $328 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from West Palm Beach to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from West Palm Beach to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from West Palm Beach to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from West Palm Beach is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from West Palm Beach to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to West Palm Beach with another airline. Booking your flights between West Palm Beach and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from West Palm Beach to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from West Palm Beach up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from West Palm Beach to Midway

 
See real verified KAYAK customer reviews for airlines flying from West Palm Beach to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from West Palm Beach to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4239 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

Kayak could’ve posted the correct gate number. Almost missed my flight.

Slow boarding, limited food and drink portions. Bad delays and turbulence

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Five hour delays every hour, I wish it were all at once

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Left /arrived on time. Decent seat space. Like the wifi/plugs and entertainment. Windows and tray table were kinda gross. Attendants didn't start snack service til 40mins before landing. Two rows before us, captain came on to say there's turbulence and recalled staff to seats. So, no drink/snack. Later, attendants didn't stop to see if we had trash nor even look our way. Felt invisible! Almost all pilot announcements were not only unintelligible, but so quiet. We had no idea what she said.

Gate agent was unhelpful for handicapped boarding. Flight attendant seemed untrained.

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Aside from a completely packed plane, I really have no complaints.

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

Everything you need to know for your flight from West Palm Beach to Midway

Information on your arrival and departure airports