DJT - MDW

$124 Find Cheap Flights from West Palm Beach to Chicago Midway Airport - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$264
Typical prices: $358-$432
Southwest
Sun 12/23Sun 1/7
DJT - MDW • 2 stops
Cheapest one-way
$124
Typical prices: $249-$508
Southwest
Fri 11/23
DJT - MDW • 1 stop
Nonstop flights
Not available
There are currently no direct flights between West Palm Beach and Chicago Midway Airport. You'll need to take a connecting flight to reach the destination.
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Cheap Flights from West Palm Beach to Midway (DJT-MDW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Wed, Dec 23 - Thu, Jan 7
Southwest Logo
1:55 pm - 11:00 pmDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
10h 05m2 stops Nashville Intl Lambert-St Louis
Southwest Logo
10:55 am - 8:50 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
8h 55m2 stops Atlanta Hartsfield-Jackson Baltimore/Washington
$264Southwest
Wed, Nov 25 - Thu, Nov 26
Southwest Logo
4:00 pm - 12:15 amDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
9h 15m1 stop Denver Intl
Southwest Logo
7:40 am - 4:30 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
7h 50m2 stops Hartford Bradley Intl Baltimore/Washington
$268Southwest
Tue, Dec 1 - Tue, Dec 8
Southwest Logo
3:00 pm - 9:30 pmDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
7h 30m1 stop Baltimore/Washington
Southwest Logo
12:45 pm - 10:05 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
8h 20m2 stops Nashville Intl Orlando
$273Southwest
Sat, Nov 21 - Sun, Dec 6
Southwest Logo
3:50 pm - 11:05 pmDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
8h 15m1 stop Baltimore/Washington
Southwest Logo
7:30 am - 1:35 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
5h 05m1 stop Baltimore/Washington
$280Southwest
Sat, Nov 21 - Sun, Dec 6
Southwest Logo
3:50 pm - 12:25 amDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
9h 35m2 stops Baltimore/Washington Orlando
Southwest Logo
7:30 am - 1:35 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
5h 05m1 stop Baltimore/Washington
$286Southwest
Sat, Nov 21 - Sun, Dec 6
Southwest Logo
3:50 pm - 12:25 amDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
9h 35m2 stops Baltimore/Washington Orlando
Southwest Logo
7:50 am - 6:00 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
9h 10m2 stops Buffalo Baltimore/Washington
$291Southwest
Tue, Dec 1 - Tue, Dec 8
Southwest Logo
7:10 am - 2:30 pmDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
8h 20m2 stops Orlando Atlanta Hartsfield-Jackson
Southwest Logo
1:20 pm - 10:05 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
7h 45m2 stops Atlanta Hartsfield-Jackson Orlando
$292Southwest
Wed, Nov 11 - Sun, Nov 15
Southwest Logo
12:50 pm - 6:55 pmDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
7h 05m1 stop Baltimore/Washington
Southwest Logo
5:05 am - 1:35 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
7h 30m1 stop Baltimore/Washington
$295Southwest
Thu, Dec 3 - Sat, Dec 5
Delta Logo
6:44 pm - 10:54 pmDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
5h 10m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:00 am - 12:52 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
5h 52m1 stop Atlanta Hartsfield-Jackson
$297Delta
Wed, Nov 11 - Sun, Nov 15
Southwest Logo
7:10 am - 12:55 pmDJT  West Palm Beach President Donald J. Trump Intl-MDW Chicago Midway
6h 45m2 stops Orlando Nashville Intl
Southwest Logo
5:05 am - 1:35 pmMDW  Chicago Midway-DJT West Palm Beach President Donald J. Trump Intl
7h 30m1 stop Baltimore/Washington
$301Southwest
Booking Insights

Price, demand and travel trends for West Palm Beach to Chicago Midway Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from West Palm Beach to Chicago Midway Airport?

Round-trip flights from West Palm Beach to Chicago Midway Airport typically range from $358 to $432. The lowest price found in the past 5 days was $264, on Southwest.

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Key details for West Palm Beach to Chicago Midway Airport flights

Cheapest flight

$124
One-way 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

Your West Palm Beach to Chicago Midway Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

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

    A nonstop flight from West Palm Beach to Chicago Midway Airport takes 00m, covering 1,129 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • Have flight prices from West Palm Beach to Chicago Midway Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $264 to $2,254. That means the highest observed fare was about 9x higher than the lowest one.

  • How are flight prices from West Palm Beach to Chicago Midway Airport looking right now?

    One-way fares from West Palm Beach to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $141, which is 49% below the typical average for this route.

  • What car rental options are available at Chicago Midway Airport (MDW)?

    Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates starting from around $32 for economy cars. Top options include:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

  • Which airports can I use when flying from West Palm Beach to Chicago Midway Airport?

    Flights from West Palm Beach to Chicago Midway Airport usually depart from West Palm Beach President Donald J. Trump Intl (DJT) and arrive at Chicago Midway (MDW).

  • Which airports do connecting flights from West Palm Beach to Chicago Midway Airport pass through?

    Most connecting flights from West Palm Beach to Chicago Midway Airport pass through Orlando (MCO), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from West Palm Beach to Chicago Midway Airport?

    Yes. Flexible dates can save you up to 15% on flights from West Palm Beach to Chicago Midway Airport. Thursday is the cheapest departure day at $368 round-trip on average, while Wednesday is the most expensive at $432, a difference of $64.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What is the time difference between West Palm Beach and Chicago Midway Airport?

    Chicago Midway Airport is 1 hour behind West Palm Beach (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago Midway Airport?

    Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Your guide to booking West Palm Beach to Chicago Midway Airport flights

Get tips on when to book, when to fly and what to know before your trip.

More options for your flight from West Palm Beach to Midway

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