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Cheap flights from West Palm Beach to Chicago from $113

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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from West Palm Beach to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
12:35 pm - 6:45 pm
PBI
-
MDW
7h 10m
1 stop
Southwest Logo
9:25 am - 4:20 pm
MDW
-
PBI
5h 55m
1 stop
$301Southwest
Tue, Sep 22 - Wed, Sep 23
Southwest Logo
10:30 am - 4:50 pm
PBI
-
MDW
7h 20m
2 stops
Southwest Logo
9:25 am - 4:20 pm
MDW
-
PBI
5h 55m
1 stop
$306Southwest
Tue, Sep 22 - Wed, Sep 23
Multiple Airlines Logo
9:01 pm - 2:38 pm
PBI
-
MDW
18h 37m
1 stop
Multiple Airlines Logo
12:11 pm - 7:04 pm
MDW
-
PBI
29h 53m
2 stops
$308Multiple Airlines
Sun, Jul 19 - Sat, Jul 25
Delta Logo
8:00 am - 11:51 am
PBI
-
MDW
4h 51m
1 stop
Delta Logo
6:05 am - 11:48 am
MDW
-
PBI
4h 43m
1 stop
$309Delta
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
9:01 pm - 2:38 pm
PBI
-
MDW
18h 37m
1 stop
Multiple Airlines Logo
12:11 pm - 7:04 pm
MDW
-
PBI
29h 53m
2 stops
$310Multiple Airlines
Sun, Jul 19 - Sat, Jul 25
Southwest Logo
10:30 am - 4:50 pm
PBI
-
MDW
7h 20m
2 stops
Southwest Logo
8:30 am - 4:20 pm
MDW
-
PBI
6h 50m
2 stops
$311Southwest
Tue, Sep 22 - Wed, Sep 23
Southwest Logo
4:00 pm - 8:45 pm
PBI
-
MDW
5h 45m
1 stop
Southwest Logo
11:45 am - 8:10 pm
MDW
-
PBI
7h 25m
2 stops
$314Southwest
Tue, Aug 18 - Sat, Aug 22
Southwest Logo
2:55 pm - 7:25 pm
PBI
-
MDW
5h 30m
1 stop
Southwest Logo
4:40 pm - 9:50 pm
MDW
-
PBI
4h 10m
1 stop
$315Southwest
Sat, Oct 3 - Mon, Oct 5
Southwest Logo
12:35 pm - 8:10 pm
PBI
-
MDW
8h 35m
2 stops
Southwest Logo
7:40 am - 8:10 pm
MDW
-
PBI
11h 30m
2 stops
$319Southwest
Tue, Aug 18 - Sat, Aug 22
Southwest Logo
7:10 am - 1:10 pm
PBI
-
MDW
7h 00m
2 stops
Southwest Logo
11:25 am - 6:30 pm
MDW
-
PBI
6h 05m
1 stop
$320Southwest
Sat, Oct 3 - Mon, Oct 5

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Southwest flights from West Palm Beach to Chicago Midway Airport

Our best Southwest deals on West Palm Beach to Chicago Midway Airport flight tickets
Southwest
Sep 22
PBI12:35 pmPalm Beach Intl
7h 10m
1 stop
MDW6:45 pmChicago Midway
Sep 23
MDW9:25 amChicago Midway
5h 55m
1 stop
PBI4:20 pmPalm Beach Intl
$301
Southwest
Sep 22
PBI10:30 amPalm Beach Intl
7h 20m
2 stops
MDW4:50 pmChicago Midway
Sep 23
MDW9:25 amChicago Midway
5h 55m
1 stop
PBI4:20 pmPalm Beach Intl
$306
Southwest
Sep 22
PBI10:30 amPalm Beach Intl
7h 20m
2 stops
MDW4:50 pmChicago Midway
Sep 23
MDW8:30 amChicago Midway
6h 50m
2 stops
PBI4:20 pmPalm Beach Intl
$311

Delta flights from West Palm Beach to Chicago Midway Airport

Our best Delta deals on West Palm Beach to Chicago Midway Airport flight tickets
Delta
Aug 13
PBI8:00 amPalm Beach Intl
4h 51m
1 stop
MDW11:51 amChicago Midway
Aug 16
MDW6:05 amChicago Midway
4h 43m
1 stop
PBI11:48 amPalm Beach Intl
$309
Delta
Jul 7
PBI6:00 amPalm Beach Intl
6h 56m
1 stop
MDW11:56 amChicago Midway
Jul 21
MDW6:00 amChicago Midway
5h 54m
1 stop
PBI12:54 pmPalm Beach Intl
$358
Delta
Jul 15
PBI6:00 amPalm Beach Intl
5h 05m
1 stop
MDW10:05 amChicago Midway
Jul 18
MDW6:00 amChicago Midway
4h 48m
1 stop
PBI11:48 amPalm Beach Intl
$359

momondo Fare Finder

 
Customize your flight search to find flights from West Palm Beach to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated July 2, 2026.
Use the filters below to find and compare flights from West Palm Beach to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 9/22

12:35 pm-6:45 pm

1 stop7h 10m

Chicago Midway

Wed 9/23

9:25 am-4:20 pm

1 stop5h 55m

$301

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 9/22

10:30 am-4:50 pm

2 stops7h 20m

Chicago Midway

Wed 9/23

9:25 am-4:20 pm

1 stop5h 55m

$306

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sun 7/19

9:01 pm-2:38 pm

1 stop18h 37m

Chicago Midway

Sat 7/25

12:11 pm-7:04 pm

2 stops29h 53m

$308
Quickest round-trip

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Thu 8/13

8:00 am-11:51 am

1 stop4h 51m

Chicago Midway

Sun 8/16

6:05 am-11:48 am

1 stop4h 43m

$309

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sun 7/19

9:01 pm-2:38 pm

1 stop18h 37m

Chicago Midway

Sat 7/25

12:11 pm-7:04 pm

2 stops29h 53m

$310

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 9/22

10:30 am-4:50 pm

2 stops7h 20m

Chicago Midway

Wed 9/23

8:30 am-4:20 pm

2 stops6h 50m

$311

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 8/18

4:00 pm-8:45 pm

1 stop5h 45m

Chicago Midway

Sat 8/22

11:45 am-8:10 pm

2 stops7h 25m

$314

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sat 10/3

2:55 pm-7:25 pm

1 stop5h 30m

Chicago Midway

Mon 10/5

4:40 pm-9:50 pm

1 stop4h 10m

$315

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 8/18

12:35 pm-8:10 pm

2 stops8h 35m

Chicago Midway

Sat 8/22

7:40 am-8:10 pm

2 stops11h 30m

$319

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sat 10/3

7:10 am-1:10 pm

2 stops7h 00m

Chicago Midway

Mon 10/5

11:25 am-6:30 pm

1 stop6h 05m

$320

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from West Palm Beach to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

How have West Palm Beach to Chicago Midway Airport flight prices changed over time?

When to book flights from West Palm Beach to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from West Palm Beach to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap West Palm Beach to Chicago Midway Airport (PBI to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from West Palm Beach to Chicago Midway Airport

Fastest flight time

4h 25m

Direct flights

None
The fastest flight from West Palm Beach to Chicago Midway Airport takes 4h 25m
There are no direct flights from West Palm Beach to Chicago Midway Airport. There are no popular flight routes from West Palm Beach to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from West Palm Beach to Chicago Midway Airport

  • How far is Palm Beach Intl to Chicago Midway by plane?

    Palm Beach Intl and Chicago Midway are 1128.6 mi apart from one another. Typically, this will take 4h 25m by plane in normal conditions.

  • When did momondo last update prices for flights from Palm Beach Intl Airport to Chicago Midway Airport?

    Prices for flights from Palm Beach Intl Airport to Chicago Midway Airport refresh daily.

  • How many operators does momondo search for flights from Palm Beach Intl Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Palm Beach Intl Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Palm Beach Intl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from West Palm Beach to Chicago Midway Airport?

Best airlines flying from West Palm Beach to Chicago Midway Airport

Compare and see reviews for airlines that fly from West Palm Beach to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $149Free CancellationRating
7.9
4,249 reviews
Search Southwest flights
DeltaPriceFrom $209Free CancellationRating
7.8
8,452 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Why use momondo?

Why should I use momondo to find a flight deal from West Palm Beach to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from West Palm Beach to Chicago for you.

Can I find flights from West Palm Beach to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from West Palm Beach on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from West Palm Beach to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from West Palm Beach to Chicago.

I’m not ready to book a flight from West Palm Beach to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for West Palm Beach to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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