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Cheap flights from West Palm Beach to Chicago from $135

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 12/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
3:34 pm - 10:19 pm
PBI
-
MDW
7h 45m1 stop
Multiple Airlines Logo
1:00 pm - 12:57 pm
MDW
-
PBI
22h 57m2 stops
$230Multiple Airlines
Fri, Jan 30 - Mon, Feb 2
Frontier Logo
1:27 pm - 7:47 pm
PBI
-
MDW
7h 20m1 stop
Frontier Logo
7:53 pm - 3:34 pm
MDW
-
PBI
18h 41m2 stops
$231Frontier
Mon, Feb 23 - Fri, Feb 27
Delta Logo
1:15 pm - 5:34 pm
PBI
-
MDW
5h 19m1 stop
Delta Logo
10:46 am - 5:04 pm
MDW
-
PBI
5h 18m1 stop
$233Delta
Mon, Jan 12 - Mon, Jan 26
Frontier Logo
8:23 pm - 10:34 am
PBI
-
MDW
15h 11m2 stops
Frontier Logo
9:13 am - 6:43 pm
MDW
-
PBI
8h 30m1 stop
$237Frontier
Mon, Jan 12 - Thu, Jan 15
Frontier Logo
11:50 am - 11:45 am
PBI
-
MDW
24h 55m2 stops
Frontier Logo
5:01 pm - 2:34 pm
MDW
-
PBI
20h 33m1 stop
$239Frontier
Thu, Jan 29 - Sun, Feb 1
Multiple Airlines Logo
9:23 am - 10:29 pm
PBI
-
MDW
14h 06m2 stops
Multiple Airlines Logo
6:00 am - 12:32 pm
MDW
-
PBI
5h 32m1 stop
$248Multiple Airlines
Thu, Feb 26 - Mon, Mar 2
Delta Logo
6:00 am - 9:56 am
PBI
-
MDW
4h 56m1 stop
Delta Logo
12:46 pm - 6:38 pm
MDW
-
PBI
4h 52m1 stop
$249Delta
Wed, Feb 25 - Sun, Mar 1
Southwest Logo
7:05 am - 1:10 pm
PBI
-
MDW
7h 05m2 stops
Southwest Logo
1:15 pm - 8:45 pm
MDW
-
PBI
6h 30m1 stop
$254Southwest
Tue, Jan 6 - Wed, Jan 7
Multiple Airlines Logo
7:29 pm - 10:12 pm
PBI
-
MDW
27h 43m1 stop
Multiple Airlines Logo
7:44 am - 10:55 pm
MDW
-
PBI
14h 11m1 stop
$259Multiple Airlines
Tue, Dec 30 - Thu, Jan 1
Multiple Airlines Logo
9:23 am - 10:29 pm
PBI
-
MDW
14h 06m2 stops
Multiple Airlines Logo
6:00 am - 12:21 pm
MDW
-
PBI
5h 21m1 stop
$268Multiple Airlines
Thu, Feb 26 - Fri, Feb 27

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
Jan 12
PBI1:15 pmPalm Beach Intl
5h 19m
1 stop
MDW5:34 pmChicago Midway
Jan 26
MDW10:46 amChicago Midway
5h 18m
1 stop
PBI5:04 pmPalm Beach Intl
$233
Find similar
Delta
Mar 6
PBI6:00 amPalm Beach Intl
4h 56m
1 stop
MDW9:56 amChicago Midway
Mar 10
MDW10:49 amChicago Midway
5h 18m
1 stop
PBI5:07 pmPalm Beach Intl
$249
Find similar
Delta
Dec 31
PBI5:00 pmPalm Beach Intl
6h 22m
1 stop
MDW10:22 pmChicago Midway
Jan 4
MDW5:05 pmChicago Midway
6h 35m
1 stop
PBI12:40 amPalm Beach Intl
$275
Find similar

Frontier flights from West Palm Beach to Chicago Midway Airport

Our best Frontier deals on West Palm Beach to Chicago Midway Airport flight tickets
Frontier
Jan 12
PBI8:23 pmPalm Beach Intl
15h 11m
2 stops
MDW10:34 amChicago Midway
Jan 15
MDW9:13 amChicago Midway
8h 30m
1 stop
PBI6:43 pmPalm Beach Intl
$237
Find similar
Frontier
Jan 29
PBI11:50 amPalm Beach Intl
24h 55m
2 stops
MDW11:45 amChicago Midway
Feb 1
MDW5:01 pmChicago Midway
20h 33m
1 stop
PBI2:34 pmPalm Beach Intl
$239
Find similar
Frontier
Feb 27
PBI1:16 pmPalm Beach Intl
6h 22m
1 stop
MDW6:38 pmChicago Midway
Mar 1
MDW6:00 amChicago Midway
5h 32m
1 stop
PBI12:32 pmPalm Beach Intl
$252
Find similar

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 December 18, 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

Fly to

Route

Depart

Return

Price

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Fri 1/30

3:34 pm-10:19 pm

1 stop7h 45m

Chicago Midway

Mon 2/2

1:00 pm-12:57 pm

2 stops22h 57m

$230

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Mon 2/23

1:27 pm-7:47 pm

1 stop7h 20m

Chicago Midway

Fri 2/27

7:53 pm-3:34 pm

2 stops18h 41m

$231

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Mon 1/12

1:15 pm-5:34 pm

1 stop5h 19m

Chicago Midway

Mon 1/26

10:46 am-5:04 pm

1 stop5h 18m

$233

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Mon 1/12

8:23 pm-10:34 am

2 stops15h 11m

Chicago Midway

Thu 1/15

9:13 am-6:43 pm

1 stop8h 30m

$237

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Thu 1/29

11:50 am-11:45 am

2 stops24h 55m

Chicago Midway

Sun 2/1

5:01 pm-2:34 pm

1 stop20h 33m

$239

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Thu 2/26

9:23 am-10:29 pm

2 stops14h 06m

Chicago Midway

Mon 3/2

6:00 am-12:32 pm

1 stop5h 32m

$248

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Wed 2/25

6:00 am-9:56 am

1 stop4h 56m

Chicago Midway

Sun 3/1

12:46 pm-6:38 pm

1 stop4h 52m

$249

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 1/6

7:05 am-1:10 pm

2 stops7h 05m

Chicago Midway

Wed 1/7

1:15 pm-8:45 pm

1 stop6h 30m

$254

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 12/30

7:29 pm-10:12 pm

1 stop27h 43m

Chicago Midway

Thu 1/1

7:44 am-10:55 pm

1 stop14h 11m

$259

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Thu 2/26

9:23 am-10:29 pm

2 stops14h 06m

Chicago Midway

Fri 2/27

6:00 am-12:21 pm

1 stop5h 21m

$268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Sunday is the cheapest day to fly to Chicago Midway Airport from West Palm Beach. The lowest ticket price found for a Sunday departure recently was $240. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from West Palm Beach because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $434.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from West Palm Beach in the morning is the least expensive time of day to depart. momondo users have found prices as low as $358 when looking at flights departing in the morning. Try not to purchase tickets at noon because they tend to be around $413. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 35m

Direct flights

None
The fastest flight from West Palm Beach to Chicago Midway Airport takes 4h 35m
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

  • 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 35m 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
4,250 reviews
Search Southwest flights
DeltaPriceFrom $232Free CancellationRating
7.9
8,005 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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New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

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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