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Cheap flights from West Palm Beach to Chicago from $71

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 11/10. 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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Find the cheapest flights from West Palm Beach to Chicago

Cheap round-trip flights

Delta Logo
6:35 pm - 11:32 pmPBI-MDW
5h 57m1 stop
Delta Logo
10:47 am - 4:23 pmMDW-PBI
4h 36m1 stop
$209Delta
Find Deal
qua, nov 26 - seg, dez 1
Delta Logo
6:10 pm - 9:44 pmPBI-MDW
4h 34m1 stop
Delta Logo
6:00 am - 2:17 pmMDW-PBI
7h 17m1 stop
$219Delta
Find Deal
ter, dez 9 - sáb, dez 13
Delta Logo
6:00 am - 11:48 amPBI-MDW
6h 48m1 stop
Delta Logo
6:00 am - 2:28 pmMDW-PBI
7h 28m1 stop
$237Delta
Find Deal
qua, out 1 - ter, out 7
Delta Logo
12:18 pm - 6:35 pmPBI-MDW
7h 17m1 stop
Delta Logo
12:43 pm - 7:40 pmMDW-PBI
5h 57m1 stop
$239Delta
Find Deal
sex, set 12 - ter, set 16
Southwest Logo
12:40 pm - 6:05 pmPBI-MDW
6h 25m1 stop
Southwest Logo
6:25 am - 3:30 pmMDW-PBI
8h 05m1 stop
$243Southwest
Find Deal
qui, set 18 - ter, set 23
Southwest Logo
12:50 pm - 6:40 pmPBI-MDW
6h 50m1 stop
Southwest Logo
5:50 am - 11:50 amMDW-PBI
5h 00m1 stop
$249Southwest
Find Deal
sex, nov 14 - dom, nov 16
Frontier Logo
1:12 pm - 3:58 pmPBI-MDW
27h 46m1 stop
Frontier Logo
4:56 pm - 12:17 pmMDW-PBI
18h 21m1 stop
$250Frontier
Find Deal
seg, set 8 - qui, set 11
Southwest Logo
11:20 am - 4:40 pmPBI-MDW
6h 20m1 stop
Southwest Logo
7:15 am - 5:45 pmMDW-PBI
9h 30m1 stop
$254Southwest
Find Deal
sáb, set 27 - seg, set 29
Frontier Logo
1:48 pm - 6:39 pmPBI-MDW
5h 51m1 stop
Frontier Logo
1:37 pm - 12:28 pmMDW-PBI
21h 51m1 stop
$266Frontier
Find Deal
sex, nov 14 - dom, nov 16
Frontier Logo
1:48 pm - 10:26 amPBI-MDW
21h 38m2 stops
Frontier Logo
1:37 pm - 12:28 pmMDW-PBI
21h 51m1 stop
$325Frontier
Find Deal
sex, nov 14 - dom, nov 16

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
Nov 26
PBI6:35 pmPalm Beach Intl
5h 57m
1 stop
MDW11:32 pmChicago Midway
Dec 1
MDW10:47 amChicago Midway
4h 36m
1 stop
PBI4:23 pmPalm Beach Intl
$209
Find similar
Delta
Dec 9
PBI6:10 pmPalm Beach Intl
4h 34m
1 stop
MDW9:44 pmChicago Midway
Dec 13
MDW6:00 amChicago Midway
7h 17m
1 stop
PBI2:17 pmPalm Beach Intl
$219
Find similar
Delta
Oct 1
PBI6:00 amPalm Beach Intl
6h 48m
1 stop
MDW11:48 amChicago Midway
Oct 7
MDW6:00 amChicago Midway
7h 28m
1 stop
PBI2:28 pmPalm Beach Intl
$237
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
Sep 8
PBI1:12 pmPalm Beach Intl
27h 46m
1 stop
MDW3:58 pmChicago Midway
Sep 11
MDW4:56 pmChicago Midway
18h 21m
1 stop
PBI12:17 pmPalm Beach Intl
$250
Find similar
Frontier
Nov 14
PBI1:48 pmPalm Beach Intl
5h 51m
1 stop
MDW6:39 pmChicago Midway
Nov 16
MDW1:37 pmChicago Midway
21h 51m
1 stop
PBI12:28 pmPalm Beach Intl
$266
Find similar
Frontier
Nov 14
PBI1:48 pmPalm Beach Intl
21h 38m
2 stops
MDW10:26 amChicago Midway
Nov 16
MDW1:37 pmChicago Midway
21h 51m
1 stop
PBI12:28 pmPalm Beach Intl
$325
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 agosto 28, 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

qua 11/26

6:35 pm-11:32 pm

1 stop5h 57m

Chicago Midway

seg 12/1

10:47 am-4:23 pm

1 stop4h 36m

$209

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

ter 12/9

6:10 pm-9:44 pm

1 stop4h 34m

Chicago Midway

sáb 12/13

6:00 am-2:17 pm

1 stop7h 17m

$219

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

qua 10/1

6:00 am-11:48 am

1 stop6h 48m

Chicago Midway

ter 10/7

6:00 am-2:28 pm

1 stop7h 28m

$237

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

sex 9/12

12:18 pm-6:35 pm

1 stop7h 17m

Chicago Midway

ter 9/16

12:43 pm-7:40 pm

1 stop5h 57m

$239

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

qui 9/18

12:40 pm-6:05 pm

1 stop6h 25m

Chicago Midway

ter 9/23

6:25 am-3:30 pm

1 stop8h 05m

$243

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

sex 11/14

12:50 pm-6:40 pm

1 stop6h 50m

Chicago Midway

dom 11/16

5:50 am-11:50 am

1 stop5h 00m

$249

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

seg 9/8

1:12 pm-3:58 pm

1 stop27h 46m

Chicago Midway

qui 9/11

4:56 pm-12:17 pm

1 stop18h 21m

$250

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

sáb 9/27

11:20 am-4:40 pm

1 stop6h 20m

Chicago Midway

seg 9/29

7:15 am-5:45 pm

1 stop9h 30m

$254

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

sex 11/14

1:48 pm-6:39 pm

1 stop5h 51m

Chicago Midway

dom 11/16

1:37 pm-12:28 pm

1 stop21h 51m

$266

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

sex 11/14

1:48 pm-10:26 am

2 stops21h 38m

Chicago Midway

dom 11/16

1:37 pm-12:28 pm

1 stop21h 51m

$325

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 month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from West Palm Beach, with most prices found around $118. If you are unable to visit Chicago Midway Airport during the month of January, then departing from West Palm Beach during the month February is also very affordable. Most momondo users find prices during this month for around $216.

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.

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

Direct flights

None
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 34m 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
8.0
4,242 reviews
Search Southwest flights
DeltaPriceFrom $227Free CancellationRating
7.9
7,977 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
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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