How many flights depart from West Palm Beach to Chicago on average per week?

The number of flights available between West Palm Beach and Chicago is 54 per week as of July 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

How many flights depart from West Palm Beach to Chicago on average per day?

7 flights are operational daily from West Palm Beach to Chicago as of July 2026. The most popular departure time for this route is 3:00PM, with 68% of flights per day taking off in the afternoon.

What airlines fly to Chicago?

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Chicago from West Palm Beach according to our data. American Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Palm Beach Intl to Chicago?

Southwest, JetBlue, and Delta are the most popular carriers operating from Palm Beach Intl to Chicago

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

Prices for flights from Palm Beach Intl Airport to Chicago are updated daily.

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

There are 4 operators available for flights from Palm Beach Intl Airport to Chicago as of July 2026.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Palm Beach Intl Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$100 Cheap Flights from West Palm Beach to Chicago in 2026

Q: What is the typical price of a round-trip flight between West Palm Beach and Chicago?

Prices are currently typical for flights on this route. Typical prices usually range from $288 to $379. The lowest price recently found on this route was $289.

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Find the cheapest flights from West Palm Beach to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:58 pm - 6:32 pm

PBI

ORD

3h 34mnonstop

10:50 am - 2:51 pm

ORD

PBI

3h 01mnonstop

$289United Airlines

Fri, Jul 31 - Mon, Aug 3

11:50 am - 2:12 pm

PBI

ORD

3h 22mnonstop

9:36 am - 1:43 pm

ORD

PBI

3h 07mnonstop

$290American Airlines

Sat, Sep 26 - Tue, Sep 29

1:03 pm - 3:29 pm

PBI

ORD

3h 26mnonstop

9:21 am - 1:27 pm

ORD

PBI

3h 06mnonstop

$291American Airlines

Sat, Aug 22 - Mon, Aug 24

7:20 am - 12:35 pm

PBI

MDW

6h 15m

1 stop

5:10 am - 11:25 am

MDW

PBI

5h 15m

1 stop

$292Southwest

Sat, Sep 5 - Sun, Sep 13

6:10 am - 1:45 pm

PBI

MDW

8h 35m

2 stops

12:50 pm - 7:50 pm

MDW

PBI

6h 00m

2 stops

$293Southwest

Thu, Jul 30 - Wed, Aug 5

7:20 am - 11:00 am

PBI

MDW

4h 40m

1 stop

7:10 am - 10:25 pm

MDW

PBI

14h 15m

2 stops

$294Southwest

Sat, Sep 5 - Sun, Sep 13

5:05 pm - 12:45 am

PBI

ORD

8h 40m

1 stop

10:50 am - 2:51 pm

ORD

PBI

3h 01mnonstop

$295United Airlines

Fri, Aug 7 - Mon, Aug 10

11:55 am - 6:15 pm

PBI

MDW

7h 20m

1 stop

10:45 am - 5:15 pm

MDW

PBI

5h 30m

1 stop

$297Southwest

Thu, Sep 24 - Sun, Sep 27

12:25 pm - 6:26 pm

PBI

ORD

7h 01m

1 stop

8:15 pm - 10:13 am

ORD

PBI

12h 58m

1 stop

$306Delta

Thu, Sep 24 - Mon, Sep 28

6:27 pm - 10:36 pm

PBI

MDW

5h 09m

1 stop

4:39 pm - 10:22 pm

MDW

PBI

4h 43m

1 stop

$309Delta

Thu, Aug 27 - Mon, Aug 31

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United Airlines flights from West Palm Beach to Chicago

Our best United Airlines deals on West Palm Beach to Chicago flight tickets

United Airlines

Jul 31

PBI3:58 pmPalm Beach Intl

3h 34m

ORD6:32 pmChicago O'Hare Intl

Aug 3

ORD10:50 amChicago O'Hare Intl

3h 01m

PBI2:51 pmPalm Beach Intl

$289

United Airlines

Aug 7

PBI5:05 pmPalm Beach Intl

8h 40m

1 stop

ORD12:45 amChicago O'Hare Intl

Aug 10

ORD10:50 amChicago O'Hare Intl

3h 01m

PBI2:51 pmPalm Beach Intl

$295

United Airlines

Aug 6

PBI5:05 pmPalm Beach Intl

8h 40m

1 stop

ORD12:45 amChicago O'Hare Intl

Aug 10

ORD6:29 amChicago O'Hare Intl

8h 27m

1 stop

PBI3:56 pmPalm Beach Intl

$304

American Airlines flights from West Palm Beach to Chicago

Our best American Airlines deals on West Palm Beach to Chicago flight tickets

American Airlines

Sep 26

PBI11:50 amPalm Beach Intl

3h 22m

ORD2:12 pmChicago O'Hare Intl

Sep 29

ORD9:36 amChicago O'Hare Intl

3h 07m

PBI1:43 pmPalm Beach Intl

$290

American Airlines

Aug 22

PBI1:03 pmPalm Beach Intl

3h 26m

ORD3:29 pmChicago O'Hare Intl

Aug 24

ORD9:21 amChicago O'Hare Intl

3h 06m

PBI1:27 pmPalm Beach Intl

$291

American Airlines

Jul 31

PBI1:05 pmPalm Beach Intl

3h 24m

ORD3:29 pmChicago O'Hare Intl

Aug 2

ORD6:30 amChicago O'Hare Intl

7h 27m

1 stop

PBI2:57 pmPalm Beach Intl

$299

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 7/31

3:58 pm-6:32 pm

Nonstop3h 34m

Chicago O'Hare Intl

Mon 8/3

10:50 am-2:51 pm

Nonstop3h 01m

$289

Quickest round-trip

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Sat 9/26

11:50 am-2:12 pm

Nonstop3h 22m

Chicago O'Hare Intl

Tue 9/29

9:36 am-1:43 pm

Nonstop3h 07m

$290

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Sat 8/22

1:03 pm-3:29 pm

Nonstop3h 26m

Chicago O'Hare Intl

Mon 8/24

9:21 am-1:27 pm

Nonstop3h 06m

$291

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sat 9/5

7:20 am-12:35 pm

1 stop6h 15m

Chicago Midway

Sun 9/13

5:10 am-11:25 am

1 stop5h 15m

$292

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Thu 7/30

6:10 am-1:45 pm

2 stops8h 35m

Chicago Midway

Wed 8/5

12:50 pm-7:50 pm

2 stops6h 00m

$293

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sat 9/5

7:20 am-11:00 am

1 stop4h 40m

Chicago Midway

Sun 9/13

7:10 am-10:25 pm

2 stops14h 15m

$294

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 8/7

5:05 pm-12:45 am

1 stop8h 40m

Chicago O'Hare Intl

Mon 8/10

10:50 am-2:51 pm

Nonstop3h 01m

$295

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Thu 9/24

11:55 am-6:15 pm

1 stop7h 20m

Chicago Midway

Sun 9/27

10:45 am-5:15 pm

1 stop5h 30m

$297

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 9/24

12:25 pm-6:26 pm

1 stop7h 01m

Chicago O'Hare Intl

Mon 9/28

8:15 pm-10:13 am

1 stop12h 58m

$306

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Thu 8/27

6:27 pm-10:36 pm

1 stop5h 09m

Chicago Midway

Mon 8/31

4:39 pm-10:22 pm

1 stop4h 43m

$309

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from West Palm Beach to Chicago

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

Prices

Airlines

Other information

What is the typical price of a round-trip flight between West Palm Beach and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from West Palm Beach, with most prices found around $36. If you’re not able to fly to Chicago in February, then October is your next best option. Flight prices from West Palm Beach to Chicago during October average around $43.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $326. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from West Palm Beach to Chicago for around $543.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from West Palm Beach to Chicago during this time can be as low as $365. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $435.

What is the cheapest Palm Beach Intl to Chicago flight route?

Fly from Palm Beach Intl to Chicago O'Hare Intl for the best Palm Beach Intl - Chicago flight prices

How far in advance should I book a flight from West Palm Beach to Chicago?

You are more likely to see cheaper flights to Chicago from West Palm Beach when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $316 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from West Palm Beach for as low as $270 on momondo.

What cabin class options are available on West Palm Beach to Chicago flights?

There are 4 cabin classes available to choose from on West Palm Beach to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on West Palm Beach to Chicago flights?

You could potentially save up to 21% on your flight if you consider stops on a West Palm Beach to Chicago flight.

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

As of July 2026, prices for West Palm Beach to Chicago flights are approximately 79% more expensive when compared to flights at the same time last year.

When to book flights from West Palm Beach to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from West Palm Beach to Chicago 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 (PBI to CHI) flight deals and tips

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

Best Price Found	$263
Fastest flight time	3h 23m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from West Palm Beach in the past 72 hours is $263. The best round-trip flight deal from West Palm Beach to Chicago found on momondo in the last 72 hours is $315.

The fastest flight from West Palm Beach to Chicago takes 3h 23m

Direct flights go from West Palm Beach to Chicago every day.

There are 3 airports in Chicago. From West Palm Beach there are direct flights to Chicago O'Hare Intl (ORD).

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Frequently asked questions about flying from West Palm Beach to Chicago

How far is Palm Beach Intl to Chicago by plane?
A flight from Palm Beach Intl to Chicago will travel around 1131.6 mi. 3h 23m is a normal flight duration for this route.
When did momondo last update prices for flights from Palm Beach Intl Airport to Chicago?
Prices for flights from Palm Beach Intl Airport to Chicago are updated daily.
How many operators does momondo search for flights from Palm Beach Intl Airport to Chicago?
There are 4 operators available for flights from Palm Beach Intl Airport to Chicago as of July 2026.
How old do you have to be to fly from Palm Beach Intl Airport to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Palm Beach Intl Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from West Palm Beach to Chicago?
Based on momondo bookings for flights between West Palm Beach and Chicago, the leading plane model is Boeing 737-800, making up 40.74% of the total bookings. Other popular models include Airbus A321neo with 11.71%, Boeing 737-900 with 10.58%, and Airbus A320-100/200 with 7.66%.
What is the most popular airline from West Palm Beach to Chicago?
Based on momondo bookings for flights between West Palm Beach and Chicago, the leading airline is American Airlines, making up 64% of the total bookings. Other popular airlines include United Airlines with 26%, Frontier with 5%, and Delta with 3%.

Best airlines flying from West Palm Beach to Chicago

Compare and see reviews for airlines that fly from West Palm Beach to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $142	Free Cancellation	Rating 7.8 8,456 reviews	Search Delta flights
Southwest	PriceFrom $149	Free Cancellation	Rating 7.9 4,248 reviews	Search Southwest flights
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 9,966 reviews	Search United Airlines flights
American Airlines	PriceFrom $229	Free Cancellation	Rating 7.1 11,799 reviews	Search American Airlines flights

United Airlines Flights From West Palm Beach to Chicago
United Airlines flies from West Palm Beach to Chicago around 16 times per week, with 9,966 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from West Palm Beach to Chicago in the last 72 hours was $229 (round-trip), much lower than the average airfare cost of $309 for United Airlines flights on this route.
American Airlines Flights From West Palm Beach to Chicago
Another popular option for West Palm Beach to Chicago flights is American Airlines (7.1/10, 11,802 ratings). American Airlines flies from West Palm Beach to Chicago around 13 times per week, with deals starting from $229 round-trip and rising to an average price of around $318.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Saint Joseph

Lansing

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

Griffith

Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from West Palm Beach to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Chicago from West Palm Beach with this policy.

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

Once you have performed a search for West Palm Beach to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from West Palm Beach and alert you when they change.

An easier way to manage your Chicago trip

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Cheap flights from West Palm Beach to Chicago from $100

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 8/16. 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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United Airlines flights from West Palm Beach to Chicago

Our best United Airlines deals on West Palm Beach to Chicago flight tickets

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Our best American Airlines deals on West Palm Beach to Chicago flight tickets

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How to get the cheapest flight ticket from West Palm Beach to Chicago

What is the typical price of a round-trip flight between West Palm Beach and Chicago?

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Palm Beach Intl to Chicago flight route?

How far in advance should I book a flight from West Palm Beach to Chicago?

What cabin class options are available on West Palm Beach to Chicago flights?

Can stopping save me money on West Palm Beach to Chicago flights?

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

What is the cheapest airline that flies from Palm Beach Intl to Chicago?

What airlines fly to Chicago?

How many flights depart from West Palm Beach to Chicago on average per day?

How many flights depart from West Palm Beach to Chicago on average per week?

When to book flights from West Palm Beach to Chicago

Cheap West Palm Beach to Chicago (PBI to CHI) flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from West Palm Beach to Chicago

Best airlines flying from West Palm Beach to Chicago

Compare and see reviews for airlines that fly from West Palm Beach to Chicago with momondo

United Airlines Flights From West Palm Beach to Chicago

American Airlines Flights From West Palm Beach to Chicago

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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