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

8 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 73% 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.

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 56 per week as of July 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.

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.

$105 Cheap Flights from West Palm Beach to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

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.

4:15 pm - 6:41 pm

PBI

ORD

3h 26mnonstop

10:54 am - 3:09 pm

ORD

PBI

3h 15mnonstop

$273United Airlines

Fri, Sep 4 - Tue, Sep 8

12:29 pm - 7:01 pm

PBI

ORD

7h 32m

1 stop

6:50 am - 6:26 pm

ORD

PBI

10h 36m

1 stop

$274Multiple Airlines

Mon, Sep 21 - Fri, Sep 25

12:29 pm - 7:01 pm

PBI

ORD

7h 32m

1 stop

6:50 am - 6:26 pm

ORD

PBI

10h 36m

1 stop

$275Multiple Airlines

Mon, Sep 21 - Fri, Sep 25

1:04 pm - 3:30 pm

PBI

ORD

3h 26mnonstop

7:14 am - 11:12 am

ORD

PBI

2h 58mnonstop

$276American Airlines

Fri, Sep 4 - Mon, Sep 7

2:20 pm - 4:48 pm

PBI

ORD

3h 28mnonstop

7:14 am - 11:12 am

ORD

PBI

2h 58mnonstop

$277American Airlines

Thu, Aug 27 - Mon, Aug 31

12:29 pm - 7:01 pm

PBI

ORD

7h 32m

1 stop

6:50 am - 6:26 pm

ORD

PBI

10h 36m

1 stop

$279Multiple Airlines

Mon, Sep 21 - Fri, Sep 25

4:00 pm - 8:45 pm

PBI

MDW

5h 45m

1 stop

6:15 am - 11:35 am

MDW

PBI

4h 20m

1 stop

$283Southwest

Tue, Aug 18 - Tue, Aug 25

12:35 pm - 8:10 pm

PBI

MDW

8h 35m

2 stops

6:15 am - 11:35 am

MDW

PBI

4h 20m

1 stop

$288Southwest

Tue, Aug 18 - Tue, Aug 25

12:22 pm - 6:33 pm

PBI

MDW

7h 11m

1 stop

6:05 am - 11:48 am

MDW

PBI

4h 43m

1 stop

$306Delta

Fri, Sep 4 - Sun, Sep 6

8:00 am - 11:51 am

PBI

MDW

4h 51m

1 stop

12:46 pm - 6:34 pm

MDW

PBI

4h 48m

1 stop

$315Delta

Wed, Aug 12 - Tue, Aug 18

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Delta flights from West Palm Beach to Chicago

Our best Delta deals on West Palm Beach to Chicago flight tickets

Delta

Sep 10

PBI6:27 pmPalm Beach Intl

6h 32m

1 stop

ORD11:59 pmChicago O'Hare Intl

Sep 14

ORD3:40 pmChicago O'Hare Intl

5h 04m

1 stop

PBI9:44 pmPalm Beach Intl

$303

Delta

Sep 4

PBI12:22 pmPalm Beach Intl

7h 11m

1 stop

MDW6:33 pmChicago Midway

Sep 6

MDW6:05 amChicago Midway

4h 43m

1 stop

PBI11:48 amPalm Beach Intl

$306

Delta

Aug 11

PBI12:22 pmPalm Beach Intl

4h 55m

1 stop

ORD4:17 pmChicago O'Hare Intl

Aug 27

ORD6:40 amChicago O'Hare Intl

5h 25m

1 stop

PBI1:05 pmPalm Beach Intl

$315

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 4

PBI1:04 pmPalm Beach Intl

3h 26m

ORD3:30 pmChicago O'Hare Intl

Sep 7

ORD7:14 amChicago O'Hare Intl

2h 58m

PBI11:12 amPalm Beach Intl

$276

American Airlines

Aug 27

PBI2:20 pmPalm Beach Intl

3h 28m

ORD4:48 pmChicago O'Hare Intl

Aug 31

ORD7:14 amChicago O'Hare Intl

2h 58m

PBI11:12 amPalm Beach Intl

$277

American Airlines

Sep 5

PBI1:45 pmPalm Beach Intl

4h 58m

1 stop

ORD5:43 pmChicago O'Hare Intl

Sep 8

ORD6:50 amChicago O'Hare Intl

2h 58m

PBI10:48 amPalm Beach Intl

$286

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 9/4

4:15 pm-6:41 pm

Nonstop3h 26m

Chicago O'Hare Intl

Tue 9/8

10:54 am-3:09 pm

Nonstop3h 15m

$273

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Mon 9/21

12:29 pm-7:01 pm

1 stop7h 32m

Chicago O'Hare Intl

Fri 9/25

6:50 am-6:26 pm

1 stop10h 36m

$274

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Mon 9/21

12:29 pm-7:01 pm

1 stop7h 32m

Chicago O'Hare Intl

Fri 9/25

6:50 am-6:26 pm

1 stop10h 36m

$275

Quickest round-trip

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 9/4

1:04 pm-3:30 pm

Nonstop3h 26m

Chicago O'Hare Intl

Mon 9/7

7:14 am-11:12 am

Nonstop2h 58m

$276

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 8/27

2:20 pm-4:48 pm

Nonstop3h 28m

Chicago O'Hare Intl

Mon 8/31

7:14 am-11:12 am

Nonstop2h 58m

$277

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Mon 9/21

12:29 pm-7:01 pm

1 stop7h 32m

Chicago O'Hare Intl

Fri 9/25

6:50 am-6:26 pm

1 stop10h 36m

$279

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 8/18

4:00 pm-8:45 pm

1 stop5h 45m

Chicago Midway

Tue 8/25

6:15 am-11:35 am

1 stop4h 20m

$283

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 8/18

12:35 pm-8:10 pm

2 stops8h 35m

Chicago Midway

Tue 8/25

6:15 am-11:35 am

1 stop4h 20m

$288

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Fri 9/4

12:22 pm-6:33 pm

1 stop7h 11m

Chicago Midway

Sun 9/6

6:05 am-11:48 am

1 stop4h 43m

$306

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Wed 8/12

8:00 am-11:51 am

1 stop4h 51m

Chicago Midway

Tue 8/18

12:46 pm-6:34 pm

1 stop4h 48m

$315

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $264 to $381.
The lowest price recently found on this route was $273.

What is the cheapest month to fly to Chicago?

The month of October is, on average, the cheapest month to fly to Chicago from West Palm Beach, with most prices found around $285. If you’re not able to fly to Chicago in October, then September is your next best option. Flight prices from West Palm Beach to Chicago during September average around $293.

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 $328. 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 $553.

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 morning. Flights from West Palm Beach to Chicago during this time can be as low as $370. 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 $246 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 35% 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 115% 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	$236
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 $236. The best round-trip flight deal from West Palm Beach to Chicago found on momondo in the last 72 hours is $289.

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).

Search flight deals

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 38.88% of the total bookings. Other popular models include Airbus A321neo with 12.44%, Boeing 737-900 with 11.17%, and Airbus A320-100/200 with 8.57%.
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 27%, Frontier with 5%, and Southwest with 2%.

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 8,487 reviews	Search Delta flights
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 10,040 reviews	Search United Airlines flights
American Airlines	PriceFrom $229	Free Cancellation	Rating 7.1 11,844 reviews	Search American Airlines flights
Southwest	PriceFrom $323	Free Cancellation	Rating 8.0 4,231 reviews	Search Southwest flights

Southwest Flights From West Palm Beach to Chicago
Southwest flies from West Palm Beach to Chicago around 1 time per week, with 4,231 momondo users rating the airline 8.0/10. The cheapest Southwest deal from West Palm Beach to Chicago in the last 72 hours was $323 (round-trip), much lower than the average airfare cost of $422 for Southwest flights on this route.
United Airlines Flights From West Palm Beach to Chicago
Another popular option for West Palm Beach to Chicago flights is United Airlines (7.4/10, 10,040 ratings). United Airlines flies from West Palm Beach to Chicago around 18 times per week, with deals starting from $229 round-trip and rising to an average price of around $309.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

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 $105

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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Delta flights from West Palm Beach to Chicago

Our best Delta deals on West Palm Beach to Chicago flight tickets

American Airlines flights from West Palm Beach to Chicago

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See travel insights to Chicago from

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

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

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

Fly your favorite airline to Chicago

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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