What airlines fly to Chicago?

American Airlines, Spirit Airlines and United Airlines 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 37% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from West Palm Beach to Chicago?

Atlanta (ATL) has the shortest average layover time for this route: 1h 14m.

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 April 2026. The most popular departure time for this route is 4:00PM, with 71% of flights per day taking off in the afternoon.

Which layover airport offers the lowest fares from West Palm Beach to Chicago?

Flights via Nashville (BNA) offer the lowest average round-trip price of $278.

Which airport is the most popular layover for flights between West Palm Beach and Chicago?

Atlanta (ATL) was the most common stop: 80% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport has the shortest travel time from West Palm Beach to Chicago?

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 5h 13m.

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 59 per week as of April 2026. The most frequent departure day is Thu, with 19% of weekly flights leaving on this day.

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

Southwest 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 6 operators available for flights from Palm Beach Intl Airport to Chicago as of April 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.

$128 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 low for flights on this route. Typical prices usually range from $447 to $259. The lowest price recently found on this route was $231.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

4:25 pm - 8:03 pm

PBI

ORD

28h 38m

1 stop

8:39 am - 7:08 pm

ORD

PBI

33h 29m

2 stops

$231Frontier

Thu, Apr 30 - Sun, May 17

9:23 pm - 11:59 pm

PBI

ORD

27h 36m

2 stops

7:52 pm - 1:45 pm

ORD

PBI

16h 53m

1 stop

$233Multiple Airlines

Thu, May 7 - Sat, May 9

4:25 pm - 8:03 pm

PBI

ORD

28h 38m

1 stop

5:05 am - 6:51 pm

ORD

PBI

36h 46m

2 stops

$234Multiple Airlines

Thu, Apr 30 - Tue, May 12

4:25 pm - 12:24 am

PBI

ORD

32h 59m

2 stops

2:10 pm - 1:20 pm

ORD

PBI

22h 10m

1 stop

$242Multiple Airlines

Fri, Apr 24 - Sun, May 3

8:10 pm - 6:44 pm

PBI

ORD

23h 34m

1 stop

9:20 am - 7:08 pm

ORD

PBI

32h 48m

2 stops

$243Multiple Airlines

Fri, May 8 - Fri, May 15

9:03 pm - 7:30 pm

PBI

MDW

23h 27m

1 stop

8:20 pm - 3:15 pm

MDW

PBI

17h 55m

1 stop

$249Allegiant Air

Sun, Jun 14 - Fri, Jun 19

9:03 pm - 7:30 pm

PBI

MDW

23h 27m

1 stop

8:20 pm - 10:47 am

MDW

PBI

13h 27m

1 stop

$250Allegiant Air

Sun, Jun 14 - Mon, Jun 22

5:55 pm - 10:35 pm

PBI

MDW

5h 40m

1 stop

12:00 pm - 5:45 pm

MDW

PBI

4h 45m

1 stop

$309Southwest

Sat, May 2 - Mon, May 4

4:15 pm - 10:20 pm

PBI

MDW

7h 05m

1 stop

9:10 am - 5:20 pm

MDW

PBI

7h 10m

2 stops

$310Southwest

Fri, May 1 - Wed, May 6

6:28 pm - 10:17 pm

PBI

MDW

4h 49m

1 stop

6:05 am - 12:54 pm

MDW

PBI

5h 49m

1 stop

$311Delta

Tue, Jun 16 - Tue, Jun 23

United Airlines flights from West Palm Beach to Chicago

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

United Airlines

May 8

PBI5:03 pmPalm Beach Intl

7h 12m

1 stop

ORD11:15 pmChicago O'Hare Intl

May 11

ORD10:58 amChicago O'Hare Intl

3h 16m

PBI3:14 pmPalm Beach Intl

$295

United Airlines

May 19

PBI5:03 pmPalm Beach Intl

7h 12m

1 stop

ORD11:15 pmChicago O'Hare Intl

May 26

ORD10:58 amChicago O'Hare Intl

3h 01m

PBI2:59 pmPalm Beach Intl

$297

United Airlines

May 16

PBI12:20 pmPalm Beach Intl

7h 13m

1 stop

ORD6:33 pmChicago O'Hare Intl

May 23

ORD7:10 amChicago O'Hare Intl

3h 01m

PBI11:11 amPalm Beach Intl

$299

Spirit Airlines flights from West Palm Beach to Chicago

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

Spirit Airlines

May 1

PBI1:48 pmPalm Beach Intl

20h 48m

2 stops

ORD9:36 amChicago O'Hare Intl

May 7

ORD7:33 pmChicago O'Hare Intl

22h 18m

2 stops

PBI6:51 pmPalm Beach Intl

$286

Spirit Airlines

Apr 24

PBI8:35 pmPalm Beach Intl

28h 49m

3 stops

ORD12:24 amChicago O'Hare Intl

Apr 28

ORD5:05 amChicago O'Hare Intl

30h 48m

2 stops

PBI12:53 pmPalm Beach Intl

$292

Spirit Airlines

May 1

PBI1:48 pmPalm Beach Intl

20h 48m

2 stops

ORD9:36 amChicago O'Hare Intl

May 3

ORD7:15 pmChicago O'Hare Intl

22h 36m

2 stops

PBI6:51 pmPalm Beach Intl

$305

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 4/30

4:25 pm-8:03 pm

1 stop28h 38m

Chicago O'Hare Intl

Sun 5/17

8:39 am-7:08 pm

2 stops33h 29m

$231

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 5/7

9:23 pm-11:59 pm

2 stops27h 36m

Chicago O'Hare Intl

Sat 5/9

7:52 pm-1:45 pm

1 stop16h 53m

$233

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Thu 4/30

4:25 pm-8:03 pm

1 stop28h 38m

Chicago O'Hare Intl

Tue 5/12

5:05 am-6:51 pm

2 stops36h 46m

$234

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 4/24

4:25 pm-12:24 am

2 stops32h 59m

Chicago O'Hare Intl

Sun 5/3

2:10 pm-1:20 pm

1 stop22h 10m

$242

West Palm BeachChicago

PBI - ORD

PBIORD

Palm Beach Intl

Fri 5/8

8:10 pm-6:44 pm

1 stop23h 34m

Chicago O'Hare Intl

Fri 5/15

9:20 am-7:08 pm

2 stops32h 48m

$243

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sun 6/14

9:03 pm-7:30 pm

1 stop23h 27m

Chicago Midway

Fri 6/19

8:20 pm-3:15 pm

1 stop17h 55m

$249

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sun 6/14

9:03 pm-7:30 pm

1 stop23h 27m

Chicago Midway

Mon 6/22

8:20 pm-10:47 am

1 stop13h 27m

$250

Quickest round-trip

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Sat 5/2

5:55 pm-10:35 pm

1 stop5h 40m

Chicago Midway

Mon 5/4

12:00 pm-5:45 pm

1 stop4h 45m

$309

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Fri 5/1

4:15 pm-10:20 pm

1 stop7h 05m

Chicago Midway

Wed 5/6

9:10 am-5:20 pm

2 stops7h 10m

$310

West Palm BeachChicago

PBI - MDW

PBIMDW

Palm Beach Intl

Tue 6/16

6:28 pm-10:17 pm

1 stop4h 49m

Chicago Midway

Tue 6/23

6:05 am-12:54 pm

1 stop5h 49m

$311

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

Layovers

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 August is, on average, the cheapest month to fly to Chicago from West Palm Beach, with most prices found around $239. If you’re not able to fly to Chicago in August, then October is your next best option. Flight prices from West Palm Beach to Chicago during October average around $244.

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 $317. 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 $512.

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 at noon. Flights from West Palm Beach to Chicago during this time can be as low as $325. 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 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 $302 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 $249 on momondo.

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

There are 4 cabin classes available to choose from on Palm Beach Intl 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?

No. A direct flight is the cheapest option for a flight between West Palm Beach to Chicago.

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

As of April 2026, prices for West Palm Beach to Chicago flights are approximately 53% 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	$247
Fastest flight time	3h 19m
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 $247. 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 19m

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 19m 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 6 operators available for flights from Palm Beach Intl Airport to Chicago as of April 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 29.57% of the total bookings. Other popular models include Airbus A321neo with 13.19%, Boeing 737-900 with 13.05%, and Boeing 737 MAX 8 with 9.17%.
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 65% of the total bookings. Other popular airlines include United Airlines with 22%, Spirit Airlines with 4%, and Delta with 4%.

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
Frontier	PriceFrom $36	Free Cancellation	Rating 5.7 2,994 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $107	Free Cancellation	Rating 6.3 8,616 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $149	Free Cancellation	Rating 8.0 4,329 reviews	Search Southwest flights
American Airlines	PriceFrom $210	Free Cancellation	Rating 7.1 11,572 reviews	Search American Airlines flights
Delta	PriceFrom $216	Free Cancellation	Rating 7.9 8,408 reviews	Search Delta flights
United Airlines	PriceFrom $229	Free Cancellation	Rating 7.4 9,581 reviews	Search United Airlines flights

United Airlines Flights From West Palm Beach to Chicago
United Airlines flies from West Palm Beach to Chicago around 19 times per week, with 9,581 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, 11,572 ratings). American Airlines flies from West Palm Beach to Chicago around 11 times per week, with deals starting from $210 round-trip and rising to an average price of around $299.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Munster

Schererville

Crown Point

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?

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

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Wed 5/13

Wed 5/20

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from West Palm Beach

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from West Palm Beach to Chicago from $128

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 5/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from West Palm Beach to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

United Airlines flights from West Palm Beach to Chicago

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

Spirit Airlines flights from West Palm Beach to Chicago

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

momondo Fare Finder

Use the filters below to find and compare flights from West Palm Beach to Chicago that are best for you.

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 to Chicago?

What cabin class options are available on Palm Beach Intl 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?

Which airport is the most popular layover for flights between West Palm Beach and Chicago?

Which layover airport offers the lowest fares from West Palm Beach to Chicago?

Which layover airport has the shortest travel time from West Palm Beach to Chicago?

Which layover airport has the shortest connection time from West Palm Beach 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

Fly your favorite airline to Chicago

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

Cabin classes currently available on flights to Chicago

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

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from West Palm Beach

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year