$94 Cheap Flights from West Palm Beach (PBI) to Chicago (ORD)

View $94 flight on Thu, Aug 14, 2025Opens in a new window

Popular airlines from Palm Beach Intl. Airport (PBI) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from West Palm Beach to Chicago (PBI-ORD)

Prices were available within the past 7 days and start at $94 for one-way flights and $155 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Oct 21 - Wed, Oct 22
PBI
West Palm Beach
ORD
Chicago
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 21 from West Palm Beach to Chicago, returning Wed, Oct 22, priced at $155 found 1 day ago
American Airlines
Thu, Aug 7 - Tue, Aug 12
PBI
West Palm Beach
ORD
Chicago
$169 Roundtrip, found 22 hours ago
$169
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Thu, Aug 7 from West Palm Beach to Chicago, returning Tue, Aug 12, priced at $169 found 22 hours ago
Southwest Airlines
Thu, Aug 7 - Tue, Aug 12
PBI
West Palm Beach
ORD
Chicago
$178 Roundtrip, found 22 hours ago
$178
Roundtrip
found 22 hours ago
Select Southwest Airlines flight, departing Thu, Aug 7 from West Palm Beach to Chicago, returning Tue, Aug 12, priced at $178 found 22 hours ago
American Airlines
Thu, Oct 23 - Mon, Oct 27
PBI
West Palm Beach
ORD
Chicago
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Oct 23 from West Palm Beach to Chicago, returning Mon, Oct 27, priced at $181 found 2 days ago
Southwest Airlines
Thu, Aug 7 - Thu, Aug 14
PBI
West Palm Beach
ORD
Chicago
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Aug 7 from West Palm Beach to Chicago, returning Thu, Aug 14, priced at $186 found 1 day ago
Southwest Airlines
Tue, Sep 2 - Thu, Sep 4
PBI
West Palm Beach
ORD
Chicago
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Sep 2 from West Palm Beach to Chicago, returning Thu, Sep 4, priced at $187 found 3 days ago
United
Thu, Dec 4 - Mon, Dec 8
PBI
West Palm Beach
ORD
Chicago
$187 Roundtrip, just found
$187
Roundtrip
just found
Select United flight, departing Thu, Dec 4 from West Palm Beach to Chicago, returning Mon, Dec 8, priced at $187 just found
American Airlines
Wed, Aug 13 - Sun, Aug 24
PBI
West Palm Beach
ORD
Chicago
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 13 from West Palm Beach to Chicago, returning Sun, Aug 24, priced at $189 found 1 day ago
JetBlue Airways
Tue, Oct 21 - Wed, Oct 22
PBI
West Palm Beach
ORD
Chicago
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Oct 21 from West Palm Beach to Chicago, returning Wed, Oct 22, priced at $193 found 1 day ago
Delta
Wed, Aug 13 - Sun, Aug 24
PBI
West Palm Beach
ORD
Chicago
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 13 from West Palm Beach to Chicago, returning Sun, Aug 24, priced at $204 found 1 day ago

Find the cheapest month to fly from West Palm Beach (PBI) to Chicago (ORD)

February is typically the cheapest month to fly

From $58 - $404 per traveler.

Graph displaying average flight prices per month

Flights from West Palm Beach (PBI) to Chicago (ORD)
Origin airport
Palm Beach Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$154
Distance
1145 mi
Average flight time
2 hours 18 mins

West Palm Beach to Chicago Flights

The cheapest times to fly from West Palm Beach to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from West Palm Beach to Chicago are during the month of October. You can find some of the cheapest flights from West Palm Beach to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from West Palm Beach to Chicago

Sunday is one of the best days to book for cheap flights from West Palm Beach to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from West Palm Beach to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from West Palm Beach to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $94 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap West Palm Beach to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your West Palm Beach to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD) cost?
You can land cheap return fares from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD) starting from $187. Book your seat and take off on your trip. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving PBI on August 4 2025 and touching down at ORD. The price was last updated on July 9 2025 and has not changed since.
What is the cheapest month to fly from PBI to ORD?
The cheapest flights from PBI to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD)?
You can choose from 3 airlines that fly direct from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD). These include:

  • United Airlines
  • American Airlines
  • Frontier Airlines

What is the cheapest airline that flies from PBI to ORD?
With prices starting from $94 for a one-way journey from PBI to ORD, American Airlines is currently the cheapest airline operating this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from PBI on August 14 2025. Prices were last updated on July 9 2025 and have not changed since.
How many flights per day from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD)?
When jetting out of Palm Beach Intl. Airport (PBI), you'll have a choice from an average of 4 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD)?
Flights between PBI and ORD are their busiest at 12 PM. If you'd like a quieter trip and potentially cheaper tickets, look for a departure that's outside typical rush times.
What day of the week has the most flights from PBI to ORD?
If you travel on a Friday, you'll get the greatest range of choices for flights from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD)?
The earliest flight leaving from Palm Beach Intl. Airport (PBI) is at around 12:14PM UTC-5. Board this plane and you'll arrive at O'Hare Intl. Airport (ORD) at approximately 2:42PM UTC-6. The total time in the air is 3h 28m.
How long does it take to fly from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD)?
The average flight time from PBI to ORD is 3 hours and 23 minutes, covering a total distance of 1,150 mi.
What airline has the least delays from PBI to ORD?
Consider traveling with Alaska Airlines if you'd like to fly straight from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD) without any delays. This carrier has the best track record for punctuality, with an on-time performance of 96%. Want to be updated if anything changes? You can check your flight status using the Expedia App.
What is the best time to fly from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD)?
To touch down at O'Hare Intl. Airport (ORD) on time, pick a flight that leaves Palm Beach Intl. Airport (PBI) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Palm Beach Intl. Airport (PBI)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Palm Beach Intl. Airport (PBI). Explore the available options and find cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD) last-minute?
Waiting until just before your departure to book a flight from PBI to ORD often results in higher prices. While it's possible to find some last-minute discounts, there's no guarantee. Allow some flexibility in your schedule for a better chance of getting a bargain.
Is it cheaper to book a PBI to ORD flight and hotel package?
You can save money by booking a PBI to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After selecting your preferred accommodations and flights, consider adding extras including car rentals, tours and activities.
Can I cancel or change the date of my flight from Palm Beach Intl. Airport (PBI) to O'Hare Intl. Airport (ORD)?
You can usually reschedule or cancel your PBI to ORD flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more information on our Customer Service portal.

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