PBI - CHI

$139 Find Cheap Flights from West Palm Beach to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from West Palm Beach to Chicago departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from West Palm Beach to Chicago.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from West Palm Beach to Chicago.
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Everything you should know

Cheapest round-trip
$235
Overall average: $284
Frontier
Tue 4/7Fri 4/10
PBI - ORD • 1 stop
Cheapest non-stop
$264
Typical prices: $229-$328
American Airlines
Thu 4/9Wed 4/15
PBI - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Economy Plus offers extra legroom on this route.
Expect short security lines at Palm Beach Intl.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $235 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 3h 30m
Direct flights
Direct flights
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+1
Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $138 (round-trip)
Shortest trip • 4h 52m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 22% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 20% price drop
Most popular
Good to know
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+1
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Flight Deals
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Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from West Palm Beach to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from West Palm Beach to Chicago

Tue, Apr 7 - Fri, Apr 10
Frontier Logo
7:32 pm - 10:44 am
PBI
-
ORD
16h 12m
1 stop
Frontier Logo
11:55 am - 5:19 pm
ORD
-
PBI
28h 24m
2 stops
$235Frontier
Tue, Apr 7 - Thu, Apr 9
Frontier Logo
7:32 pm - 10:44 am
PBI
-
ORD
16h 12m
1 stop
Frontier Logo
5:15 am - 11:32 am
ORD
-
PBI
5h 17m
1 stop
$238Frontier
Thu, Apr 9 - Wed, Apr 15
Multiple Airlines Logo
12:17 pm - 10:44 pm
PBI
-
ORD
11h 27m
1 stop
Multiple Airlines Logo
8:31 am - 5:56 pm
ORD
-
PBI
8h 25m
1 stop
$241Multiple Airlines
Tue, Apr 7 - Thu, Apr 9
Frontier Logo
7:32 pm - 10:44 am
PBI
-
ORD
16h 12m
1 stop
Frontier Logo
4:31 pm - 8:31 pm
ORD
-
PBI
27h 00m
2 stops
$247Frontier
Tue, Apr 7 - Fri, Apr 10
Frontier Logo
7:32 pm - 10:44 am
PBI
-
ORD
16h 12m
1 stop
Frontier Logo
4:34 pm - 5:19 pm
ORD
-
PBI
23h 45m
1 stop
$250Frontier
Wed, Apr 22 - Fri, Apr 24
Multiple Airlines Logo
3:24 pm - 11:03 am
PBI
-
ORD
20h 39m
1 stop
Multiple Airlines Logo
2:09 pm - 12:12 pm
ORD
-
PBI
21h 03m
1 stop
$252Multiple Airlines
Fri, Apr 17 - Tue, Apr 21
Multiple Airlines Logo
2:00 pm - 11:06 pm
PBI
-
ORD
10h 06m
1 stop
Multiple Airlines Logo
6:08 pm - 2:27 pm
ORD
-
PBI
19h 19m
2 stops
$254Multiple Airlines
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
6:00 pm - 9:25 pm
PBI
-
MDW
4h 25m
1 stop
Southwest Logo
8:00 am - 3:15 pm
MDW
-
PBI
6h 15m
1 stop
$289Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
7:10 am - 2:05 pm
PBI
-
MDW
7h 55m
2 stops
Southwest Logo
8:00 am - 3:15 pm
MDW
-
PBI
6h 15m
1 stop
$294Southwest
Thu, Apr 16 - Sun, Apr 19
Delta Logo
6:00 am - 9:56 am
PBI
-
MDW
4h 56m
1 stop
Delta Logo
6:00 am - 1:14 pm
MDW
-
PBI
6h 14m
1 stop
$309Delta
Booking Insights

KAYAK's insights & trends for West Palm Beach to Chicago flights

Get data-powered insights and trends into flights from West Palm Beach to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from West Palm Beach to Chicago?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from West Palm Beach to Chicago departing in April.

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

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from West Palm Beach to Chicago costs $229 on the route between West Palm Beach (PBI) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What’s the cheapest day of the week to fly from West Palm Beach to Chicago?

The average price of all round-trip flights from West Palm Beach to Chicago clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from West Palm Beach to Chicago, look for departures on Thursdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago, Wednesday is the cheapest day to fly and Sunday is the most expensive.

What is the cheapest month to fly from West Palm Beach to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from West Palm Beach to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from West Palm Beach to Chicago is August, where tickets cost $239 (return) on average. On the other hand, the most expensive months are November and January, where the average cost of round-trip tickets is $354 and $334 respectively.

Can I save money by flying with a layover from West Palm Beach to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $283 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from West Palm Beach to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from West Palm Beach to Chicago, you should book around 3 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Expert advice

Expert advice for your flight from West Palm Beach to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and PBI

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Good to know

Low seasonFebruary
Cheapest flight$139
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from West Palm Beach to Chicago Midway Airport

When to book flights from West Palm Beach to Chicago

Are your dates flexible? Find out the best times to travel from West Palm Beach to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from West Palm Beach to Chicago

  • What is the cheapest flight from West Palm Beach to Chicago?

    In the last 3 days, the lowest price for a flight from West Palm Beach to Chicago was $139 for a one-way ticket and $235 for a round-trip.

  • Do I need a passport to fly between West Palm Beach and Chicago?

    No, a passport isn't needed to fly from West Palm Beach to Chicago. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from West Palm Beach to Chicago?

    When flying out of West Palm Beach you will be using Palm Beach Intl. You will be landing at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from West Palm Beach to Chicago?

    American Airlines, JetBlue, Delta, and Air Canada offer inflight Wi-Fi service on the West Palm Beach to Chicago flight route.

  • Which aircraft models fly most regularly from West Palm Beach to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the West Palm Beach to Chicago flight route.

  • Which airline alliances offer flights from West Palm Beach to Chicago?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between West Palm Beach and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from West Palm Beach to Chicago?

    There are nonstop flights from West Palm Beach to Chicago on a daily basis.

  • Which is the best airline for flights from West Palm Beach to Chicago, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from West Palm Beach to Chicago are Southwest and Delta. With an average price for the route of $394 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $316 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from West Palm Beach to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from West Palm Beach to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from West Palm Beach to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from West Palm Beach is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from West Palm Beach to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to West Palm Beach with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from West Palm Beach to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from West Palm Beach up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from West Palm Beach to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $221 or less one-way and $291 or less round-trip.

Prefer to fly direct from West Palm Beach to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Palm Beach Intl to Chicago.
Find which airlines fly direct from Palm Beach Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Palm Beach Intl to Chicago

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago to Palm Beach Intl

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Reviews of the top 5 airlines serving from West Palm Beach to Chicago

 
See real verified KAYAK customer reviews for airlines flying from West Palm Beach to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from West Palm Beach to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8302 reviews
7.2Food
7.8Entertainment
7.9Comfort
8.5Crew
8.1Boarding
Airline reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

10.0 ExcellentDebra, Mar 2026
PBI - ATL
Read more Delta reviews

Perhaps when you’re sitting in 1st class and the crew closes the bathroom for the pilots, there could be a notification other than holding your hands up as a blockade when you get there and you’re told the restrooms are closed please turn around … especially at night when visibility is poor and you’re met by a flight attendants with their arms up

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

There was an unruly family behind us that made the short flight miserable!!! The cabin crew did nothing to contain it.

An awesome flight crew. FC seat cushion just doesn’t cut it for a 3+ hour flight.

Delta continues to set the benchmark for traveler-friendly service with minimal disruption and clear communication within the mainland US (coast to coast). I am consistently pleased to be a Delta customer, and this experience once again met my expectations. There was a brief delay departing from MIA due to a technical issue that required the aircraft to return to the gate. However, the situation was handled professionally and transparently. Fortunately, my planned layover allowed ample buffer time, so the adjustment caused no stress. Overall, another smooth and reassuring experience.

Totally worth the miles to upgrade to Delta Comfort. Plenty of legroom.

This was my first time flying Delta ever and I had a great experience!

Flight delay was frustrating, also you cannot checkin online without delta app, web browser check-in throw errors

The flight was great as well as the airline staff

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

United Airlines is my preferred airlines and I am thankful for Gary who also help support me on the phone to switch my flight literally last min.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

They did the one thing that really matters - got to Chicago early.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

For my arriving destination, we were delayed multiple times to the point that we arrived 6 hours after we were originally scheduled. On my flight home, they overbooked and involuntarily removed passengers (including me) from the plane. It was not a good experience.

It was good experience this time. The flight was on time.

Boarding is always an ordeal. Less dogs on flights. I am highly allergic to dogs and cats. Why are there so many animals these days?

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Return flight was canceled. Needed to reschedule with another airline the next day. Cost an an additional $84. At another airport 45 miles further away

Delayed 11 hours with two being on our destinations tarmac, no compensation or refund and was told I would actually get charged a $200 cancellation fee if I decided to switch airlines for my return flight. For their inconvenience they gave a $10 meal voucher to split between two people in a airport.

Like Spirit but bad that you have to pay for water 🙃

If there are delays, it takes less than a minute for a Spirit employee to make an announcement. It’s very simple.

For a change, friendly staff at check-in and in flight.

Delayed both in takeoff and landing, trash plane no amenities, I've said it before but I'll never fly Spirit again.

It’s was a cheap flight and they got us there safely. It’s just their whole business model that make the experience “meh.” They make you paranoid about whether your personal item is too big. They make you paranoid about being crammed into a middle seat at the back of the plane. They purposely cram people together leaving multiple rows completely empty and even after the door closes the FA’s announce that everyone has to sit in their assigned seat. We knew what we were buying and in that regard we got a cheap and safe flight but it felt like they do their best to take any enjoyment out of the experience. That’s all on management, not the crew.

The flight was delayed for unknown reasons while other airlines weren’t. It was very frustrating.

Everything was good. On time, boarding fast, flight attendants friendly.

Spirit has always and will always stink. Absolute worst airline around.

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

This company socks. It's fraud. They canceled our flight yesterday, and today we were late because of a really long line at the check in bag. At the rebook station, there was ton of people. The workers were all rude. I am gonna make a report to FTC.

Flight got delayed for 5 hours no good explanation was offered ;(

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

The single worst check in experience I could imagine. I’ll never do any business with Frontier or any affiliated company

Too many extra fees, uncomfortable, little leg room. Will not recommend this airline.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

The experience was good. No frills but I got there safe and sound and on time.

After boarding and un-boarding twice over 6+hours, the flight was canceled.

Everything you need to know for your flight from West Palm Beach to Chicago

Information on your arrival and departure airports