PBI - CHI

$149 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 3/3. 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
$229
Overall average: $258
United Airlines
Fri 2/27Mon 3/2
PBI - ORD • Non-stop
Cheapest non-stop
$229
Typical prices: $201-$346
United Airlines
Fri 2/27Sun 3/1
PBI - ORD • Non-stop
Our travelers' advice
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
United Airlines
Cheapest • from $229 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
PBI
-
ORD
Cheapest
PBI
-
ORD
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 21% price drop
April
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
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

Fri, Feb 27 - Mon, Mar 2
United Airlines Logo
4:10 pm - 6:42 pm
PBI
-
ORD
3h 32mnonstop
United Airlines Logo
10:40 am - 2:58 pm
ORD
-
PBI
3h 18mnonstop
$229United Airlines
Sat, Feb 28 - Mon, Mar 2
American Airlines Logo
6:00 am - 8:29 am
PBI
-
ORD
3h 29mnonstop
American Airlines Logo
7:05 pm - 11:04 pm
ORD
-
PBI
2h 59mnonstop
$230American Airlines
Sat, Feb 28 - Mon, Mar 2
American Airlines Logo
6:00 am - 8:29 am
PBI
-
ORD
3h 29mnonstop
American Airlines Logo
12:18 pm - 4:16 pm
ORD
-
PBI
2h 58mnonstop
$232American Airlines
Fri, Feb 6 - Mon, Feb 9
Frontier Logo
3:34 pm - 10:46 pm
PBI
-
ORD
8h 12m
1 stop
Frontier Logo
5:40 am - 2:34 pm
ORD
-
PBI
7h 54m
1 stop
$235Frontier
Fri, Mar 6 - Mon, Mar 9
Spirit Airlines Logo
11:25 am - 11:22 am
PBI
-
ORD
24h 57m
3 stops
Spirit Airlines Logo
5:58 pm - 9:54 am
ORD
-
PBI
14h 56m
1 stop
$237Spirit Airlines
Fri, Feb 13 - Fri, Feb 20
Spirit Airlines Logo
11:25 am - 12:40 am
PBI
-
ORD
14h 15m
1 stop
Spirit Airlines Logo
6:51 pm - 9:54 am
ORD
-
PBI
14h 03m
1 stop
$238Spirit Airlines
Fri, Mar 6 - Mon, Mar 9
United Airlines Logo
5:57 pm - 8:25 pm
PBI
-
ORD
3h 28mnonstop
United Airlines Logo
12:03 pm - 7:38 pm
ORD
-
PBI
6h 35m
1 stop
$239United Airlines
Fri, Mar 6 - Sun, Mar 8
Frontier Logo
10:12 pm - 11:16 am
PBI
-
ORD
14h 04m
2 stops
Frontier Logo
5:01 am - 6:37 pm
ORD
-
PBI
12h 36m
1 stop
$240Frontier
Fri, Apr 24 - Sun, Apr 26
Delta Logo
4:52 pm - 10:28 pm
PBI
-
MDW
6h 36m
1 stop
Delta Logo
6:00 am - 11:45 am
MDW
-
PBI
4h 45m
1 stop
$249Delta
Fri, Mar 6 - Sun, Mar 8
Delta Logo
6:00 am - 9:54 am
PBI
-
MDW
4h 54m
1 stop
Delta Logo
6:00 am - 11:43 am
MDW
-
PBI
4h 43m
1 stop
$269Delta
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 February.

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 Saturdays 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 February, where tickets cost $229 (return) on average. On the other hand, the most expensive months are January and November, where the average cost of round-trip tickets is $358 and $354 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 25% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 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 seasonDecember
Cheapest flight$149
Best time to beat the crowds but there is an average 5% increase in price.
Flight from West Palm Beach to Chicago O'Hare 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 $149 for a one-way ticket and $229 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, Air Canada, and Delta 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 $378 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 $234 or less one-way and $288 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 8128 reviews
7.9Comfort
7.8Entertainment
8.5Crew
7.2Food
8.1Boarding
Airline reviews

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

10.0 ExcellentSteven, Jan 2026
FLL - CVG
Read more Delta reviews

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

I have diamond medallion status and usually we are in comfort plus . We were in main this time ( which was fine ) and my husband wanted wine . I have at least 10 vouchers for drinks that are good for this year and next! The attendant would not take the picture of the voucher as proof and never came back to check as She asked me to pull it up on delta Wi-Fi. Instead my husband just used his Amex to buy the wine . Disappointing!!!

Food is basically Sun Chips, cookies or Cheezits. I had an exit row seat so I had plenty of room. The crew was very nice and efficient. Pilot kept us informed. Pretty good flight.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

The food is terrible. The staff is wonderful. Comfort is good.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

We had a lot of really rough weather but that was not Delta's fault. Pilot was amazing.

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.

The flight was on time. I generally don’t drink or eat on short flights and the seats were good and the flight attendants were friendly. That’s all I expect

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

It was fine. My connection in Charlotte to go to WPB was too late and I had to spend the night in the Charlotte Airport in the mini suites.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

All very good except they didn’t load our walker so haven’t gotten it yet

Not seat assigned because overbooking. We could go because some people decided to give their seats.

The flights were very uncomfortable the seats don't have much leg room at all and they are pretty hard as well.

Our outgoing flight was cancelled two hours before boarding and Spirit was not able to get us onto another flight. Their customer service was slow and unhelpful.

spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.

Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

Terrible. They cancelled the flight at the last minute after I had checked in at the airport and then told me they could only put me on a flight after 7 days. Pathetic.

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

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