PBI - CHI

$127 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 7/17. 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
$270
Typical prices: $349-$262
Frontier
Fri 6/26Sun 6/28
PBI - ORD • 1 stop
Cheapest non-stop
$289
Typical prices: $347-$244
United Airlines
Thu 6/4Sun 6/7
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 $270 (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 31m
Direct flights
Direct flights
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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 53m (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 23% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 64% 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

Fri, Jun 26 - Sun, Jun 28
Frontier Logo
8:32 pm - 6:47 pm
PBI
-
ORD
23h 15m
1 stop
Frontier Logo
8:00 pm - 7:37 pm
ORD
-
PBI
22h 37m
1 stop
$270Frontier
Wed, May 27 - Wed, Jun 3
Multiple Airlines Logo
8:10 pm - 6:44 pm
PBI
-
ORD
23h 34m
1 stop
Multiple Airlines Logo
1:29 pm - 6:50 pm
ORD
-
PBI
28h 21m
2 stops
$288Multiple Airlines
Thu, May 28 - Tue, Jun 2
United Airlines Logo
12:17 pm - 2:51 pm
PBI
-
ORD
3h 34mnonstop
United Airlines Logo
7:10 am - 11:11 am
ORD
-
PBI
3h 01mnonstop
$289United Airlines
Sun, May 24 - Sun, May 31
American Airlines Logo
1:02 pm - 3:26 pm
PBI
-
ORD
3h 24mnonstop
American Airlines Logo
8:10 am - 12:11 pm
ORD
-
PBI
3h 01mnonstop
$290American Airlines
Thu, May 28 - Mon, Jun 1
American Airlines Logo
6:41 pm - 9:17 pm
PBI
-
ORD
3h 36mnonstop
American Airlines Logo
1:45 pm - 5:50 pm
ORD
-
PBI
3h 05mnonstop
$291American Airlines
Fri, Jun 26 - Sun, Jun 28
Frontier Logo
8:32 pm - 6:47 pm
PBI
-
ORD
23h 15m
1 stop
Frontier Logo
8:00 pm - 7:37 pm
ORD
-
PBI
22h 37m
1 stop
$292Frontier
Fri, Jun 26 - Sun, Jun 28
United Airlines Logo
5:05 pm - 12:46 am
PBI
-
ORD
8h 41m
1 stop
United Airlines Logo
11:00 am - 3:01 pm
ORD
-
PBI
3h 01mnonstop
$295United Airlines
Thu, May 28 - Sun, May 31
Delta Logo
4:52 pm - 9:09 pm
PBI
-
MDW
5h 17m
1 stop
Delta Logo
6:23 am - 1:34 pm
MDW
-
PBI
6h 11m
1 stop
$309Delta
Wed, Jul 1 - Wed, Jul 15
Southwest Logo
2:55 pm - 9:10 pm
PBI
-
MDW
7h 15m
1 stop
Southwest Logo
4:35 pm - 10:10 pm
MDW
-
PBI
4h 35m
1 stop
$310Southwest
Fri, Jun 5 - Tue, Jun 9
Southwest Logo
2:40 pm - 9:55 pm
PBI
-
MDW
8h 15m
2 stops
Southwest Logo
8:40 am - 2:00 pm
MDW
-
PBI
4h 20m
1 stop
$314Southwest
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 June.

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 $289 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 Monday 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 $36 (return) on average. On the other hand, the most expensive months are June and August, where the average cost of round-trip tickets is $189 and $187 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 23% 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$127
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 4% 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 $127 for a one-way ticket and $270 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, Delta or Southwest?

    The two airlines most popular with KAYAK users for flights from West Palm Beach to Chicago are Delta and Southwest. With an average price for the route of $348 and an overall rating of 7.9, Delta is the most popular choice. Southwest is also a great choice for the route, with an average price of $394 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 $260 or less one-way and $298 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 8459 reviews
7.2Food
8.1Boarding
7.8Entertainment
8.5Crew
7.9Comfort
Airline reviews

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

4.0 OkayAnonymous, Apr 2026
MCO - ATL
Read more Delta reviews

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

Landed without a gate ready. Plane is extremely old and dirty.

All the amenities was wonderful, if they could keep their prices that low. I'd fly with them all the time.

The WiFi was horrific. I fly delta often and love their (usually reliable and free) WiFi. On this flight it was intermittent and when it did connect was extremely slow. I couldn’t get any work done while I was on the flight which was extremely frustrating. I was also in the exit row seat where there is now immediate seat in front of you, so while the leg room was nice, I couldn’t even watch the TV when the internet wasn’t working. Finally, for the last 20 mins of the flight, the announcement indicator came on the TV screens and took them over, even though no announcement was being made. Really disappointed.

Crew was great. Near on time departure and early arrival. Snacks are always meh. Not a fan of the "pay for everything including miles " proposal unless base flight rate going to be 100 bucks.

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

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

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

Very comfortable flight, snacks and drinks were good, good communication from crew. Could have used a little more information on timing of boarding for group 5

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

It was better than excellent. The staff in Mason City were great. The young woman that pushed my wheelchair did more than could be expected of her. She came from India 17 years ago. I don't remember her name.

After arriving in Chicago, we were taxiing for 1.5 hours with infrequent and untruthful updates about the amount of time it would take to arrive at the gate. Minimally, the team could have provided timing expectations that were more truthful, especially one their original expectations were not met.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

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!!

Shut down without prior notice End up with spending lots of extra $$$

Everything was smooth sailing. Great crew, easy flight and was surprised with an upgraded seat. Thank you all!

My first time experience with Spirit Air was not good at all.The reason i did not know to cancel 24Hrs before flight depature you do charge cancellation fee. It's ridiculous policy.Actually you should provide full voucher instead of charging cancellation fee. Confirmation Code# ZNVPHG Thanks Much , Rita S

That this is my second time the they cancel flights and they always wait until the last minute to let people know

Spirit is awful. Do not fly spirit. Nothing but delays, cancellations.

Nothing. We didn’t even have a pilot until one hour after our flight was set to depart and now we are waiting for a gate on a very hot packed aircraft. Spirit has lost its goddamn minds and we will never fly again. On the way down the delay went from 5 minutes to 6 hours to cancelled.

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.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

It was an early flight and most people napped/slept and the crew let us which was nice.

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.

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

Information on your arrival and departure airports