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Everything you should know
Flight Deals
Cheap Flights from West Palm Beach to Chicago (DJT-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
Thu, Dec 10 - Mon, Dec 14
3:35 pm - 6:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
10:30 am - 2:45 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 15mnonstop
$277American Airlines
Thu, Dec 3 - Sat, Dec 5
3:35 pm - 6:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
6:50 am - 10:51 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 01mnonstop
$277American Airlines
Thu, Dec 3 - Mon, Dec 7
4:15 pm - 6:45 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
7:10 am - 11:16 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 06mnonstop
$277United Airlines
Thu, Feb 4 - Mon, Feb 8
11:40 am - 2:06 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 26mnonstop
6:35 am - 10:47 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 12mnonstop
$277American Airlines
Thu, Dec 10 - Sat, Dec 12
3:35 pm - 6:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
10:35 am - 2:50 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 15mnonstop
$277American Airlines
Thu, Dec 3 - Sat, Dec 5
4:15 pm - 6:45 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
5:55 am - 1:42 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
6h 47m1 stop Newark
$283United Airlines
Tue, Jan 26 - Sat, Jan 30
6:34 pm - 10:20 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
4h 46m1 stop Atlanta Hartsfield-Jackson
3:00 pm - 10:20 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
6h 20m1 stop Atlanta Hartsfield-Jackson
$297Delta
Mon, Jan 25 - Sat, Jan 30
2:10 pm - 6:47 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
5h 37m1 stop Atlanta Hartsfield-Jackson
11:20 am - 5:29 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
5h 09m1 stop Atlanta Hartsfield-Jackson
$297Delta
Fri, Jan 29 - Sat, Jan 30
2:10 pm - 6:47 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
5h 37m1 stop Atlanta Hartsfield-Jackson
3:00 pm - 10:20 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
6h 20m1 stop Atlanta Hartsfield-Jackson
$297Delta
Tue, Nov 17 - Fri, Nov 20
12:12 pm - 2:42 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
7:00 am - 11:06 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 06mnonstop
$313United Airlines
Recent one-way flight deals from West Palm Beach to Chicago
Sat, Dec 19
10:05 am - 7:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
10h 03m1 stop Philadelphia
$106Frontier
Sat, Dec 19
10:05 am - 7:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
10h 03m1 stop Philadelphia
$106Frontier
Tue, Dec 22
10:05 am - 3:11 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
6h 06m1 stop Philadelphia
$120Frontier
Fri, Dec 11
12:22 pm - 2:50 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 28mnonstop
$139United Airlines
Sun, Dec 20
10:05 am - 3:11 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
6h 06m1 stop Philadelphia
$140Frontier
Thu, Nov 19
4:16 pm - 6:46 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
$147United Airlines
Tue, Dec 15
1:07 pm - 3:30 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 23mnonstop
$147American Airlines
Tue, Dec 8
1:07 pm - 3:30 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 23mnonstop
$147American Airlines
Mon, Dec 14
6:05 pm - 8:33 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 28mnonstop
$147United Airlines
Tue, Dec 1
3:36 pm - 6:10 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 34mnonstop
$147American Airlines
Recent last minute flight deals from West Palm Beach to Chicago
Wed, Nov 4 - Wed, Dec 2
1:04 pm - 3:30 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 26mnonstop
7:10 am - 11:11 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 01mnonstop
$375American Airlines
Tue, Nov 3 - Tue, Dec 1
2:58 pm - 5:29 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 31mnonstop
10:37 am - 2:42 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 05mnonstop
$375American Airlines
Wed, Nov 4 - Sat, Dec 5
1:04 pm - 3:30 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 26mnonstop
10:35 am - 2:50 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 15mnonstop
$375American Airlines
Wed, Nov 4 - Wed, Dec 2
8:17 am - 12:19 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
5h 02m1 stop Charlotte Douglas
7:10 am - 11:11 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 01mnonstop
$385American Airlines
Wed, Nov 4 - Tue, Nov 10
11:10 am - 5:47 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
7h 37m1 stop Atlanta Hartsfield-Jackson
8:04 am - 3:19 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
6h 15m1 stop Atlanta Hartsfield-Jackson
$477Delta
Tue, Nov 3 - Sat, Nov 7
8:00 am - 12:13 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
5h 13m1 stop Atlanta Hartsfield-Jackson
5:27 am - 12:54 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
6h 27m1 stop Atlanta Hartsfield-Jackson
$477Delta
Wed, Nov 4 - Sat, Nov 7
11:05 am - 7:20 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
9h 15m1 stop New York LaGuardia
6:30 am - 12:54 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
5h 24m1 stop Atlanta Hartsfield-Jackson
$477Delta
Wed, Nov 4 - Sat, Nov 7
7:15 am - 9:38 amDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 23mnonstop
7:00 am - 11:07 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 07mnonstop
$567United Airlines
Wed, Nov 4 - Tue, Nov 10
4:16 pm - 6:46 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
4:05 pm - 8:18 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 13mnonstop
$567United Airlines
Tue, Nov 3 - Sat, Nov 7
7:15 am - 9:38 amDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 23mnonstop
10:50 am - 3:08 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 18mnonstop
$567United Airlines
Recent direct flight deals from West Palm Beach to Chicago
Thu, Dec 10 - Mon, Dec 14
3:35 pm - 6:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
10:30 am - 2:45 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 15mnonstop
$277American Airlines
Thu, Dec 3 - Sat, Dec 5
3:35 pm - 6:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
6:50 am - 10:51 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 01mnonstop
$277American Airlines
Thu, Dec 3 - Mon, Dec 7
4:15 pm - 6:45 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
7:10 am - 11:16 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 06mnonstop
$277United Airlines
Thu, Feb 4 - Mon, Feb 8
11:40 am - 2:06 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 26mnonstop
6:35 am - 10:47 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 12mnonstop
$277American Airlines
Thu, Dec 10 - Sat, Dec 12
3:35 pm - 6:08 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
10:35 am - 2:50 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 15mnonstop
$277American Airlines
Fri, Dec 4 - Mon, Dec 7
1:07 pm - 3:30 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 23mnonstop
7:10 am - 11:11 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 01mnonstop
$277American Airlines
Sat, Dec 5 - Sat, Dec 12
1:02 pm - 3:25 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 23mnonstop
10:35 am - 2:50 pmORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 15mnonstop
$277American Airlines
Tue, Nov 17 - Fri, Nov 20
12:12 pm - 2:42 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
7:00 am - 11:06 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 06mnonstop
$313United Airlines
Fri, Dec 11 - Sun, Dec 13
6:05 pm - 8:33 pmDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 28mnonstop
7:10 am - 11:16 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 06mnonstop
$318United Airlines
Thu, Nov 19 - Mon, Nov 30
7:15 am - 9:38 amDJT West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 23mnonstop
7:00 am - 11:06 amORD Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 06mnonstop
$326United Airlines
Booking Insights
Price, demand and travel trends for West Palm Beach to Chicago flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Layovers
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 december.What is the cheapest West Palm Beach to Chicago flight route?
KAYAK tracks online flight deals over the last 12 months and analyzes pricing trends to identify the best available fares.There's little price difference between West Palm Beach to Chicago routes. They average around $369 round-trip, based on KAYAK data over the past 12 months.
What's the cheapest day of the week to fly from West Palm Beach to Chicago?
Based on deals KAYAK users found in the last 12 months, Monday is the cheapest day of the week to fly from West Palm Beach to Chicago. It’s 6% cheaper than the average day, while Sunday is the most expensive, with prices 38% higher.
Round-trip flights from West Palm Beach to Chicago typically range from $320 to $458. The lowest price found in the past 5 days was $277, on American Airlines.
Which airline is the cheapest to fly from West Palm Beach to Chicago?
American Airlines ($277) and United Airlines ($277) are the cheapest airlines to fly round-trip from West Palm Beach to Chicago according to KAYAK data over the last 5 days.
Which airline offers the most nonstop flights between West Palm Beach and Chicago?
United Airlines and American Airlines offer the most frequent nonstop flights from West Palm Beach to Chicago, at 21 and 14 flights per week respectively. Based on KAYAK flight data over the last 3 months.
What is the cheapest layover airport when flying from West Palm Beach to Chicago?
Flights via Orlando (MCO) offer the most affordable fares, with an average round-trip price of $358. Based on KAYAK data over the past 3 months.
Which route with a layover is the fastest from West Palm Beach to Chicago?
Orlando (MCO) offers the shortest 1-stop connection from West Palm Beach to Chicago at 4h 52m one-way, 1h 23m longer than the 3h 29m direct flight. Based on KAYAK data over the past 3 months.
How many nonstop flights run daily between West Palm Beach and Chicago?
There are 5 to 6 flights per day from West Palm Beach to Chicago, about 38 flights per week. Monday has the most departures, with 16% of weekly flights.
What time of day do most flights depart from West Palm Beach to Chicago?
Based on KAYAK flight schedules for the upcoming 3 months.Most nonstop flights from West Palm Beach to Chicago depart in the afternoon, accounting for 80% of nonstop departures. Around 4 flights are scheduled in that window over the next three months.
Key details for West Palm Beach to Chicago flights
High season | October |
|---|---|
Cheapest flight | $106 |
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.
Your West Palm Beach to Chicago flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking West Palm Beach to Chicago flights
Get tips on when to book, when to fly and what to know before your 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 West Palm Beach President Donald J. Trump Intl to Chicago.
Direct departures
West Palm Beach President Donald J. Trump 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
Direct returns
Chicago to West Palm Beach President Donald J. Trump 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
More options for your flight from West Palm Beach to Chicago
Complete your trip to Chicago with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights from West Palm Beach to Chicago
Cabin classes available on flights from West Palm Beach to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from West Palm Beach and Chicago
Flights from domestic origins to Chicago
More flights to Chicago. Prices are the lowest found on KAYAK in the last 7 days. Price and availability is not guaranteed.
Choose which airport to fly into in Chicago
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.