DJT - CHI

$106 Find Cheap Flights from West Palm Beach to Chicago - Compare and Save

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Everything you should know

Cheapest round-trip
$277
Typical prices: $320-$458
American Airlines
Wed 12/5Wed 12/12
DJT - ORD • Non-stop
Cheapest one-way
$106
Typical prices: $243-$448
Frontier
Wed 12/19
DJT - ORD • 1 stop
Nonstop flights
You can fly direct with United Airlines and American Airlines. Average duration is 3h 29m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
When to travel
Cheapest • 8% price drop
Most popular
Good to know
+1
Good to know
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Booking Insights
Flight Deals

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

 
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
American Airlines Logo
3:35 pm - 6:08 pmDJT  West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
American Airlines Logo
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
American Airlines Logo
3:35 pm - 6:08 pmDJT  West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
American Airlines Logo
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
United Airlines Logo
4:15 pm - 6:45 pmDJT  West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
United Airlines Logo
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
American Airlines Logo
11:40 am - 2:06 pmDJT  West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 26mnonstop
American Airlines Logo
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
American Airlines Logo
3:35 pm - 6:08 pmDJT  West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 33mnonstop
American Airlines Logo
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
United Airlines Logo
4:15 pm - 6:45 pmDJT  West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
United Airlines Logo
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
Delta Logo
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
Delta Logo
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
Delta Logo
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
Delta Logo
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
Delta Logo
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
Delta Logo
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
United Airlines Logo
12:12 pm - 2:42 pmDJT  West Palm Beach President Donald J. Trump Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
United Airlines Logo
7:00 am - 11:06 amORD  Chicago O'Hare Intl-DJT West Palm Beach President Donald J. Trump Intl
3h 06mnonstop
$313United 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.

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

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.

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

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.

Key details for West Palm Beach to Chicago flights

Cheapest flight

$106
The most popular month to fly with an average 96% increase in travelers.
One-way flight from West Palm Beach to Chicago O'Hare Intl 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

Your West Palm Beach to Chicago flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from West Palm Beach to Chicago?

    These are the earliest and latest flight times available from West Palm Beach to Chicago:

    • Earliest: departs at 6:06 am and lands at 9:35 am
    • Latest: departs at 6:05 pm and lands at 9:34 pm.

    The flight takes about 3h 29m.

  • How long is a flight from West Palm Beach to Chicago?

    A nonstop flight from West Palm Beach to Chicago takes 3h 29m, covering 1,132 miles.

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

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a West Palm Beach to Chicago flight?

    Round-trip flights from West Palm Beach to Chicago range from $320 to $458, with an average of $368 over the past 12 months. Anything below $320 counts as a good deal.

  • How much can I save by taking a layover when flying from West Palm Beach to Chicago?

    On this route, nonstop and layover fares are close on average, with nonstop at $362 round-trip and layover options via Orlando (MCO) at $358.

  • What is the standard checked-bag allowance on flights from West Palm Beach to Chicago?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from West Palm Beach to Chicago spread across the day?

    Afternoon is the busiest departure period on West Palm Beach to Chicago flights, with 80% of flights leaving in that window. Morning departures account for 20%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from West Palm Beach to Chicago changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $277 to $1,793. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on West Palm Beach to Chicago flights?

    American Airlines is the only airline on the West Palm Beach to Chicago route offering in-flight Wi-Fi. Pricing depends on fare class.

  • How are flight prices from West Palm Beach to Chicago looking right now?

    One-way fares from West Palm Beach to Chicago are currently lower than usual. Average one-way flight prices are about $135, which is 56% below the typical average for this route.

  • What car rental options are available in Chicago?

    Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
    Near Chicago O'Hare Intl Airport (ORD) — daily rates averaging $64:

    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Ace
    • Dollar

    Near Chicago Midway Airport (MDW) — daily rates averaging $84:

    • Hertz
    • Dollar
    • Budget
    • Alamo
    • Rent-A-Wreck

    Near Chicago Greater Rockford Airport (RFD) — daily rates averaging $81:

    • Alamo
    • Enterprise Rent-A-Car
    • Budget
    • Avis
    • National

  • Which airports can I use when flying from West Palm Beach to Chicago?

    Flights from West Palm Beach to Chicago usually depart from West Palm Beach President Donald J. Trump Intl (DJT) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

  • Which airports do connecting flights from West Palm Beach to Chicago pass through?

    Most connecting flights from West Palm Beach to Chicago pass through Orlando (MCO), which handles 100% of one-stop traffic on this route.

  • Can I save money by using flexible dates for flights from West Palm Beach to Chicago?

    Yes. Flexible dates can save you up to 32% on flights from West Palm Beach to Chicago. Monday is the cheapest departure day at $348 round-trip on average, while Sunday is the most expensive at $509, a difference of $161.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from West Palm Beach to Chicago?

    2 airlines operate flights between West Palm Beach and Chicago. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines

  • What is the time difference between West Palm Beach and Chicago?

    Chicago is 1 hour behind West Palm Beach (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Chicago?

    Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago on KAYAK.

  • Which airlines offer extra legroom and free seat selection on West Palm Beach to Chicago flights?

    Among airlines operating West Palm Beach to Chicago flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on West Palm Beach to Chicago flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

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.
  • If your dates are flexible, aim for a Monday departure and avoid flying on Sunday. On this route, Monday flights average $348, about $161 less than Sunday fares (32% savings) based on the last 12 months.
  • If you can choose when to travel, plan your West Palm Beach to Chicago trip for January. Fares historically average $339 round-trip in that month - typically $90 less than the most expensive month, which is March (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Orlando Airport (MCO) can be cheaper than flying direct. The cheapest layover option averages $358 round-trip on this route - about $4 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Chicago Midway Airport.

    • DoubleTree by Hilton Chicago Midway Airport
    • Holiday Inn Chicago - Midway Airport S by IHG
    • Skylark Motel Chicago Midway Airport

Prefer to fly direct from West Palm Beach to Chicago?

 
Find which airlines fly direct from West Palm Beach President Donald J. Trump Intl Airport to Chicago, which days they fly and book direct flights.

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

See more direct flights

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

See more direct flights

More options for your flight from West Palm Beach to Chicago

Complete your trip to Chicago with a hotel stay or car rental