Cheap Flights from Chicago to West Palm Beach
Browse current best options from Chicago. Become a member to unlock all deals and get alerts when new deals appear.
Deals from
Chicago
RatePunk searches hundreds of travel sites at once for deals on flights to West Palm Beach
Prices updated 24 days ago
486,190 searches this week
171 airlines compared
80%+ AI score for best value
Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)
Today’s best flight deals from Chicago to West Palm Beach
Explore current cheapest deals departing from Chicago to West Palm Beach
Round trip
Sort by: Cheapest
September 14 - September 15
MDW - West Palm Beach
$333
$250
Round trip
July 3 - July 19
MDW - West Palm Beach
$357
$253
Round trip
August 14 - August 16
MDW - West Palm Beach
$373
$256
Round trip
July 3 - July 26
MDW - West Palm Beach
$353
$261
Round trip
July 24 - July 26
MDW - West Palm Beach
$396
$263
Round trip
July 13 - July 19
MDW - West Palm Beach
$392
$265
Round trip
July 3 - July 12
MDW - West Palm Beach
$386
$268
Round trip
July 24 - August 16
MDW - West Palm Beach
$354
$272
Round trip
July 13 - July 26
MDW - West Palm Beach
$359
$274
Round trip
July 31 - August 16
MDW - West Palm Beach
$351
$274
Round trip
Unlock all 500+ flight deals to West Palm Beach and get alerts when great deals appear
Route Intelligence — 486,190 Searches this Week
Insights for flights from Chicago to West Palm Beach
How much is a round trip from Chicago to West Palm Beach
Regular price: $270 - $391
Prices are currently below the regular range.
The regular price range for flights from Chicago to West Palm Beach is between $270 and $391. The current lowest deal is $250 with Southwest Airlines for travel from Sep 14-Sep 15.
now $250
Low $270
High $391
The cheapest time to fly from Chicago to West Palm Beach
The cheapest month to fly from Chicago to West Palm Beach is October, with a median price of $224. The most expensive month is December, with a median price of $677. Prices are generally lower from January to November.
October
Flights from $224
December
Flights from $677
Direct flights from Chicago to West Palm Beach
American Airlines
Last-minute flights going from Chicago to West Palm Beach
Wed, Jul 1
ORD - West Palm Beach
Chicago (ORD) - West Palm Beach (PBI)
American Airlines
$208
$290
One-way
Wed, Jul 1
ORD - West Palm Beach
Chicago (ORD) - West Palm Beach (PBI)
American Airlines
$208
$290
One-way
Wed, Jul 1
ORD - West Palm Beach
Chicago (ORD) - West Palm Beach (PBI)
United Airlines
$226
$292
One-way
Wed, Jul 1
MDW - West Palm Beach
Chicago (MDW) - West Palm Beach (PBI)
$408
$310
One-way
Thu, Jul 2
MDW - West Palm Beach
Chicago (MDW) - West Palm Beach (PBI)
$416
$334
One-way
Fri, Jul 3
MDW - West Palm Beach
Chicago (MDW) - West Palm Beach (PBI)
Allegiant Air
$357
$253
One-way
Biggest price drops on these dates for flights from Chicago to West Palm Beach
Jul 24 - Jul 26
$396 → $263
34%
Jul 13 - Jul 19
$392 → $265
32%
Jul 3 - Jul 12
$386 → $268
31%
Jul 3 - Jul 7
$428 → $310
28%
Popular Airports to fly from Chicago to West Palm Beach
Chicago - West Palm Beach route insights
💸 Price insights
Recent fares are below the typical level
Recent roundtrip fares from Chicago to West Palm Beach are currently around $250.
📅 Best time to fly
October is historically cheapest at $224
Fly in October for the lowest median prices. December is typically the most expensive month.
⏱️ Flight duration
Average flight time is 6h 46m
The typical flight duration from Chicago to West Palm Beach is 6 hours and 46 minutes.
✈️ Airlines & availability
Direct flights are available
64.9% of recent deals are for direct flights. Deals appear regularly, about 0.2 per day.
🏆 Airline highlight
American Airlines offers direct flights
American Airlines has offered direct flights on this route recently.
🎯 Booking tip
Consider deals with 2 stopovers
When connecting, deals with 2 stopovers are common for this route.
Chicago main airports to depart from
Chicago Midway International (MDW)
Chicago Midway International Airport offers a budget-friendly option for flights from Chicago to West Palm Beach.
📍 ~15 km from Chicago city center (reachable by car or public transport)
💸 Flights from ~$250
Chicago Rockford International (RFD)
Chicago Rockford International Airport is an alternative departure point for flights from Chicago to West Palm Beach.
📍 ~120 km from Chicago city center (reachable by car)
💸 Flights from ~$332
O Hare International (ORD)
O Hare International Airport is a major hub for flights from Chicago to West Palm Beach.
📍 ~25 km from Chicago city center (reachable by car or public transport)
💸 Flights from ~$289
West Palm Beach main airports to arrive at
Palm Beach International (PBI)
Palm Beach International is a convenient arrival airport for your trip to West Palm Beach.
📍 ~5 km from West Palm Beach (reachable by car)
💸 Flights from ~$250
Airports nearby West Palm Beach used as alternative
Fort Lauderdale–Hollywood International (FLL)
Fort Lauderdale offers a major hub with high flight frequency, easily accessible via I-95 or Brightline train.
📍 ~135 km from West Palm Beach (reachable by car or train)
💸 Flights from ~$61
Miami International (MIA)
Miami International is a primary international gateway with an extensive global route network.
📍 ~155 km from West Palm Beach (reachable by car or train)
💸 Flights from ~$171
Orlando Melbourne International (MLB)
Orlando Melbourne provides a straightforward drive north and less crowded security than larger hubs.
📍 ~145 km from West Palm Beach (reachable by car)
💸 Flights from ~$292
Southwest Florida International (RSW)
Southwest Florida International is a major Gulf Coast airport with good domestic connectivity for cross-state travelers.
📍 ~200 km from West Palm Beach (reachable by car)
💸 Flights from ~$190
Orlando International (MCO)
Orlando International offers a massive selection of low-cost and international carriers, potentially leading to lower fares.
📍 ~235 km from West Palm Beach (reachable by car)
💸 Flights from ~$97
Business & First Class Flight Deals to West Palm Beach
Discover luxury on the budget with premium cabin class on flights from Chicago to West Palm Beach.
Elite
Best Elite deals to West Palm Beach
Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.
From ORD
Elite
Aug 05
West Palm Beach, United States
86% AI deal score
$1,807
$839
Save $968
From ORD
Elite
Jul 18
West Palm Beach, United States
84% AI deal score
$1,604
$874
Save $730
From ORD
Elite
Jun 30
West Palm Beach, United States
83% AI deal score
$1,337
$826
Save $511
From ORD
Elite
Jun 23
West Palm Beach, United States
83% AI deal score
$1,510
$923
Save $587
From ORD
Elite
Aug 05
West Palm Beach, United States
82% AI deal score
$1,337
$839
Save $498
From MDW
Elite
Jul 09
West Palm Beach, United States
81% AI deal score
$1,557
$824
Save $733
From ORD
Elite
Sep 09
West Palm Beach, United States
80% AI deal score
$1,192
$829
Save $363
From ORD
Elite
Jun 18
West Palm Beach, United States
80% AI deal score
$1,721
$1,056
Save $665
From ORD
Elite
Jun 17
West Palm Beach, United States
80% AI deal score
$1,027
$749
Save $278
From ORD
Elite
Jun 20
West Palm Beach, United States
80% AI deal score
$1,027
$749
Save $278
From ORD
Elite
Jun 20
West Palm Beach, United States
80% AI deal score
$1,020
$749
Save $271
From ORD
Elite
Aug 06
West Palm Beach, United States
79% AI deal score
$1,189
$819
Save $370
From ORD
Elite
Jun 30
West Palm Beach, United States
79% AI deal score
$1,295
$931
Save $364
From ORD
Elite
Jun 17
West Palm Beach, United States
79% AI deal score
$1,028
$775
Save $253
From ORD
Elite
Jul 10
West Palm Beach, United States
78% AI deal score
$1,272
$930
Save $342
From ORD
Elite
Oct 10
West Palm Beach, United States
78% AI deal score
$1,272
$934
Save $338
From ORD
Elite
Jun 23
West Palm Beach, United States
78% AI deal score
$911
$701
Save $210
From ORD
Elite
Jun 18
West Palm Beach, United States
78% AI deal score
$1,040
$807
Save $233
From ORD
Elite
Jun 17
West Palm Beach, United States
78% AI deal score
$1,020
$807
Save $213
From ORD
Elite
Aug 03
West Palm Beach, United States
77% AI deal score
$1,032
$819
Save $213
From ORD
Elite
Aug 29
West Palm Beach, United States
77% AI deal score
$1,147
$819
Save $328
From ORD
Elite
Aug 20
West Palm Beach, United States
77% AI deal score
$1,133
$819
Save $314
From MDW
Elite
Aug 02
West Palm Beach, United States
76% AI deal score
$1,674
$1,083
Save $591
From MDW
Elite
Jun 17
West Palm Beach, United States
76% AI deal score
$2,111
$1,328
Save $783
From MDW
Elite
Sep 06
West Palm Beach, United States
75% AI deal score
$1,560
$1,007
Save $553
From MDW
Elite
Sep 07
West Palm Beach, United States
75% AI deal score
$1,548
$1,007
Save $541
From MDW
Elite
Dec 23
West Palm Beach, United States
75% AI deal score
$1,591
$1,028
Save $563
From ORD
Elite
Aug 05
West Palm Beach, United States
72% AI deal score
$996
$819
Save $177
From ORD
Elite
Jul 31
West Palm Beach, United States
72% AI deal score
$1,040
$819
Save $221
From ORD
Elite
Aug 15
West Palm Beach, United States
72% AI deal score
$990
$819
Save $171
From ORD
Elite
Aug 07
West Palm Beach, United States
72% AI deal score
$1,213
$924
Save $289
From ORD
Elite
Jun 30
West Palm Beach, United States
72% AI deal score
$779
$652
Save $127
From ORD
Elite
Aug 17
West Palm Beach, United States
71% AI deal score
$970
$819
Save $151
From ORD
Elite
Jul 04
West Palm Beach, United States
71% AI deal score
$965
$820
Save $145
From ORD
Elite
Jul 10
West Palm Beach, United States
71% AI deal score
$1,137
$922
Save $215
From ORD
Elite
Aug 06
West Palm Beach, United States
71% AI deal score
$865
$651
Save $214
From ORD
Elite
Aug 05
West Palm Beach, United States
71% AI deal score
$875
$651
Save $224
From ORD
Elite
Aug 19
West Palm Beach, United States
71% AI deal score
$864
$651
Save $213
From ORD
Elite
Oct 17
West Palm Beach, United States
71% AI deal score
$878
$651
Save $227
From ORD
Elite
Aug 05
West Palm Beach, United States
71% AI deal score
$865
$651
Save $214
From ORD
Elite
Sep 17
West Palm Beach, United States
71% AI deal score
$865
$651
Save $214
From ORD
Elite
Jun 30
West Palm Beach, United States
71% AI deal score
$762
$653
Save $109
From ORD
Elite
Dec 11
West Palm Beach, United States
71% AI deal score
$806
$676
Save $130
From ORD
Elite
Dec 10
West Palm Beach, United States
71% AI deal score
$803
$676
Save $127
From ORD
Elite
Aug 22
West Palm Beach, United States
70% AI deal score
$938
$819
Save $119
From ORD
Elite
Jul 14
West Palm Beach, United States
70% AI deal score
$912
$819
Save $93
From ORD
Elite
Aug 29
West Palm Beach, United States
70% AI deal score
$943
$819
Save $124
From ORD
Elite
Aug 28
West Palm Beach, United States
70% AI deal score
$940
$819
Save $121
From ORD
Elite
Aug 31
West Palm Beach, United States
70% AI deal score
$930
$819
Save $111
From ORD
Elite
Jul 03
West Palm Beach, United States
70% AI deal score
$965
$844
Save $121
From ORD
Elite
Jul 24
West Palm Beach, United States
70% AI deal score
$1,074
$924
Save $150
From ORD
Elite
Jul 21
West Palm Beach, United States
70% AI deal score
$742
$651
Save $91
From ORD
Elite
Jul 31
West Palm Beach, United States
70% AI deal score
$741
$651
Save $90
From ORD
Elite
Sep 25
West Palm Beach, United States
70% AI deal score
$864
$707
Save $157
From ORD
Elite
Sep 12
West Palm Beach, United States
69% AI deal score
$891
$819
Save $72
From ORD
Elite
Sep 26
West Palm Beach, United States
69% AI deal score
$911
$819
Save $92
From ORD
Elite
Sep 15
West Palm Beach, United States
69% AI deal score
$893
$819
Save $74
From ORD
Elite
Jul 30
West Palm Beach, United States
69% AI deal score
$733
$651
Save $82
From ORD
Elite
Jul 31
West Palm Beach, United States
69% AI deal score
$734
$651
Save $83
From ORD
Elite
Aug 01
West Palm Beach, United States
69% AI deal score
$873
$741
Save $132
From ORD
Elite
Aug 07
West Palm Beach, United States
69% AI deal score
$882
$741
Save $141
From ORD
Elite
Aug 06
West Palm Beach, United States
69% AI deal score
$875
$741
Save $134
From ORD
Elite
Aug 11
West Palm Beach, United States
69% AI deal score
$879
$741
Save $138
From ORD
Elite
Aug 20
West Palm Beach, United States
69% AI deal score
$864
$741
Save $123
From ORD
Elite
Oct 29
West Palm Beach, United States
69% AI deal score
$865
$742
Save $123
From ORD
Elite
Jun 20
West Palm Beach, United States
69% AI deal score
$1,040
$940
Save $100
From ORD
Elite
Jun 19
West Palm Beach, United States
69% AI deal score
$1,040
$963
Save $77
From ORD
Elite
Sep 08
West Palm Beach, United States
68% AI deal score
$885
$819
Save $66
From ORD
Elite
Sep 02
West Palm Beach, United States
68% AI deal score
$882
$819
Save $63
From ORD
Elite
Sep 09
West Palm Beach, United States
68% AI deal score
$869
$819
Save $50
From ORD
Elite
Aug 11
West Palm Beach, United States
68% AI deal score
$990
$924
Save $66
From ORD
Elite
Aug 12
West Palm Beach, United States
68% AI deal score
$990
$924
Save $66
From ORD
Elite
Jul 15
West Palm Beach, United States
68% AI deal score
$1,046
$949
Save $97
From ORD
Elite
Jul 10
West Palm Beach, United States
68% AI deal score
$732
$676
Save $56
From ORD
Elite
Sep 02
West Palm Beach, United States
68% AI deal score
$831
$740
Save $91
From ORD
Elite
Sep 09
West Palm Beach, United States
67% AI deal score
$862
$819
Save $43
From ORD
Elite
Oct 24
West Palm Beach, United States
67% AI deal score
$979
$924
Save $55
From ORD
Elite
Jul 31
West Palm Beach, United States
67% AI deal score
$957
$924
Save $33
From MDW
Elite
Dec 21
West Palm Beach, United States
67% AI deal score
$1,542
$1,249
Save $293
From MDW
Elite
Jun 28
West Palm Beach, United States
67% AI deal score
$1,624
$1,344
Save $280
From ORD
Elite
Dec 10
West Palm Beach, United States
67% AI deal score
$806
$781
Save $25
From ORD
Elite
Oct 30
West Palm Beach, United States
67% AI deal score
$871
$809
Save $62
From ORD
Elite
Jun 18
West Palm Beach, United States
67% AI deal score
$1,020
$975
Save $45
From ORD
Elite
Jun 19
West Palm Beach, United States
67% AI deal score
$1,027
$996
Save $31
From ORD
Elite
Aug 25
West Palm Beach, United States
66% AI deal score
$939
$924
Save $15
From ORD
Elite
Jun 17
West Palm Beach, United States
66% AI deal score
$1,417
$1,383
Save $34
From MDW
Elite
Jun 21
West Palm Beach, United States
66% AI deal score
$1,939
$1,588
Save $351
From ORD
Elite
Jul 10
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 07
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 15
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 08
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 10
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 31
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 14
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 16
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 24
West Palm Beach, United States
66% AI deal score
$741
From ORD
Elite
Jul 10
West Palm Beach, United States
66% AI deal score
$754
$742
Save $12
From ORD
Elite
Jul 01
West Palm Beach, United States
66% AI deal score
$758
$753
Save $5
From ORD
Elite
Jul 24
West Palm Beach, United States
66% AI deal score
$766
From ORD
Elite
Jul 17
West Palm Beach, United States
66% AI deal score
$766