$127+ Cheap flights from West Palm Beach (PBI) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
PBI — MDW
May 29 — Jun 51
Round-trip
1 adult, Economy
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Find cheap flights from West Palm Beach to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from West Palm Beach to MidwayExplore the most affordable flight options available from West Palm Beach to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.
Explore the most affordable flight options available from West Palm Beach to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:43 pm
PBI
- MDW
1 stop25h 09m
Multiple Airlines
Tue 6/212:27 pm
MDW
- PBI
2 stops29h 41m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:43 pm
PBI
- MDW
1 stop25h 09m
Multiple Airlines
Mon 6/112:04 pm
MDW
- PBI
2 stops22h 51m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/279:00 am
PBI
- MDW
1 stop7h 40m
Delta
Sat 7/114:22 pm
MDW
- PBI
1 stop6h 29m
Delta
Deal found 4/27![Delta logo]()
$309
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2312:35 pm
PBI
- MDW
2 stops23h 34m
Multiple Airlines
Fri 6/266:38 pm
MDW
- PBI
1 stop19h 37m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:24 pm
PBI
- MDW
1 stop18h 24m
Allegiant Air
Mon 6/83:38 pm
MDW
- PBI
1 stop18h 09m
Allegiant Air
Deal found 4/24![Allegiant Air logo]()
$314
This Southwest deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/102:45 pm
PBI
- MDW
1 stop7h 50m
Southwest
Tue 6/1612:00 pm
MDW
- PBI
2 stops9h 10m
Southwest
Deal found 4/25![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:10 am
PBI
- MDW
2 stops8h 45m
Southwest
Sat 5/2312:05 pm
MDW
- PBI
1 stop8h 55m
Southwest
Deal found 4/27![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:55 pm
PBI
- MDW
1 stop5h 40m
Southwest
Mon 5/255:35 am
MDW
- PBI
1 stop4h 45m
Southwest
Deal found 4/28![Southwest logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:35 pm
PBI
- MDW
2 stops23h 34m
Multiple Airlines
Fri 6/53:38 pm
MDW
- PBI
1 stop20h 00m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/134:52 pm
PBI
- MDW
1 stop5h 17m
Delta
Wed 5/2010:59 am
MDW
- PBI
1 stop6h 33m
Delta
Deal found 4/25![Delta logo]()
$334
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/263:55 pm
PBI
- MDW
1 stop7h 20m
Southwest
Thu 5/284:35 pm
MDW
- PBI
1 stop4h 20m
Southwest
Deal found 4/28![Southwest logo]()
$335
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:55 pm
PBI
- MDW
1 stop5h 05m
Southwest
Tue 6/98:10 am
MDW
- PBI
2 stops8h 00m
Southwest
Deal found 4/26![Southwest logo]()
$339
Best flights from West Palm Beach to MidwayDiscover carefully curated flight deals from West Palm Beach to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 29, 2026.
Discover carefully curated flight deals from West Palm Beach to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 29, 2026.
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/196:28 pm
PBI
- MDW
1 stop4h 49m
Delta
Tue 6/236:00 am
MDW
- PBI
1 stop5h 54m
Delta
Deal found 4/25![Delta logo]()
$309
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:10 am
PBI
- MDW
2 stops5h 50m
Southwest
Sat 6/69:15 am
MDW
- PBI
1 stop7h 50m
Southwest
Deal found 4/28![Southwest logo]()
$361
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/279:00 am
PBI
- MDW
1 stop7h 40m
Delta
Sat 7/114:22 pm
MDW
- PBI
1 stop6h 29m
Delta
Deal found 4/26![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/294:52 pm
PBI
- MDW
1 stop5h 17m
Delta
Sun 5/316:23 am
MDW
- PBI
1 stop6h 11m
Delta
Deal found 4/27![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/186:27 pm
PBI
- MDW
1 stop4h 48m
Delta
Tue 7/2112:41 pm
MDW
- PBI
1 stop4h 52m
Delta
Deal found 4/24![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2710:03 am
PBI
- MDW
1 stop6h 37m
Delta
Sun 7/56:00 am
MDW
- PBI
1 stop4h 46m
Delta
Deal found 4/28![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:19 pm
PBI
- MDW
1 stop7h 14m
Delta
Tue 6/212:53 pm
MDW
- PBI
1 stop4h 39m
Delta
Deal found 4/26![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/274:52 pm
PBI
- MDW
1 stop5h 17m
Delta
Mon 6/15:08 pm
MDW
- PBI
1 stop5h 36m
Delta
Deal found 4/24![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:00 am
PBI
- MDW
1 stop5h 09m
Delta
Sun 7/56:00 am
MDW
- PBI
1 stop4h 46m
Delta
Deal found 4/28![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/52:40 pm
PBI
- MDW
1 stop7h 29m
Delta
Tue 6/96:00 am
MDW
- PBI
1 stop4h 46m
Delta
Deal found 4/27![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/144:55 pm
PBI
- MDW
1 stop6h 20m
Delta
Fri 7/246:00 am
MDW
- PBI
1 stop4h 45m
Delta
Deal found 4/25![Delta logo]()
$309
Last-minute flights from West Palm Beach to MidwayDiscover last-minute flight deals from West Palm Beach to Midway. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from West Palm Beach to Midway. Data last updated April 29, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:10 pm
PBI
- MDW
1 stop8h 20m
Southwest
Sat 5/166:10 am
MDW
- PBI
1 stop7h 00m
Southwest
Deal found 4/24![Southwest logo]()
$341
This Delta deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/134:52 pm
PBI
- MDW
1 stop5h 17m
Delta
Wed 5/2010:59 am
MDW
- PBI
1 stop6h 33m
Delta
Deal found 4/25![Delta logo]()
$334
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:10 am
PBI
- MDW
2 stops8h 45m
Southwest
Sat 5/2312:05 pm
MDW
- PBI
1 stop8h 55m
Southwest
Deal found 4/27![Southwest logo]()
$320
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:10 am
PBI
- MDW
2 stops5h 50m
Southwest
Mon 6/14:35 pm
MDW
- PBI
1 stop4h 20m
Southwest
Deal found 4/28![Southwest logo]()
$348
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/235:55 pm
PBI
- MDW
1 stop5h 40m
Southwest
Mon 5/255:35 am
MDW
- PBI
1 stop4h 45m
Southwest
Deal found 4/28![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/263:55 pm
PBI
- MDW
1 stop7h 20m
Southwest
Thu 5/284:35 pm
MDW
- PBI
1 stop4h 20m
Southwest
Deal found 4/28![Southwest logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:43 pm
PBI
- MDW
1 stop25h 09m
Multiple Airlines
Tue 6/212:27 pm
MDW
- PBI
2 stops29h 41m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:43 pm
PBI
- MDW
1 stop25h 09m
Multiple Airlines
Mon 6/112:04 pm
MDW
- PBI
2 stops22h 51m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$291
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:40 pm
PBI
- MDW
1 stop7h 29m
Delta
Mon 6/16:23 am
MDW
- PBI
1 stop6h 11m
Delta
Deal found 4/27![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/284:52 pm
PBI
- MDW
1 stop5h 17m
Delta
Sun 5/316:23 am
MDW
- PBI
1 stop6h 11m
Delta
Deal found 4/27![Delta logo]()
$344
One-way flights from West Palm Beach to MidwaySearch for one-way flight options from West Palm Beach to Midway. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
Search for one-way flight options from West Palm Beach to Midway. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:03 pm
PBI
- MDW
1 stop23h 27m
Allegiant Air
Deal found 4/25![Allegiant Air logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:43 pm
PBI
- MDW
1 stop25h 09m
Allegiant Air
Deal found 4/25![Allegiant Air logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:10 pm
PBI
- MDW
3 stops26h 52m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1711:44 am
PBI
- MDW
2 stops48h 25m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/129:01 pm
PBI
- MDW
1 stop18h 37m
Allegiant Air
Deal found 4/26![Allegiant Air logo]()
$147
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/197:10 am
PBI
- MDW
1 stop6h 00m
Southwest
Deal found 4/27![Southwest logo]()
$155
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:55 pm
PBI
- MDW
1 stop7h 15m
Southwest
Deal found 4/26![Southwest logo]()
$156
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
PBI
- MDW
2 stops9h 00m
Southwest
Deal found 4/27![Southwest logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1411:44 am
PBI
- MDW
2 stops35h 18m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/114:30 pm
PBI
- MDW
1 stop28h 00m
Allegiant Air
Deal found 4/26![Allegiant Air logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:13 pm
PBI
- MDW
2 stops44h 54m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$171
Find flight deals from West Palm Beach to Midway
Discover tips and strategies to find the most affordable flight options for your journey from West Palm Beach (PBI) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $280 (Kiwi.com) |
One-way from | $127 (Kiwi.com) |
Popular in | March |
Cheapest in | October |
Average price | $323 |
Cheapflights Fare Finder
Customize your flight search to find flights from West Palm Beach to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2026.
Use the filters below to find and compare flights from West Palm Beach to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Fri 6/19
6:28 pm-10:17 pm
1 stop4h 49m
Chicago Midway
Tue 6/23
6:00 am-12:54 pm
1 stop5h 54m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Sat 6/27
9:00 am-3:40 pm
1 stop7h 40m
Chicago Midway
Sat 7/11
4:22 pm-11:51 pm
1 stop6h 29m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Fri 5/29
4:52 pm-9:09 pm
1 stop5h 17m
Chicago Midway
Sun 5/31
6:23 am-1:34 pm
1 stop6h 11m
$309
Quickest round-trip
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Sat 7/18
6:27 pm-10:15 pm
1 stop4h 48m
Chicago Midway
Tue 7/21
12:41 pm-6:33 pm
1 stop4h 52m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Sat 6/27
10:03 am-3:40 pm
1 stop6h 37m
Chicago Midway
Sun 7/5
6:00 am-11:46 am
1 stop4h 46m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Thu 5/28
12:19 pm-6:33 pm
1 stop7h 14m
Chicago Midway
Tue 6/2
12:53 pm-6:32 pm
1 stop4h 39m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Wed 5/27
4:52 pm-9:09 pm
1 stop5h 17m
Chicago Midway
Mon 6/1
5:08 pm-11:44 pm
1 stop5h 36m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Thu 7/2
6:00 am-10:09 am
1 stop5h 09m
Chicago Midway
Sun 7/5
6:00 am-11:46 am
1 stop4h 46m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Fri 6/5
2:40 pm-9:09 pm
1 stop7h 29m
Chicago Midway
Tue 6/9
6:00 am-11:46 am
1 stop4h 46m
$309
West Palm BeachChicago
PBI - MDW
PBIMDW
Palm Beach Intl
Tue 7/14
4:55 pm-10:15 pm
1 stop6h 20m
Chicago Midway
Fri 7/24
6:00 am-11:45 am
1 stop4h 45m
$309
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from West Palm Beach to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from West Palm Beach to Midway in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on West Palm Beach-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on West Palm Beach-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from West Palm Beach-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on West Palm Beach-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for West Palm Beach-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from West Palm Beach to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from West Palm Beach with our price prediction graph.
PBI-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from West Palm Beach to Chicago Midway Airport
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated April 29, 2026.
See what other customers who have flown with Southwest and Delta from West Palm Beach to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from West Palm Beach to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
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Other flights to Midway
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West Palm Beach and Midway flights
Browse other West Palm Beach and Midway flight options. Last updated on April 29, 2026.
Other flights from West Palm Beach
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Top 2 airlines flying from West Palm Beach to Midway
Discover the top 2 airlines that operate flights from West Palm Beach to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$149 | Average$422 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$209 | Average$328 | FlexibilityNo cancel fee | On-timeN/A |