Cheap flights from MDW to PBI (Midway Intl. to PBI-All Airports)
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Cheap Flights from MDW to PBI starting at $149 One Way, $297 Round Trip
Prices starting at $297 for return flights and $149 for one-way flights to PBI-All Airports were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MDW
Chicago
DJT
West Palm Beach
$297 Roundtrip, found 2 days ago
$297
Roundtrip
found 2 days ago
MDW
Chicago
DJT
West Palm Beach
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
MDW
Chicago
DJT
West Palm Beach
$313 Roundtrip, found 2 days ago
$313
Roundtrip
found 2 days ago
MDW
Chicago
DJT
West Palm Beach
$348 Roundtrip, found 2 days ago
$348
Roundtrip
found 2 days ago
MDW
Chicago
DJT
West Palm Beach
$359 Roundtrip, found 2 days ago
$359
Roundtrip
found 2 days ago
Hotel Ideas near PBI-All Airports
Airport Hotels near PBI-All Airports
Hotel AKA West Palm
695 S Olive Ave West Palm Beach FL
$241 nightly
The price is $271 total per night from Nov 22 to Nov 23
$271 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in West Palm Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful ...
The Breakers Palm Beach
One South County Road Palm Beach FL
$1,190 nightly
The price is $1,339 total per night from Nov 8 to Nov 9
$1,339 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this luxury resort in Palm Beach. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...
Sonesta Select Boca Raton Town Center
2000 NW Executive Center Circle Boca Raton FL
$119 nightly
The price is $134 total per night from Nov 8 to Nov 9
$134 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Boca Raton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In West Palm Beach
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
$242 nightly
The price is $272 total per night from Dec 7 to Dec 8
$272 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$111 nightly
The price is $125 total per night from Nov 29 to Nov 30
$125 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (7,262 reviews)
"The location we were in was very accessible to the pools and surrounding activities. Loved the room and size for the family size we had."
Reviewed on Nov 6, 2026
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
$96 nightly
The price is $108 total per night from Nov 28 to Nov 29
$108 total
Nov 28 - Nov 29
Total with taxes and fees
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (5,387 reviews)
"Great pools for kids as happy staff . Clean place and so fun"
Reviewed on Nov 6, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
West Palm Beach Hotels With Airport Transportation
Ramada by Wyndham Miami Springs/Miami International Airport
5001 NW 36th St. Miami Springs FL
$62 nightly
The price is $70 total per night from Nov 9 to Nov 10
$70 total
Nov 9 - Nov 10
Total with taxes and fees
Stay at this hotel in Miami Springs. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular ...
Pullman Miami Airport
5800 Waterford District Drive Miami FL
$127 nightly
The price is $144 total per night from Nov 22 to Nov 23
$144 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Miami. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and ...
Red Carpet Inn Airport and Cruise Port Hotel Fort Lauderdale
2460 W State Road 84 Fort Lauderdale FL
$59 nightly
The price is $66 total per night from Nov 30 to Dec 1
$66 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this hotel in Fort Lauderdale. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.8/10 Good! (6,975 reviews)
"The new management doing a pretty good job they really take care of people, great internet,shuttle to the airport on time, with care this time nothing to complain about."
Reviewed on Nov 6, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced West Palm Beach Hotels
Red Carpet Inn Airport and Cruise Port Hotel Fort Lauderdale
2460 W State Road 84 Fort Lauderdale FL
$59 nightly
The price is $66 total per night from Nov 30 to Dec 1
$66 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this hotel in Fort Lauderdale. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the clean rooms in our reviews. Popular attractions ...
7.8/10 Good! (6,975 reviews)
"The new management doing a pretty good job they really take care of people, great internet,shuttle to the airport on time, with care this time nothing to complain about."
Reviewed on Nov 6, 2026
Champions World Resort
8660 W Irlo Bronson Memorial Hwy Kissimmee FL
Book a stay at this family-friendly hotel in Kissimmee. Enjoy 2 outdoor pools, a fitness center, and a 24-hour business center. Our guests praise the property ...
7.4/10 Good! (1,000 reviews)
"Nice location. Small pool. Staff were friendly. There is a shuttle to Disneyworld, which was very convenient"
Reviewed on Aug 10, 2021
Galleria Palms Hotel
3000 Maingate Ln Kissimmee FL
$87 nightly
The price is $99 total per night from Dec 8 to Dec 9
$99 total
Dec 8 - Dec 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
9/10 Wonderful! (3,914 reviews)
"Wonderful heated pool in October. Great hot and cold breakfast. Amazing multilingual staff. Geminia was so helpful and personable. Plus it includes shuttle bus service to the Parks ! You will be so happy that you stayed here !"
Reviewed on Nov 7, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in West Palm Beach
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
$171 nightly
The price is $192 total per night from Nov 8 to Nov 9
$192 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (7,856 reviews)
Families like: Outdoor pools, waterslide, game room, bowling alley
Travelers say...
"Had everything you need, plus way easy to get to the parks. Rooms could use some updating."
Reviewed on Nov 6, 2026
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd Winter Garden FL
$128 nightly
The price is $143 total per night from Nov 15 to Nov 16
$143 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (3,950 reviews)
Families like: Outdoor pools, free waterpark access, kids club, kitchen
Travelers say...
"Pasamos las vacaciones aquí en familia y me encantó a demás de tener varias opciones para disfrutar en familia… me gustó mucho que hay entretenimiento para todas las edades, sin duda regresaría"
Reviewed on Nov 3, 2026
Holiday Inn Resort Orlando Suites - Waterpark by IHG
18000 International Dr S. Orlando FL
$139 nightly
The price is $156 total per night from Nov 8 to Nov 9
$156 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
MDW to PBI Route Info
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- Airport Locations
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MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
Time Zone:
America/Chicago
PBI Address & GPS
Address:
Building 846, Palm Beach International
West Palm Beach FL, 33406
United States
IATA Code:
PBI
Longitude:
-80.095589
Latitude:
26.683164
Time Zone:
America/New_York
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Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.