Cheap flights from MDW to PBI (Midway Intl. to PBI-All Airports)
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Cheap Flights from MDW to PBI starting at $200 One Way, $389 Round Trip
Prices starting at $389 for return flights and $200 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
$389 Roundtrip, found 6 days ago
$389
Roundtrip
found 6 days ago
MDW
Chicago
DJT
West Palm Beach
$391 Roundtrip, found 6 days ago
$391
Roundtrip
found 6 days ago
MDW
Chicago
DJT
West Palm Beach
$396 Roundtrip, found 3 days ago
$396
Roundtrip
found 3 days ago
MDW
Chicago
DJT
West Palm Beach
$404 Roundtrip, found 6 days ago
$404
Roundtrip
found 6 days ago
MDW
Chicago
DJT
West Palm Beach
$422 Roundtrip, found 4 days ago
$422
Roundtrip
found 4 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
$226 nightly
The price is $254 total per night from Nov 22 to Nov 23
$254 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 ...
9.4/10 Exceptional! (1,390 reviews)
"Really surprised how this hotel looks online vs. Reality. I was quite disappointed, especially given how expensive it was to stay here. It was loud, an uncomfortable bed with a giant dip in the middle, and smelled of strong bleach (ick) while also feeling dingy. These are basically apartments too. ..."
Reviewed on Nov 14, 2026
The Breakers Palm Beach
One South County Road Palm Beach FL
$1,190 nightly
The price is $1,339 total per night from Nov 17 to Nov 18
$1,339 total
Nov 17 - Nov 18
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 ...
9.6/10 Exceptional! (1,000 reviews)
"very clean. Staff super friendly. I was amazed they helped me and my daughter with a solution for shopping too much!!! On a Sunday, they helped us with shipping items that would not fit in our suitcases home. The Hotel car services was a nice amenity we used for lunch and dinner reservations that ..."
Reviewed on Nov 13, 2026
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 16 to Nov 17
$134 total
Nov 16 - Nov 17
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 ...
8.2/10 Very Good! (2,570 reviews)
"When we arrived the lobby was very modern and very clean and smelled clean and inviting. Our room, however, was the complete opposite. It smelled very damp and had a very unpleasant odor. The room was so damp the carpet felt wet. When we pulled out the couch to make the pull-out bed, there were stains ..."
Reviewed on Nov 15, 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.
Hotels In West Palm Beach
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
$215 nightly
The price is $242 total per night from Nov 23 to Nov 24
$242 total
Nov 23 - Nov 24
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 ...
9.4/10 Exceptional! (4,616 reviews)
"The only issue I had upon check in was that the King Bed that I reserved I was apparently put on a waitlist for. But the staff was quick and offered us a room with two queen beds instead for an additional $25. So we ended up taking that because we didn’t want to have to wait for a room to be ready. ..."
Reviewed on Nov 15, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
$111 nightly
The price is $125 total per night from Dec 15 to Dec 16
$125 total
Dec 15 - Dec 16
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 ...
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
$96 nightly
The price is $108 total per night from Dec 10 to Dec 11
$108 total
Dec 10 - Dec 11
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 ...
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
$72 nightly
The price is $81 total per night from Nov 23 to Nov 24
$81 total
Nov 23 - Nov 24
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 ...
8.2/10 Very Good! (6,774 reviews)
"Property was very clean, staff was excellent very attentive and kind . I didn't use the swimming pool, but it seems to be perfect 😄"
Reviewed on Nov 15, 2026
Pullman Miami Airport
5800 Waterford District Drive Miami FL
$134 nightly
The price is $151 total per night from Nov 18 to Nov 19
$151 total
Nov 18 - Nov 19
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 ...
8.2/10 Very Good! (4,324 reviews)
"They overbooked. Were not able to give me a room Couldn’t rebook me Didn’t want to refund money Terrible experience"
Reviewed on Nov 14, 2026
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 25 to Nov 26
$66 total
Nov 25 - Nov 26
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! (7,016 reviews)
"Fair hotel but expected a little faster/more frequent airport pickups."
Reviewed on Nov 15, 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 25 to Nov 26
$66 total
Nov 25 - Nov 26
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! (7,016 reviews)
"Fair hotel but expected a little faster/more frequent airport pickups."
Reviewed on Nov 15, 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
$92 nightly
The price is $105 total per night from Nov 30 to Dec 1
$105 total
Nov 30 - Dec 1
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! (3,925 reviews)
"We did not get hand towels & wash rags twice & our bed did not get made once. Unfortunately, we did not see that we didn’t have wash clothes until it was too late to request them Breakfast had a variety of hot & cold items that were good. We got a variety of tasty cookies in the evening. Staff was ..."
Reviewed on Nov 14, 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
$150 nightly
The price is $169 total per night from Dec 14 to Dec 15
$169 total
Dec 14 - Dec 15
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 ...
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd Winter Garden FL
$123 nightly
The price is $139 total per night from Nov 23 to Nov 24
$139 total
Nov 23 - Nov 24
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! (3,949 reviews)
Families like: Outdoor pools, free waterpark access, kids club, kitchen
Travelers say...
"Where to begin on our magical experience here!?! This was my mom's first trip to Florida and we hoped that by already experiencing Hilton Vacation properties that this one would live up to the others, and it did! What extraordinary staff! Graham, our director of food and beverages, took extra special ..."
Reviewed on Nov 13, 2026
Holiday Inn Resort Orlando Suites - Waterpark by IHG
18000 International Dr S. Orlando FL
$153 nightly
The price is $172 total per night from Nov 16 to Nov 17
$172 total
Nov 16 - Nov 17
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 ...
7.6/10 Good! (1,273 reviews)
Families like: Outdoor pools, free waterpark access, playground, game room
Travelers say...
"Construction going on, so loud in the marketplace. Have the food vendors were closed. No room service. Rooms looked like something I see in the ghetto. King size bed but it took up the whole room. We all developed a cough prob due to mold from the pools. Do not recommend to families."
Reviewed on Nov 14, 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.
MDW to PBI Route Info
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- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
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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
Other Flights from Midway Intl. Airport (MDW)
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- Seattle - Tacoma Intl. (SEA) To San Diego Intl. (SAN)
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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.