Baldwin Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Baldwin Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
$408
per person
Oct 26 - Oct 31
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
The Delaney Hotel
South Orange
$914
per person
Dec 5 - Dec 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.
First impressions were great. The suite was huge! The Tavern was awesome, and management resolved concerns promptly. Its a bonus to have access to a fridge and microwave. The coffee makers were nice for making mini coffees. The only suggestion I'd have is to adjust the doors to not slam so loudly! I'd stay here again!
Reviewed on Sep 23, 2026
AC Hotel by Marriott Orlando Downtown
Downtown Orlando
$926
per person
Dec 5 - Dec 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy breakfast (surcharge), a fitness center, and valet parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Kia Center and Orlando International Premium Outlets are located nearby.
Century Millenia
Florida Center
$807
per person
Dec 5 - Dec 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Stay at this apartment in Orlando. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.
El lugar está bien solo tengo algunas recomendaciones,las camas se quejan mucho como q están para cambio,afuera en la propiedad la basura esta afuera de contenedor y se ve feo al visitante,pero es recomendable el lugar muy centrico.
Reviewed on Sep 21, 2026
Villatel Resort Orlando
$1,641
per person
Dec 5 - Dec 12
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, private pools, and 2 outdoor pickleball courts. Popular attractions Orlando International Premium Outlets and Universal CityWalk are located nearby.
Universal's Cabana Bay Beach Resort
Florida Center
$662
per person
Oct 26 - Oct 31
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Orlando (MCO)
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 our reviews. Popular attractions Universal’s Islands of Adventure and Universal’s Volcano Bay are located nearby.
Top Hotel Deals
Hyatt Regency Jacksonville
225 E Coastline Dr Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and ...
Apm Inn and Suite
510 Lane Ave S Jacksonville FL
Stay at this hotel in Jacksonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
Southbank Hotel by Marriott Jacksonville Riverwalk
1515 Prudential Dr Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
8001 PARRAMORE ROAD Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Marriott Jacksonville Downtown
245 Water St Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in ...
DoubleTree by Hilton Hotel Jacksonville Riverfront
1201 Riverplace Boulevard Jacksonville FL
Stay at this hotel in Jacksonville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Hampton Inn Jacksonville-Downtown-I-95
1331 Prudential Dr Jacksonville FL
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hilton Garden Inn Jacksonville Downtown Southbank
1201 Kings Avenue Jacksonville FL
Stay at this hotel in Jacksonville. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
Extended Stay America Suites Jacksonville Riverwalk Conv Ctr
1413 Prudential Dr Jacksonville FL
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the clean rooms in our reviews. Popular attractions ...
Woodspring Suites Jacksonville Orange Park
1539 Wells Rd Orange Park FL
Stay at this hotel in Orange Park. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
Homewood Suites by Hilton Jacksonville Downtown-Southbank
1201 Kings Avenue Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. ...
Home2 Suites By Hilton Jacksonville Downtown
600 Park Street Jacksonville FL
Stay at this hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions VyStar Veterans Memorial Arena and EverBank Stadium ...
Quality Inn Jacksonville - Orange Park near Naval Air Station
4580 Collins Road Jacksonville FL
Book a stay at this business-friendly hotel in Jacksonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Suburban Studios Orange Park - Jacksonville near Naval Air Station
335 Eldridge Avenue Orange Park FL
Stay at this hotel in Orange Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions bestbet Orange Park and Orange Park Mall are ...
Rodeway Inn Orange Park - Jacksonville near Naval Air Station
335 Eldridge Ave Orange Park FL
Stay at this hotel in Orange Park. Enjoy free parking, a 24-hour front desk, and laundry facilities. Popular attractions Orange Park Mall and bestbet Orange ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sat, Oct 24 - Tue, Oct 27
BOS
Logan Intl.
MCO
Orlando Intl.
$159
Roundtrip
found 11 hours ago
Tue, Nov 17 - Wed, Nov 18
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$163
Roundtrip
found 1 day ago
Sat, Nov 7 - Thu, Nov 12
SWF
Stewart Intl.
MCO
Orlando Intl.
$176
Roundtrip
found 2 days ago
Mon, Nov 23 - Wed, Dec 2
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$199
Roundtrip
found 8 hours ago
Sat, Oct 24 - Tue, Nov 3
MSP
Minneapolis - St. Paul Intl.
MCO
Orlando Intl.
$207
Roundtrip
found 15 hours ago
Best points of interest in Jacksonville
- Jacksonville Naval Air Station Vacations
- Orange Park Mall Vacations
- Florida Theatre Vacations
- Prime F. Osborn III Convention Center Vacations
- Jacksonville Equestrian Center Vacations
- Jacksonville Center for the Performing Arts Vacations
- bestbet Orange Park Vacations
- Edward Waters College Vacations
- St. Vincent's Medical Center Vacations
- Orange Park Medical Center Vacations
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