Vacations from Chicago to Orlando
Explore our popular vacation packages from Guadalajara From - To
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Melia Orlando Suite Hotel at Celebration
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $693 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Hilton Grand Vacations Club SeaWorld® Orlando
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $695 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Hilton Orlando Lake Buena Vista – Disney Springs®
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $795 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Hyatt Regency Grand Cypress
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $865 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Reunion Resort
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $1,130 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Hyatt Regency Orlando International Airport
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $1,184 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Loews Royal Pacific Resort at Universal Orlando
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $2,308 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Loews Portofino Bay Hotel at Universal Orlando
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $2,504 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Universal Helios Grand Hotel, a Loews Hotel
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $2,607 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Hard Rock Hotel at Universal Orlando
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $2,790 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
5 night(s)
Four Seasons at Walt Disney World
11/27/2025 November 27, 2025
- 12/02/2025 December 2, 2025
Chicago (ORD) To Orlando (MCO)
Flight + Hotel
from $3,997 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 21 hours ago
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*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.
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