Vacations from Chicago to Miami
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Breakwater South Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $736 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Iberostar Waves Miami Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $815 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Hyatt Centric South Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $848 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Iberostar Waves Berkeley Shore
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $861 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Hyatt Regency Miami
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $888 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Miami Marriott Biscayne Bay
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $917 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Hyde Midtown Hotel Miami
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $946 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Grand Beach Hotel Miami Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $972 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Fontainebleau Miami Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,081 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Hyatt Regency Coral Gables
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,132 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Hotel Victor South Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,193 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Loews Miami Beach Hotel
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,263 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
The Palms Hotel and Spa
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,303 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
SLS Lux Brickell
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,330 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Eden Roc Miami Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,395 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Margaritaville Hollywood Beach Resort
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,441 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Andaz Miami Beach a Concept by Hyatt
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $1,726 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
The Boca Raton
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $2,815 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Four Seasons Hotel and Residences Fort Lauderdale
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $2,942 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Four Seasons Hotel Miami
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $3,417 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
5 night(s)
Four Seasons Resort Palm Beach
11/23/2025 November 23, 2025
- 11/28/2025 November 28, 2025
Chicago (ORD) To Miami (MIA)
Flight + Hotel
from $3,759 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 23 hours ago
*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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