Vacations from Chicago to Sydney
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cmp-carousel-container-explain 7 night(s)
Wallacia Hotel
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,886 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Travelodge Hotel Sydney Airport
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,894 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Citadines Connect Sydney Airport
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,905 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Cremorne Point Manor
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,918 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Haberfield Hotel
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,924 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Studio 8 Residences - Adults Only
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,924 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Nesuto Parramatta
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,931 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Mercure Sydney Blacktown
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,935 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Moxy Sydney Airport
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,942 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Mercure Sydney Liverpool
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,950 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Veriu Macquarie Park
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,955 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Veriu Central
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,965 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hunts Hotel Liverpool
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,966 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Meriton Suites Liverpool
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $1,972 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Crowne Plaza Sydney Burwood by IHG
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,006 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hotel Morris Sydney Handwritten Collection
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,048 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Hyatt Regency Sydney
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,055 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Nesuto Pennant Hills Apartment Hotel
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,107 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
ADGE Hotel & Residences
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,144 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
St Marys Park View Motel
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,167 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Riverside Oaks Golf Resort
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,178 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
The Capitol Hotel Sydney
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,182 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Pullman Sydney Penrith
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,289 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Amora Hotel Jamison Sydney
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,294 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Park Hyatt Sydney
7/09/2025 July 9, 2025
- 7/16/2025 July 16, 2025
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $3,156 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 15 hours ago
7 night(s)
Wallacia Hotel
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,078 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Travelodge Hotel Sydney Airport
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,101 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Citadines Connect Sydney Airport
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,136 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Haberfield Hotel
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,136 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 hours ago
7 night(s)
Studio 8 Residences - Adults Only
1/08/2026 January 8, 2026
- 1/15/2026 January 15, 2026
Chicago (ORD) To Sydney (SYD)
Flight + Hotel
from $2,146 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 10 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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