Return to Weekly Specials

These prices will be valid on July 18th and must be booked by July 24th. To go directly to Apple Vacations and book your vacation package click here or click on the destinations listed below.

Please note that all pricing listed here is based on double occupancy and does not include tax. Pricing is subject to change based on limited availability.

Gateway: ORD - O'Hare Airport  
Charter: YES  
Sched Air: YES  
Cancun
Promotion Media Type Book By
Date
Gtwy Dest. Charter/Airline & Class of Service Hotel
Name
Apple
Rating
Departure
Month
Departure
Day
Departure
Dates 
# of
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Original
Price 
Sale
Price
AI/EP Inclusions
Fall Savings Ad 7/31 ORD CUN CHARTER Cancun Palace 6 SEP SU, MO SEP 1 - SEP 29 3 FROM $899.99 AI Includes unlimited select tours.
Last Minute Values Fax 7/24 ORD CUN CHARTER Cancun Square Deal 5A All Inclusive 5 AUG SUN AUG 3, 17-31 4 FROM $649.99 AI You pick the price - we pick the hotel. Guaranteed to be 5A or better!
Last Minute Values Fax 7/24 ORD CUN CHARTER Flamingo Cancun Resort & Plaza 4 AUG SU, MO AUG 3, 4, 17 - 31 3 FROM $499.99 EP Kids 12 and under stay free with adults.
Last Minute Values Fax 7/24 ORD CUN CHARTER Grand Oasis Playa 5 AUG MON AUG 4 - AUG 25 3 FROM $599.99 AI Adults only (23+) resort.
Last Minute Values Fax 7/24 ORD CUN CHARTER Grand Oasis Playa 5 AUG SUN AUG 3 - AUG 31  4 FROM $649.99 AI Adults only (23+) resort.
Last Minute Values Fax 7/24 ORD CUN CHARTER Grand Oasis Playa 5 AUG SAT AUG 2 - AUG 30 7 FROM $899.99 AI Adults only (23+) resort.
Fall Savings Ad 7/31 ORD CUN CHARTER Grand Oasis Playa 5 SEP, OCT SU, MO SEP 1 - OCT 27 3 FROM $649.99 AI Adults only (23+) resort.
Fall Savings Fax 7/31 ORD CUN CHARTER NH Krystal Cancun 5 SEP, OCT SU, MO SEP 1 - OCT 27 3 FROM $549.99 EP Kids 12 and under eat free from the kid's menu when dining with adults.
Fall Savings Fax 7/31 ORD CUN CHARTER Oasis Palm Beach 4 SEP, OCT SU, SA SEP 6 - OCT 26 4 FROM $649.99 AI Two kids 12 and under stay, play and eat free.
Fall Savings Fax 7/31 ORD CUN CHARTER Royal Solaris Cancun 5 SEP, OCT WE, TH SEP 3 - OCT 23 7 FROM $949.99 AI Two kids 12 and under stay, play and eat free.
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Barcelo Maya Beach & Caribe 5 AUG SAT AUG 2 - AUG 30 4 FROM $749.99 AI  
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Blue Bay Grand Esmeralda 5 AUG WED, THU JUL 30, 31, AUG 13 - 28 7 FROM $929.99 AI  
Fall Savings Fax 7/31 ORD CUN/RIV CHARTER Catalonia Riviera Maya 4 SEP, OCT SU, MO SEP 1 - OCT 27 3 FROM $699.99 AI  
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Catalonia Royal Tulum Beach & Spa Resort 5 AUG WED, THU JUL 30, 31, AUG 13 - 28 3 FROM $649.99 AI  
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Catalonia Royal Tulum Beach & Spa Resort 5 AUG WED, THU JUL 30, 31, AUG 13 - 28 7 FROM $899.99 AI  
Fall Savings Ad 7/31 ORD CUN/RIV CHARTER Gran Bahia Principe Coba 5G SEP, OCT WE, TH SEP 3 - OCT 23 7 FROM $999.99 AI Junior Suite.
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Grand Sirenis Riviera Maya 5 AUG WED JUL 30, AUG 13 - 27 5 FROM $799.99 AI Junior Suite.
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Grand Sirenis Riviera Maya 5 AUG WED, THU JUL 30, 31, AUG 13 - 28 7 FROM $899.99 AI Junior Suite.
Fall Savings Fax 7/31 ORD CUN/RIV CHARTER Moon Palace Golf & Spa Resort 6G SEP, OCT SU, SA SEP 6 - OCT 26 4 FROM $1,099.99 AI Includes unlimited select tours.
Fall Savings Ad 7/31 ORD CUN/RIV CHARTER Ocean Coral and Ocean Turquesa by H10 Hotels 5 SEP, OCT SU, SA SEP 6 - OCT 26 4 FROM $699.99 AI Junior Suite.
Fall Savings Fax 7/31 ORD CUN/RIV CHARTER Riviera Maya Square Deal 5A All Inclusive 5 OCT, NOV WE, TH OCT 1- 29, NOV 5 - NOV 13 7 FROM $899.99 AI You pick the price, we pick the hotel. Guaranteed to be 5A or better!
Fall Savings Ad 7/31 ORD CUN/RIV CHARTER Sandos Playacar Riviera Hotel & Spa 5 OCT, NOV WE, TH OCT 1- 29, NOV 5 - NOV 13 7 FROM $949.99 AI Junior Suite.
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Valentin Imperial Maya 6 AUG MON AUG 4 - AUG 25 3 FROM $799.99 AI Adults only (18+) resort. Junior Suite.
Last Minute Values Fax 7/24 ORD CUN/RIV CHARTER Valentin Imperial Maya 6 AUG SUN AUG 3 - AUG 31  4 FROM $899.99 AI Adults only (18+) resort. Junior Suite.
Oahu
Promotion Media Type Book By
Date
Gtwy Dest. Charter/Airline & Class of Service Hotel
Name
Apple
Rating
Departure
Month
Departure
Day
Departure
Dates 
# of
Nts 
Original
Price 
Sale
Price
AI/EP Inclusions
  GRID 7/31 ORD HNL UA HILTON PRINCE WAIKIKI KUHIO 4 SEP-DEC WED/THU 9/3 - 12/11 6   $1,599.00 EP Free Night, $75 dining credit per room per stay (restrictions apply) and r/t transfers with lei greeting
  GRID 7/31 ORD HNL UA RESORTQUEST WAIKIKI BEACH HOTEL 4G SEP-DEC WED/THU 9/3 - 12/11 6   $1,559.00 EP   FREE NIGHT , Daily Breakfast on the Beach, 2 for 1 luau (restrictions apply)  Aloha Book presented at check in worth hundred dollars of savings (one per room) and r/t transfers with lei greeting
  GRID 7/31 ORD HNL UA SHERATON WAIKIKI 5G SEP-DEC WED/THU 9/3 - 12/11 6   $1,639.00 EP TWO FREE NIGHTS, $75 dining credit per room per stay (restrictions apply) and r/t transfers with lei greeting
Big Island
Promotion Media Type Book By
Date
Gtwy Dest. Charter/Airline & Class of Service Hotel
Name
Apple
Rating
Departure
Month
Departure
Day
Departure
Dates 
# of
Nts 
Original
Price 
Sale
Price
AI/EP Inclusions
  GRID 7/31 ORD KOA AA HILTON WAIKOLOA VILLAGE 6G SEP-DEC WED/THU 9/3 - 12/11 6   $2,079.00 EP  $200 dining credit per stay (restrictions apply), Aloha Fun Pass (which includes a complimentary round of golf for two at the Seaside Putting Course, $25 daily credit for Lagoon beach equipment and more) and Hertz car rental with unlimited mileage
  GRID 7/31 ORD KOA AA OUTRIGGER KEAUHOU BEACH RESORT 4 SEP-DEC WED/THU 9/3 - 12/11 6   $1,449.00 EP Free Night, daily breakfast for two, upgrade to ocean view, Hawaii Beach Pack which includes a beach bag, choice of two t-shirts or two towels, a sports cap, a sports visor and sunscreen and Hertz car rental with unlimited mileage
Kauai
Promotion Media Type Book By
Date
Gtwy Dest. Charter/Airline & Class of Service Hotel
Name
Apple
Rating
Departure
Month
Departure
Day
Departure
Dates 
# of
Nts 
Original
Price 
Sale
Price
AI/EP Inclusions
  GRID 7/31 ORD LIH AA RESORTQUEST KAUAI BEACH 4 SEP-DEC WED/THU 9/3 - 12/11 6   $1,389.00 EP TWO FREE NIGHTS, Aloha book, presented at check-in, containing hundreds of dollars in savings on meals, shopping and golf. Includes 2-for-1 Luau (one certificate per room). $50 food & beverage credit per room per stay and Hertz car rental w/unlimited mileage   
  GRID 7/31 ORD LIH AA SHERATON KAUAI RESORT 5G SEP-DEC WED/THU 9/3 - 12/11 6   $2,179.00 EP  FREE NIGHT, daily buffet breakfast for two, $200 dining credit per room per stay (restrictions apply) and Hertz car rental with unlimited mileage
Punta Cana
Promotion Media Type Book By
Date
Gtwy Dest. Charter/Airline & Class of Service Hotel
Name
Apple
Rating
Departure
Month
Departure
Day
Departure
Dates 
# of
Nts 
Original
Price 
Sale
Price
AI/EP Inclusions
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Bavaro Princess All Suites Resort, Spa & Casino 5 Sept Sun 8/31-9/28 7 FROM $879.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Bavaro Princess All Suites Resort, Spa & Casino 5 Oct Sun 10/5-10/26 3 FROM $649.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Bavaro Princess All Suites Resort, Spa & Casino 5 Oct Wed 10/1-10/22 7 FROM $949.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Bavaro Princess All Suites Resort, Spa & Casino 5 Nov Sun 11/2-11/16 3 FROM $799.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Bavaro Princess All Suites Resort, Spa & Casino 5 Nov Wed 11/5-11/19 7 FROM $1,049.99 AI 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Bavaro Princess All Suites Resort, Spa & Casino 5 Aug Sun 8/31 7 FROM $879.99 AI 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Bavaro Princess All Suites Resort, Spa & Casino 5 Jul Wed 7/30 7 FROM $949.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Caribe Club Princess Beach Resort & Spa 4 Sept Sun 8/31-9/28 7 FROM $799.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Caribe Club Princess Beach Resort & Spa 4 Oct Sun 10/5-10/26 3 FROM $599.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Caribe Club Princess Beach Resort & Spa 4 Oct Wed 10/1-10/22 7 FROM $899.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Caribe Club Princess Beach Resort & Spa 4 Nov Sun 11/2-11/16 3 FROM $749.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Caribe Club Princess Beach Resort & Spa 4 Nov Wed 11/5-11/19 7 FROM $999.99 AI 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Caribe Club Princess Beach Resort & Spa 4 Aug Sun 8/31 7 FROM $799.99 AI 2 Kids 12 & under stay, play and eat free
LMV FAX 7/18-7/31 ORD PUJ CHARTER Caribe Club Princess Beach Resort & Spa 4 Jul Wed 7/30 7 FROM $849.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Dreams Punta Cana Resort & Spa 6G Aug/Sept Sun 8/24-9/28 7 FROM $1,049.99 AI Unlimited Luxury! 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Dreams Punta Cana Resort & Spa 6G Oct Sun 10/5-10/26 3 FROM $799.99 AI Unlimited Luxury! 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Dreams Punta Cana Resort & Spa 6G Oct Wed 10/1-10/22 7 FROM $1,099.99 AI Unlimited Luxury! 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Dreams Punta Cana Resort & Spa 6G Nov Sun 11/2-11/16 3 FROM $899.99 AI Unlimited Luxury! 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Dreams Punta Cana Resort & Spa 6G Nov Wed 11/5-11/19 7 FROM $1,299.99 AI Unlimited Luxury! 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Dreams Punta Cana Resort & Spa 6G Aug Sun 8/24-8/31 7 FROM $1,049.99 AI Unlimited Luxury! 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Oasis Punta Cana 5 Sept Sun 8/24-9/28 7 FROM $849.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Oasis Punta Cana 5 Oct Sun 10/5-10/26 3 FROM $649.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Oasis Punta Cana 5 Oct Wed 10/1-10/22 7 FROM $949.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Oasis Punta Cana 5 Nov Sun 11/2-11/16 3 FROM $799.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Oasis Punta Cana 5 Nov Wed 11/5-11/19 7 FROM $1,049.99 AI 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Grand Oasis Punta Cana 5 Aug Sun 8/24-8/31 7 FROM $849.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings FAX 7/18-7/31 ORD PUJ CHARTER Grand Paradise Bavaro 4 Sept Sun 8/31-9/28 7 FROM $699.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Paradise Bavaro 4 Oct Sun 10/5-10/26 3 FROM $599.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Paradise Bavaro 4 Oct Wed 10/1-10/22 7 FROM $849.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Paradise Bavaro 4 Nov Sun 11/2-11/16 3 FROM $699.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Grand Paradise Bavaro 4 Nov Wed 11/5-11/19 7 FROM $899.99 AI  
LMV WEB 7/18-7/31 ORD PUJ CHARTER Grand Paradise Bavaro 4 Aug Sun 8/31 7 FROM $699.99 AI  
LMV WEB 7/18-7/31 ORD PUJ CHARTER Grand Paradise Bavaro 4 Jul Wed 7/30 7 FROM $899.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Iberostar Dominicana 5 Sept Sun 8/24-9/28 7 FROM $949.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Iberostar Dominicana 5 Oct Sun 10/5-10/26 3 FROM $749.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Iberostar Dominicana 5 Oct Wed 10/1-10/22 7 FROM $1,049.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Iberostar Dominicana 5 Nov Sun 11/2-11/16 3 FROM $849.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Iberostar Dominicana 5 Nov Wed 11/5-11/19 7 FROM $1,149.99 AI 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Iberostar Dominicana 5 Aug Sun 8/24-8/31 7 FROM $949.99 AI 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Iberostar Dominicana 5 Jul Wed 7/30 7 FROM $949.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings FAX 7/18-7/31 ORD PUJ CHARTER Ocean Blue Golf & Beach Resort 5 Aug/Sept Sun 8/24-9/28 7 FROM $849.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Ocean Blue Golf & Beach Resort 5 Oct Sun 10/5-10/26 3 FROM $649.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Ocean Blue Golf & Beach Resort 5 Oct Wed 10/1-10/22 7 FROM $949.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Ocean Blue Golf & Beach Resort 5 Nov Sun 11/2-11/16 3 FROM $799.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Ocean Blue Golf & Beach Resort 5 Nov Wed 11/5-11/19 7 FROM $1,149.99 AI  
LMV WEB 7/18-7/31 ORD PUJ CHARTER Ocean Blue Golf & Beach Resort 5 Aug Sun 8/24-8/31 7 FROM $849.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Riu Bambu 5 Sept Sun 8/24-9/28 7 FROM $849.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Riu Bambu 5 Oct Sun 10/5-10/26 3 FROM $699.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Riu Bambu 5 Oct Wed 10/1-10/22 7 FROM $949.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Riu Bambu 5 Nov Sun 11/2-11/16 3 FROM $799.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Riu Bambu 5 Nov Wed 11/5-11/19 7 FROM $1,049.99 AI 2 Kids 12 & under stay, play and eat free
LMV WEB 7/18-7/31 ORD PUJ CHARTER Riu Bambu 5 Aug Sun 8/24-8/31 7 FROM $849.99 AI 2 Kids 12 & under stay, play and eat free
LMV FAX 7/18-7/31 ORD PUJ CHARTER Riu Bambu 5 Jul Wed 7/30 7 FROM $899.99 AI 2 Kids 12 & under stay, play and eat free
Fall Savings FAX 7/18-7/31 ORD PUJ CHARTER Square Deal 5 Sept Sun 8/24-9/28 7 FROM $799.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Square Deal 5 Oct Sun 10/5-10/26 3 FROM $599.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER Square Deal 5 Oct Wed 10/1-10/22 7 FROM $899.99 AI  
Fall Savings WEB 7/18-7/31 ORD PUJ CHARTER