All-inclusive vacation deals from Chicago (Midway) to Mexico and the Caribbean.

view list

Hotel Only Hotel Only

Hotel, Air, Car, Feature Hotel, Air, Car, Feature

Toggle including or excluding Adults Only experience packages, 2 deals match this criteria. Adults Only (2)

Toggle including or excluding All Inclusive experience packages, 10 deals match this criteria. All Inclusive (10)

Toggle including or excluding Beach experience packages, 10 deals match this criteria. Beach (10)

Toggle including or excluding Culture experience packages, 1 deals match this criteria. Culture (1)

Toggle including or excluding Dining experience packages, 7 deals match this criteria. Dining (7)

Toggle including or excluding Family experience packages, 8 deals match this criteria. Family (8)

Toggle including or excluding Gambling experience packages, 2 deals match this criteria. Gambling (2)

Toggle including or excluding Golfing experience packages, 1 deals match this criteria. Golfing (1)

Toggle including or excluding Nightlife experience packages, 3 deals match this criteria. Nightlife (3)

Toggle including or excluding Romance experience packages, 7 deals match this criteria. Romance (7)

Toggle including or excluding Shopping experience packages, 1 deals match this criteria. Shopping (1)

Toggle including or excluding Skiing experience packages, 0 deals match this criteria. Skiing (0)

Toggle including or excluding Spa/Relaxation experience packages, 6 deals match this criteria. Spa/Relaxation (6)

Toggle including or excluding Sports experience packages, 0 deals match this criteria. Sports (0)

Toggle including or excluding $0 - $249 price range, 0 deals match this criteria. $0 - $249 (0)

Toggle including or excluding $250 - $499 price range, 0 deals match this criteria. $250 - $499 (0)

Toggle including or excluding $500 - $749 price range, 0 deals match this criteria. $500 - $749 (0)

Toggle including or excluding $750 + price range, 17 deals match this criteria. $750 + (17)

TBD TBD (0)

Toggle including or excluding 1.0 Hotel Rating:, 0 deals match this criteria. (0)

Toggle including or excluding 2.0 Hotel Rating:, 0 deals match this criteria. (0)

Toggle including or excluding 3.0 Hotel Rating:, 0 deals match this criteria. (0)

Toggle including or excluding 4.0 Hotel Rating:, 7 deals match this criteria. (7)

Toggle including or excluding 5.0 Hotel Rating:, 10 deals match this criteria. (10)

1 (0) Toggle including or excluding 1 nights packages, 0 deals match this criteria.

2 (0) Toggle including or excluding 2 nights packages, 0 deals match this criteria.

3 (0) Toggle including or excluding 3 nights packages, 0 deals match this criteria.

4 (0) Toggle including or excluding 4 nights packages, 0 deals match this criteria.

5 (17) Toggle including or excluding 5 nights packages, 17 deals match this criteria.

6 (0) Toggle including or excluding 6 nights packages, 0 deals match this criteria.

7+ (0) Toggle including or excluding 7+ nights packages, 0 deals match this criteria.

Hotel (a to z) Hotel (z to a) Destination (a to z) Destination (z to a) Rating (low to high) Rating (high to low) Our picks (top to bottom) Our picks (bottom to top) Results per page: 25 deals per page, currently set at 999. 25 50 deals per page, currently set at 999. 50 75 deals per page, currently set at 999. 75 Page: [1]

• 17 item(s) found , Page 1, 999 Results per page:
• Results per page: [25] 50 deals per page, currently set at 25. 50 75 deals per page, currently set at 25. 75
  

1. • 

   • Cancun - Cancun Hotels

     Reflect Grand Krystal Cancun - Unlimited-Luxury®

     

     Save $250 + up to 50% + $200 in Resort Coupons

     Valid departure date(s): 6/21 - 12/22

   • Cancun - Cancun Hotels

     

     Reflect Grand Krystal Cancun - Unlimited-Luxury®

     Hotel Rating:

     Save $250 + up to 50% + $200 in Resort Coupons

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 12/22

2. • 

   • Cancun - Riviera Maya Hotels

     IBEROSTAR Paraiso Del Mar - All Inclusive

     

     Save $250 + up to 50%

     Valid departure date(s): 6/21 - 12/21

   • Cancun - Riviera Maya Hotels

     

     IBEROSTAR Paraiso Del Mar - All Inclusive

     Hotel Rating:

     Save $250 + up to 50%

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 12/21

3. • 

   • Dominican Republic, Punta Cana

     Secrets Cap Cana Resort & Spa - Unlimited-Luxury®

     

     Save $250 + up to 50%

     Valid departure date(s): 6/21 - 12/22

   • Dominican Republic, Punta Cana

     

     Secrets Cap Cana Resort & Spa - Unlimited-Luxury®

     Hotel Rating:

     Save $250 + up to 50%

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 12/22

4. • 

   • Dominican Republic, Punta Cana

     Riu Republica - AI

     

     Save $250 + up to $200 instant savings

     Valid departure date(s): 6/21 - 1/4

   • Dominican Republic, Punta Cana

     

     Riu Republica - AI

     Hotel Rating:

     Save $250 + up to $200 instant savings

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 1/4

5. • 

   • Jamaica, Montego Bay

     Secrets St. James Montego Bay – All Inclusive

     

     Save $250 + up to 50%

     Valid departure date(s): 6/21 - 12/22

   • Jamaica, Montego Bay

     

     Secrets St. James Montego Bay – All Inclusive

     Hotel Rating:

     Save $250 + up to 50%

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 12/22

6. • 

   • Jamaica, Montego Bay

     Grand Palladium Lady Hamilton Resort & Spa - Al

     

     Save $250 + up to 45%

     Valid departure date(s): 6/21 - 1/4

   • Jamaica, Montego Bay

     

     Grand Palladium Lady Hamilton Resort & Spa - Al

     Hotel Rating:

     Save $250 + up to 45%

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 1/4

7. • 

   • Cancun - Cancun Hotels

     TRS Coral - All Inclusive

     

     Save up to 60% + up to $1500 in Resort Credits

     Valid departure date(s): 6/21 - 1/4

   • Cancun - Cancun Hotels

     

     TRS Coral - All Inclusive

     Hotel Rating:

     Save up to 60% + up to $1500 in Resort Credits

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 1/4

8. • 

   • Dominican Republic, Punta Cana

     TRS Cap Cana Hotel - All Inclusive, Adults Only

     

     Save $250 + exclusive shared transfer

     Valid departure date(s): 6/21 - 1/4

   • Dominican Republic, Punta Cana

     

     TRS Cap Cana Hotel - All Inclusive, Adults Only

     Hotel Rating:

     Save $250 + exclusive shared transfer

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 1/4

9. • 

   • Dominican Republic, Punta Cana

     TRS Turquesa Hotel - All-Inclusive, Adults Only

     

     Save $250 + exclusive shared transfer

     Valid departure date(s): 6/21 - 1/4

   • Dominican Republic, Punta Cana

     

     TRS Turquesa Hotel - All-Inclusive, Adults Only

     Hotel Rating:

     Save $250 + exclusive shared transfer

     5 nights hotel + flight - Click select to get price

     Valid departure date(s): 6/21 - 1/4

10. • 

    • Dominican Republic, Punta Cana

      Royalton Bavaro Resort & Spa - All-Inclusive

      

      Save $250 + up to 65%

      Valid departure date(s): 6/21 - 12/23

    • Dominican Republic, Punta Cana

      

      Royalton Bavaro Resort & Spa - All-Inclusive

      Hotel Rating:

      Save $250 + up to 65%

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 6/21 - 12/23

11. • 

    • Cancun - Riviera Maya Hotels

      Now Emerald Cancun Resort & Spa - Unlimited Luxury

      

      Save $250 + up to 63% + $200 in Resort Coupons

      Valid departure date(s): 6/21 - 1/4

    • Cancun - Riviera Maya Hotels

      

      Now Emerald Cancun Resort & Spa - Unlimited Luxury

      Hotel Rating:

      Save $250 + up to 63% + $200 in Resort Coupons

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 6/21 - 1/4

12. • 

    • Cancun - Riviera Maya Hotels

      Sunscape Akumal Beach Resort & Spa - Unlimited Fun

      

      Save $250 + up to 50% + $200 in Resort Coupons

      Valid departure date(s): 6/21 - 12/22

    • Cancun - Riviera Maya Hotels

      

      Sunscape Akumal Beach Resort & Spa - Unlimited Fun

      Hotel Rating:

      Save $250 + up to 50% + $200 in Resort Coupons

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 6/21 - 12/22

13. • 

    • Dominican Republic, Punta Cana

      Grand Palladium Bavaro Suites Resort & Spa - AI

      

      Save $250 + up to 40%

      Valid departure date(s): 6/21 - 1/4

    • Dominican Republic, Punta Cana

      

      Grand Palladium Bavaro Suites Resort & Spa - AI

      Hotel Rating:

      Save $250 + up to 40%

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 6/21 - 1/4

14. • 

    • Jamaica, Montego Bay

      Riu Palace Tropical Bay - AI

      

      Save $250 + up to 34%

      Valid departure date(s): 6/21 - 12/23

    • Jamaica, Montego Bay

      

      Riu Palace Tropical Bay - AI

      Hotel Rating:

      Save $250 + up to 34%

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 6/21 - 12/23

15. • 

    • Jamaica, Montego Bay

      Zoëtry Montego Bay Jamaica - Endless Privileges®

      

      Save $250 + up to 50%

      Valid departure date(s): 6/21 - 12/22

    • Jamaica, Montego Bay

      

      Zoëtry Montego Bay Jamaica - Endless Privileges®

      Hotel Rating:

      Save $250 + up to 50%

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 6/21 - 12/22

16. • 

    • Jamaica, Montego Bay

      Moon Palace Jamaica - All Inclusive

      

      Complementary Upgrade + Up to $2,500 Resort Credit

      Valid departure date(s): 8/1 - 11/1

    • Jamaica, Montego Bay

      

      Moon Palace Jamaica - All Inclusive

      Hotel Rating:

      Complementary Upgrade + Up to $2,500 Resort Credit

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 8/1 - 11/1

17. • 

    • Jamaica, Montego Bay

      Grand Palladium Jamaica Resort & Spa - AI

      

      Save $250 + up to 45%

      Valid departure date(s): 6/21 - 1/4

    • Jamaica, Montego Bay

      

      Grand Palladium Jamaica Resort & Spa - AI

      Hotel Rating:

      Save $250 + up to 45%

      5 nights hotel + flight - Click select to get price

      Valid departure date(s): 6/21 - 1/4

Page: [1]