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We can GET YOU the best Chicago to Hawaii
vacations deals!
No reservation system can provide all the vacations hotels and airafe deals
from Chicago
to Hawaii in one place.
We are professional travel advisors, we've been to Hawaii,
we've checked out the hotels, we know the best beach areas, and will
provide you the best Hawaii deals!
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1 to 35 from 77 |
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| Origin | Destination | Price | Nights | Hotel/Rating | Days/Dates | Description and Inclusions |
| Chicago | Maui | $716 | 3 | Kaanapali Ocean Inn - 2 | Monday - 4/12/10-5/10/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Kauai | $734 | 3 | Aston Aloha Beach Hotel - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes Aloha Book value coupons PLUS Kids 12 & younger stay, play and eat FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $749 | 3 | Castle Ocean Resort Hotel Waikiki - 2 | Monday - 4/12/10-5/10/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Big Island | $751 | 3 | Royal Kona Resort - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Big Island | $766 | 3 | Sheraton Keauhou Bay Resort and Spa - 4.5 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 5 & younger stay and eat FREE. -
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Chicago to Hawaii deals |
| Chicago | Maui | $772 | 3 | Aston at the Maui Banyan - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes Aloha Book value coupons. -
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Chicago to Hawaii deals |
| Chicago | Kauai | $780 | 3 | Sheraton Kauai Garden Hotel - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Maui | $782 | 3 | Outrigger Aina Nalu - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes reduced rate. -
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Chicago to Hawaii deals |
| Chicago | Kauai | $788 | 3 | The Westin Princeville Ocean Resort Villas - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Big Island | $797 | 3 | Keauhou Beach Resort - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Maui | $801 | 3 | Aston Maui Kaanapali Villas - 3 | Monday - 4/19/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes Aloha Book value coupons. -
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Chicago to Hawaii deals |
| Chicago | Maui | $816 | 3 | Lahaina Shores Beach Resort - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes reduced rate. -
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Chicago to Hawaii deals |
| Chicago | Maui | $816 | 3 | Kaanapali Beach Club - 3.5 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - One-Bedroom Suite. Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $816 | 3 | Sheraton Princess Kaiulani - 3.5 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes reduced rate. -
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Chicago to Hawaii deals |
| Chicago | Maui | $821 | 3 | Royal Lahaina Resort - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Kauai | $831 | 3 | Castle Kiahuna Plantation and Beach Bungalows - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - One-Bedroom Condo. Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Maui | $831 | 3 | Kaanapali Beach Hotel - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $838 | 3 | Hilton Waikiki Prince Kuhio - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes 50% off parking PLUS Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $847 | 3 | Aston Waikiki Beach Hotel - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes 2-for-1 luau, Aloha Book value coupons PLUS Kids 12 & younger stay, play and eat FREE. -
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Chicago to Hawaii deals |
| Chicago | Big Island | $848 | 5 | Royal Kona Resort - 2 | Wed, Thu - 4/14/10 - 5/12/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Basic Bay Tower Standard Kids 5 and younger recieve free breakfast and/or dinner with adult purchase of a main course entree. On Sale! Price was $914.99 -
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Chicago to Hawaii deals |
| Chicago | Big Island | $854 | 3 | Aston Shores at Waikoloa - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - One-Bedroom Condo. Includes Aloha Book value coupons PLUS Kids 12 & younger stay, play and eat FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $854 | 3 | OHANA Waikiki Beachcomber - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes complimentary Internet access, complimentary calls to the Continental U.S. and Canada and Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $862 | 3 | Aston Waikiki Sunset - 3 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - One-Bedroom Condo. Includes 2-for-1 luau, Aloha Book value coupons PLUS Kids 12 & younger stay, play and eat FREE. -
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Chicago to Hawaii deals |
| Chicago | Kauai | $863 | 3 | Kauai Marriott Resort on Kalapaki Beach - 5 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Maui | $872 | 3 | Honua Kai Resort and Spa - 3.5 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Maui | $880 | 3 | Sheraton Maui Resort and Spa - 5 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Kauai | $881 | 6 | Aston Aloha Beach Hotel - 3 | Mid-week travel required - 4/1-6/30/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - FREE Upgrade from Garden to OCEAN view room! Kids 12 & under Stay, Play & EAT FREE! Includes a Dollar Mid-Size Car for the price of a Compact! -
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Chicago to Hawaii deals |
| Chicago | Oahu | $881 | 6 | Aqua Waikiki Marina - 1.5 | Mid-week travel required - 4/1-6/30/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Studio with FREE Upgrade a partial ocean view! Includes round-trip transfers with lei greeting. -
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Chicago to Hawaii deals |
| Chicago | Maui | $913 | 3 | The Westin Maui Resort and Spa - 5 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 5 & younger stay and eat FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $916 | 3 | Hyatt Regency Waikiki Beach Resort and Spa - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 12 & younger stay & eat FREE. (Must be booked by 5/2/10) -
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Chicago to Hawaii deals |
| Chicago | Oahu | $923 | 3 | Outrigger Reef on the Beach - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Includes complimentary Internet access, complimentary calls to the Continental U.S. and Canada PLUS Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Maui | $924 | 3 | Wailea Beach Marriott Resort and Spa - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Oahu | $925 | 3 | Waikiki Beach Marriott Resort and Spa - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 17 & younger stay FREE. -
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Chicago to Hawaii deals |
| Chicago | Kauai | $940 | 6 | Castle Poipu Shores - 3 | Mid-week travel required - 3/23-6/30/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - 2 Bedroom Oceanfront Suite! (quad pricing) Includes a Dollar Mid-Size Car for the Compact price! -
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Chicago to Hawaii deals |
| Chicago | Oahu | $941 | 3 | Sheraton Waikiki Resort - 4 | Monday - 4/12/10-5/31/10 |
European Plan (not all inclusive) includes accommodations and hotel taxes. - Kids 5 & younger stay and eat FREE. -
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Chicago to Hawaii deals |
International airport taxes NOT included. Prices are per person, based on double occupancy and include: Air Only=round trip airfare; Hotel only=accommodations; European plan=accommodations plus round trip airfare and ground transportation, if all inclusive add meals, beverages, activities and tips. Services vary at each hotel, please view hotel description or call our reservation center for details. International airport taxes not included. These rates are subject to availability. Our price guarantee: If any tour operator or vacation company has a lower price, we will match it and offer you a discount!
Hawaii deals from US:
Hawaii Information
