West Side Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to ¥45,448 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top Beach vacation packages in West Side

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Park Hyatt Chicago
Fairmont Chicago at Millennium Park Gold Experience
theWit Chicago, a Hilton Hotel
Pendry Chicago
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5* Beach vacations in West Side

Price found within the past 48 hours. Click for updated prices.
Park Hyatt Chicago
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Don't see what you're looking for?
See all available trips from Tokyo to West Side
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4 Night Beach vacations in West Side

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Don't see what you're looking for?
See all available trips from Tokyo to West Side
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.