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Chicago skyline and shore of Lake Michigan

Chicago Vacation Packages

The third most populous city in the United States, Chicago sits perched on Lake Michigan, its skyscrapers glistening above the horizon. The iconic John Hancock Center, sky-high Willis Tower and Tribune Tower rise above the city's nearly three million residents.

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USA & Canada: Best Offers
Reduced rates, room upgrades, FREE parking, resort credits and more

  • Book by 02/23/25 for select travel through 09/30/25
  • The Allegro Royal Sonesta Hotel Chicago Loop

    The Allegro Royal Sonesta Hotel Chicago Loop

    The Loop Downtown
    Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.
    The Allegro Royal Sonesta Hotel in the Chicago Loop is where old-school glamour meets a modern sophistication and timeless elegance melds into a confident urban vibe.
    Book Now
    The Allegro Royal Sonesta Hotel in the Chicago Loop is where old-school glamour meets a modern sophistication and timeless elegance melds into a confident urban vibe.
    Book Now