Downtown Downers Grove Vacation Packages

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The Latest Downtown Downers Grove Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • An outdoor seating area with a glass table, orange cushions, and potted plants.
    Jan 21 - Jan 24

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,883 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,134
    CA $822
    per traveller
    found 16 hours ago
    Sheraton Grand Chicago Riverwalk
  • A rooftop bar with seating and a view of the city skyline at night.
    Jan 8 - Jan 11

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,008 reviews)
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $2,118
    CA $1,439
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.
    Jan 1 - Jan 7

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (604 reviews)
    "Weird space w the way the bed is no access off the side and the counter was stained badly. There was a 28$ additional amenity fee that they slapped on upon check in. The pool is closed and didn’t use the weight room it was a one night stay. over priced but could be ok for a long stay w the kitchen"
    Reviewed November 6, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • Nonstop
    CA $1,693
    CA $1,262
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • A historic building with ornate architecture, large arched windows, and a prominent Blackstone sign.
    Dec 28 - Jan 1

    The Blackstone, Autograph Collection + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Nice property but a little worn.mattresses were not that comfortable .Some staff were great, others not so much."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,195
    CA $897
    per traveller
    found 1 day ago
    The Blackstone, Autograph Collection
  • A street view with outdoor seating, a building with a sign, and tall skyscrapers in the background.
    Dec 28 - Jan 1

    The Talbott, Autograph Collection + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (195 reviews)
    "Hotel was very nice and clean. The location was excellent."
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,144
    CA $864
    per traveller
    found 1 day ago
    The Talbott, Autograph Collection

Where to stay in Downtown Downers Grove

Find the best Downtown Downers Grove areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Downers Grove
Learn more about Downtown Downers Grove
A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.