South Addison Vacations from $256

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The Latest South Addison Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A grand lobby with a central bar, high ceilings, and classical architecture.
    Jan 18 - Jan 20

    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel + Flight

    Downtown Chicago
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,009 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop MDW - ATL • Nonstop
    $357
    $256
    per traveler
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.
    Dec 24 - Dec 27

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,659 reviews)
    "The hotel is beautiful and the staff are attentive, friendly and welcoming. The hotel and our accommodations were very neat and clean. The hotel is in a great location downtown within walking distance of many attractions, shops, and restaurants. Highly recommend this hotel for anyone looking for a place to stay in downtown Chicago."
    Reviewed November 8, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    Save 100% on your flight
    $807
    $568
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.
    Jan 8 - Jan 12

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.4/10 - Very good (3,168 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $459
    $328
    per traveler
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • A golf course with a pond reflecting the surroundings, a brick building with multiple windows, and trees around the area.
    Dec 27 - Dec 31

    The Glen Club + Flight

    Glenview
    4 nights
    4.0 star property
    9.0/10 - Wonderful (404 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $581
    $423
    per traveler
    found 1 day ago
    The Glen Club
  • A room with two chairs and a small table, a large window with a city view at night.
    Dec 24 - Dec 27

    Eurostars Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (3,990 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $692
    $507
    per traveler
    found 1 day ago
    Eurostars Magnificent Mile

Where to stay in South Addison

Find the best South Addison areas and neighborhoods for the activities you enjoy most.
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.

South Addison Hotel Deals

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
4.2 mi from South Addison
9.0 out of 10, Wonderful, (3,132 reviews)
"Great stay"
$92 nightly
The price is $103
Nov 15 - Nov 16
Total with taxes and fees
SureStay Plus Hotel by Best Western Chicago Lombard
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in South Addison
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.