A gazebo with benches by a lake.

Glendale Vacations from $313

Book a Hotel + Flight or Car together to unlock savings

Your Glendale Vacation

Reserve a Glendale vacation package and prepare to experience all this city has to offer. Think about staying in the neighborhood of Magnificent Mile, which is good for cafes, shopping and history. Any trip to Glendale needs a well-thought-out itinerary. Fill yours with famous sights like Marquette Park, S.S. Peter and Paul Church and Balzekas Museum of Lithuanian Culture. Expedia has what you need to escape your routine. Tailor your vacation to Glendale to match your travel style, whatever that may be!

The Latest Glendale 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 14 - Jan 17

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

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,000 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $460
    $313
    per traveler
    found 1 day ago
    THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
  • An outdoor seating area with a fire pit, wooden benches, and tables, surrounded by large windows and string lights.
    Jan 23 - Jan 27

    The Emily Hotel + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,359 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $1,183
    $719
    per traveler
    found 15 hours ago
    The Emily Hotel
  • A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.
    Jan 23 - Jan 27

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (609 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $948
    $622
    per traveler
    found 20 hours ago
    Level Chicago Fulton Market
  • A dining table with food and drinks, set against a cityscape with tall buildings and a sunset.
    Jan 14 - Jan 17

    Hotel Riu Plaza Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (5,688 reviews)
    "Great buffet breakfast and friendly staff"
    Reviewed November 11, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - MDW • Nonstop ORD - ATL • Nonstop
    $572
    $394
    per traveler
    found 1 day ago
    Hotel Riu Plaza Chicago
  • An outdoor seating area with a glass table, orange cushions, and potted plants.
    Dec 19 - Dec 22

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,881 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $673
    $470
    per traveler
    found 1 day ago
    Sheraton Grand Chicago Riverwalk

Where to stay in Glendale

Find the best Glendale areas and neighborhoods for the activities you enjoy most. Learn more about Glendale
Learn more about Glendale
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.

Glendale Hotel Deals

A modern interior with a bar area, seating, and decorative wooden panels.

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 6.5 mi from Glendale
8.2 out of 10, Very good, (2,746 reviews)
"valet can take a little minute so call them in advance"
$86 nightly
The price is $102
Dec 7 - Dec 8
Total with taxes and fees
Best Western Grant Park Hotel
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 Glendale
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.