A gazebo with benches by a lake.

Glendale Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

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

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

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.
  • Jan 21 - Jan 24

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,881 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,111
    CA $797
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Dec 29 - Jan 3

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.2/10 - Wonderful (609 reviews)
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • Nonstop
    CA $1,806
    CA $1,261
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Jan 21 - Jan 24

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,012 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,944
    CA $1,379
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Dec 29 - Jan 3

    Park Hyatt Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,000 reviews)
    "This place was amazing and the hotel staff was extremely helpful"
    Reviewed November 10, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • Nonstop
    CA $3,257
    CA $2,340
    per traveller
    found 1 day ago
    Park Hyatt Chicago
  • Dec 27 - Dec 31

    Level Chicago - River North + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (1,172 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YKF - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,400
    CA $1,007
    per traveller
    found 1 day ago
    Level Chicago - River North

Where to stay in Glendale

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

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.

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.

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.

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.

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.

Frequently Asked Questions

How much does a Glendale vacation package cost?

Starting from as low as CA $797, you can create your own Glendale package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.

How do I get a cheap travel package to Glendale?

One of the simplest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got it all. Pick and choose a combination that suits you and watch your savings pile up. Of course, a travel package is never a one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotel options globally, which lets you customize your Glendale getaway.

Where should I stay in Glendale?

With fascinating attractions like Marquette Park and S.S. Peter and Paul Church in this area, look for a hotel positioned near them. Balzekas Museum of Lithuanian Culture is another sight that people flock to.

How far in advance should I book my Glendale vacation?

Search Expedia to compare flights as soon as you know your travel dates. You can generally purchase a seat up to 12 months in advance. If you don't see your preferred air carrier, or you've left things to the last minute, fear not. The lowest prices to Glendale sometimes occur within weeks of departure.

What does an Expedia Glendale travel package include?

Travel packages include hotels, flights and rental cars, but you can combine any of them to create your dream Glendale trip. You can also add on a few tours and activities once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll get discounts you won't find elsewhere.

What should I know before booking a Glendale travel package?

A package can be cheaper than separately booking all you need for your getaway. For example, combine your flights, hotels and rental cars and score big savings. Whatever sort of vacation you're planning, you're bound to find a package within your budget.

Can I choose my airline with a Glendale Expedia vacation package?

Expedia has access to more than 550 partner airlines globally, so you definitely can. Just select your preferred carrier and put together the perfect Glendale vacation.

If I'm not able to travel, can I cancel my Glendale vacation package?

Yes, you can. We understand that life doesn't always go to plan, so we're here to help if you have to make changes to your Glendale vacation package. It may be possible to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.