Glendale Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Our guide on where to stay in Glendale
Find the best Glendale areas and neighborhoods for the activities you enjoy most. Learn more about Glendale
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
Magnificent Mile
An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Our pick of the best Glendale Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
NZ$214
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,195 reviews)
"The hotel is actively being renovated. Our first room was outdated and the TV didn’t work. Because of the TV issue, we were moved to another room that was renovated much more recently. The staff were friendly and helpful. However, keep an eye out for pests. My mother found a roach in her room. We ..."
Reviewed on 15 Aug 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
NZ$288
30 Aug - 31 Aug
includes taxes & fees
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
NZ$484
11 Sept - 12 Sept
includes taxes & fees
8.4/10 Very good! (2,401 reviews)
"Clean room。nearly airport."
Reviewed on 14 Aug 2026
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.
Frequently asked questions
How much does a Glendale holiday package cost?
Starting from as low as , 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 holiday?
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 holiday you're planning, you're bound to find a package within your budget.
Can I choose my airline with a Glendale Expedia holiday 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 holiday.
If I'm not able to travel, can I cancel my Glendale holiday 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 holiday 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.
Activities
Chicago: Navy Pier Centennial Wheel Ticket
NZ$42
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.