Glendale Vacation Packages

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Save up to CA $4,200 when you book a flight and hotel together*
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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!

Top Holiday Package Deals in Glendale

Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile

Downtown Chicago

CA $861

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.2/10 Very good! (2,899 reviews)

I loved Chicago but our sink did not drain, the air conditioning made a horrendous noise all night every time it came on and off and to make matters worse, we were close to the elevators which were also extremely noisy. Basically no sleep.

Reviewed on Aug 14, 2026

Level Chicago Fulton Market

Downtown Chicago

CA $2,199

per person

Sep 14 - Sep 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (544 reviews)

My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.

Reviewed on Aug 12, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

CA $1,557

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9.4/10 Exceptional! (4,907 reviews)

The rooms were super clean and the staff was very friendly and welcoming. Will definitely consider staying again the next time I visit Chicago.

Reviewed on Aug 14, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $2,192

per person

Sep 14 - Sep 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,638 reviews)

Swissotel - Chicago

Downtown Chicago

CA $1,469

per person

Oct 2 - Oct 6

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9/10 Wonderful! (3,537 reviews)

Best hotel service in Chicago

Reviewed on Aug 14, 2026

Where to stay in Glendale

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

A busy city street with tall buildings, a bus, and cars.

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.

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 neon sign reading "Blue Chicago on Clark" in an ornate archway.

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 city street with a train passing overhead, cars, pedestrians, and a red brick building.

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 wooden pavilion with a view of a city skyline and a body of water.

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

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

CA $145

CA $173 total

Sep 8 - Sep 9

includes taxes & fees

8/10 Very good! (10,192 reviews)

"Here's my mixed-bag review from someone who grew up in a 150-year-old house. I did not have the negative experience that others have noted. First off, our room was huge and very clean. There were 5 of us in 1 family suite, and we all slept exceptionally well. Bedding and bed were extremely comfortable, ..."

Reviewed on Aug 14, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

CA $199

CA $237 total

Aug 31 - Sep 1

includes taxes & fees

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Fully refundableReserve now, pay when you stay

CA $334

CA $392 total

Sep 12 - Sep 13

includes taxes & fees

8.4/10 Very good! (2,400 reviews)

"Clean　room。nearly airport."

Reviewed on Aug 14, 2026

See all 4,640 properties in Glendale

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 vacation package cost?

Starting from as low as CA $861, 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.

Things to do

360 CHICAGO Observation Deck

CA $38

per adult

86% of travellers recommend

Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34

per adult

90% of travellers recommend

Wendella's Lake and River Architecture Tour

CA $63

per adult

94% of travellers recommend

See all activities in Chicago

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

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Glendale Vacation

Top Holiday Package Deals in Glendale

Hotel Felix River North/Magnificent Mile

Level Chicago Fulton Market

Hotel Riu Plaza Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

Where to stay in Glendale

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Glendale Hotel Deals

Congress Plaza Hotel

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago O'Hare Airport

Frequently asked questions

Things to do

360 CHICAGO Observation Deck

Chicago: Navy Pier Centennial Wheel Ticket

Wendella's Lake and River Architecture Tour