Glendale Holidays

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    Packages with flights are ATOL protected

Your Glendale Holiday

Reserve a Glendale holiday package and prepare to experience all this city has to offer. Think about staying in the neighbourhood 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 holiday to Glendale to match your travel style, whatever that may be!

Price found within the past 48 hours. Click for updated prices.
  • 2 restaurants; breakfast, lunch and dinner served
    Jul 30 - Aug 3

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (3,735 reviews)
    "We stayed in this hotel in our daughter's wedding weekend. It was wonderful, the river and city view from our 18th story room was spectacular. I recommend it to.all ages."
    Reviewed June 7, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,713
    £1,296
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Terrace/patio
    Jul 30 - Aug 3

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.4/10 - Exceptional (2,534 reviews)
    "This is an amazing place. Everything you can think of all under 1 roof. My hotel view was amazing. I am looking forward to coming annually."
    Reviewed June 8, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,877
    £1,398
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Full-sized fridge, microwave, oven, stovetop
    Aug 20 - Aug 25

    Level Chicago – Old Town + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.0/10 - Wonderful (489 reviews)
    "Very clean and loved the location and amenities with the store on the first floor was fantastic"
    Reviewed June 3, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • Direct ORD - LHR • Direct
    £1,964
    £1,495
    per traveller
    found 5 hours ago
    Level Chicago – Old Town
  • Dinner served
    Jul 30 - Aug 4

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (1,005 reviews)
    "Nice staff clean room would stay again."
    Reviewed June 6, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £2,062
    £1,606
    per traveller
    found 1 day ago
    Kimpton Gray Hotel by IHG
  • Breakfast and dinner served
    Jul 30 - Aug 3

    Omni Chicago Hotel + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,797 reviews)
    "beautiful room city view excellent location quiet and comfortable"
    Reviewed June 9, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • 1 stop ORD - DUB • 1 stop
    £1,701
    £1,330
    per traveller
    found 1 day ago
    Omni Chicago Hotel

Where to stay in Glendale

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

Downtown Chicago

5 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.

Find hotels in Downtown Chicago

Top hotels in Glendale

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £121 per night from 29 Jun to 30 Jun
£121
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,226 reviews)
"Walls are very thin and could here the room next to ours TV all night long."

Reviewed on 9 Jun 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is £135 per night from 30 Jun to 1 Jul
£135
30 Jun - 1 Jul
includes taxes & fees
7.8/10 Good! (1,547 reviews)
"Everything perfect"

Reviewed on 9 Jun 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is £136 per night from 28 Jun to 29 Jun
£136
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,638 reviews)
"Upsetting that I was given a room that I had to haul all of my luggage up 16 steep stairs. No other room options. I had reserved a room months in advance. The front desk lady said a few stairs, which I found odd being that there is an elevator. Beware…the top floor is by stairs only! Front desk lady ..."

Reviewed on 9 Jun 2026

Hyatt Regency O'Hare Chicago
See all 4,778 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

Why should I book my Glendale holiday with Expedia?
With great-value airfares, car hire and hotel choices all in one place, Expedia makes booking your Glendale break a cinch. Moreover, we can help you bundle your bookings into a package holiday so you can get even more savings. Pick from fantastic escapes, add your flights and/or a hire car (and maybe even some exciting tours and activities!) and get incredible prices. Had a change of plans? Expedia has a flexible cancellation policy for many reservations. To learn more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Glendale?
Glendale is very popular in March, May and August. If you're not into large crowds and prefer a quieter pace, book your getaway for January, September and December. To get an idea of the type of weather to expect, the average temperature during the day in January, the coolest month in Glendale, is -3ºC. The warmest period here is July, when temperatures reach an average of 24ºC.
What is the top hotel for my holiday in Glendale?
Relax in comfort in Glendale by choosing LondonHouse Chicago, Curio Collection by Hilton as your gateway to exploration and adventure.
How do I get a cheap holiday to Glendale?
Booking a Glendale holiday with Expedia is the easiest way to save. We have access to more than 400 airlines and 321,000 hotels throughout the world. With such an amazing range to select from, you'll have no issues creating your dream trip. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Glendale holiday?
Make sure your holiday in Glendale is one to remember by exploring its well-known attractions. Marquette Park, St. Bernard Hospital, Balzekas Museum of Lithuanian Culture and S.S. Peter and Paul Church are a few of the things worth seeing while you're in the city.
Do I need a visa for my Glendale holiday?
Official government websites are the best source of information on visa requirements, application procedures and any necessary documentation. Your nationality and reason for travelling, whether it be for holidays or work, will determine if you'll need a visa for Glendale. Also ensure your passport is up to date and has at least six months validity remaining beyond the date of your intended return. Do all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Glendale holiday?
Do a little research into the sorts of things people in Glendale wear, and maybe even check out fashion pages on social media for inspiration. Try to create a versatile travel wardrobe filled with pieces that suit your destination and showcase your personal style. Pack with confidence by monitoring the weather conditions in Glendale. July brings the warmest temperatures, with daily averages of 24ºC, while January days average -3ºC, making it the coolest month.
What does an Expedia Glendale holiday include?
Flights, hotels and car hires, or any combination of them — you decide! Whether you're visiting Glendale with the kids or enjoying a solo break, there's a bundle to fit every budget and style. Once you've made your booking, why not add on one or two tours and experiences? Expedia has different types of properties, with the most well known in Glendale being private holiday homes. With Expedia, you'll have the freedom to personalise your holiday however you like.
Does Expedia offer Book Now, Pay Later Glendale holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply pick the payment plan that suits best during checkout and take the stress out of budgeting for your next trip. Make sure you bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all types of budgets, so you can escape on that well-deserved holiday sooner.
  • No-deposit holidays: When you see an amazing deal but your budget doesn't quite cover it yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.

Can I choose my airline with a Glendale Expedia holiday?
With a holiday package, the choice is in your hands. Whether you want to fly to Glendale in first class or coach, simply choose from the available airline options. Expedia has access to over 400 airline partners throughout the world.

Popular places to visit

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Millennium Park

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

£81
per adult
88% of travellers recommend
Chicago C3® by CityPASS®
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. Flight-inclusive packages are ATOL protected.