West Ridge Holidays from AU$3,592

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Your West Ridge Holiday

Book a customised West Ridge holiday package and experience the wonders of this neighbourhood from morning till night. From its dining and culture to its distinct personality and vibe, there's an infinite list of wonderful reasons to visit West Ridge. When it's time to explore the sights, you'll find a lot of big-name attractions nearby including Loyola University Chicago, Aragon Ballroom and Riviera Theatre. Tick off one or all during your trip to West Ridge. Don't just dream it — do it! Secure your ideal West Ridge holiday with Expedia and travel your way.

Top Holiday Package Deals in West Ridge

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was AU$4,371, price is now AU$3,592 per person
AU$3,592
per person
13 Nov - 19 Nov
found 3 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
Everything was perfect. Be aware of the expensive it is to park in Chicago.

Reviewed on 2 Sep. 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$6,215, price is now AU$4,565 per person
AU$4,565
per person
13 Nov - 19 Nov
found 3 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Best, very clean, best view, really enjoyed the stay!

Reviewed on 2 Sep. 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was AU$5,233, price is now AU$3,988 per person
AU$3,988
per person
13 Nov - 19 Nov
found 3 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.2/10 Wonderful! (1,192 reviews)
I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.

Reviewed on 3 Sep. 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was AU$6,845, price is now AU$5,249 per person
AU$5,249
per person
13 Nov - 19 Nov
found 3 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug. 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was AU$4,729, price is now AU$3,811 per person
AU$3,811
per person
13 Nov - 19 Nov
found 3 hours ago
Return flight included
Thessaloniki (SKG) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Fantastic experience top to bottom. The staff was incredible, the room was luxurious, and we couldn't have asked for a better place to stay. We will be back.

Reviewed on 3 Sep. 2025

Our guide on where to stay in West Ridge

Find the best West Ridge areas and neighborhoods for the activities you enjoy most. Learn more about West Ridge
Downtown Chicago featuring a city

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

Our pick of the best West Ridge Hotel Deals

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 AU$253 per night from 4 Sept to 5 Sept
AU$253
4 Sept - 5 Sept
includes taxes & fees
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$318 per night from 22 Sept to 23 Sept
AU$318
22 Sept - 23 Sept
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$301 per night from 22 Sept to 23 Sept
AU$301
22 Sept - 23 Sept
includes taxes & fees
The Wade
See all 4,796 properties in West Ridge
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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a West Ridge holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in West Ridge from just AU$3,592. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to West Ridge?
Bundle your hotels and flights with Expedia to save on your next adventure. With more than 550 airlines and 1 000 000 hotels globally, your West Ridge holiday package can be tailored exactly to suit your travel style. With all those extra dollars, why not add one or two interesting experiences and tours? It's an easy way to unlock even more discounts. The holiday you've always dreamed of in West Ridge is closer than you thought!
Where should I stay in West Ridge?
Tick Lincoln Park off your bucket list and then stay right near it. Soak up the exciting vibe around this famous attraction and drop by whenever the mood strikes!
What are the top hotels in West Ridge?
When it comes to welcoming places to stay in West Ridge, you can't beat Rodeway Inn. Check out our deals and score a bargain.
How far in advance should I book my West Ridge holiday?
It's tricky picking the perfect time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you can't book ahead, don't stress. Cheap prices occasionally appear just weeks before departure dates.
What does an Expedia West Ridge travel package include?
That mostly depends on you. You can choose from a variety of West Ridge bundles, such as a hotel, flight and rental car. You can also book a hotel and a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like experiences and activities. Whatever your ideal West Ridge getaway looks like, you'll save!
What should I know before booking a West Ridge travel package?
Whether it's relaxation or adventure you're after, a West Ridge holiday package lets you organise your escape your way. Plus, you'll score great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a West Ridge Expedia holiday package?
Yes, and with more than 550 airlines to pick from worldwide, you have loads of choice. Scroll through the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my West Ridge holiday package?
It's hard to predict what the future holds, so it's comforting to know that you can cancel or change your West Ridge holiday package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.

Discover the most popular places to visit in West Ridge

Navy Pier

Navy Pier

4.5/5(64 reviews)

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

4.5/5(73 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park
Grant Park

Grant Park

4.5/5(47 reviews)

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Activities

River tour boat in Chicago

Architecture River Tour

AU$63
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

AU$69
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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.