A city skyline with modern skyscrapers, a large museum, and a waterfront park.

West Ridge 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

The Latest West Ridge Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 7 - Jan 11

    Swissotel - Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.0/10 - Wonderful (3,567 reviews)
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,051
    CA $758
    per traveller
    found 2 days ago
    Swissotel - Chicago
  • Dec 19 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,875 reviews)
    Roundtrip • Hamilton (YHM) - Chicago (ORD)
    YHM - ORD • 1 stop ORD - YHM • 1 stop
    CA $2,739
    CA $1,191
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Dec 27 - Jan 2

    Park Hyatt Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    "Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott. For example, there was a hair in the bed. When we reported it, the..."
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    Save 100% on your flight
    CA $3,612
    CA $2,536
    per traveller
    found 1 day ago
    Park Hyatt Chicago
  • Jan 7 - Jan 11

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (602 reviews)
    "If you are looking to stay in a condo type setting, this may be your spot. I checked in which you need to go through a process that takes 15 minutes, (do it before) and they automatically add a $25 per night fee for their gym and roof top. This was NOT published on Hotels.com or any other site. A total rip off as this is not a spa. There was no housekeeping. Checking in took 15 minutes in which there was little to no Wifi, so I had to go do this outside (crazy?). Do the check-in before..."
    Reviewed November 4, 2026
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,044
    CA $760
    per traveller
    found 2 days ago
    Level Chicago Fulton Market
  • Jan 7 - Jan 11

    Hilton Grand Vacations Club Chicago Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    3.5 star property
    9.2/10 - Wonderful (482 reviews)
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $1,021
    CA $769
    per traveller
    found 2 days ago
    Hilton Grand Vacations Club Chicago Magnificent Mile

Where to stay in West Ridge

Find the best West Ridge 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.

What to do near West Ridge

West Ridge Hotel Deals

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 West Ridge vacation package cost?

Choose from any combination of car rentals, flights and hotels, and you can be vacationing in West Ridge from just CA $758. 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 vacation 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 vacation 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 vacation?

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 vacation package lets you organize 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 vacation 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 vacation 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 vacation 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.

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