West Ridge Vacation Packages

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Top Holiday Package Deals in West Ridge

Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,001
per person
Sep 21 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,559
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)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
CA $1,989
per person
Oct 19 - Oct 22
just found
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
CA $1,424
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

Lakeview
CA $2,092
per person
Oct 13 - Oct 18
found 3 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
7/10 Good! (1,010 reviews)
We stayed here for four nights, and while the location was convenient, the overall experience was disappointing. One of the biggest surprises was that when I asked to have our room serviced after the second night, I was told it would cost an additional $35. When I book a hotel, I expect basic housekeeping to be included, especially during a multi-night stay. The hotel also charges a $50 daily resort fee, but there didn’t seem to be any meaningful amenities to justify it. It felt like an unnecessary extra charge. The room itself had some issues as well. The bathroom door didn’t fully close or lock, which made it difficult to have any privacy. There was also no body lotion provided, which is a small touch but something I generally expect from a hotel. Another concern was staffing. There only seemed to be staff available for a few hours each day, so if you needed assistance in the evening or overnight, it wasn’t clear who you could contact. On our departure day, there was also no one available to store our luggage, which made it inconvenient to enjoy the city before our flight. The location was definitely the best part of our stay, but between the unexpected housekeeping charge, the high resort fee with few benefits, lack of privacy in the room, minimal staffing, and limited guest services, I wouldn’t choose to stay here again.

Reviewed on Aug 11, 2026

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
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.

West Ridge Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $151
CA $180 total
Sep 8 - Sep 9
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

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 30 - Aug 31
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $333
CA $391 total
Sep 4 - Sep 5
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 4,589 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.

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 $1,001. 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $38
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Chicago

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