West Ridge Vacation Packages

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

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Top Holiday Package Deals in West Ridge

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,256, price is now CA $866 per person
CA $866
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
The room, the location, the amenities it comes with it’s fair for the price

Reviewed on Jun 30, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,665, price is now CA $1,162 per person
CA $1,162
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,128 reviews)
Muriel at the front desk made our 54th Anniversary memorable as she upgraded our room to a suite and sent a bottle of Prosecco and box of chocolates to our room plus a voucher for oysters at the restaurant. Kudos to her for being so kind and thoughtful. Thank you so much!!

Reviewed on Jun 30, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,403, price is now CA $1,007 per person
CA $1,007
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Quiet room, with plenty of space to relax. Great location on the Mag Mile. Breakfast cost was very high and there are other smaller neighborhood breakfast spots to go to. Bar/lounge was great. Did not eat there for dinner but menu looked good.

Reviewed on Jun 30, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,635, price is now CA $1,189 per person
CA $1,189
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,330 reviews)
Clean rooms, great location, helpful staff

Reviewed on Jun 29, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,770, price is now CA $1,290 per person
CA $1,290
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,554 reviews)
Great location on the Navy Pier. Easy to walk places or even catch a water taxi. Room had an amazing view and was very clean. The staff were all nice and helpful. Restaurants and coffee shop on site.

Reviewed on Jun 30, 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

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

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 CA $211 per night from Jul 2 to Jul 3
CA $211
CA $251 total
Jul 2 - Jul 3
includes taxes & fees
8/10 Very good! (10,174 reviews)
"Very poor check-in experience. Initially couldn’t find the reservation, told me no rooms available, then only a smoking room, then a colleague stepped in and sorted the situation. Poor attitude and borderline rude which isn’t lovely after a long journey! Room was very poor. Noisy old aircon unit ..."

Reviewed on Jun 30, 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jul 5 to Jul 6
CA $217
CA $305 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (1,821 reviews)
"Quiet room, with plenty of space to relax. Great location on the Mag Mile. Breakfast cost was very high and there are other smaller neighborhood breakfast spots to go to. Bar/lounge was great. Did not eat there for dinner but menu looked good."

Reviewed on Jun 30, 2026

Omni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $227 per night from Jul 6 to Jul 7
CA $227
CA $270 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (4,485 reviews)
"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in ..."

Reviewed on Jun 30, 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,529 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.
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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 $866. 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 $34
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
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
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.