West Lakeview Vacation Packages
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Top Holiday Package Deals in West Lakeview
Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection
Downtown Chicago
CA $860
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
It’a a beautiful and charming building with just the right amount of modernity.
My room was a tad bit smalller than I’d expected (queen bed) and the view was nonexistent but cozy and comfortable for for a single person. The room came with a fully stocked mini fridge, a Nespresso
machine and two very plush bath robes.
The staff was very accommodating and friendly. Each day I was there(three), housekeeping was excellent
Shopping, dining and spectacular architecture are in ample supply right outside your door. Will definitely stay here when I’m there city!
Reviewed on Oct 26, 2026
Where to stay in West Lakeview
Find the best West Lakeview areas and neighborhoods for the activities you enjoy most. Learn more about West Lakeview
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.
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.
West Lakeview Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $146
CA $174 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very good! (10,109 reviews)
"Great location and staff was helpful. Rooms were shabby and need some work."
Reviewed on Oct 26, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $170
CA $202 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (2,593 reviews)
"The property was a bit on the older side but overall it was really nice. The staff was good as well"
Reviewed on Oct 26, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $162
CA $193 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (5,569 reviews)
"Staff was exceptionally warm and missioned to serve the hotel's customers. Great place to stay."
Reviewed on Oct 26, 2026
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 Lakeview vacation package cost?
From just CA $770. Yes, you read that right. Our West Lakeview vacation packages are the best way to stretch your budget further. Combine your hotels, flights and rental car and get to know this vibrant destination.
How do I get a cheap travel package to West Lakeview?
Combine your hotel and flight bookings, toss in extras such as activities, and save with a West Lakeview vacation package. You won't just land impressive discounts on your getaway — you'll have loads of choice within your reach too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 properties worldwide. Your next affordable adventure begins right here, right now!
Where should I stay in West Lakeview?
A trip to West Lakeview isn't complete until you've seen Wrigley Field and Lincoln Park Zoo. Stay close by for quick access to these impressive attractions.
How far in advance should I book my West Lakeview vacation?
Search Expedia to compare airfares as soon as you've got your travel dates. You can generally purchase a seat up to 12 months prior to departure. If you don't see your preferred carrier, or you're booking late, fear not. Low prices to West Lakeview sometimes emerge just weeks before departure.
What does an Expedia West Lakeview travel package include?
Much of that depends on you. You can pick from a range of West Lakeview bundles, such as a rental car, flight and hotel. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your perfect West Lakeview vacation looks like, you'll save!
What should I know before booking a West Lakeview travel package?
A travel package can be customized for your budget and is a great way to stretch your hard-earned dollars. How much you include is up to you. Hotels, rental cars and flights — come up with a combination that suits your style.
Can I choose my airline with a West Lakeview Expedia vacation package?
You can, and with over 550 airlines to pick from throughout the world, you have plenty of choice. Scroll through the available options and find out which airline suits your budget and needs.
If I'm not able to travel, can I cancel my West Lakeview vacation package?
We get it — life can throw you the odd curveball. If you've locked in a West Lakeview vacation package and have to cancel or amend it, we're here to help. We recommend browsing our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it's been longer than 24 hours, your airline, hotel or car rental company may impose a charge.
Stay near popular West Lakeview attractions
Beat Kitchen
After visiting Beat Kitchen, make a plan to see the other sights and activities in Chicago. Take in the live music while you're in the area.
Hamlin Park
After visiting Hamlin Park, make a plan to see the other sights and activities in Chicago. Make some time to visit the shops while you're in the area.
Comrade
Comrade is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Take in the live music while you're in the area.
Hungry Brain
After visiting Hungry Brain, make a plan to see the other sights and activities in Chicago. Take in the live music while you're in the area.
Links Hall
Enjoy an outing to Links Hall during your stay in Chicago. Take in the live music while you're in the area.
Things to do
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $64
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.