West Lakeview Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Top Holiday Package Deals in West Lakeview
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
CA $1,405
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Beautiful stay along the riverwalk. Pretty easy to get to public transportation as well as much to do within walking distance. The hotel was clean and well taken care of. We enjoyed to larger gym hotel with plenty of equipment.
Reviewed on Aug 11, 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.
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.
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.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
West Lakeview Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $146
CA $173 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,288 reviews)
"Lower price$"
Reviewed on Aug 11, 2026
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
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $321
CA $376 total
Sep 11 - Sep 12
includes taxes & fees
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 $1,062. 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
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.
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.
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.
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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
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.