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 Wade

The Wade

4.5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,066 reviews)
Beautiful place with amazing view! The room was amazing. The location was amazing. Staff helpful. Enjoyed stay. Will stay here again and again and again.

Reviewed on Jul. 28, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
The hotel was nice, staff were friendly and the overall stay was excellent and convenient to walk.

Reviewed on Jul. 28, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
I liked the hotel room's kitchen and it is very nice, however VERY small. The pool/amenities are also very nice. One major challenge was there was a last minute change to the location of our reservation from old town to fulton market. They did communicate the change and provided a discount, however, this occurred the day before our trip. The check-in process was also very disorganized and confusing. Information easily accessible in the reservation was not used, requiring extra check-in time. They told us a crib was available, and later found only a pack and play. I requested bedding for the pull out 4 times before someone brought them. Overall, management needs to improve their operations.

Reviewed on Jul. 21, 2025

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,004 reviews)
All staff were very friendly and helpful. Hotel was in convenient location for walking.

Reviewed on Jul. 27, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

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 showing a city

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 Lakeview 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 $185 per night from Aug 18 to Aug 19
CA $185
CA $217 total
Aug 18 - Aug 19
includes taxes & fees
7.8/10 Good! (8,994 reviews)
"The time of lake was awesome"

Reviewed on Jul. 27, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is CA $342 per night from Aug 10 to Aug 11
CA $342
CA $446 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (2,121 reviews)
"It is very loud and a lot of people. It is a great place to stay if you are good with noise and people. It is high energy."

Reviewed on Jul. 27, 2025

InterContinental Chicago Magnificent Mile by IHG
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 $197 per night from Aug 17 to Aug 18
CA $197
CA $232 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (2,557 reviews)
"Please diversify food options and open pool. Delayed check in but otherwise great property good staff."

Reviewed on Jul. 28, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,690 properties in West Lakeview
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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All Inclusive Vacations
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Frequently asked questions

How much does a West Lakeview vacation package cost?
From just CA $960. 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.

Discover the most popular places to visit in West Lakeview

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.