
Lake View East Vacation Packages
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Top Holiday Package Deals in Lake View East
Price found within the past 48 hours. Click for updated prices.

Level Chicago – Old Town
Downtown Chicago
Price was CA $976, price is now CA $604 per person
CA $604
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025

Pendry Chicago
Downtown Chicago
Price was CA $1,883, price is now CA $1,120 per person
CA $1,120
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,863, price is now CA $1,113 per person
CA $1,113
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on Aug. 25, 2025

theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $1,022, price is now CA $654 per person
CA $654
per person
Nov 1 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,007 reviews)
Very nice hotel and staff were pleasant. The area is okay but if you go a block over it is nicer. The river walk is very close and inviting.
Reviewed on Aug. 25, 2025
Where to stay in Lake View East
Find the best Lake View East areas and neighborhoods for the activities you enjoy most. Learn more about Lake View East

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.
Lake View East Hotel Deals

The Wade
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Sep 3 to Sep 4
CA $208
CA $244 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very Good! (1,226 reviews)
"It was very close to navy pier where it was just a 10 min way. And had a great view from our room. Facing the lake"
Reviewed on Aug. 27, 2025

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Sep 1 to Sep 2
CA $185
CA $217 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (9,045 reviews)
"Very convenient to South Loop sites!"
Reviewed on Aug. 26, 2025

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CA $231 per night from Sep 3 to Sep 4
CA $231
CA $272 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,802 reviews)
"Very nice,everything is around.Highly recommend."
Reviewed on Aug. 27, 2025
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
Discover the most popular places to visit in Lake View East
Anshe Emet Synagogue
You can learn about the history of Chicago with a trip to Anshe Emet Synagogue. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Things to do

Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
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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.