Lakeshore East Holidays

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Where to stay in Lakeshore East

Find the best Lakeshore East areas and neighborhoods for the activities you enjoy most. Learn more about Lakeshore East
Downtown Chicago which includes 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

Top hotels in Lakeshore East

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$327 per night from 3 Aug to 4 Aug
S$327
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (2,479 reviews)
"The rooms were great, the view was overlooking the river and Navy Pier. Clean, Quiet, and close to all the main tourist shopping and restaurants downtown."

Reviewed on 22 Jul, 2025

Swissotel - Chicago
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$315 per night from 17 Aug to 18 Aug
S$315
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (1,531 reviews)
"Excellent"

Reviewed on 21 Jul, 2025

Radisson Blu Aqua Hotel Chicago
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 S$266 per night from 4 Aug to 5 Aug
S$266
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,909 reviews)
A Gem on Michigan Ave
"I was surprised at how nice my room was in this older building. The view of Buckingham fountain and the lake was the best. I was able to watch navy pier fireworks. Just an absolute pleasure and I will return!!!"

Reviewed on 21 Jul, 2025

Congress Plaza Hotel
See all 4,514 properties in Lakeshore East
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 Lakeshore East holiday package cost?
Starting from as low as , you can handcraft your own Lakeshore East package. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
How do I get a cheap travel package to Lakeshore East?
Just think of all the awesome things you could do in Lakeshore East with a wad of extra cash in your pocket. Watch your savings stack up when you combine your hotel and flights into a Lakeshore East holiday package. You have plenty of choice when you book with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 properties globally. Whether you're taking a holiday with the whole family or travelling with someone special, organising a trip to Lakeshore East is better with a package.
Where should I stay in Lakeshore East?
Visitors come from all corners of the globe to experience McCormick Place and Millennium Park in Lakeshore East. Stay within a stone's throw of these awesome attractions to make sightseeing a breeze.
What are the top hotels in Lakeshore East?
Swissotel - Chicago and Radisson Blu Aqua Hotel Chicago are two of the most sought-after properties in Lakeshore East. Why not check out the amenities and facilities at each and then decide?
How far in advance should I book my Lakeshore East holiday?
Search Expedia to compare international fares ASAP. You can usually purchase a ticket up to a year in advance. If it's too early for your preferred carrier, or you have to book last minute, fear not. Cheap tickets to Lakeshore East sometimes appear a few weeks before the date of departure.
What does an Expedia Lakeshore East travel package include?
Car rentals, flights and hotels — we connect you to all the best deals. All you'll have to do is pick your favourite combination. Once you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to craft an unforgettable Lakeshore East getaway.
What should I know before booking a Lakeshore East travel package?
Locking in all the parts of your getaway together is a smart way to save. Combine your car rentals, airfares and hotels into a convenient little package. But your options don't end at hotels. Expedia has all sorts of properties, including holiday rentals like beachfront villas and city apartments. The list is almost endless!
Can I choose my airline with a Lakeshore East Expedia holiday package?
Expedia has access to more than 550 partner airlines globally, so you definitely can. Just select your preferred carrier and put together the perfect Lakeshore East holiday.
If I'm not able to travel, can I cancel my Lakeshore East holiday package?
We get that unexpected stuff happens. If you've booked a Lakeshore East holiday package and need to cancel or amend it, we're here to help. It's always worth browsing our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may charge a fee.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Things to do

Chicago Riverwalk and Iconic Architecture Walking Tour

Magnificent Mile Architecture Tour With 360 Chicago Upgrade

S$42
per adult
Magnificent Mile Architecture Tour With 360 Chicago Upgrade
Walking Tour: Holiday Pedway Tour - Limited Time!

Walking Tour: Underground Chicago via the Pedway

S$83
per adult
Walking Tour: Underground Chicago via the Pedway
River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.