Lakeshore East Vacations from ￥217,682

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The Latest Lakeshore East Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,950 reviews)
The building is beautiful. Rooms were really clean and modern.

Reviewed on Jul 9, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
This property was clean and mid point between the art institute and the river.

Reviewed on Jul 13, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Sep 27 - Oct 1
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Superb customer service, clean hotel!

Reviewed on Jun 13, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (320 reviews)
Aparthotel. Like renting a condo downtown. Perfect for longer stays.

Reviewed on Jul 5, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
Hotel is on a prime location which was nice. House keeping was on point. Honestly is overpriced for what you get (not even free breakfast ) we had to drive around twice to figure out where the lobby was, went inside to find out where to park or check in did not find anybody to assist us. Air conditioning worked whenever it pleased, can barely see the numbers on the displayed monitor.. Only good thing was location.

Reviewed on Jul 6, 2025

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 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

Lakeshore East Hotel Deals

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 ￥26,955 per night from Aug 7 to Aug 8
￥26,955
￥35,970 total
Aug 7 - Aug 8
includes taxes & fees
8.8/10 Excellent! (2,396 reviews)
"Location, cleanliness and innovation"

Reviewed on Jul 13, 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 refundable
The price is ￥28,413 per night from Aug 10 to Aug 11
￥28,413
￥37,854 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,514 reviews)
"Great hotel with a fantastic pool with city views. Large rooms, great with a balcony. Walkable to many sights."

Reviewed on Jul 12, 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 ￥26,152 per night from Aug 4 to Aug 5
￥26,152
￥30,700 total
Aug 4 - Aug 5
includes taxes & fees
7.8/10 Good! (8,941 reviews)
"Historical place to stay if in Chicago"

Reviewed on Jul 10, 2025

Congress Plaza Hotel
See all 4,410 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 vacation package cost?
Starting from as low as ￥217,682, 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 vacation 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 vacation with the whole family or traveling with someone special, organizing 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 vacation?
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 favorite 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 vacation rentals like beachfront villas and city apartments. The list is almost endless!
Can I choose my airline with a Lakeshore East Expedia vacation 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 vacation.
If I'm not able to travel, can I cancel my Lakeshore East vacation package?
We get that unexpected stuff happens. If you've booked a Lakeshore East vacation 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.

Discover the most popular places to visit in Lakeshore East

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

4.5/5(332 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

Things to do

Chicago Riverwalk and Iconic Architecture Walking Tour

Magnificent Mile Architecture Tour With 360 Chicago Upgrade

￥4,793
per adult
Magnificent Mile Architecture Tour With 360 Chicago Upgrade
Walking Tour: Holiday Pedway Tour - Limited Time!

Walking Tour: Underground Chicago via the Pedway

￥9,398
per adult
Walking Tour: Underground Chicago via the Pedway
River tour boat in Chicago

Architecture River Tour

￥7,055
per adult
94% 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.