Lakeshore East Holidays

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Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,201, price is now €1,023 per person
€1,023
per person
30 Oct - 2 Nov
found 6 hours ago
Return flight included
Shannon (SNN) to Chicago (ORD)
8.2/10 Very Good! (2,096 reviews)
The staff from the start were very nice and helpful. The hotel was clean loved the location of the hotel. Will definitely try booking ag this hotel next year

Reviewed on 2 Sep 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,836, price is now €1,385 per person
€1,385
per person
30 Oct - 2 Nov
found 6 hours ago
Return flight included
Shannon (SNN) to Chicago (ORD)
9.4/10 Exceptional! (1,694 reviews)
Our room is perfect to the view that we booked. The room is very spacious and clean.

Reviewed on 2 Sep 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €1,385, price is now €1,082 per person
€1,082
per person
30 Oct - 2 Nov
found 6 hours ago
Return flight included
Shannon (SNN) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
The location was great but overhyped. Rooms were average. I did have good sleep comfy bed and pillows. I would have liked a full length mirror at least. Squeezing a line of people in one elevator and stopping on almost every floor was a little annoying. Wish the front desk explained more of the amenities or a text or something

Reviewed on 2 Sep 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was €1,302, price is now €1,084 per person
€1,084
per person
30 Oct - 2 Nov
found 6 hours ago
Return flight included
Shannon (SNN) to Chicago (ORD)
9/10 Wonderful! (343 reviews)
Everything was perfect. Be aware of the expensive it is to park in Chicago.

Reviewed on 2 Sep 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was €1,222, price is now €1,040 per person
€1,040
per person
30 Oct - 2 Nov
found 6 hours ago
Return flight included
Shannon (SNN) to Chicago (ORD)
9.2/10 Wonderful! (286 reviews)
The staff were excellent

Reviewed on 21 Aug 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 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 €277 per night from 21 Sept to 22 Sept
€277
21 Sept - 22 Sept
includes taxes & fees
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 €264 per night from 21 Sept to 22 Sept
€264
21 Sept - 22 Sept
includes taxes & fees
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 €198 per night from 15 Sept to 16 Sept
€198
15 Sept - 16 Sept
includes taxes & fees
Congress Plaza Hotel
See all 4,640 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 €1,023, 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 featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North showing street scenes, signage and night scenes

Michigan Avenue

You can find the perfect gifts to bring home 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

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

Navy Pier

Things to do

Chicago Riverwalk and Iconic Architecture Walking Tour

Magnificent Mile Architecture Tour With 360 Chicago Upgrade

€34
per adult
Magnificent Mile Architecture Tour With 360 Chicago Upgrade
Walking Tour: Holiday Pedway Tour - Limited Time!

Walking Tour: Underground Chicago via the Pedway

€56
per adult
Walking Tour: Underground Chicago via the Pedway
River tour boat in Chicago

Architecture River Tour

€36
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.