Lakeshore East Holidays from AU$1,240

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Your Lakeshore East Holiday

Lock in your holiday package to Lakeshore East and prepare to experience its views and beyond. Whether you're in the mood for adventure or fun, you'll discover it in this much-loved neighbourhood. Kick off your trip to Lakeshore East with a visit to nearby attractions such as Millennium Park, Willis Tower and Art Institute of Chicago. Don't just wish for it — turn it into reality! Lock in your perfect Lakeshore East holiday with Expedia and experience travel your way.

Top Holiday Package Deals in Lakeshore East

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
Save 100% on your flight
per person
7 Aug - 12 Aug
Return flight included
Toronto (YYZ) to Chicago (ORD)
8/10 Very Good! (1,023 reviews)
Just too average for the price. If it was less money and same details, I’d have a little more appreciation for it.

Reviewed on 20 May 2024

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Aug - 12 Aug
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (3,511 reviews)
Great hotel with a great staff, the lobby bar is relaxing and the rooftop bar is great as well.

Reviewed on 20 May 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Aug - 12 Aug
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
The best hotel hands down!

Reviewed on 13 May 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Aug - 12 Aug
Return flight included
Toronto (YYZ) to Chicago (ORD)
8.8/10 Excellent! (207 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on 16 Mar. 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
7 Aug - 12 Aug
Return flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (687 reviews)
Great service, nice lounge, comfortable roomy bedrooms

Reviewed on 17 May 2024

Our guide on 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 featuring a city

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Grant Park and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Our pick of the best Lakeshore East 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 AU$262 per night from 28 May to 29 May
AU$262
per night
28 May - 29 May
7.6/10 Good! (6,748 reviews)
"All has gone as planned. Check in was quick and the ice machine on the 7th floor works. What a bonus."

Reviewed on 17 May 2024

Congress Plaza Hotel
Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5
221 N Columbus Dr, Chicago, IL
The price is AU$297 per night from 27 May to 28 May
AU$297
per night
27 May - 28 May
8.2/10 Very Good! (1,514 reviews)
"execellent archictecture, great experience!"

Reviewed on 17 May 2024

Radisson Blu Aqua Hotel Chicago
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 AU$314 per night from 27 May to 28 May
AU$314
per night
27 May - 28 May
8.6/10 Excellent! (1,969 reviews)
"I liked the appearance of the lobby, the number of staff and their consistant politeness. The only objection is that expedia had said that all charges were included in their pricing and I was charged an extra $100 upon leaving as a standard Chicago fee. This is not correct name but the fee did not ..."

Reviewed on 15 May 2024

Swissotel - Chicago
See all 4,042 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
beach holidays

Beach Holidays

Beach Holidays
family friendly holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Lakeshore East holiday package cost?
Starting from as low as AU$1,240, 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 homes 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.

Discover the most popular places to visit in Lakeshore East

Image for Wrigley Field

Wrigley Field

4.5/5(21 reviews)

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
Image for McCormick Place

McCormick Place

4.5/5(21 reviews)

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
Image for Six Flags Great America

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America

Activities

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

AU$285
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Pizza Tour

Chicago Pizza Tour

AU$113
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Chicago

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.