Lakeshore East Vacation Packages

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Top Holiday Package Deals in Lakeshore East

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

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 4 - Jul. 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,005 reviews)
Well kept, great location and friendly staff!

Reviewed on May 31, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 4 - Jul. 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,200 reviews)
Bid room but not cleaned nor updated. Late check out is only at 1pm. No room upgrade offered. There was 1 day that room was not serviced until late evening. Good location

Reviewed on Jun. 2, 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 4 - Jul. 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (691 reviews)
The Art Deco architectural beauty of this hotel is stunning! Every time I was in the elevator area, I was wowed. We had a corner room on the 22nd floor and it was great. Lots of space and great art deco inspired furniture and lights. We had a view of the bridge and the lake. The breakfast at the French cafe was so so. Overall I highly recommend this hotel.

Reviewed on May 30, 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 4 - Jul. 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
per person
Aug. 23 - Aug. 26
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,278 reviews)
Always a great place to stay. Lots of restaurants and shopping near by.

Reviewed on May 30, 2024

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

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 Navy Pier and Millennium Park 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

Lakeshore East Hotel Deals

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 CA $278 per night from Jun. 16 to Jun. 17
CA $278
CA $368 total
includes taxes & fees
Jun 16 - Jun 17
8.2/10 Very Good! (1,505 reviews)
"My 2nd stay. Excellent accommodations in the middle of everything we love about Chicago. Ximena was Very Accomodating during check-in. As our only human contact during the stay, she is an amazing asset to the Hotel."

Reviewed on May 31, 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 CA $337 per night from Jun. 30 to Jul. 1
CA $337
CA $436 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (1,963 reviews)
"Wish parking weren’t so expensive. Kevin"

Reviewed on May 31, 2024

Swissotel - 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 CA $225 per night from Jun. 16 to Jun. 17
CA $225
CA $264 total
includes taxes & fees
Jun 16 - Jun 17
7.6/10 Good! (6,830 reviews)
"I like the location."

Reviewed on Jun. 2, 2024

Congress Plaza Hotel
See all 4,099 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.

Explore other types of vacation packages

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Frequently asked questions

How much does a Lakeshore East vacation package cost?
Starting from as low as CA $688, 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

Image for Wrigley Field

Wrigley Field

4.5/5(158 reviews)

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

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

4.5/5(5 reviews)

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
Image for McCormick Place

McCormick Place

4.5/5(141 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

Things to do

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CA $255
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago Pizza Tour

Chicago Pizza Tour

CA $121
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago: City Minibus Tour with Optional Architecture Cruise

Chicago: City Minibus Tour with Optional Architecture Cruise

CA $64
Per adult
98% of travellers recommend
Chicago: City Minibus Tour with Optional Architecture Cruise
See all activities in Chicago

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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.