Lake View East Holidays

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Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
Downtown Chicago
Price was S$2,686, price is now S$2,396 per person
S$2,396
per person
29 May - 31 May
found 1 hour ago
Return flight included
Singapore (SIN) to Chicago (ORD)
8.8/10 Excellent! (1,197 reviews)
Room was clean and everything was good. Front desk could be a little more friendly especially one of the afternoon girls.

Reviewed on 5 Mar, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was S$3,187, price is now S$2,412 per person
S$2,412
per person
29 May - 31 May
found 1 hour ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.

Reviewed on 9 Mar, 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was S$2,970, price is now S$2,593 per person
S$2,593
per person
29 May - 31 May
found 1 hour ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.4/10 Exceptional! (1,993 reviews)
Friendly staff, very helpful and approachable. The rooms were clean and I pay attention to these things, the room was immaculate upon checkin. I appreciated the lovely in-room espresso machine too. Good breakfast from the onsite restaurant. There’s also coffee, donuts and bubble tea cafes right across Michigan ave. Close to the art institute, the orange and red lines, and more I am sure. Highly recommend the Arlo for your stay in downtown Chicago.

Reviewed on 9 Mar, 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Downtown Chicago
Price was S$2,896, price is now S$2,583 per person
S$2,583
per person
29 May - 31 May
found 1 hour ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious

Reviewed on 9 Mar, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was S$2,908, price is now S$2,595 per person
S$2,595
per person
29 May - 31 May
found 1 hour ago
Return flight included
Singapore (SIN) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
Great stay. Staff was slightly inattentive at times with requests for things to room.

Reviewed on 9 Mar, 2026

Where to stay in Lake View East

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

Downtown Chicago

4 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 Lake View East

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$249 per night from 21 Mar to 22 Mar
S$249
21 Mar - 22 Mar
includes taxes & fees
8/10 Very Good! (9,938 reviews)
Good: Clean; friendly staff. Bad: hot water stopped working at some point; safe was not working; lightbulb kept flickering; ice machine was broken on the 10th floor

Reviewed on 9 Mar, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$242 per night from 18 Mar to 19 Mar
S$242
18 Mar - 19 Mar
includes taxes & fees
9.4/10 Exceptional! (3,498 reviews)
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.

Reviewed on 9 Mar, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
The price is S$183 per night from 22 Mar to 23 Mar
S$183
22 Mar - 23 Mar
includes taxes & fees
8.6/10 Excellent! (5,745 reviews)
Love the complimentary drinks !

Reviewed on 10 Mar, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,681 properties in Lake View 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 Lake View East holiday package cost?
We make it simple to travel the world, with Lake View East packages starting from as low as S$2,396. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a couple of experiences and tours to your itinerary?
How do I get a cheap travel package to Lake View East?
You'll save tons of cash if you combine your flights, car rentals and hotels into a Lake View East travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties worldwide, which means you'll always have plenty of options to choose from. Eager to save even more? Add some popular activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Lake View East?
Travellers come from all over the world to see Wrigley Field and Lincoln Park Zoo in Lake View East. Stay within a stone's throw of these terrific attractions to make sightseeing a breeze.
What are the top hotels in Lake View East?
Lock in a room at The Majestic Hotel. It's one of the area's most popular properties. Another highly rated option in Lake View East is Best Western Plus Hawthorne Terrace Hotel.
How far in advance should I book my Lake View East holiday?
Travellers are generally able to look up international airfares on Expedia up to 12 months prior to departure. Booking last minute? With a bit of luck, it's still possible to nab a cheap ticket only weeks before your flight.
What does an Expedia Lake View East travel package include?
Car rentals, hotels and flights — we bring you the very best bargains. All you have to do is decide on your ideal combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it simple to craft an amazing Lake View East escape.
What should I know before booking a Lake View East travel package?
Whether it's relaxation or adventure you're seeking, a Lake View East holiday package lets you organise your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Lake View East Expedia holiday package?
Most definitely. Expedia has over 550 airline partners to select from all over the world. With all that choice, finding the ideal carrier to get you to Lake View East will be easy.
If I'm not able to travel, can I cancel my Lake View East holiday package?
You can cancel your Lake View East booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$33
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

S$56
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

S$51
per adult
92% of travellers recommend
Art Institute of Chicago
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.