Lakeview Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Price found within the past 48 hours. Click for updated prices.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
per person
23 Dec - 30 Dec
found 20 hours ago
Return direct flight included
Milan (MXP) to Chicago (ORD)
7.8/10 Good! (7,993 reviews)
I thought the staff was really helpful. I wasn’t a fan of the parking situation but the garage next door was nice to deal with. They just kept calling with stipulations like you can’t come and go with the car easily and because of concerts we wouldn’t have access at times, that kind of thing. It was convenient for transportation, walking, food and other conveniences which was nice. The room was really nice but the air conditioning/heat kept getting stuck on high blast and was too warm for our liking even when we tried to adjust it, made for difficult sleeping. Price was good and fair compared to other sites in the area.

Reviewed on 20 Nov,2024

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
23 Dec - 30 Dec
found 20 hours ago
Return direct flight included
Milan (MXP) to Chicago (ORD)
8.2/10 Very Good! (2,454 reviews)
Stay was great, hated parking fees

Reviewed on 20 Nov,2024

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
Downtown Chicago
per person
23 Dec - 30 Dec
found 20 hours ago
Return direct flight included
Milan (MXP) to Chicago (ORD)
8.8/10 Excellent! (1,730 reviews)
Staff was excellent, room is comfortable

Reviewed on 17 Nov,2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Where to stay in Lakeview

Find the best Lakeview areas and neighborhoods for the activities you enjoy most. Learn more about Lakeview
Downtown Chicago featuring a city

Downtown Chicago

5 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 Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Lakeview

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$134 per night from 25 Nov to 26 Nov
S$134
includes taxes & fees
25 Nov - 26 Nov
7.8/10 Good! (8,136 reviews)
"Great staff made the stay worth it. Will go back when I return to Chicago."

Reviewed on 19 Nov,2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$165 per night from 22 Dec to 23 Dec
S$165
includes taxes & fees
22 Dec - 23 Dec
8.6/10 Excellent! (3,542 reviews)
"Highly recommend ."

Reviewed on 20 Nov,2024

River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$151 per night from 22 Dec to 23 Dec
S$151
includes taxes & fees
22 Dec - 23 Dec
8.4/10 Very Good! (3,270 reviews)
"Great place"

Reviewed on 19 Nov,2024

Club Quarters Hotel, Central Loop, Chicago
See all 4,158 properties in Lakeview
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 Lakeview holiday package cost?
We make it easy for everyone to travel, with Lakeview holiday packages starting from just S$1,648. You’ll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate escape, why not add a few activities and tours to your travel itinerary?
How do I get a cheap travel package to Lakeview?
Search for flights that suit your schedule, add a hotel to your booking and watch how much you save with a Lakeview holiday package. It’s that easy! From flights and hotels to tours and rental cars, Expedia is where your cheap getaway begins. And with more than 550 partner airlines and 1,000,000 hotels across the globe to pick from, you won’t be short of choice.
Where should I stay in Lakeview?
Holiday Makers come from far and wide to see Wrigley Field and Lincoln Park Zoo in Lakeview. Book a hotel within a stone’s throw of these top attractions to make sightseeing easy.
What are the top hotels in Lakeview?
If this will be your first time in Lakeview, make a reservation at Chicago Guest House Wrigleyville or The Chicago Hotel Collection - Wrigleyville. Both hotels offer friendly service and are top options with lots of travellers.
How far in advance should I book my Lakeview holiday?
Savvy travellers will likely want to book early. You can generally browse through international airfares on Expedia up to a year before your intended flight. If you’re purchasing your ticket at the last minute, don’t stress. Discounted prices sometimes occur in the last weeks before departure dates.
What does an Expedia Lakeview travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to create your ideal Lakeview package. Once you’ve made your booking, you can add on fun stuff like activities and tours. Don’t forget — the more you bundle, the greater the savings!
What should I know before booking a Lakeview travel package?
Design deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we’ve got all of them. You’ll save a tidy sum just for combining your bookings. Whether you’re embarking on a skiing adventure or venturing someplace warm, your ideal getaway is only a few clicks away.
Can I choose my airline with a Lakeview Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines all over the world. Our holiday packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Lakeview holiday package?
We get it — sometimes life doesn’t go according to plan. If you’ve booked a Lakeview holiday package and need to cancel or amend it, we’re here to help. It’s always worth taking a look at our Customer Service Portal first for information. But generally, if you’ve booked your package within 24 hours, you may be able to cancel or change your itinerary at no cost. If it’s more than 24 hours, your hotel, airline or car rental company may charge a fee.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 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

Things to do

Bloody Whim Immersive Halloween Experience All-Access Passes

Bloody Whim Immersive Halloween Experience All-Access Passes

S$54
Per adult
Bloody Whim Immersive Halloween Experience All-Access Passes
Chicago Graceland Cemetery Audio Tour

Chicago Graceland Cemetery Audio Tour

S$13
Per adult
Chicago Graceland Cemetery Audio Tour
Trickery Chicago Magic Show

Trickery Chicago Magic Show

S$54
Per adult
100% of travellers recommend
Trickery Chicago Magic Show
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.