Lakeview Holidays from £720

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Your Lakeview Holiday

Organising your next break just got easier with a holiday package to Lakeview. Enjoy everything this neighbourhood has to offer while creating nice memories you won't forget. When it's time to see the sights, you'll find lots of awesome attractions nearby including Wrigley Field, Lincoln Park Zoo and Lincoln Park. Visit one, two (or even all!) during your trip to Lakeview. Don't just think about it — make it happen! Book your ideal Lakeview holiday with Expedia and travel your way.

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 £944, price is now £720 per person
£720
per person
14 Jan - 21 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was £1,099, price is now £793 per person
£793
per person
14 Jan - 21 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was £1,318, price is now £977 per person
£977
per person
21 Jan - 26 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,739 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £1,726, price is now £1,315 per person
£1,315
per person
26 Dec - 31 Dec
found 22 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £1,477, price is now £1,127 per person
£1,127
per person
5 Jan - 12 Jan
found 15 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)

Where to stay in Lakeview

Find the best Lakeview areas and neighborhoods for the activities you enjoy most. Learn more about Lakeview
A busy city street with tall buildings, a bus, and cars.

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 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 £103 per night from 10 Nov to 11 Nov
£103
10 Nov - 11 Nov
includes taxes & fees
8/10 Very good! (10,096 reviews)
"Comfortable bed"

Reviewed on 3 Nov 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is £103 per night from 9 Nov to 10 Nov
£103
9 Nov - 10 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is £106 per night from 23 Nov to 24 Nov
£106
23 Nov - 24 Nov
includes taxes & fees
8.8/10 Excellent! (5,589 reviews)
"Hotel had everthings what was needed - super location, helpful staff was clean and with good wi-fi. At least my room was little small, but size was stated and I knew that."

Reviewed on 3 Nov 2026

River Hotel
See all 4,726 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

Why should I book my Lakeview holiday with Expedia?
Expedia has you covered for every detail of your Lakeview trip. You'll always get the best prices, but when you bundle your hotel, flights and/or hire car into a holiday package, you'll score even more savings. Looking to truly make the most of your stay? Add some awesome activities and tours to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to stress if you have to change your plans. Visit our Customer Service Portal link to discover more.
What are the top hotels for my holiday in Lakeview?
The Chicago Hotel Collection - Wrigleyville and Walk to Wrigley Field/Monthly Discounts Available are two of the most popular properties for guests wanting to be near Lakeview. Why not look up the rates and facilities at each and then make up your mind?
How do I get a cheap holiday to Lakeview?
Booking a hotel and flight together with Expedia won't just save precious time — it'll save you a tidy sum too. A Lakeview holiday makes it simple to organise your ideal trip. With more than 400 airlines all over the world to pick from, finding convenient flights that fit your schedule won't be a hassle. In addition to that, we've got over 321,000 hotels globally to select from. Now that's what we call choice. Whatever your budget, Expedia puts more of the world within your reach. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Lakeview holiday?
Ensure your holiday in Lakeview is an unforgettable one by visiting its best attractions. Wrigley Field, Lincoln Park Zoo, Lincoln Park and DePaul University-Lincoln Park are some of the things worth discovering while you're in the area.
What is the best area to stay in when on holiday in Lakeview?
If you plan to visit Wrigley Field, maximise your time sightseeing and find somewhere to stay close by. It's one of the best attractions in Lakeview.
Do I need a visa for my Lakeview holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the reason for your visit, whether it be for tourism or work, will determine if you need a visa for Lakeview. Also ensure your passport is up to date and has a minimum of six months validity remaining beyond your planned date of return. Do all your travel planning well ahead of time to avoid any last-minute surprises.
What should I wear on my Lakeview holiday?
Though everyone's fashion style varies, it can be helpful to have some guidelines for what to bring on your holiday in Lakeview. We recommend looking up style blogs before leaving so you can blend in like a local.
What does an Expedia Lakeview holiday include?
Hotels, car hires and flights, or any combination of them — the choice is all yours! Whether you're visiting Lakeview with the whole family or travelling solo, there's a package to match every budget and style. Once you've made your booking, why not add on a few tours as well? Explore all sorts of styles on Expedia and discover the right fit for you and your travel companions. From the most popular property types, like apartments and private holiday homes, to everything in between, you'll find loads of holiday escapes in Lakeview to choose from so you can customise your stay just the way you like it.
Does Expedia offer Book Now, Pay Later Lakeview holidays?
Expedia has partnered with online lender Klarna to make your next getaway a bit easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna offers the ability to pay in multiple transactions that work for all budget sizes, so you can escape on that well-deserved holiday now.
  • No-deposit holidays: When you stumble on an incredible deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.

Can I choose my airline with a Lakeview Expedia holiday?
Yes, the choice is yours. We have access to over 400 airlines globally, so you can tailor your Lakeview getaway according to your style and budget.

Stay near popular Lakeview attractions

Wrigley Field

9.0/10 (11,704 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

£30
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Chicago

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.