Lakeview Holidays from £869

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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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
25 Sept - 29 Sept
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
The stay so far has been great, but we attempted to order in room dining which, according to the menu, is available until 5AM, but were advised by the front desk staff that we would not be able to order food for at least 40 minutes while the kitchen was “cleaned”. No other solutions were provided and we were very disappointed in this interaction.

Reviewed on 30 Jul 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
3 Oct - 7 Oct
found 20 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Great stay :) Mr 47 didn’t disappoint

Reviewed on 1 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
3 Oct - 7 Oct
found 20 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on 22 Jul 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on 27 Jul 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
8 Sept - 12 Sept
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Great helpful staff! Very clean! Wonderful experience! Breakfast buffet is a must! So delicious

Reviewed on 31 Jul 2025

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

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 £119 per night from 1 Sept to 2 Sept
£119
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (9,038 reviews)
"This was a nice option for my wife and I . Nice location plenty of dining with in walking distance. Highly recommend this hotel"

Reviewed on 29 Jul 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is £206 per night from 1 Sept to 2 Sept
£206
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (2,130 reviews)
"It was convenient and walkable distance to everywhere."

Reviewed on 30 Jul 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £128 per night from 10 Aug to 11 Aug
£128
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,541 reviews)
"The hotel location is in a good spot due to being surrounded by so many restaurants within walking distance."

Reviewed on 30 Jul 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,675 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.

Popular places to visit

Wrigley Field featuring a city, a sporting event and city views

Wrigley Field

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

Wrigley Field

Advocate Illinois Masonic Medical Center

If Advocate Illinois Masonic Medical Center is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

Advocate Illinois Masonic Medical Center

Things to do

River tour boat in Chicago

Architecture River Tour

£31
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

£22
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

£33
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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. Flight-inclusive packages are ATOL protected.