West Lawn Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in West Lawn

Find the best West Lawn areas and neighborhoods for the activities you enjoy most. Learn more about West Lawn
Downtown Chicago

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 West Lawn

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$173 per night from 28 Jun to 29 Jun
S$173
28 Jun - 29 Jun
includes taxes & fees
8.2/10 Very Good! (1,021 reviews)
"Property had horrible beds, rooms small, bathroom light horrible. Bathroom small. Just not comfortable or inviting. Would not stay again. Smokers blocking door so have to walk through cigarette smoke just to get to room."

Reviewed on 8 Jun, 2026

Holiday Inn Chicago – Midway Airport S by IHG
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$208 per night from 29 Jun to 30 Jun
S$208
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (10,225 reviews)
"This is a very nice hotel in an absolutely ideal part of downtown Chicago. Many areas an easy, lovely walk away and those further out a quick cab ride or train ride. The room was clean and comfortable."

Reviewed on 9 Jun, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
The price is S$245 per night from 2 Jul to 3 Jul
S$245
2 Jul - 3 Jul
includes taxes & fees
7.8/10 Good! (1,546 reviews)
"Our room was spacious and very clean"

Reviewed on 8 Jun, 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,749 properties in West Lawn
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 West Lawn holiday package cost?
Our West Lawn holiday packages, which begin from just , are an awesome way to save loads of cash. Select your favourite hotels, flights and more to create your perfect itinerary.
How do I get a cheap travel package to West Lawn?
Our West Lawn holiday packages mean plenty of savings for the savvy explorer. For the best deal, simply bundle your hotel, flights and extras (including activities) into a neat and tidy package. But low prices are just the beginning of your next awesome adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties globally to select from. No matter your style or budget, there's a holiday package that's perfect for you.
Where should I stay in West Lawn?
With loads to discover in West Lawn, we suggest you lock in a hotel close to its attractions. Marquette Park, Balzekas Museum of Lithuanian Culture and Holy Cross Hospital are some good ones to put on your itinerary.
How far in advance should I book my West Lawn holiday?
It all depends on the air carrier, but you can normally compare international flights on Expedia up to a year in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper flight only weeks before departure dates.
What does an Expedia West Lawn travel package include?
Hotels, flights and car rentals — we bring you the very best bargains. All you have to do is pick your preferred combination. After you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it easy to create an awesome West Lawn escape.
What should I know before booking a West Lawn travel package?
A travel package can be tailored to your budget and is an easy way to make your hard-earned dollars stretch further. What you include is totally up to you. Rental cars, hotels and flights — mix and match whatever combination suits your plans.
Can I choose my airline with a West Lawn Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you sure can! Simply choose your favourite carrier and craft the perfect West Lawn getaway.
If I'm not able to travel, can I cancel my West Lawn holiday package?
Don't stress if you're rethinking your West Lawn holiday package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We get that life can sometimes throw you a curveball, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.

Popular places to visit

Wrigley Field

Wrigley Field

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
Soldier Field

Soldier Field

Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.

Soldier Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$51
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.