Chicago Lawn Holidays

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Chicago Lawn

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

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! (10,228 reviews)
"Housekeeping did not come a single time in the four days and four nights I stayed there. The beds were not made nor was the trash taken out a single time . I had to phone them twice to receive bath towels. I was using Uber eats take out bags as trash bags due to the lack of housekeeping not ..."

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! (1,547 reviews)
"Everything perfect"

Reviewed on 9 Jun, 2026

The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is S$233 per night from 28 Jun to 29 Jun
S$233
28 Jun - 29 Jun
includes taxes & fees
8.8/10 Excellent! (2,638 reviews)
"Upsetting that I was given a room that I had to haul all of my luggage up 16 steep stairs. No other room options. I had reserved a room months in advance. The front desk lady said a few stairs, which I found odd being that there is an elevator. Beware…the top floor is by stairs only! Front desk lady ..."

Reviewed on 9 Jun, 2026

Hyatt Regency O'Hare Chicago
See all 4,715 properties in Chicago 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 Chicago Lawn holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Chicago Lawn from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to Chicago Lawn?
Just imagine all the thrilling things you could do in Chicago Lawn with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights and hotel into a Chicago Lawn holiday package. You have plenty of choice when you book with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties globally. Whether you're heading off with the family or travelling solo, planning a getaway to Chicago Lawn is better with a package.
Where should I stay in Chicago Lawn?
A holiday in Chicago Lawn isn't complete without paying a visit to Marquette Park, Balzekas Museum of Lithuanian Culture and Holy Cross Hospital. Spend your evenings close to these sights and make sightseeing a breeze.
How far in advance should I book my Chicago Lawn holiday?
To land discount prices, book as soon as you can. Air carriers generally advertise flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and experiences should also be booked early to avoid disappointment. If you're in need of a last-minute getaway to Chicago Lawn, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia Chicago Lawn travel package include?
That mostly depends on you. You can pick from a range of Chicago Lawn bundles, such as a flight, hotel and rental car. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and experiences. Whatever your ideal Chicago Lawn break looks like, you're sure to save!
What should I know before booking a Chicago Lawn travel package?
So many places to travel to, so many things to see. With a package, you can cross more of them off your list. Combine your hotels, rental cars and flights and get ready to save.
Can I choose my airline with a Chicago Lawn Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You can mix and match your flights, hotels and more. We have access to more than 550 partner airlines globally, so you have lots of choice when putting together your Chicago Lawn trip.
If I'm not able to travel, can I cancel my Chicago Lawn holiday package?
We totally understand that life doesn't always go according to plan. If you've booked a Chicago Lawn holiday package and have to cancel or change it, we can help. We recommend visiting our Customer Service Portal first for information. But generally speaking, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

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
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
Millennium Park

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$31
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$52
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.