Chicago Lawn Holidays from NZ$1,149

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Top Holiday Package Deals in Chicago Lawn

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
NZ$1,149
per person
24 Nov - 29 Nov
found 1 day ago
Return direct flight included
Pittsburgh (PIT) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Great location, staff and amenities. The room I had was small yet fit my budget and had everything I needed. My only suggestion is to have 4 chairs per table in the breakfast/bar area.

Reviewed on 13 Sept 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
Save 100% on your flight
NZ$1,527
per person
24 Nov - 29 Nov
found 1 day ago
Return direct flight included
Pittsburgh (PIT) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Clean room, but not room services available

Reviewed on 14 Sept 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
NZ$1,350
per person
24 Nov - 29 Nov
found 1 day ago
Return direct flight included
Pittsburgh (PIT) to Chicago (ORD)
9.2/10 Wonderful! (1,338 reviews)
Comfortable room with a great view and luxuriously soft bed!

Reviewed on 13 Sept 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
NZ$1,374
per person
24 Nov - 29 Nov
found 1 day ago
Return direct flight included
Pittsburgh (PIT) to Chicago (ORD)
9.4/10 Exceptional! (1,010 reviews)
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Downtown Chicago
NZ$1,450
per person
24 Nov - 29 Nov
found 1 day ago
Return direct flight included
Pittsburgh (PIT) to Chicago (ORD)
9.2/10 Wonderful! (2,381 reviews)
The staff was wonderful. They were all very friendly and, top notch professionals. The valet was really helpful with luggage. The rooms were clean and neat as was the hotel. I didn't get to try it but, the restraunt looked really good. I will stay there again.

Reviewed on 14 Sept 2026

Our guide on 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
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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Our pick of the best Chicago Lawn Hotel Deals

River Hotel

River Hotel

75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
NZ$311
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (5,443 reviews)
"The ice was hard to find. Rooms were wonderful. Didn't have down free options. Service was extremely good"

Reviewed on 14 Sept 2026

River Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
NZ$366
13 Oct - 14 Oct
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
NZ$349
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (10,241 reviews)
"Close to Millennium Park. Room was OK."

Reviewed on 14 Sept 2026

Congress Plaza Hotel
See all 4,665 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 NZ$1,149. 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.

Stay near popular Chicago Lawn attractions

Marquette Park

9.4/10 (3 reviews)
After visiting Marquette Park, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
See properties

Ephraim Bajar Cultural Center

Enjoy an outing to Ephraim Bajar Cultural Center during your stay in Chicago. Amble around the area's parks or visit its churches.
See properties

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

NZ$45
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

NZ$67
per adult
92% of travellers recommend
Art Institute of Chicago
Flyover in Chicago

Flyover in Chicago

NZ$47
per adult
98% of travellers recommend
Flyover in Chicago
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.