Englewood Holidays from AU$2,220

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Top Holiday Package Deals in Englewood

Price found within the past 48 hours. Click for updated prices.
Hampton Inn by Hilton Merrillville

Hampton Inn by Hilton Merrillville

2.5 out of 5
Price was AU$2,366, price is now AU$2,220 per person
AU$2,220
per person
24 Sept - 1 Oct
just found
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.6/10 Excellent! (805 reviews)
Convenient to shops and restaurants.

Reviewed on 2 Aug. 2025

Hilton Garden Inn Merrillville

Hilton Garden Inn Merrillville

3 out of 5
Green Acres
Price was AU$2,767, price is now AU$2,438 per person
AU$2,438
per person
24 Sept - 1 Oct
just found
Return direct flight included
Sydney (SYD) to Chicago (ORD)
8.4/10 Very Good! (1,000 reviews)
The staff were absolutely wonderful. Everything was clean and they had an open bar and the bartender was absolutely amazing. The lady at the front desk couldn’t have been more helpful. It had been a long trip and they were right there, waiting on us hand and foot.

Reviewed on 19 Aug. 2025

Spark by Hilton Oak Forest

Spark by Hilton Oak Forest

3 out of 5
Price was AU$2,300, price is now AU$2,240 per person
AU$2,240
per person
24 Sept - 1 Oct
just found
Return direct flight included
Sydney (SYD) to Chicago (ORD)
7.2/10 Good! (15 reviews)
Limited options for someone with food allergies, bed was comfortable but room was hastily remodeled. Drywall dust everywhere, bathroom sink p trap not connected, shower curtain rod was moved and had wet drywall mud still in the patches, lock on door was hanging off. No one at desk for 10 minutes upon arriving, had to go ask for towels. Ice machine was broken and the one on the lower level was moldy. Pool was hot, hot tub out of order. For the price it was ok, room was just slapped together and not properly cleaned after construction.

Reviewed on 14 Aug. 2025

Tru By Hilton Merrillville

Tru By Hilton Merrillville

2.5 out of 5
Price was AU$2,349, price is now AU$2,307 per person
AU$2,307
per person
24 Sept - 1 Oct
just found
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (273 reviews)
Staff member Annette was so joyful and awesome that I drove away feeling blessed!

Reviewed on 22 Aug. 2025

Homewood Suites by Hilton Munster

Homewood Suites by Hilton Munster

3 out of 5
Price was AU$2,311, price is now AU$2,271 per person
AU$2,271
per person
24 Sept - 1 Oct
just found
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
I love how kind the staff was , they were amazing!

Reviewed on 22 Aug. 2025

Our guide on where to stay in Englewood

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

Our pick of the best Englewood Hotel Deals

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 1 Sept to 2 Sept
AU$273
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,210 reviews)
"The room and view were super nice. Even with not being on the waterfront side of the build we werent disappointed. Check in staff could be nicer but the bar staff was excellent. Nice and informative for travelers. The pier was i. Walking distance. Food and shopping all around and spotless insude ..."

Reviewed on 20 Aug. 2025

The Wade
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 AU$340 per night from 14 Sept to 15 Sept
AU$340
14 Sept - 15 Sept
includes taxes & fees
7.8/10 Good! (8,985 reviews)
"Nice view"

Reviewed on 23 Aug. 2025

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 3 Sept to 4 Sept
AU$275
3 Sept - 4 Sept
includes taxes & fees
8.4/10 Very Good! (4,752 reviews)
"Great location. Nice size rooms. Breakfast was really good, only way to busy and crowded during that experience. They should extend the breakfast hours by an hour to reduce the over crowding. Overall good stay. Would return.."

Reviewed on 23 Aug. 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,694 properties in Englewood
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.
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Frequently asked questions

How much does an Englewood holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Englewood from just AU$2,220. And the more you bundle, the more cash you save. Your dream holiday has never been more affordable.
How do I get a cheap travel package to Englewood?
Combining your hotel and flight with Expedia won't just save you time — it'll save you a pretty penny too. An Englewood holiday package makes it a breeze to arrange the ideal trip. With more than 550 airlines across the world to pick from, finding convenient flights that suit your schedule won't be difficult. In addition to that, we've got over 1 000 000 hotel options globally to choose from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Englewood?
With loads to explore in Englewood, it'd be convenient for you to book a hotel near its attractions. St. Bernard Hospital, Holy Cross Hospital and University of Illinois Mile Square Health Centre are some interesting ones to put on your to-do list.
How far in advance should I book my Englewood holiday?
While prices change from time to time, we generally recommend booking your holiday as soon as possible. Many international fares are found on Expedia up to a year in advance. If circumstances have left you booking late, you may still get lucky. Discount prices to Englewood sometimes occur just weeks before departure.
What does an Expedia Englewood travel package include?
It all depends on what kind of trip you're contemplating. Englewood travel deals can include hotels, car rentals and flights. You can mix and match to find the package that suits your style and budget. You can also add on activities and experiences after you've booked to pick up even bigger discounts.
What should I know before booking an Englewood travel package?
Find deals to suit your budget with an Expedia package. Hotels, airfares, rental cars — we have everything you need to plan your escape. You'll save precious cash just by combining your bookings. Whether you're heading away on a ski trip or relaxing on a sunny beach, your dream holiday is just clicks away.
Can I choose my airline with an Englewood Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Englewood holiday package?
Certainly, and we're here to help. You may be able to amend or cancel your Englewood holiday package at no cost if you booked in the last 24 hours. But you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, visit our Customer Service Portal for more information.

Discover the most popular places to visit in Englewood

Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

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
Grant Park

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Activities

River tour boat in Chicago

Architecture River Tour

AU$63
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

AU$69
per adult
96% of travellers recommend
Chicago By Night River & 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.