Greater Grand Crossing Holidays from AU$274

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Your Greater Grand Crossing Holiday

Organising your next break just got easier with a holiday package to Greater Grand Crossing. Embrace the best this neighbourhood has to offer while making fond memories you won't forget. Your trip to Greater Grand Crossing wouldn't be complete without exploring major attractions nearby such as University of Chicago, Chicago Museum of Science and Industry and Robie House. Expedia is here to help put your travel plans into action. Book your ideal Greater Grand Crossing holiday today.

Top Holiday Package Deals in Greater Grand Crossing

Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was AU$382, price is now AU$274 per person
AU$274
per person
10 Jan - 12 Jan
found 4 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
7.6/10 Good! (1,002 reviews)
Clean rooms, great location in Evanston near the university. Helpful staff.

Reviewed on 17 Nov 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$849, price is now AU$558 per person
AU$558
per person
10 Jan - 12 Jan
found 14 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
It's always perfection at the Trump. King suite with Lake view is the ultimate

Reviewed on 2 Dec 2025

Hotel Chicago Downtown, Autograph Collection by Marriott

Hotel Chicago Downtown, Autograph Collection by Marriott

4 out of 5
Downtown Chicago
Price was AU$427, price is now AU$300 per person
AU$300
per person
10 Jan - 12 Jan
found 14 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
Staff were very pleasant and helpful. We will definitely be back.

Reviewed on 26 Nov 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was AU$672, price is now AU$505 per person
AU$505
per person
9 Jan - 11 Jan
found 1 day ago
Return flight included
Dallas (DFW) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
The family room we stayed has a wide airport view, which I’m so impressed with.

Reviewed on 2 Dec 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was AU$739, price is now AU$567 per person
AU$567
per person
2 Jan - 4 Jan
found 14 hours ago
Return flight included
Dallas (DFW) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on 26 Nov 2025

Our guide on where to stay in Greater Grand Crossing

Find the best Greater Grand Crossing areas and neighborhoods for the activities you enjoy most. Learn more about Greater Grand Crossing
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 Greater Grand Crossing Hotel Deals

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
The price is AU$168 per night from 18 Dec to 19 Dec
AU$168
18 Dec - 19 Dec
includes taxes & fees
8.4/10 Very Good! (5,333 reviews)
The location is great! We had to leave a couple hours into our stay due to a major snowstorm so my feedback is limited. We weren’t able to enjoy the breakfast this time but it was fantastic last time we were there. The room was very clean and staff were extremely helpful. I received a text asking ...

Reviewed on 30 Nov 2025

Embassy Suites by Hilton Chicago Downtown River North
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 AU$149 per night from 7 Dec to 8 Dec
AU$149
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (3,402 reviews)
Loved it!

Reviewed on 29 Nov 2025

Hilton Chicago/Magnificent Mile Suites
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 28 Dec to 29 Dec
AU$224
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (2,121 reviews)
W

Reviewed on 2 Dec 2025

Palmer House a Hilton Hotel
See all 4,667 properties in Greater Grand Crossing
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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beach holidays
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Frequently asked questions

How much does a Greater Grand Crossing holiday package cost?
Live it up in Greater Grand Crossing from just AU$274. Choose from a wonderful selection of hotels, flights and rental cars to suit every budget and style. Pick up even better deals when you add some activities or tours to your package.
How do I get a cheap travel package to Greater Grand Crossing?
Just imagine all the fabulous things you could do in Greater Grand Crossing with extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Greater Grand Crossing holiday package. You have plenty of choice when you book with Expedia too. In fact, you can select from over 550 airlines and 1 000 000 properties around the world. Whether you're taking off with the entire family or going it alone, organising a getaway to Greater Grand Crossing is better with a package.
Where should I stay in Greater Grand Crossing?
A visit to Greater Grand Crossing isn't complete without seeing University of Chicago and Chicago Museum of Science and Industry. Reserve a room close by for quick access to these famous sights.
How far in advance should I book my Greater Grand Crossing holiday?
While not all airlines advertise ticket prices early, customers are usually able to look up international flights on Expedia up to 12 months in advance. This is the time when you can nab some incredible bargains. If you're purchasing tickets last minute, you might still be in luck. Low prices occasionally become available just weeks prior to departure.
What does an Expedia Greater Grand Crossing travel package include?
That depends on you. You can select from a variety of Greater Grand Crossing packages, such as a hotel, rental car and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like tours and activities. Whatever your ideal Greater Grand Crossing break looks like, get set to save!
What should I know before booking a Greater Grand Crossing travel package?
You'll pick up great savings when you bundle your hotels, flights and rental cars into a package. Not only that, booking everything in one place just makes things easier. So why waste your time or money? Whether you're organising a luxury city stay with your love or a budget solo adventure, take a look at our holiday packages today.
Can I choose my airline with a Greater Grand Crossing Expedia holiday package?
Yes, and with more than 550 airlines to choose from worldwide, you have loads of choice. Take a look at the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Greater Grand Crossing holiday package?
Plans can change unexpectedly, so yes, you can. You may be able to cancel and rebook your Greater Grand Crossing holiday package at no cost if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, hotel or airline may charge a fee. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Greater Grand Crossing

Greater Salem Baptist Church

After visiting Greater Salem Baptist Church, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed art galleries in this vibrant area.

Greater Salem Baptist Church

Activities

Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$69
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Art Institute of Chicago

Art Institute of Chicago

AU$62
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$38
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.