West Loop Gate Holidays from AU$808

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Your West Loop Gate Holiday

If you're craving a busy break, our West Loop Gate holiday packages are the answer. Whether you're here for its shopping, bars and pubs or dining, this neighbourhood has a little bit of something for every visitor. Not sure what to do during your trip to West Loop Gate? Nearby attractions such as University of Illinois Chicago, United Centre and Credit Union 1 Arena are great places to start. Expedia can help turn your dream West Loop Gate holiday into reality, no matter your budget or travel plans.

Top Holiday Package Deals in West Loop Gate

Price found within the past 48 hours. Click for updated prices.
The Drake

The Drake

4 out of 5
Downtown Chicago
Price was AU$1,183, price is now AU$808 per person
AU$808
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
8.8/10 Excellent! (1,291 reviews)
In spite of the great features, this overpriced hotel runs down with old furniture. We had a great beach front view but there is no direct access though.

Reviewed on 17 Oct 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was AU$1,974, price is now AU$1,358 per person
AU$1,358
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Raleigh (RDU) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
The front desk staff was super friendly and helpful. After waking up at 4am to catch an early flight, we were thrilled when they had a room ready for us for early check-in. Hyatt does a great job with room lay-outs. It was obvious that our room was recently renovated with a modern conveniences like motorized shades, a comfy window seat, hidden bar and Nespresso maker, and clean decor. Our friends were staying around the corner at the Ritz and liked our room better.

Reviewed on 14 Oct 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$2,045, price is now AU$1,417 per person
AU$1,417
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Excellent luxury atmosphere with second to none customer service. The bathroom was very nice. Although the toilet has a slight odor that was unexpected for the high quality room and hotel.

Reviewed on 15 Oct 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was AU$1,193, price is now AU$850 per person
AU$850
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
The front desk morning shift male employee was very nice and

Reviewed on 16 Oct 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was AU$1,417, price is now AU$1,025 per person
AU$1,025
per person
16 Nov - 19 Nov
found 1 day ago
Return flight included
Greensboro (GSO) to Chicago (ORD)
9.4/10 Exceptional! (1,085 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.

Reviewed on 16 Oct 2025

Our guide on where to stay in West Loop Gate

Find the best West Loop Gate areas and neighborhoods for the activities you enjoy most. Learn more about West Loop Gate
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 West Loop Gate Hotel Deals

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$230 per night from 2 Nov to 3 Nov
AU$230
2 Nov - 3 Nov
includes taxes & fees
8/10 Very Good! (9,398 reviews)
"Was conveniently located"

Reviewed on 13 Oct 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$147 per night from 10 Nov to 11 Nov
AU$147
10 Nov - 11 Nov
includes taxes & fees
7.8/10 Good! (2,475 reviews)
"Room needs to be cleaned a little thoroughly and then repainted but generally, I like the place"

Reviewed on 15 Oct 2025

Freehand Chicago
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$203 per night from 16 Nov to 17 Nov
AU$203
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (3,088 reviews)
"Clean rooms, great service."

Reviewed on 13 Oct 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,534 properties in West Loop Gate
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a West Loop Gate holiday package cost?
Perhaps less than you imagined — from only AU$808, in fact! By bundling flights, hotels and car rentals into your own custom-built package, your West Loop Gate escape is just a few clicks away.
How do I get a cheap travel package to West Loop Gate?
By bundling. Hotels, flights and rental cars — combine whatever you need into a West Loop Gate holiday package and save. Score even better deals when you add extras such as sightseeing tours to your booking. But that's not the only good part. You have the freedom to customize your holiday your way. We offer more than 550 airlines and 1 000 000 hotel options all over the world, so that everyone has an opportunity to travel and live out those holiday dreams.
Where should I stay in West Loop Gate?
Most visitors who travel to West Loop Gate include University of Illinois Chicago and United Centre on their must-see lists. Why not consider a hotel close to one of these popular attractions?
What are the top hotels in West Loop Gate?
Hampton Inn Chicago Downtown West Loop and Homewood Suites by Hilton Chicago Downtown West Loop are among the most well-known properties in West Loop Gate. Why not check out the facilities and rates at each and then decide?
How far in advance should I book my West Loop Gate holiday?
Savvy travellers will likely want to reserve their seats early. You can normally look up international airfares on Expedia up to 12 months before your flight. If you're booking at the last minute, don't worry. Bargain prices occasionally become available just weeks before departure.
What does an Expedia West Loop Gate travel package include?
Travel packages include rental cars, hotels and flights, but you can mix and match them to create your dream West Loop Gate escape. You can also add on activities and tours once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a West Loop Gate travel package?
Our prices are already low. However, you'll grab even more bargains if you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and tons of choice.
Can I choose my airline with a West Loop Gate Expedia holiday package?
Yes, you're in control. We offer more than 550 partner airlines worldwide, so you can design your West Loop Gate escape according to your travel needs.
If I'm not able to travel, can I cancel my West Loop Gate holiday package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your West Loop Gate holiday package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For further information, visit our Customer Service Portal. We're here to help you each step of the way.

Activities

River tour boat in Chicago

Architecture River Tour

AU$74
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

AU$67
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$37
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.