Far Southwest Side Holidays from AU$2,121

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The Latest Far Southwest Side Holiday Deals

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

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$3,292, price is now AU$2,121 per person
AU$2,121
per person
25 Jan - 28 Jan
found 9 hours ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
8.4/10 Very good! (3,148 reviews)
Location is great. Room is small.

Reviewed on 8 Nov 2026

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was AU$4,430, price is now AU$2,847 per person
AU$2,847
per person
25 Jan - 28 Jan
found 9 hours ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was AU$3,634, price is now AU$2,346 per person
AU$2,346
per person
25 Jan - 28 Jan
found 9 hours ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
I’ve stayed at Talbott before and enjoyed it, but this time was pretty disappointing! Towel and amenity services were awful and the shower was very poor pressure.

Reviewed on 8 Nov 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was AU$4,057, price is now AU$2,628 per person
AU$2,628
per person
25 Jan - 28 Jan
found 9 hours ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Very good service

Reviewed on 9 Nov 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Price was AU$3,374, price is now AU$2,201 per person
AU$2,201
per person
25 Jan - 28 Jan
found 9 hours ago
Return flight included
Melbourne (MEL) to Chicago (ORD)
9.2/10 Wonderful! (2,181 reviews)
Khouri did a great job checking us in and explaining the setup. We didn’t really care for carpet, but we accepted it. We had a double room and unfortunately, both beds were not comfortable. The tub water backed up when taking showers. We called front desk in the morning after taking our first shower and noticed the problem. The front desk never sent anyone to address it. The shower walls had moldy-looking grout. There was a rusty, moldy look just under the tub faucet. The gym was decent. Just an okay hotel, not great by any means. Don’t plan to return.

Reviewed on 9 Nov 2026

Our guide on where to stay in Far Southwest Side

Find the best Far Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Far Southwest Side
A cityscape at dusk with illuminated buildings and a waterfront.

Beverly

2 out of top 10 points of interest in this area

Beverly is well liked for its restaurants and churches. If you're hoping to see more of the larger area, Childrens Museum of Oak Lawn and Martin Luther King Drive are some interesting sights nearby to check out.

Find hotels in Beverly

Far Southwest Side Holiday

Far Southwest Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)

Our pick of the best Far Southwest Side 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$201 per night from 22 Nov to 23 Nov
AU$201
22 Nov - 23 Nov
includes taxes & fees
8/10 Very good! (10,140 reviews)
"Es buena"

Reviewed on 9 Nov 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$201 per night from 11 Nov to 12 Nov
AU$201
11 Nov - 12 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 10 Dec to 11 Dec
AU$184
10 Dec - 11 Dec
includes taxes & fees
River Hotel
See all 4,598 properties in Far Southwest Side
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
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beach holidays
Beach Holidays
Beach Holidays

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.
See properties

What to do in Far Southwest Side

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

AU$58
per adult
92% of travellers recommend
Art Institute of Chicago
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

AU$61
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
See all activities in Far Southwest Side

Frequently asked questions

How much does a Far Southwest Side holiday package cost?
Tailor make your Far Southwest Side holiday package from an affordable AU$2,121. Choose from any combination of rental cars, flights and hotels to craft the getaway you've been dreaming about. Remember to add on some activities and experiences!
How do I get a cheap travel package to Far Southwest Side?
Combining your flight and hotel with Expedia won't just save valuable time — it'll save you a nice amount too. A Far Southwest Side holiday package makes it a cinch to create your dream adventure. With more than 550 airlines all over the world to choose from, finding convenient flights that fit your schedule will be no sweat. On top of that, we have over 1 000 000 hotel options globally to pick from. Now that's what you call choice. Whatever your budget, Expedia can show you the world.
What are the top hotels in Far Southwest Side?
Check out the deals at Congress Plaza Hotel and LondonHouse Chicago, Curio Collection by Hilton in Chester Highlands. Any good Far Southwest Side itinerary has to include a stop in this great city!
How far in advance should I book my Far Southwest Side holiday?
It can be hard to know when is the perfect time to book your Far Southwest Side trip. But typically the earlier you book, the more affordable the prices. In some cases, you can reserve your flights and hotels nearly a year prior to departure. If you're considering a last-minute getaway, no need to panic! There are incredible bargains posted on Expedia every single day.
What does an Expedia Far Southwest Side travel package include?
Flights, hotels and car rentals — we connect you to the best deals. All you'll have to do is select your favourite combination. Once you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to customize an awesome Far Southwest Side trip.
What should I know before booking a Far Southwest Side travel package?
Whether it's relaxation or adventure you're chasing, a Far Southwest Side holiday package lets you organise your escape your way. Plus, you'll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Far Southwest Side Expedia holiday package?
With a holiday package, you're the one in charge. Whether you want to fly to Far Southwest Side in business or coach, simply pick from the available airline options. Expedia has access to more than 550 partner airlines globally.
If I'm not able to travel, can I cancel my Far Southwest Side holiday package?
If your holiday plans in Far Southwest Side have been upended, it's good to know that it is possible to cancel your booking. If you booked less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. For more details, check our Customer Service Portal.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.