Lower West Side Holidays from AU$1,102

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Your Lower West Side Holiday

Discover the delights of Lower West Side with a tailor-made Lower West Side holiday package. From its history to its culture and beyond, this neighbourhood offers plenty of opportunities for relaxation and fun. Your trip to Lower West Side wouldn't be complete without a visit to top attractions nearby such as University of Illinois Chicago, United Centre and Anna and Frederick Douglass Park. Don't just dream it — make it happen! Reserve your perfect Lower West Side holiday with Expedia and experience travel your way.

Top Holiday Package Deals in Lower West Side

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$1,480, price is now AU$1,102 per person
AU$1,102
per person
10 June - 14 June
found 10 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.2/10 Very Good! (2,636 reviews)
Very nice place and staff, breakfast very well prepared and served

Reviewed on 23 Apr 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was AU$1,783, price is now AU$1,310 per person
AU$1,310
per person
10 June - 14 June
found 10 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
8.4/10 Very Good! (1,882 reviews)
Clean rooms, small rooms, small elevators. Friendly and helpful staff.

Reviewed on 21 Apr 2026

L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
Downtown Chicago
Price was AU$1,785, price is now AU$1,349 per person
AU$1,349
per person
10 June - 14 June
found 10 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.6/10 Exceptional! (3,910 reviews)
Room was very clean. Breakfast was great.

Reviewed on 23 Apr 2026

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was AU$1,724, price is now AU$1,344 per person
AU$1,344
per person
10 June - 14 June
found 10 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.4/10 Exceptional! (1,047 reviews)
This property is in a great location. The staff were friendly and the room was clean. The room we were in was very small and used. The building is really cool but we were super disappointed with it being under construction with no place to hang out and have a drink. We weren’t notified of the construction until right before our stay. We would have chosen somewhere else because of this.

Reviewed on 21 Apr 2026

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Price was AU$1,851, price is now AU$1,444 per person
AU$1,444
per person
10 June - 14 June
found 10 hours ago
Return flight included
Los Angeles (LAX) to Chicago (ORD)
9.2/10 Wonderful! (2,975 reviews)
Booked for a stay cation at a busy time . The pool Was a highlight Burt does has carpet in the testing area and other parties left it unkept but house keeping came at the end of the end would be better if there was an attendant near rendering towels

Reviewed on 19 Apr 2026

Our guide on where to stay in Lower West Side

Find the best Lower West Side areas and neighborhoods for the activities you enjoy most. Learn more about Lower West Side
Downtown Chicago

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 Lower West 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$189 per night from 26 Apr to 27 Apr
AU$189
26 Apr - 27 Apr
includes taxes & fees
8/10 Very Good! (10,126 reviews)
The room shown in the picture is not the one they put me on

Reviewed on 21 Apr 2026

Congress Plaza Hotel
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$208 per night from 27 Apr to 28 Apr
AU$208
27 Apr - 28 Apr
includes taxes & fees
8.8/10 Excellent! (5,117 reviews)
Great location, no restaurant/bar. Room was fine and small

Reviewed on 23 Apr 2026

River Hotel
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 29 Apr to 30 Apr
AU$184
29 Apr - 30 Apr
includes taxes & fees
8.2/10 Very Good! (2,631 reviews)
Very nice place and staff, breakfast very well prepared and served

Reviewed on 23 Apr 2026

Hotel Felix River North/Magnificent Mile
See all 4,835 properties in Lower West 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.
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Frequently asked questions

How much does a Lower West Side holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Lower West Side from just AU$1,102. And the more you bundle, the more cash you save. The holiday of your dreams has never been so affordable.
How do I get a cheap travel package to Lower West Side?
Combine your bookings with Expedia to save on your next exciting adventure. With over 550 partner airlines and 1 000 000 properties throughout the world, your Lower West Side holiday package can be customized exactly to suit your travel style. With all that extra money, why not throw in a few interesting tours and activities? It's an easy way to unlock even more discounts. Your dream holiday in Lower West Side is closer than you thought!
Where should I stay in Lower West Side?
Most people who travel to Lower West Side include both University of Illinois Chicago and United Centre on their bucket lists. Why not reserve a hotel as close as possible to these iconic attractions?
How far in advance should I book my Lower West Side holiday?
Reserving your seat early with Expedia means one less thing to have to worry about. Most carriers advertise tickets up to a year in advance. This is often the cheapest time to book. If circumstances have left you booking late, low prices to Lower West Side sometimes become available a few weeks before departure.
What does an Expedia Lower West Side travel package include?
It comes down to what you're after. If you're travelling alone, you might decide to combine flights and hotels. Taking the whole family to Lower West Side? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Lower West Side travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like sightseeing tours or experiences. Your next awesome holiday is only a couple of clicks away.
Can I choose my airline with a Lower West Side Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have access to more than 550 partner airlines across the globe, so you have loads of choice when putting together your Lower West Side adventure.
If I'm not able to travel, can I cancel my Lower West Side holiday package?
We totally understand — life can throw you the odd curveball. If you've locked in a Lower West Side holiday package and have to cancel or amend it, we can help. It's always worth taking a look at our Customer Service Portal first for information. But in general, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's more than 24 hours, your hotel, airline or car rental company may impose a charge.

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$38
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Art Institute of Chicago

Art Institute of Chicago

AU$56
per adult
92% of travellers recommend
Art Institute of 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.