Lower West Side Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Aug 6 - Aug 8

    Chicago Marriott Suites Deerfield + Flight

    Deerfield
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,008 reviews)
    "The staff was very helpful"
    Reviewed June 8, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$2,360
    AU$2,271
    per traveller
    found 16 hours ago
    Chicago Marriott Suites Deerfield
  • Smart TV
    Aug 6 - Aug 7

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    1 night
    4.0 star property
    9.2/10 - Wonderful (493 reviews)
    "Fully equipmet"
    Reviewed June 2, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 2 stops ORD - SYD • 2 stops
    AU$2,760
    AU$2,634
    per traveller
    found 16 hours ago
    Level Chicago Fulton Market
  • Indoor pool, open 6:00 AM to 9:00 PM, pool loungers
    Aug 6 - Aug 7

    Nobu Hotel Chicago + Flight

    Downtown Chicago
    1 night
    5.0 star property
    9.4/10 - Exceptional (863 reviews)
    "Beautiful room. Well appointed. love the ambiance. Ashley Cartagena was very helpful with reservations!! Great location. Do not eat here, food is not good especially for the price. Rooftop bar view is cute but cocktails not great, I would skip them. There are dozens of cute coffee shops, bakeries, restaurants, bars & shops all steps away. would definitely stay here again."
    Reviewed May 28, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 2 stops ORD - SYD • 2 stops
    AU$2,757
    AU$2,660
    per traveller
    found 16 hours ago
    Nobu Hotel Chicago
  • Lobby
    Aug 6 - Aug 8

    Embassy Suites by Hilton Chicago Lombard Oak Brook + Flight

    Lombard
    2 nights
    3.5 star property
    8.2/10 - Very good (1,616 reviews)
    "Very nice staff. Great breakfast. Security to make you feel safe."
    Reviewed June 7, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$2,362
    AU$2,287
    per traveller
    found 16 hours ago
    Embassy Suites by Hilton Chicago Lombard Oak Brook
  • Bar (on property)
    Aug 6 - Aug 8

    Wyndham Garden Schaumburg Chicago Northwest + Flight

    Schaumburg
    2 nights
    3.0 star property
    6.8/10 - (1,007 reviews)
    "My stay was great"
    Reviewed June 2, 2026
    Return • Sydney (SYD) - Chicago (ORD)
    SYD - ORD • 1 stop ORD - SYD • 1 stop
    AU$2,351
    AU$2,284
    per traveller
    found 16 hours ago
    Wyndham Garden Schaumburg Chicago Northwest

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$229 per night from 29 June to 30 June
AU$229
29 June - 30 June
includes taxes & fees
8/10 Very Good! (10,201 reviews)
"Just didn’t feel nice enough for the price"

Reviewed on 8 June 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundable
The price is AU$256 per night from 28 June to 29 June
AU$256
28 June - 29 June
includes taxes & fees
7.8/10 Good! (1,536 reviews)
"The property was good, no pool which is fine for us. Read that there was a hidden mandatory fee but book with Expedia and that was not the case. Card didn’t open the door to the hotel room on 2 occasions but that was the only hiccup"

Reviewed on 8 June 2026

The Chicago Hotel Collection - Magnificent Mile
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$273 per night from 1 July to 2 July
AU$273
1 July - 2 July
includes taxes & fees
8.2/10 Very Good! (1,565 reviews)
"No water sold in the hotel. Instead they tried to upsell me in a package that I didn’t need. Think you need to change that policy. Our entire group of 4 rooms were disappointed."

Reviewed on 7 June 2026

The Chicago Hotel Collection Ambassador Gold Coast
See all 4,762 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.
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 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 . 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$37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

AU$55
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

AU$56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.