Lower West Side Holidays from £826
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Your Lower West Side Holiday
History, culture, food, fun — you'll find it all in Lower West Side. Discover the best of this neighbourhood with a holiday package to Lower West Side. Begin your trip to Lower West Side by heading to nearby attractions such as Willis Tower, University of Illinois Chicago and Skydeck Ledge. Whatever your dream Lower West Side holiday looks like, you can make it a reality with Expedia.
Price found within the past 48 hours. Click for updated prices.
Viceroy Chicago
Downtown Chicago
£1,371
per person
30 Dec - 4 Jan
found 1 day ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.4/10 Exceptional! (1,309 reviews)
The view from our room was a construction site and they did not allow us to do a late checkout. Was disappointed in the quality of our stay compared to previous stays with Viceroy.
Reviewed on 24 Oct 2026
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
4 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.
Magnificent Mile
Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top hotels in Lower West Side
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
£94
10 Nov - 11 Nov
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
£108
22 Nov - 23 Nov
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
£103
22 Nov - 23 Nov
includes taxes & fees
8.8/10 Excellent! (5,566 reviews)
"Best location possible. Loved the river and night skyline."
Reviewed on 25 Oct 2026
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.
Frequently asked questions
How much does a Lower West Side travel package cost?
Handcraft your Lower West Side package from an affordable £826. Choose from any combination of hotels, flights and rental cars to craft the getaway you've been dreaming about for ages. Be sure to add on some activities and experiences!
If I'm not able to travel, can I cancel my Lower West Side travel package?
Yes, you can. We realise even the best-laid plans can fail, so we're here to help if you have to make changes to your Lower West Side travel package. You may be able to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Head to our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Lower West Side?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got them all covered. Choose the combination that best suits you and see your savings grow. We know a travel package is never a one-size-fits-all. That's why Expedia offers over 550 partner airlines and 1,000,000 hotel options worldwide, which lets you customize your Lower West Side getaway.
Does Expedia offer Book Now, Pay Later Lower West Side holidays?
We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply click on the payment plan best suited to your needs during the checkout process and take away the stress of budgeting for your next trip. Remember to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:
- Pay monthly holidays: Klarna has convenient monthly payment plans that work for all types of budgets, so you can have that well-deserved holiday now.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay off your trip in multiple transactions.
- Low deposit holidays: When you want to jump on an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.
Where should I stay in Lower West Side?
Take the leg work out of sightseeing by staying in a hotel just a stone's throw away from Lower West Side's terrific attractions. Millennium Park and Wrigley Field are two of the best in this neighbourhood.
What are the top hotels in Lower West Side?
Hyatt Regency Chicago and The Godfrey Hotel Chicago are a couple of the most popular properties in Lower West Side. Why not check out the rates and amenities at each and then make up your mind?
How far in advance should I book my Lower West Side holiday?
It can be tricky to know when is the ideal time to book your Lower West Side trip. But generally the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to departure. If you're eager to escape on a last-minute getaway, no need to panic! There are plenty of fantastic bargains advertised on Expedia every single day.
What does an Expedia Lower West Side travel package include?
Much of that depends on you. You can pick from a variety of Lower West Side packages, such as a rental car, flight and hotel. 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 activities and experiences. Whatever your Lower West Side trip looks like, get ready to save!
What should I know before booking a Lower West Side travel package?
Find deals that match your budget with an Expedia package. Hotels, flights, rental cars — we have everything you need to plan your break. You'll save big bucks just by bundling your bookings. Whether you're going on a ski trip or drinking cocktails on a beach, your dream getaway is only clicks away.
Can I choose my airline with a Lower West Side Expedia travel package?
You can, and with over 550 airlines to select from across the globe, you have loads of choice. Browse the available options and find out which airline suits your needs and budget.
Stay near popular Lower West Side attractions
National Museum of Mexican Art
You can spend time exploring the galleries in National Museum of Mexican Art during your travels in Chicago. Experience the fascinating museums and acclaimed theatre scene in this vibrant area.
Radius - Chicago
You can get tickets for a performance at Radius - Chicago during your stay in Chicago. Experience the area's art scene and festivals.
The Geraghty
After visiting The Geraghty, make a plan to see the other sights and activities in Chicago. Experience the area's art scene and festivals.
Canalport Riverwalk Park
After visiting Canalport Riverwalk Park, make a plan to see the other sights and activities in Chicago. Experience the area's art scene and festivals.
St Pius Church
After visiting St Pius Church, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.
Chicago Art Department
After visiting Chicago Art Department, make a plan to see the other sights and activities in Chicago. Experience the area's art scene and festivals.
Simone's
Simone's is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the area's art scene and festivals.
Things to do
Skydeck Chicago at Willis Tower
£32
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
£30
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.