Lower West Side Holidays from £1,280

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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.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
1 Jun - 5 Jun
Return flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,152 reviews)
Amazing. Definitely coming back!

Reviewed on 20 Apr 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
1 Jun - 5 Jun
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (650 reviews)
Great customer service

Reviewed on 21 Apr 2024

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
per person
22 Jul - 25 Jul
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on 10 Jan 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
22 Jul - 25 Jul
Return direct flight included
Glasgow (GLA) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
The staff are thoughtful and provide the best service. While I was there, I was already planning to come back and stay there again!

Reviewed on 24 Apr 2024

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
per person
1 Jun - 5 Jun
Return flight included
London (LON) to Chicago (ORD)
8.4/10 Very Good! (1,827 reviews)
This was an amazing place to stay can’t wait to go back

Reviewed on 26 Apr 2024

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 featuring a city

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.

Find hotels in Downtown Chicago

Top hotels in Lower West Side

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 £106 per night from 29 Apr to 30 Apr
£106
per night
29 Apr - 30 Apr
7.6/10 Good! (6,588 reviews)
"A great older hotel. Very happy with my stay here."

Reviewed on 23 Apr 2024

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 £124 per night from 28 Apr to 29 Apr
£124
per night
28 Apr - 29 Apr
8.6/10 Excellent! (2,805 reviews)
"Wonderful stay in the best part of town"

Reviewed on 24 Apr 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £160 per night from 28 Apr to 29 Apr
£160
per night
28 Apr - 29 Apr
8.2/10 Very Good! (1,861 reviews)
Lukester trip
"Very nice and clean and the staff was on point"

Reviewed on 25 Apr 2024

Eurostars Magnificent Mile
See all 4,215 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Lower West Side travel package cost?
Handcraft your Lower West Side package from an affordable £1,280. 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.

Popular places to visit

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Chicago Arts District

You can enjoy some culture when you stop by Chicago Arts District in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Chicago Arts District
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Canalport Riverwalk Park

Explore the great outdoors at Canalport Riverwalk Park, a lovely green space in Chicago. Experience the area's art scene and festivals.

Canalport Riverwalk Park
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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 acclaimed art galleries and fascinating museums in this vibrant area.

National Museum of Mexican Art

Things to do

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

£43
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

£59
Per adult
100% of travellers recommend
Chicago Pizza Tour
Image for Chicago Museum of Contemporary Art: General Admission Ticket

Chicago Museum of Contemporary Art: General Admission Ticket

£17
Per adult
90% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
See all activities in Chicago

More trip options

* 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.