Book Exclusive Lower West Side Vacation Packages

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Lower West Side flight + hotel packages

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for Trump International Hotel & Tower Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby. Discover genuine guest reviews for Pendry Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 14 - Jun. 18
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Popular attractions Millennium Park and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Fairmont Chicago at Millennium Park Gold Experience, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Peninsula Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 21 - Jun. 24
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast. Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for DoubleTree by Hilton Chicago - Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Top Lower West Side hotels deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
per night
Apr. 28 - Apr. 29
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Art Institute of Chicago are located nearby. Discover genuine guest reviews for Congress Plaza Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Breakfast available
Parking available
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $169 per night
CA $169
per night
Apr. 21 - Apr. 22
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for River Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Parking available
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $207 per night
CA $207
per night
Apr. 23 - Apr. 24
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Eurostars Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Spa
Parking available
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $120 per night
CA $120
per night
Apr. 21 - Apr. 22
Stay at this 4-star boutique hotel in Chicago. Enjoy a 24-hour health club, onsite parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Hotel Felix River North/Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Parking available
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
per night
Apr. 21 - Apr. 22
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Art Institute of Chicago and Millennium Park are located nearby. Discover genuine guest reviews for Club Quarters Hotel, Central Loop, Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Breakfast available
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free cancellation
The price is CA $274 per night
CA $274
per night
Apr. 21 - Apr. 22
Stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for InterContinental Chicago Magnificent Mile, an IHG Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Spa
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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.

Popular places to visit

Image for Chicago Arts District

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 theater scene.

Chicago Arts District
Image for Canalport Riverwalk Park

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
Image for National Museum of Mexican Art

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 scene and fascinating museums in this vibrant area.

National Museum of Mexican Art

Lower West Side Vacations

Sometimes getting lost is the best way to discover a new and unfamiliar place. That said, it's always a good idea to know some basic details about your destination before you head off. Read on for a few basics about Lower West Side.

Around 3 miles (5 kilometers) southwest of downtown Chicago, Lower West Side is one of the neighborhoods that make this city so appealing.

Forget about the attractions — it's the locals that make a place tick. Here in Chicago, you'll find 2,700,000 of them.

Hotels in Lower West Side

Securing someplace to stay in the very center of Lower West Side isn't the easiest thing to do, but there are a few wonderful options a little further out. Choose from 166 properties a short commute away and then get down to planning the fun stuff!

Not sure where to spend your nights? The Chicago Premier Suites (540 N State Street) and the Chicago Downtown Condo - Michigan Ave Suite ID #14-15 (1255 S. Michigan Avenue) are popular with many travelers. Whether you pick the first property or the second, you'll get a wonderful night's sleep.

Places to visit in Lower West Side

Think of yourself as an art lover? Feast your eyes on inspiring works and try to interpret the story behind them at Mexican Fine Arts Center Museum. Want more close by options? You don't have to know your Rembrandts from your Raphaels to enjoy an excursion to National Museum of Mexican Art. It hosts a well-curated array of exhibits that'll capture your interest and let your imagination run wild. And that's not all. Want to add some greater meaning to your travels? Make the journey to St Pius Church. No matter your spiritual beliefs, it's an excellent place to observe and learn about the local faith.

Where do you fly into for Lower West Side?

Grab your luggage and passport and get set for an unforgettable adventure. When you disembark at Midway International Airport (MDW), you'll be just 6 miles (10 kilometers) southwest of Lower West Side.

Frequently asked questions

How much are vacation packages to Lower West Side?
Epic adventures await in Lower West Side, with Travelocity vacation packages starting from just CA $1,022. Providing both hotels and flights, these terrific deals make it a breeze to experience more of our wonderful planet.
Where can I get the best vacation package deals for Lower West Side?
It’s simple — head to Travelocity. With 400 airlines and 665,000 properties worldwide, it’s a piece of cake to craft a Lower West Side package deal that fits your budget.
Why should I book my Lower West Side vacation bundle with Travelocity?
We offer 24/7 customer support, first-rate service and a Price Match Guarantee. Life is one big journey — and we have amazing destinations for you to journey to all across the world. Wander with us and your bank balance will thank you for it.
Can I save on my Lower West Side car rental if I combine it with my hotel or flight?
Most definitely — and booking one of our Lower West Side vacation packages is an excellent way to do this. Bundle any combination of a hotel, flight, car and tour and score awesome discounts. The more you bundle, the more you’ll save. There are so many landmarks in Lower West Side to stick on your itinerary, including Six Flags Great America (60 kilometersfrom Lower West Side). Nothing tops discovering places like this with the freedom of your own wheels.
What is the best time of year to go to Lower West Side?
Head off in and spend more of your money on memorable experiences, rather than your hotel room. This is the least costly month to book a stay. Prices are highest in , so avoid traveling during this time if you’re hoping to save. is the peak period in Lower West Side. You’ll need to book early and be prepared to pay premium prices. are the least popular months to travel.
What is there to do in Lower West Side?
As you’re strolling through Lower West Side, check out National Museum of Mexican Art and St Pius Church. You won’t be short of things to do!
Where should I stay when visiting Lower West Side?
If you’re looking for a Lower West Side base, the Pilsen Roadhouse should definitely be on your list. Many visitors spend their nights at this top option.
Can I go on vacation to Lower West Side at this time?
Our team has the local knowledge to help make your vacation dreams a reality, so before organizing your trip to Lower West Side, check out our Covid-19 Travel Advisor. It has the latest info about quarantine policies, travel restrictions and much more.