Lower West Side Vacation Packages

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Top Holiday Package Deals in Lower West Side

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 16 - Jun. 20
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Glad to choose this hotel to be the first time at the city. I feel completely safe and welcoming, the hotel is beautiful, smell amazing, the employees are very attentive. They are there for all your needs. The location is well centered at the loop and you have restaurant, stores and all that you need walking around ! I do a long research to choose due the variety around , now I cam say that I dont regret. I will.go back to this beautiful city and stay at The Langham again.

Reviewed on Apr. 22, 2024

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 10 - Jun. 14
Roundtrip non-stop flight included
Halifax (YHZ) to Chicago (ORD)
9.8/10 Exceptional! (1,007 reviews)
Very happy with all aspects of my stay!

Reviewed on Apr. 21, 2024

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. 5 - Jun. 12
Roundtrip non-stop flight included
Halifax (YHZ) to Chicago (ORD)
9.2/10 Wonderful! (95 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 27 - Jul. 2
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,138 reviews)
Quiet area to hang out in with fireplace. Nice pool. Great area for walking to a lot of things.

Reviewed on Apr. 22, 2024

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
per person
Jul. 1 - Jul. 5
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
The staff were welcoming, courteous, and friendly. The location was perfect and room was beautiful and clean!

Reviewed on Apr. 14, 2024

Prices and availability subject to change. Additional terms may apply.

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 showing a city

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Grant Park and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

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 CA $155 per night from Apr. 24 to Apr. 25
CA $155
CA $182 total
includes taxes & fees
Apr 24 - Apr 25
7.6/10 Good! (6,584 reviews)
"Good location"

Reviewed on Apr. 21, 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 CA $181 per night from Apr. 28 to Apr. 29
CA $181
CA $212 total
includes taxes & fees
Apr 28 - Apr 29
8.6/10 Excellent! (2,808 reviews)
"The room wasn't done during my stay"

Reviewed on Apr. 22, 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 CA $219 per night from Apr. 28 to Apr. 29
CA $219
CA $257 total
includes taxes & fees
Apr 28 - Apr 29
8.2/10 Very Good! (1,854 reviews)
"The room was fantastic and the staff were very friendly and helpful. Would definitely book again!"

Reviewed on Apr. 19, 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Lower West Side vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Lower West Side from just CA $1,122. And the more you bundle, the more cash you save. The vacation 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 vacation 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 vacation 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 Center 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 vacation?
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 traveling 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 vacation is only a couple of clicks away.
Can I choose my airline with a Lower West Side Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation 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 vacation package?
We totally understand — life can throw you the odd curveball. If you’ve locked in a Lower West Side vacation 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.

Discover the most popular places to visit in Lower West Side

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

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

CA $73
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

CA $102
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

CA $30
Per adult
90% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
See all activities in Chicago

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.