West Loop Vacation Packages

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Top Holiday Package Deals in West Loop

Price found within the past 48 hours. Click for updated prices.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
per person
Aug. 10 - Aug. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,004 reviews)
Perfect area to go shopping, check out tourist attractions, or relax at the beach. Very convenient area to head to Lakefront Trail as well for a morning run. Staff was helpful and friendly during every interaction. I really loved all the benefits you received through the destination fee. Property was clean and attentive. In a very walkable area and close to public transportation.

Reviewed on Jun. 3, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 10 - Aug. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Very nice staff except for the guy at the front desk with the hair braided back very rude. I pray I never encounter him again I come to the Trump all the time and this was my first encounter with him very unwelcoming and dry.

Reviewed on Jun. 4, 2024

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 10 - Aug. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,006 reviews)
my stay went really well! staff were friendly and always attentive. housekeeping were really friendly and nice. everything met our needs and the view was nice to see. thank you!

Reviewed on Jun. 2, 2024

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 30 - Sep. 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,005 reviews)
Well kept, great location and friendly staff!

Reviewed on May 31, 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
Aug. 15 - Aug. 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (97 reviews)
Outstanding service and facility.

Reviewed on Jan. 10, 2024

Where to stay in West Loop

Find the best West Loop areas and neighborhoods for the activities you enjoy most. Learn more about West Loop
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 Navy Pier and Millennium Park 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

West Loop Hotel Deals

Nobu Hotel Chicago
Nobu Hotel Chicago
5 out of 5
155 N. Peoria Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $546 per night from Jul. 4 to Jul. 5
CA $546
CA $641 total
includes taxes & fees
Jul 4 - Jul 5
9.2/10 Wonderful! (475 reviews)
"I had a great stay, everything was perfect including the staff"

Reviewed on May 28, 2024

Nobu Hotel Chicago
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 $225 per night from Jun. 16 to Jun. 17
CA $225
CA $264 total
includes taxes & fees
Jun 16 - Jun 17
7.6/10 Good! (6,849 reviews)
"Great location, historic feel. Pleasant stay"

Reviewed on Jun. 4, 2024

Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $276 per night from Jul. 2 to Jul. 3
CA $276
CA $324 total
includes taxes & fees
Jul 2 - Jul 3
8/10 Very Good! (2,353 reviews)
Perfect location for a Chicago stay with family
"We have stayed here several times and have had a great experience each time. The staff is always friendly, especially the Bellman, and everyone else we encountered. The room was clean and comfortable. The breakfast was delicious as always. We choose this hotel for its location specifically. We can ..."

Reviewed on Jun. 4, 2024

Embassy Suites by Hilton Chicago Downtown River North
See all 4,207 properties in West Loop
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 West Loop vacation package cost?
Our West Loop packages, which start from just CA $732, are the best way to save money. Handpick your favorite flights, hotels and rental cars to create a personalized getaway.
How do I get a cheap travel package to West Loop?
If you love bargains, bundle your bookings into a West Loop vacation package. Whether you need flights, hotels, tours or rental cars, you can browse and book them all in one place. You’ll have lots of choice at your fingertips as well. Expedia has more than 550 air carriers and 1,000,000 hotels worldwide to select from. Fly with who you want, book a room where you like and save some cash — now that’s the ideal getaway!
Where should I stay in West Loop?
Make sightseeing easier by staying someplace just around the corner from West Loop’s biggest attractions. University of Illinois Chicago and United Center are two which top many visitors’ bucket lists.
What are the top hotels in West Loop?
Book a room at The Hoxton Chicago. It’s one of this area’s most sought-after hotels. Another great option in West Loop is Hyatt House Chicago West Loop.
How far in advance should I book my West Loop vacation?
It can be hard to know when the best time is to book your vacation to West Loop. But generally the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels up to a year prior to your departure date. If you’re considering a last-minute getaway, no need to stress! There are fantastic deals advertised on Expedia every single day.
What does an Expedia West Loop travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a few sightseeing tours and watch your savings pile up. When it comes to planning your West Loop getaway, you’re in charge!
What should I know before booking a West Loop travel package?
Whether it’s relaxation or adventure you’re chasing, a West Loop vacation package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your hotel with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a West Loop Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines worldwide. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my West Loop vacation package?
Don’t stress if you’re rethinking your West Loop vacation package — you can cancel or amend your booking. And if you’ve booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We know life can occasionally throw a spanner in the travel works, so make your way to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll take care of it.

Discover the most popular places to visit in West Loop

Image for Mary Bartelme Park

Mary Bartelme Park

Explore the great outdoors at Mary Bartelme Park, a lovely green space in Chicago. Experience the fascinating museums and entertainment choices in this vibrant area.

Mary Bartelme Park
Image for Union Park

Union Park

Explore the great outdoors at Union Park, a lovely green space in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.

Union Park
Image for Old St Patrick’s Church

Old St Patrick’s Church

Learn about the local history of Chicago with a stop at Old St Patrick’s Church. Discover the acclaimed theater scene and notable monuments in this vibrant area.

Old St Patrick’s Church

Things to do

Image for Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour

Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour

CA $9
Per adult
Lights, Camera, Action: Chicago Iconic Movie Scenes with In-App Audio Tour
Image for Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured Earth

Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured Earth

CA $139
Per adult
Picturesque South Tour Of Mauritius, Incl Lunch,7-Coloured Earth
Image for South Tours in Mauritius

South Tours in Mauritius

CA $176
Per adult
South Tours in Mauritius
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.