Deals on vacations and trips to West Loop

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West Loop flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $485, price is now $254 per person
$254
per person
May 8 - May 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

3.5 out of 5
Price was $570, price is now $336 per person
$336
per person
May 2 - May 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,574, price is now $952 per person
$952
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $714, price is now $438 per person
$438
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was $934, price is now $575 per person
$575
per person
May 1 - May 6
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Top West Loop hotels deals

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$127 nightly
The price is $149 total per night
$149 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pet friendly
Free WiFi
The Emily Hotel

The Emily Hotel

4 out of 5
311 North Morgan Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $180 total per night
$180 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Pet friendly
Free WiFi
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

3.5 out of 5
105 N MAY STREET Chicago IL
$135 nightly
The price is $158 total per night
$158 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and free buffet breakfast each morning.
Pool
Breakfast included
Nobu Hotel Chicago

Nobu Hotel Chicago

5 out of 5
155 N. Peoria Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$319 nightly
The price is $374 total per night
$374 total
Mar 8 - Mar 9
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Pet friendly
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3 out of 5
506 West Harrison Street Chicago IL
Free Cancellation
$109 nightly
The price is $128 total per night
$128 total
Feb 27 - Feb 28
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.
Pool
Free WiFi
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
$93 nightly
The price is $109 total per night
$109 total
Feb 23 - Feb 24
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a coffee shop, and a hair salon are also offered.
Free WiFi
Restaurant
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See all available properties in West Loop
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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

Park

Mary Bartelme Park

After visiting Mary Bartelme Park, make a plan to see the other sights and activities in Chicago. Experience the fascinating museums and acclaimed art scene in this vibrant area.

Mary Bartelme Park

Union Park

After visiting Union Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.

Union Park

Old St Patrick’s Church

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

Old St Patrick’s Church

Frequently asked questions

How much are vacation packages to West Loop?
$254 is all you need to spend for an amazing break in West Loop. Bundle your flights and hotel into a vacation package with Travelocity and see the savings start to grow. With prices this good, traveling has never been so accessible.
Where can I get the best vacation package deals for West Loop?
Book your dream vacation with Travelocity. With access to 400 air carriers and at least 1,000,000 hotels around the world, creating the ultimate West Loop package deal couldn't be simpler.
Why should I purchase my West Loop vacation package via Travelocity?
Fantastic savings, loads of breathtaking destinations and 24/7 customer service you can rely on — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always score the best possible deal with Travelocity.
Can I save on my West Loop car rental if I book it with a hotel or flight?
Sure can — and if you also add a tour or an experience to your West Loop vacation package, you'll pick up even greater savings. With an affordable package from Travelocity, you can find things to do in the area that are right for you. Then, jump in your rental car and work your way through the list. Six Flags Great America is one fantastic sight to take a look at. It's 35 mi from West Loop.
What is there to do in West Loop?
It's not hard to find cool things to see and do in West Loop. Union Park is a top attraction that lures many visitors.

Photos of local treasures

Browse West Loop vacation photos for more inspiration

Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.
Blue Hour evening cityscape in West Loop neighborhood. Long exposure, nightscape architecture. Main street in Chicago, streets in Illinois.
Panoramic view of the West Loop in Chicago
Chicago West loop Skyline
Chicago West Loop