Deals on vacations and trips to West Loop

Choose two or more items and save on your trip:

West Loop flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville

3.5 out of 5
Save 100% on your flight
Price was $277, price is now $181 per person
$181
per person
Feb 27 - Mar 2
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $699, price is now $434 per person
$434
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
La Banque Hotel

La Banque Hotel

4 out of 5
Save 100% on your flight
Price was $714, price is now $460 per person
$460
per person
Jan 9 - Jan 12
found 8 hours ago
Roundtrip non-stop 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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $461, price is now $301 per person
$301
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $388, price is now $257 per person
$257
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

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
$86 nightly
The price is $100 total per night
$100 total
Dec 14 - Dec 15
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
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
$111 nightly
The price is $131 total per night
$131 total
Dec 25 - Dec 26
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Self parking, a terrace, and a snack bar/deli are also offered.
Pool
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
$175 nightly
The price is $205 total per night
$205 total
Dec 21 - Dec 22
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
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
354 North Union Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$212 nightly
The price is $249 total per night
$249 total
Dec 16 - Dec 17
Total with taxes and fees
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.
Pool
Pet friendly
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
$93 nightly
The price is $109 total per night
$109 total
Dec 18 - Dec 19
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and a grocery/convenience store are also offered.
Pool
Breakfast included
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
$106 nightly
The price is $124 total per night
$124 total
Dec 17 - Dec 18
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference rooms, business center, and express check-out.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in West Loop
View all properties
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 entertainment choices in this vibrant area.

Union Park

The Old Post Office

You can find out about the history of Chicago with a stop at The Old Post Office. Discover the acclaimed art scene and notable monuments in this vibrant area.

The Old Post Office

Frequently asked questions

How much are vacation packages to West Loop?
$181 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

West Loop
West Loop
West Loop
West Loop
West Loop