Cloud Gate Vacation Deals: Cloud Gate, Downtown Chicago Holidays

Q: Why should I book my Cloud Gate vacation bundle via Travelocity?

With our Price Match Guarantee , we'll match any better price you find. Add on our 24/7 customer support and high-quality service and the vacation you've been dreaming of is well within reach.

Cloud Gate vacation package deals

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Chicago North Shore, an IHG Hotel

per person

Jan. 1 - Jan. 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 3-star business-friendly hotel in Skokie. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Milwaukee Avenue are located nearby.

Hilton Orrington / Evanston

Save 100% on your flight

per person

Jan. 1 - Jan. 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clark Street Beach and Halim Time & Glass Museum are located nearby.

Hilton Garden Inn Chicago North Shore/Evanston

per person

Jan. 1 - Jan. 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 3.5-star business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Aragon Ballroom and Riviera Theatre are located nearby.

DoubleTree by Hilton Chicago - North Shore Conference Center

per person

Jan. 1 - Jan. 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this business-friendly hotel in Skokie. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions North Shore Center for the Performing Arts and Adagio Teas are located nearby.

Park Hyatt Chicago

Downtown Chicago

per person

Dec. 24 - Dec. 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Chicago (ORD)

Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Crowne Plaza Chicago Ohare Hotel & Conf Ctr, and IHG Hotel

O'Hare

per person

Jan. 1 - Jan. 8

found 14 hours ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Stay at this 3.5-star business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rosemont Theatre and Allstate Arena are located nearby.

Frequently asked questions

How much are vacation packages to Cloud Gate?

Check out Travelocity’s budget-friendly CA $667 Cloud Gate package deal. With all the money you save on your hotel stay and flights, you’ll be able to splash out on wining, dining and unforgettable local experiences. Cloud Gate, here you come!

Where can I get the best vacation package deals for Cloud Gate?

Head straight to Travelocity. With access to 400 airline partners and a massive 665,000 hotels all over the world, finding the perfect Cloud Gate package deal couldn’t be easier.

Why should I book my Cloud Gate vacation bundle via Travelocity?

With our Price Match Guarantee, we’ll match any better price you find. Add on our 24/7 customer support and high-quality service and the vacation you’ve been dreaming of is well within reach.

Can I go on vacation to Cloud Gate at this time?

Discover all the info you should know about travel restrictions and quarantine policies ahead of your flight to Cloud Gate. Our Covid-19 Travel Advisor is full of useful advice to help make your trip relaxed and stress-free.

Top Cloud Gate hotel deals

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $120

CA $141 total

includes taxes & fees

28 Nov - 29 Nov

Book a 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.

Free WiFi

Restaurant

River Hotel

75 East Wacker Drive, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $139

CA $164 total

includes taxes & fees

23 Dec - 24 Dec

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.

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street, Chicago, IL

Free cancellation

Reserve now, pay when you stay

CA $134

CA $158 total

includes taxes & fees

23 Dec - 24 Dec

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Pet-friendly

Free WiFi

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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.