
Exclusive Willis Tower Vacation Deals
Willis Tower vacation package deals
Price found within the past 48 hours. Click for updated prices.

Palmer House a Hilton Hotel
Downtown Chicago
per person
Apr. 17 - Apr. 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Pendry Chicago
Downtown Chicago
Save 100% on your flight
per person
Apr. 17 - Apr. 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

The Emily Hotel
Downtown Chicago
Save 100% on your flight
per person
Apr. 17 - Apr. 24
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. 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 United Center and Chicago Riverwalk are located nearby.

Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
per person
May 16 - May 19
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.

Level Chicago - River North
Downtown Chicago
Save 100% on your flight
per person
May 30 - Jun. 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Aloft Chicago Mag Mile
Downtown Chicago
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Frequently asked questions
Top Willis Tower hotel deals

River Hotel
75 East Wacker Drive, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $142 per night
CA $142
CA $167 total
includes taxes & fees
30 Mar - 31 Mar
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.

L7 Chicago by LOTTE
225 N Wabash Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $213 per night
CA $213
CA $249 total
includes taxes & fees
23 Mar - 24 Mar
Book a stay at this boutique hotel in Chicago. 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 Chicago Riverwalk and Millennium Park are located nearby.

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
The price is CA $165 per night
CA $165
CA $194 total
includes taxes & fees
25 Mar - 26 Mar
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 Chicago Riverwalk and Soldier Field are located nearby.
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.
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