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

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.


The Emily Hotel
Downtown Chicago
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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.

Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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 and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
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Top Local hotel deals

Four Winds Casino Resort – New Buffalo
11111 Wilson Road, New Buffalo, MI
Free cancellation
The price is CA $139 per night
CA $139
CA $162 total
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3.5-star business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Four Winds Casino New Buffalo and New Buffalo Railroad Museum are located nearby.
Pool
Hot tub

Cottage Retreat close to downtown New Buffalo. Sleeps 12, Pet friendly + Games!
The price is CA $634 per night
CA $634
CA $1,073 total
includes taxes & fees
May 4 - May 5
Book a stay at this family-friendly cottage in New Buffalo. Enjoy free WiFi, a garden, and patios. Popular attractions Four Winds Casino New Buffalo and Local are located nearby.
Kitchen
Washer
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.