Exclusive Majestic Star Casino Vacation Deals
Majestic Star Casino vacation package deals
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Chicago/ Schaumburg
Price was CA $681, price is now CA $429 per person
CA $429
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodfield Mall and Jump Zone are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $964, price is now CA $687 per person
CA $687
per person
Feb 22 - Feb 27
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,136, price is now CA $814 per person
CA $814
per person
Feb 13 - Feb 15
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this 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.
Level Chicago – Old Town
Downtown Chicago
Price was CA $792, price is now CA $573 per person
CA $573
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Peninsula Chicago
Downtown Chicago
Price was CA $1,710, price is now CA $1,241 per person
CA $1,241
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $728, price is now CA $531 per person
CA $531
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Frequently asked questions
Top Majestic Star Casino hotel deals
Homewood Suites by Hilton Chicago Downtown South Loop
59 E. 11th Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $112 per night
CA $112
CA $131 total
Jan 7 - Jan 8, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Grant Park and Soldier Field are located nearby.
Pool
Breakfast included
Hilton Garden Inn Chicago Downtown South Loop
55 E 11th Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $101 per night
CA $101
CA $118 total
Jan 6 - Jan 7, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Millennium Park are located nearby.
Pool
Pet-friendly
Hilton Chicago
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $157 per night
CA $157
CA $225 total
Dec 25 - Dec 26
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Soldier Field are located nearby.
Pool
Hot tub
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View all propertiesLowest 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.