Book Exclusive Gary Vacation Packages
Gary flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
La Banque Hotel
Price was CA $1,265, price is now CA $882 per person
CA $882
per person
May 25 - May 29
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,701, price is now CA $1,696 per person
CA $1,696
per person
May 2 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,833, price is now CA $1,368 per person
CA $1,368
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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.
The Emily Hotel
Downtown Chicago
Price was CA $1,215, price is now CA $909 per person
CA $909
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Book a stay at this 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.
The Chicago Hotel Collection - Wrigleyville
Lakeview
Price was CA $1,952, price is now CA $1,496 per person
CA $1,496
per person
May 2 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and room service. Our guests praise the clean rooms in our reviews. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
Top Gary hotels deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $221 per night
CA $221
CA $259 total
Mar 27 - Mar 28
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Free WiFi
Restaurant
Hilton Chicago
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $179 per night
CA $179
CA $250 total
Apr 1 - Apr 2
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 Grant Park and Millennium Park are located nearby.
Pool
Hot tub
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 $162 per night
CA $162
CA $190 total
Apr 13 - Apr 14
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 Grant Park and Soldier Field are located nearby.
Pool
Pet-friendly
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
500 South Dearborn Street Chicago IL
The price is CA $173 per night
CA $173
CA $204 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this boutique 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 Grant Park and Millennium Park are located nearby.
Free WiFi
Restaurant
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 $184 per night
CA $184
CA $216 total
Mar 25 - Mar 26
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.
Breakfast included
Pet-friendly
Best Western Grant Park Hotel
1100 S Michigan Ave Chicago IL
The price is CA $154 per night
CA $154
CA $181 total
Mar 24 - Mar 25
includes taxes & fees
Stay at this 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 Grant Park and Soldier Field are located nearby.
Free WiFi
Restaurant
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
Marquette Park
Explore the great outdoors at Marquette Park, a lovely green space in Miller Beach. While you're in the area, stroll along the lakeside.
Marquette Beach
Why not spend a lazy afternoon at Marquette Beach during your trip to Miller Beach?
East Shoreline
Why not spend a lazy afternoon at East Shoreline during your trip to Miller Beach?
Frequently asked questions
Photos of local treasures
Browse Gary vacation photos for more inspiration
