Clearing Vacation Packages
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Top Holiday Package Deals in Clearing
Price found within the past 48 hours. Click for updated prices.
Hotel 55 Chicago Downtown
Downtown Chicago
Price was CA $1,481, price is now CA $1,098 per person
CA $1,098
per person
May 14 - May 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,575 reviews)
The location is walking distance to a lot of stores and attractions. My room was clean, and the courteous staff were attentive to my needs.
Reviewed on Apr 6, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $2,199, price is now CA $1,275 per person
CA $1,275
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,688 reviews)
Breakfast was very good. Enjoyed our room and how everything was clean. There was no microwave so don’t try to bring food if you need to reheat it. Fridge was also not strong to freeze my ice cream so be aware. All the staff were kind and helpful. Rooftop was beautiful but the glass floor was out of service. The hotel was close to Michigan Ave so heading to stores was a breeze. Overall, had an amazing time with my partner and would recommend reserving a room at this establishment.
Reviewed on Apr 10, 2026
Ohio House Motel
Downtown Chicago
Price was CA $1,631, price is now CA $1,185 per person
CA $1,185
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,090 reviews)
A nice property, the rooms were newly renovated and very clean. Good for a male traveler - not sure a single woman would feel as safe. There is no central lobby.
One thing to note is no thermostat in the room - apparently controlled centrally by " the front desk" - so you need to call them to adjust room temperature.
That said, hotel is a good value - plenty of restaurants within easy walking distance, and a target w food and Starbucks literally next door.
Reviewed on Apr 9, 2026
L7 Chicago by LOTTE
Downtown Chicago
Price was CA $2,238, price is now CA $1,661 per person
CA $1,661
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (3,846 reviews)
Friendly staff. High quality of finishes in hotel. Good restaurant downstairs.
Reviewed on Apr 9, 2026
Where to stay in Clearing
Find the best Clearing areas and neighborhoods for the activities you enjoy most. Learn more about Clearing
Downtown Chicago
5 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Clearing Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $159 per night from Apr 26 to Apr 27
CA $159
CA $187 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,079 reviews)
Parking was terrible and extremely expensive
Reviewed on Apr 10, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Apr 26 to Apr 27
CA $189
CA $222 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,093 reviews)
Great stay. Comfy
Reviewed on Apr 10, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Apr 19 to Apr 20
CA $215
CA $252 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (5,831 reviews)
Perfect location for a family trip, the hotel amenities were amazing and the staff was very friendly. We did have an issue with having our room serviced during our stay, after a long day out we came back to it still not being serviced, after asking the front desk they said they would put in the request ...
Reviewed on Apr 9, 2026
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.
Frequently asked questions
Discover the most popular places to visit in Clearing
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Wendella's Lake and River Architecture Tour
CA $61
per adult
94% of travellers recommend
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- Art Institute of Chicago
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.