Clearing Vacations from $284

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Your Clearing Vacation

Your next big journey is calling your name with a vacation package to Clearing. Entertainment, relaxation and nonstop great times — you're sure to find it in this neighborhood. Your trip to Clearing wouldn't be complete without a visit to big-name attractions nearby such as SeatGeek Stadium, Morton College and Hawthorne Works Museum. Whatever your dream Clearing vacation looks like, you can make it a reality with Expedia.

The Latest Clearing Vacation Packages

Price found within the past 48 hours. Click for updated prices.

Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Save 100% on your flight

$284

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (2,334 reviews)

Pictures are deceptive. The room was very tiny, no chair, no counter or space for a laptop, no closet or drawers to put clothes. The full size bed is hard and uncomfortable. Don’t bring luggage as nothing bigger than a toiletries bag will fit. The bathroom is tiny too. The noisiest hotel both inside and out, ever. Parking felt like a hostage situation; 2 options both expensive. 1 don’t have access to your car until check out 2nd valet gives 3 in/out in 24 hours. The staff is friendly and the location is great.

Reviewed on Oct 26, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$417

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (5,404 reviews)

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$406

per person

Jan 1 - Jan 6

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (591 reviews)

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$316

per person

Jan 15 - Jan 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.2/10 Wonderful! (544 reviews)

We liked the location and the hotel itself. The front desk staff were great. It was nice not to be cooped up in a hotel room for a lengthy stay. We really enjoyed it!

Reviewed on Oct 24, 2026

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

Save 100% on your flight

$301

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

8.6/10 Excellent! (1,015 reviews)

Where to stay in Clearing

Find the best Clearing areas and neighborhoods for the activities you enjoy most. Learn more about Clearing

A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 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.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Clearing Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

$104 nightly

$124 total

Nov 11 - Nov 12

Total with taxes and fees

8/10 Very Good! (10,109 reviews)

"Great location and staff was helpful. Rooms were shabby and need some work."

Reviewed on Oct 26, 2026

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

$122 nightly

$145 total

Nov 22 - Nov 23

Total with taxes and fees

8/10 Very Good! (2,593 reviews)

"The property was a bit on the older side but overall it was really nice. The staff was good as well"

Reviewed on Oct 26, 2026

River Hotel

75 East Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

$107 nightly

$127 total

Nov 26 - Nov 27

Total with taxes and fees

8.8/10 Excellent! (5,569 reviews)

"Staff was exceptionally warm and missioned to serve the hotel's customers. Great place to stay."

Reviewed on Oct 26, 2026

See all 4,971 properties in Clearing

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.