Search Deals on
Hillside Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

If you're in Chicago and like to visit famous grave sites, here is one not to miss.

Photo by Off The Beaten Track

Hillside
Chicago
Illinois
United States of America
North America
Hotwire.com

Hillside Flight + Hotel Packages

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

Hotel Felix River North/Magnificent Mile

4 out of 5

Save 100% on your flight

Price was $306, price is now $179 per person

$179

per person

Jan 7 - Jan 11

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

Art Villa

5 out of 5

Save 100% on your flight

Price was $1,900, price is now $958 per person

$958

per person

Dec 24 - Dec 31

found 20 hours ago

Roundtrip flight included

Charlotte (CLT) to Chicago (ORD)

Stay at this 5-star luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $694, price is now $364 per person

$364

per person

Dec 31 - Jan 4

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Level Chicago – Old Town

4 out of 5

Save 100% on your flight

Price was $1,725, price is now $979 per person

$979

per person

Nov 21 - Nov 29

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star 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.

Waldorf Astoria Chicago

5 out of 5

Save 100% on your flight

Price was $1,287, price is now $769 per person

$769

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Park Hyatt Chicago

5 out of 5

Save 100% on your flight

Price was $1,023, price is now $625 per person

$625

per person

Dec 31 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

Level Chicago - River North

4 out of 5

Save 100% on your flight

Price was $732, price is now $458 per person

$458

per person

Dec 30 - Jan 3

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

The Blackstone, Autograph Collection

4 out of 5

Save 100% on your flight

Price was $569, price is now $363 per person

$363

per person

Dec 30 - Jan 3

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this 4-star business-friendly hotel in Chicago. Enjoy a 24-hour fitness center, parking (surcharge), and onsite spa services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.