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A large stone building with a central tower and two smaller towers on either side.

Sterling
Illinois
United States of America
North America
Hotwire.com

Sterling Flight + Hotel Packages

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

Hotel Felix River North/Magnificent Mile

4 out of 5

Price was $494, price is now $339 per person

$339

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this 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.

The room was clean but small. No refrigerator or glasses/cups in the room. Daily room refresh wasn’t done either. A nice stay overall with a pleasant and helpful staff. I would stay again but look for an upgraded room. Even being the 9th floor, there was a lot of street noise.

Reviewed on Sep 7, 2026

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $1,188, price is now $661 per person

$661

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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 Wade

4.5 out of 5

Save 100% on your flight

Price was $620, price is now $396 per person

$396

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury 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 Michigan Avenue and Navy Pier are located nearby.

When we arrived the room was not ready however we have arrived around 6 pm. We went to this hotel for our anniversary but the receptionist offered us to stay in a room with 2 single bed. However thankfully soon after our room got ready. But overall the hotel was not clean at all.

Reviewed on Sep 8, 2026

The Talbott, Autograph Collection

4.5 out of 5

Save 100% on your flight

Price was $731, price is now $472 per person

$472

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury 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 Michigan Avenue and Chicago Riverwalk are located nearby.

Swissotel - Chicago

4.5 out of 5

Save 100% on your flight

Price was $1,278, price is now $833 per person

$833

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Our favorite place to stay in the city. Perfect location.

Reviewed on Sep 8, 2026

Level Chicago – Old Town

4 out of 5

Save 100% on your flight

Price was $659, price is now $430 per person

$430

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip flight included

Dallas (DFW) 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.

Location and facility was very nice

Reviewed on Sep 7, 2026

Trump International Hotel & Tower Chicago

5 out of 5

Save 100% on your flight

Price was $972, price is now $652 per person

$652

per person

Nov 13 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

...

Reviewed on Sep 7, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5

Save 100% on your flight

Price was $625, price is now $424 per person

$424

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Sterling Vacation Packages 3-4 Night Stays

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

The Wade

4.5 out of 5

Downtown Chicago

Save 100% on your flight

Price was $620, price is now $396 per person

$396

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)