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Des Plaines
Chicago
Illinois
United States of America
North America
Hotwire.com

Des Plaines 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 $513, price is now $354 per person

$354

per person

Dec 10 - Dec 14

found 2 days 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.

Level Chicago Fulton Market

4 out of 5

Save 100% on your flight

Price was $1,059, price is now $604 per person

$604

per person

Oct 29 - Nov 2

found 15 hours ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

👍

Reviewed on Sep 28, 2026

Hotel Riu Plaza Chicago

4 out of 5

Save 100% on your flight

Price was $1,216, price is now $728 per person

$728

per person

Oct 29 - Nov 2

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.

Trump International Hotel & Tower Chicago

5 out of 5

Save 100% on your flight

Price was $971, price is now $587 per person

$587

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.

Great hotel the staff was very helpful. Very clean just overall a very impressive hotel and staff. Will definitely stay there again.

Reviewed on Sep 28, 2026

Level Chicago – Old Town

4 out of 5

Save 100% on your flight

Price was $1,211, price is now $741 per person

$741

per person

Oct 29 - Nov 2

found 10 hours ago

Roundtrip flight included

Atlanta (ATL) 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.

The location is perfect and the building is quite nice. The rooms are also comfortable. This is not a hotel, but rather occupies several floors in a large apartment building. We had a couple issues with our room (malfunctioning, smoke alarm and empty body wash) and neither were dealt with despite a asking multiple times.

Reviewed on Sep 27, 2026

The Talbott, Autograph Collection

4.5 out of 5

Save 100% on your flight

Price was $937, price is now $575 per person

$575

per person

Dec 8 - Dec 13

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.

The Peninsula Chicago

5 out of 5

Save 100% on your flight

Price was $1,816, price is now $1,165 per person

$1,165

per person

Nov 22 - Nov 26

found 11 hours 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 2 restaurants. Our guests praise the helpful staff and the property condition 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 $758, price is now $500 per person

$500

per person

Dec 10 - Dec 14

found 2 days 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.