South Deering Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
South Deering Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was $783, price is now $604 per person
$604
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,183, price is now $736 per person
$736
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Great location, nice rooms, nice rooftop bar and large breakfast buffet included.
Reviewed on Oct 28, 2026
The Talbott, Autograph Collection
Downtown Chicago
Price was $873, price is now $640 per person
$640
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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
Downtown Chicago
Price was $889, price is now $666 per person
$666
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was $979, price is now $770 per person
$770
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) 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.
Eurostars Magnificent Mile
Downtown Chicago
Price was $925, price is now $728 per person
$728
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
President Donald J. Trump Intl. Airport (DJT) to Chicago (ORD)
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a 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.
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Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
19.81 km from South Deering
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
23.22 km from South Deering
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
River Hotel
75 East Wacker Drive Chicago IL
21.2 km from South Deering
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
The Wade
644 N Lake Shore Dr Chicago IL
21.71 km from South Deering
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 ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
22.02 km from South Deering
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Hilton Chicago
720 S Michigan Ave Chicago IL
19.52 km from South Deering
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
172 W Adams St Chicago IL
20.45 km from South Deering
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
21.17 km from South Deering
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the restaurant ...
Eurostars Magnificent Mile
660 North State Street Chicago IL
21.94 km from South Deering
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms ...
Fairmont Chicago at Millennium Park
200 North Columbus Drive Chicago IL
20.94 km from South Deering
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
The Godfrey Hotel Chicago
127 West Huron, at LaSalle Chicago IL
22.07 km from South Deering
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Freehand Chicago
19 East Ohio Street Chicago IL
21.71 km from South Deering
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Sports Illustrated Resorts Chicago
203 N Wabash Ave Chicago IL
21.01 km from South Deering
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Jan 26 - Wed, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Thu, Jan 28 - Wed, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$158 Roundtrip, found 5 days ago
$158
Roundtrip
found 5 days ago
Tue, Jan 5 - Sat, Jan 23
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$235 Roundtrip, found 5 days ago
$235
Roundtrip
found 5 days ago
Wed, Mar 24 - Mon, Mar 29
LAX
Los Angeles Intl.
MDW
Midway Intl.
$433 Roundtrip, found 5 days ago
$433
Roundtrip
found 5 days ago