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 Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,516, price is now $888 per person
$888
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip flight included
San Antonio (SAT) 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.
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,363, price is now $914 per person
$914
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip flight included
San Antonio (SAT) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,844, price is now $1,251 per person
$1,251
per person
Jun 30 - Jul 5
found 19 hours ago
Roundtrip flight included
San Antonio (SAT) 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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,584, price is now $1,087 per person
$1,087
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
San Antonio (SAT) 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.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,933, price is now $1,339 per person
$1,339
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
San Antonio (SAT) 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 clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Eurostars Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $1,472, price is now $1,023 per person
$1,023
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
San Antonio (SAT) 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 ...
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
22.45 km from South Deering
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
21.78 km from South Deering
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ...
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
21.78 km from South Deering
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 ...
Aloft Chicago Mag Mile
243 E. Ontario Chicago IL
21.71 km from South Deering
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
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 breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
21.12 km from South Deering
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
22.04 km from South Deering
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 ...
Swissotel - Chicago
323 E Wacker Dr Chicago IL
21.05 km from South Deering
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 ...
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 ...
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 ...
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 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 ...
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.
Thu, Apr 30 - Sat, May 2
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Sat, May 2 - Sun, May 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Wed, May 6 - Wed, May 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Wed, May 6 - Wed, May 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$199 Roundtrip, just found
$199
Roundtrip
just found
Wed, Aug 12 - Tue, Sep 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$217 Roundtrip, found 7 hours ago
$217
Roundtrip
found 7 hours ago