South Addison Vacation Packages for 2026

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Top Hotel Deals

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
29.25 km from South Addison
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
29.51 km from South Addison
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 ...
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
29.31 km from South Addison
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

4 out of 5
75 E Wacker Dr Chicago IL
29.29 km from South Addison
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 ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
29.55 km from South Addison
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 ...
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
29.03 km from South Addison
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 ...
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
29.05 km from South Addison
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 ...
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
29.55 km from South Addison
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 ...
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue Chicago IL
29.36 km from South Addison
Book a stay at this family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
29.21 km from South Addison
Book a stay at this boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff ...
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
29.4 km from South Addison
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
29.57 km from South Addison
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 ...
Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3 out of 5
59 E. 11th Street Chicago IL
29.55 km from South Addison
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
29.81 km from South Addison
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 ...
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive Chicago IL
29.32 km from South Addison
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 ...
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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.

Frontier Airlines
Wed, Jan 14 - Tue, Jan 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$182 Roundtrip, found 8 hours ago
$182
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Jan 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $182 found 8 hours ago
JetBlue Airways
Wed, Jan 14 - Tue, Jan 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$210 Roundtrip, found 8 hours ago
$210
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Wed, Jan 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $210 found 8 hours ago
Spirit Airlines
Wed, Dec 24 - Tue, Jan 6
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$218 Roundtrip, found 5 days ago
$218
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Dec 24 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jan 6, priced at $218 found 5 days ago
American Airlines
Wed, Jan 14 - Tue, Jan 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$231 Roundtrip, found 8 hours ago
$231
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, Jan 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $231 found 8 hours ago
Southwest Airlines
Wed, Jan 14 - Tue, Jan 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$232 Roundtrip, found 8 hours ago
$232
Roundtrip
found 8 hours ago
Select Southwest Airlines flight, departing Wed, Jan 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $232 found 8 hours ago