Vacations Close To South Wentworth Street

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South Wentworth Street Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $981, price is now $653 per person
$653
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,544, price is now $897 per person
$897
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
Room was clean. Staff were friendly and attentive. The breakfast was good with many options but make sure to get there early as there can be a wait after 9am. The rooftop bar has a great view but make sure to get a reservation.

Reviewed on Sep 10, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,347, price is now $1,470 per person
$1,470
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,754, price is now $1,111 per person
$1,111
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
The pool & jacuzzi was perfect, this hotel is beautiful

Reviewed on Sep 7, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,479, price is now $967 per person
$967
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
Old,

Reviewed on Sep 8, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,460, price is now $958 per person
$958
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)
Location and facility was very nice

Reviewed on Sep 7, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,642, price is now $1,121 per person
$1,121
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,761, price is now $1,227 per person
$1,227
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip non-stop flight included
Norfolk (ORF) to Chicago (ORD)

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Best Lodging Options Near South Wentworth Street

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
2.65 km from South Wentworth Street
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 ...
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd Chicago IL
0.2 km from South Wentworth Street
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 out of 5
214 West 22nd Place Chicago IL
0.06 km from South Wentworth Street
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Popular attractions Soldier Field and Grant Park are located ...
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
1.13 km from South Wentworth Street
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 out of 5
2357 S WENTWORTH AVE Chicago IL
0.26 km from South Wentworth Street
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
2.34 km from South Wentworth Street
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 ...
Marriott Marquis Chicago

Marriott Marquis Chicago

4 out of 5
2121 South Prairie Avenue Chicago IL
0.97 km from South Wentworth Street
Book a stay at this business-friendly hotel in Chicago. Enjoy 9 restaurants, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Hilton Garden Inn Chicago McCormick Place

Hilton Garden Inn Chicago McCormick Place

3 out of 5
123 East Cermak, Suite 300 Chicago IL
0.73 km from South Wentworth Street
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 in our reviews. ...
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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.