Vacations Close To South Wentworth Street

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

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
Price was $799, price is now $595 per person
$595
per person
Dec 1 - Dec 6
found 7 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Chicago (ORD)
Ok

Reviewed on Oct 6, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,618, price is now $975 per person
$975
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $3,034, price is now $1,870 per person
$1,870
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,240, price is now $909 per person
$909
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Not as updated as this pictures look. Quiet which was a plus but the windows were super dirty, the air wasn’t the best which is not as big of a deal in the winter I guess. No microwaved

Reviewed on Oct 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 $1,292, price is now $952 per person
$952
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,196, price is now $881 per person
$881
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
Nice location, good service and comfortable. Can't say quiet because of loud motor cycles all night through-out downtown. It's a big city and staying downtown comes with a certain level of noise.

Reviewed on Oct 7, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,221, price is now $916 per person
$916
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)
All of the above. Great location!

Reviewed on Oct 7, 2026

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,035, price is now $778 per person
$778
per person
Nov 20 - Nov 27
found 6 hours ago
Roundtrip flight included
San Juan (SJU) to Chicago (ORD)

Don't see what you're looking for?
See all available trips from Columbus to South Wentworth Street
View all trips

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 ...
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 ...
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 ...
Hampton Inn Chicago McCormick Place

Hampton Inn Chicago McCormick Place

3 out of 5
123 East Cermak, Suite 100 Chicago IL
0.73 km from South Wentworth Street
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 4 restaurants. Our guests praise the helpful staff and the clean ...
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. ...
McCormick Suites by Slumber Stay

McCormick Suites by Slumber Stay

3.5 out of 5
2036 S Michigan Ave Chicago IL
0.69 km from South Wentworth Street
Stay at this aparthotel in Chicago. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Soldier Field and Grant Park are located ...
Don't see what you're looking for?
See all available properties in South Wentworth Street
View all properties
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.