Vacations Close To Theater Wit

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Theater Wit Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
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 $1,153, price is now $841 per person
$841
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,401, price is now $1,437 per person
$1,437
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
The check in staff were extremely rude

Reviewed on Oct 6, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,998, price is now $1,304 per person
$1,304
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Free upgrade was amazing and staff were even better. Thank you.

Reviewed on Oct 6, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,162, price is now $1,418 per person
$1,418
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Beautiful property, great amenities.

Reviewed on Oct 6, 2026

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 $1,285, price is now $844 per person
$844
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
Ok

Reviewed on Oct 6, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,885, price is now $1,256 per person
$1,256
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)

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 $1,546, price is now $1,132 per person
$1,132
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,369, price is now $1,029 per person
$1,029
per person
Nov 6 - Nov 13
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Chicago (ORD)
a

Reviewed on Oct 7, 2026

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Best Lodging Options Near Theater Wit

The Den Hotel

The Den Hotel

2 out of 5
3222 N Sheffield Ave Chicago IL
0.51 km from Theater Wit
Stay at this hotel in Chicago. Enjoy free WiFi and housekeeping. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
City Suites Hotel

City Suites Hotel

3 out of 5
933 W Belmont Ave Chicago IL
0.63 km from Theater Wit
Stay at this hotel in Chicago. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
3475 N. Clark St. Chicago IL
0.79 km from Theater Wit
Stay at this hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and room service. Our guests praise the clean rooms in our reviews. Popular attractions Wrigley ...
Wrigley Hostel

Wrigley Hostel

1.5 out of 5
3514 N. Sheffield Chicago IL
0.85 km from Theater Wit
Stay at this hostel in Chicago. Enjoy free WiFi, daily housekeeping, and dry cleaning or laundry services. Our guests praise the helpful staff in our reviews. ...
Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

4 out of 5
3630 N Clark St Chicago IL
0.94 km from Theater Wit
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Wrigleyville Inn

Wrigleyville Inn

3 out of 5
914 W Newport Ave Chicago IL
0.84 km from Theater Wit
Stay at this guesthouse in Chicago. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located ...
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
1.14 km from Theater Wit
Stay at this aparthotel in Chicago. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wrigley Field and Michigan Avenue are located ...
Dorothy's

Dorothy's

2 out of 5
3445 N Halsted St Chicago IL
1.1 km from Theater Wit
Stay at this B&B in Chicago. Enjoy free breakfast, free WiFi, and housekeeping. Popular attractions Wrigley Field and Michigan Avenue are located nearby.
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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.