Theatre District 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
0.21 km from Theatre District
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 ...
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
0.22 km from Theatre District
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 ...
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue Chicago IL
0.61 km from Theatre District
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
0.35 km from Theatre District
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4 out of 5
100 W. Monroe St Chicago IL
0.25 km from Theatre District
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Our guests praise the helpful staff ...
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
201 N State Street Chicago IL
0.43 km from Theatre District
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave Chicago IL
0.55 km from Theatre District
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and ...
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St Chicago IL
0.45 km from Theatre District
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful ...
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
0.35 km from Theatre District
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place Chicago IL
0.62 km from Theatre District
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Arlo Chicago

Arlo Chicago

4 out of 5
168 N Michigan Avenue Chicago IL
0.47 km from Theatre District
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

4 out of 5
32 West Randolph Street Chicago IL
0.26 km from Theatre District
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the ...
Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk

3 out of 5
66 East Wacker Place Chicago IL
0.6 km from Theatre District
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave Chicago IL
0.49 km from Theatre District
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in ...
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
2.04 km from Theatre District
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 ...
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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
Tue, Mar 17 - Wed, Mar 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 1 day ago
$140
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Mar 17 from Los Angeles Intl. to O'Hare Intl., returning Wed, Mar 25, priced at $140 found 1 day ago
Spirit Airlines
Wed, Jan 28 - Thu, Feb 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$166 Roundtrip, found 3 days ago
$166
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Jan 28 from Los Angeles Intl. to O'Hare Intl., returning Thu, Feb 12, priced at $166 found 3 days ago
American Airlines
Wed, Jan 14 - Tue, Jan 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days 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 3 days ago
United
Wed, Jan 14 - Tue, Jan 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Select United flight, departing Wed, Jan 14 from Los Angeles Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $241 found 3 days ago
Hawaiian Airlines
Tue, Jan 20 - Tue, Feb 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Jan 20 from Los Angeles Intl. to O'Hare Intl., returning Tue, Feb 3, priced at $251 found 3 days ago