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 ...
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 ...
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 ...
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
10 S Wabash Ave Chicago IL
0.19 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 ...
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
0.37 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 ...
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
201 N State Street Chicago IL
0.45 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 ...
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 ...
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 ...
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4 out of 5
100 W. Monroe St Chicago IL
0.23 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 ...
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. ...
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
0.44 km from Theatre District
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the ...
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 ...
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
0.86 km from Theatre District
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 ...
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
1.12 km from Theatre District
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 ...
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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
Thu, Feb 5 - Tue, Feb 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 5 from Los Angeles Intl. to O'Hare Intl., returning Tue, Feb 17, priced at $190 found 1 day ago
Spirit Airlines
Thu, Feb 5 - Sun, Feb 15
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$248 Roundtrip, found 1 day ago
$248
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Feb 5 from Los Angeles Intl. to O'Hare Intl., returning Sun, Feb 15, priced at $248 found 1 day ago
JetBlue Airways
Thu, Feb 5 - Wed, Feb 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$253 Roundtrip, found 1 day ago
$253
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Feb 5 from Los Angeles Intl. to O'Hare Intl., returning Wed, Feb 18, priced at $253 found 1 day ago
Alaska Airlines
Thu, Feb 5 - Wed, Feb 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$256 Roundtrip, found 1 day ago
$256
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, Feb 5 from Los Angeles Intl. to O'Hare Intl., returning Wed, Feb 18, priced at $256 found 1 day ago
American Airlines
Thu, Feb 5 - Wed, Feb 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$279 Roundtrip, found 1 day ago
$279
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Feb 5 from Los Angeles Intl. to O'Hare Intl., returning Wed, Feb 18, priced at $279 found 1 day ago