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 ...
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 ...
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 ...
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 ...
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 ...
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. ...
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 ...
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 ...
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 ...
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 ...
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
Wed, Mar 18 - Tue, Mar 31
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$140 Roundtrip, found 6 days ago
$140
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Mar 18 from Los Angeles Intl. to O'Hare Intl., returning Tue, Mar 31, priced at $140 found 6 days ago
Spirit Airlines
Thu, May 7 - Tue, May 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, May 7 from Los Angeles Intl. to O'Hare Intl., returning Tue, May 19, priced at $188 found 5 days ago
United
Mon, Jan 5 - Mon, Jan 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$695 Roundtrip, found 2 days ago
$695
Roundtrip
found 2 days ago
Select United flight, departing Mon, Jan 5 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jan 12, priced at $695 found 2 days ago
American Airlines
Mon, Jan 5 - Mon, Jan 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$777 Roundtrip, found 2 days ago
$777
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Jan 5 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jan 12, priced at $777 found 2 days ago
Alaska Airlines
Mon, Jan 5 - Mon, Jan 12
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$788 Roundtrip, found 2 days ago
$788
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Jan 5 from Los Angeles Intl. to O'Hare Intl., returning Mon, Jan 12, priced at $788 found 2 days ago