Theatre District Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Theatre District Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
Price was $615, price is now $438 per person
$438
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
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 bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $849, price is now $489 per person
$489
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,536, price is now $989 per person
$989
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
La Banque Hotel
Save 100% on your flight
Price was $743, price is now $483 per person
$483
per person
Nov 13 - Nov 17
found 23 hours ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star golf hotel in Homewood. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Ravisloe Country Club and Oak Hill Park are located nearby.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,075, price is now $755 per person
$755
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $849, price is now $604 per person
$604
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
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See all available trips from Columbus to Theatre District
View all tripsTop Hotel Deals
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
0.62 km from Theatre District
Stay at this 4-star 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
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 bar ...
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
0.21 km from Theatre District
Stay at this 4-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
0.35 km from Theatre District
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
L7 Chicago by LOTTE
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 ...
Arlo Chicago
168 N Michigan Avenue, Chicago, IL
0.47 km from Theatre District
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. ...
Pendry Chicago
230 North Michigan Avenue, Chicago, IL
0.61 km from Theatre District
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
Central Loop Hotel
111 West Adams Street, Chicago, IL
0.35 km from Theatre District
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
The Midland Hotel Chicago, a Tribute Portfolio Hotel
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
203 N Wabash Ave, Chicago, IL
0.49 km from Theatre District
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. ...
Kimpton Gray Hotel by IHG
122 West Monroe Street, Chicago, IL
0.29 km from Theatre District
Stay at this 4.5-star luxury hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful staff ...
Hilton Garden Inn Chicago Downtown Riverwalk
66 East Wacker Place, Chicago, IL
0.6 km from Theatre District
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our ...
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
0.86 km from Theatre District
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
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See all available properties in Theatre District
View all propertiesLowest 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.
Thu, Oct 2 - Sat, Oct 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Sat, Oct 4 - Wed, Oct 8
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Wed, Oct 29 - Sat, Nov 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Wed, Oct 29 - Sat, Nov 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$170 Roundtrip, found 1 day ago
$170
Roundtrip
found 1 day ago
Wed, Oct 29 - Sat, Nov 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$176 Roundtrip, found 1 day ago
$176
Roundtrip
found 1 day ago