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The Loop Vacation Packages

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The Loop Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Motel 6 Libertyville, IL
Level Chicago – Old Town
Admiral Motel By Oyo Chicago I-94
Courtyard by Marriott Chicago Wood Dale
Comfort Inn & Suites Arlington Heights - Schaumburg
Comfort Suites Oakbrook Terrace near Oakbrook Center
Hilton Chicago/Oak Brook Suites
Four Points by Sheraton Chicago O'Hare Airport

3-4 Night Vacations in The Loop

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Gurnee - Waukegan
Hampton Inn by Hilton Chicago-Midway Airport
Chicago Getaway Hostel
DoubleTree by Hilton Chicago Schaumburg

5-7 Night Vacations in The Loop

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Chicago Schaumburg
Level Chicago – Old Town
Hotel Riu Plaza Chicago
Hyatt Regency O'Hare Chicago

Cheap Hotel Deals in The Loop

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
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 ...
Congress Plaza Hotel
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
Swissotel - Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
River Hotel
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The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
171 W Randolph St, Chicago, IL
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 ...
The Allegro Royal Sonesta Hotel Chicago Loop
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
200 North Columbus Drive, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Fairmont Chicago at Millennium Park
L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave, Chicago, IL
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 ...
L7 Chicago by LOTTE
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
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 ...
citizenM Chicago Downtown
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
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 ...
Club Quarters Hotel, Central Loop, Chicago
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Frontier Airlines
American Airlines
Swiss International Air Lines