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Orland Square Vacation Packages

Orland Square Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG
Palmer House a Hilton Hotel
theWit Chicago, a Hilton Hotel
Hotel Felix River North/Magnificent Mile
Swissotel - Chicago
Hilton Garden Inn Chicago Downtown South Loop
The Allegro Royal Sonesta Hotel Chicago Loop
Arlo Chicago
Virgin Hotels Chicago
Fairmont Chicago at Millennium Park
Hyatt Centric Chicago Magnificent Mile
The Royal Sonesta Chicago Downtown

3-4 Night Vacations in Orland Square

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
citizenM Chicago Downtown

5-7 Night Vacations in Orland Square

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
theWit Chicago, a Hilton Hotel
Hotel Felix River North/Magnificent Mile
Hilton Garden Inn Chicago Downtown South Loop

Orland Square Last Minute Hotel Deals

Motel 6 - Chicago, IL
Motel 6 - Chicago, IL
2 out of 5
10022 South Halsted Street, Chicago, IL
Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located nearby.
Motel 6 - Chicago, IL
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
SpringHill Suites by Marriott Chicago Chinatown
SpringHill Suites by Marriott Chicago Chinatown
3.5 out of 5
2357 S WENTWORTH AVE, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast ...
SpringHill Suites by Marriott Chicago Chinatown
Cozy and Modern Stay in the Heart of C
Cozy and Modern Stay in the Heart of C
3 out of 5
1407 w 15th St Chicago, Chicago, IL
Stay at this 3-star motel in Chicago. Enjoy free WiFi, in-room washers/dryers, and air conditioning. Popular attractions United Center and Grant Park are located ...
Cozy and Modern Stay in the Heart of C
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
InterContinental Chicago Magnificent Mile by IHG
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 out of 5
25 South Halsted Street, Chicago, IL
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in ...
Crowne Plaza Chicago West Loop by IHG
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
Holiday Inn & Suites Chicago - Downtown by IHG
Holiday Inn & Suites Chicago - Downtown by IHG
3 out of 5
506 West Harrison Street, Chicago, IL
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Holiday Inn & Suites Chicago - Downtown by IHG
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.