Hillsdale Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Hillsdale Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago
Downtown Chicago
Save 100% on your flight
Price was $973, price is now $587 per person
$587
per person
Feb 14 - Feb 21
found 11 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
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 rooms in our reviews. Popular attractions Millennium Park and Soldier Field are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,071, price is now $595 per person
$595
per person
Feb 14 - Feb 21
found 10 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,439, price is now $810 per person
$810
per person
Feb 14 - Feb 21
found 10 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,313, price is now $745 per person
$745
per person
Feb 14 - Feb 21
found 11 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
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 and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $1,062, price is now $638 per person
$638
per person
Feb 14 - Feb 21
found 11 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
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 clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was $2,200, price is now $1,360 per person
$1,360
per person
Feb 14 - Feb 21
found 10 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
Book a stay at this 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.
Top Hotel Deals
La Quinta Inn by Wyndham Davenport & Conference Center
3330 E Kimberly Rd Davenport IA
29.95 km from city center
Book a stay at this business-friendly hotel in Davenport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Stoney Creek Hotel Quad Cities - Moline
101 18th St Moline IL
30.68 km from city center
Book a stay at this business-friendly hotel in Moline. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
DoubleTree by Hilton Davenport
111 E 2nd St Davenport IA
34.89 km from city center
Book a stay at this business-friendly hotel in Davenport. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our ...
Hotel Blackhawk, Autograph Collection
200 E 3rd St Davenport IA
34.78 km from city center
Book a stay at this spa hotel in Davenport. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular ...
Rhythm City Casino Resort
7077 Elmore Ave. Davenport IA
29.84 km from city center
Book a stay at this spa hotel in Davenport. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Wyndham Moline on John Deere Commons
1415 River Dr Moline IL
31.11 km from city center
Book a stay at this business-friendly hotel in Moline. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
Isle Casino Hotel - Bettendorf
1777 Isle Pkwy Bettendorf IA
29.5 km from city center
Book a stay at this business-friendly hotel in Bettendorf. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms ...
The Current Iowa, Autograph Collection
215 North Main Street Davenport IA
35 km from city center
Book a stay at this business-friendly hotel in Davenport. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Hyatt House East Moline Quad Cities
111 Bend Blvd East Moline IL
25.77 km from city center
Book a stay at this business-friendly hotel in East Moline. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Our guests praise the helpful staff and the ...
Best Western Plus Steeplegate Inn
100 W 76th St Davenport IA
33.43 km from city center
Book a stay at this business-friendly hotel in Davenport. Enjoy free breakfast, free parking, and room service. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Moline Airport, IL
2721 69th Avenue Ct Moline IL
32.22 km from city center
Book a stay at this business-friendly hotel in Moline. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Days Inn & Suites by Wyndham Davenport East
3202 E. Kimberly Rd Davenport IA
30.2 km from city center
Book a stay at this business-friendly hotel in Davenport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sleep Inn & Suites Davenport - Quad Cities
5350 Elmore Ave Davenport IA
29.87 km from city center
Book a stay at this business-friendly hotel in Davenport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.
Thu, Mar 12 - Wed, Mar 18
MSP
Minneapolis - St. Paul Intl.
MLI
Quad City Intl.
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Tue, Mar 10 - Wed, Mar 18
MSP
Minneapolis - St. Paul Intl.
MLI
Quad City Intl.
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Fri, Mar 13 - Wed, Mar 18
MSP
Minneapolis - St. Paul Intl.
MLI
Quad City Intl.
$324 Roundtrip, found 2 days ago
$324
Roundtrip
found 2 days ago
Wed, Mar 11 - Thu, Mar 12
MSP
Minneapolis - St. Paul Intl.
MLI
Quad City Intl.
$1,069 Roundtrip, found 2 days ago
$1,069
Roundtrip
found 2 days ago