Gilberts Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Gilberts Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
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 the helpful staff 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
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star 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.
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Top Hotel Deals
Comfort Inn Chicago Schaumburg - O'Hare Airport
1300 E Higgins Rd, Schaumburg, IL
27.66 km from city center
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
Hyatt Regency Schaumburg Chicago
1800 East Golf Rd, Schaumburg, IL
28.42 km from city center
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Westin Chicago Northwest
400 Park Blvd, Itasca, IL
31.94 km from city center
Stay at this 4-star business-friendly hotel in Itasca. Enjoy breakfast (surcharge), a free area shuttle, and a 24-hour fitness center. Our guests praise the ...
Hyatt Place Chicago/Hoffman Estates
2750 Greenspoint Pkwy, Hoffman Estates, IL
19.09 km from city center
Stay at this 3-star business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Motel 6 Elk Grove Village, IL
1000 W Devon Ave, Elk Grove Village, IL
31.22 km from city center
Stay at this motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
DoubleTree by Hilton Chicago Schaumburg
800 National Pkwy, Schaumburg, IL
27.23 km from city center
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free parking, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful ...
Eaglewood Resort and Spa
1401 Nordic Rd, Itasca, IL
32.1 km from city center
Stay at this 4-star spa resort in Itasca. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our ...
Extended Stay America Suites Chicago Schaumburg I90
2000 N Roselle Rd, Schaumburg, IL
24.24 km from city center
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Motel 6 Rolling Meadows, IL - Chicago Northwest
1800 Winnetka Cir, Rolling Meadows, IL
27.86 km from city center
Stay at this motel in Rolling Meadows. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road, Schaumburg, IL
27.91 km from city center
Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and a free area shuttle. Our guests praise the helpful staff and the ...
Holiday Inn Express & Suites Chicago Schaumburg by IHG
40 North Martingale Road, Schaumburg, IL
29.24 km from city center
Book a stay at this golf hotel in Schaumburg. Enjoy free breakfast, free WiFi, and a golf course. Our guests praise the helpful staff in our reviews. Popular ...
Country Inn & Suites by Radisson, Elk Grove Village/Itasca
1160 W Devon Avenue, Elk Grove Village, IL
30.87 km from city center
Stay at this 3-star business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
Extended Stay America Suites Chicago Schaumburg Conv Center
51 E State Pkwy, Schaumburg, IL
24.73 km from city center
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Woodfield Mall and Schaumburg ...
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.
Tue, Aug 19 - Wed, Sep 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago
Tue, Aug 19 - Wed, Sep 3
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$173 Roundtrip, found 6 days ago
$173
Roundtrip
found 6 days ago
Thu, Sep 25 - Fri, Sep 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$182 Roundtrip, found 5 days ago
$182
Roundtrip
found 5 days ago
Thu, Sep 25 - Fri, Sep 26
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$196 Roundtrip, found 5 days ago
$196
Roundtrip
found 5 days ago
Sun, Jul 27 - Fri, Aug 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$388 Roundtrip, found 19 hours ago
$388
Roundtrip
found 19 hours ago
Best points of interest in Gilberts
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