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.
Staybridge Suites Chicago O'Hare - Rosemont by IHG
O'Hare
Save 100% on your flight
Price was $561, price is now $372 per person
$372
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Allstate Arena and Wolff's Flea Market are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $1,767, price is now $782 per person
$782
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
The Emily Hotel
Downtown Chicago
Price was $1,553, price is now $853 per person
$853
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star 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.
Hampton Inn & Suites Chicago Medical District UIC
Near West Side
Save 100% on your flight
Price was $1,058, price is now $622 per person
$622
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Seattle (SEA) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions United Center and Chicago Riverwalk are located nearby.
Hilton Orrington / Evanston
Downtown Evanston
Save 100% on your flight
Price was $810, price is now $526 per person
$526
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. 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 Clark Street Beach and Halim Time & Glass Museum are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,170, price is now $807 per person
$807
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Top Hotel Deals
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 ...
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 ...
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 ...
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, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in ...
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 ...
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 ...
Marriott Chicago Schaumburg
50 N Martingale Rd, Schaumburg, IL
29.21 km from city center
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free WiFi, breakfast (surcharge), and a free area shuttle. Our guests praise the helpful staff ...
Comfort Inn & Suites Arlington Heights - Buffalo Grove
3700 N Wilke Rd, Arlington Heights, IL
30.17 km from city center
Stay at this hotel in Arlington Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Embassy Suites by Hilton Chicago Schaumburg Woodfield
1939 N Meacham Rd, Schaumburg, IL
27.27 km from city center
Stay at this 3.5-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Place Chicago/ Schaumburg
1851 McConnor Parkway, Schaumburg, IL
28.4 km from city center
Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 ...
SpringHill Suites by Marriott Chicago Schaumburg/Woodfield
1550 Mcconnor Pkwy, Schaumburg, IL
27.68 km from city center
Stay at this 3-star business-friendly hotel in Schaumburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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.
Sat, Sep 27 - Sat, Oct 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Sun, Sep 28 - Sat, Oct 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 20 hours ago
$197
Roundtrip
found 20 hours ago
Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 20 hours ago
$197
Roundtrip
found 20 hours ago
Tue, Nov 18 - Wed, Nov 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$211 Roundtrip, found 20 hours ago
$211
Roundtrip
found 20 hours ago