Grayslake Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Grayslake Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Illinois Beach Hotel
Save 100% on your flight
Price was $453, price is now $300 per person
$300
per person
May 19 - May 23
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Zion. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Illinois Beach State Park and Carmel Park are located nearby.
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,167, price is now $636 per person
$636
per person
May 19 - May 23
found 24 hours ago
Roundtrip flight included
Dallas (DFW) 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 Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $2,487, price is now $1,456 per person
$1,456
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,967, price is now $1,238 per person
$1,238
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $728, price is now $470 per person
$470
per person
May 19 - May 23
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Fairmont Chicago at Millennium Park
Downtown Chicago
Save 100% on your flight
Price was $1,003, price is now $652 per person
$652
per person
May 19 - May 23
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Top Hotel Deals
Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road Grayslake IL
3.09 km from city center
Book a stay at this business-friendly hotel in Grayslake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
25.51 km from city center
Book a stay at this business-friendly hotel in Deerfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
33.44 km from city center
Book a stay at this business-friendly hotel in Arlington Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
Quality Inn Schaumburg - Chicago near the Mall
600 North Martingale Rd Schaumburg IL
33.89 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 ...
Embassy Suites by Hilton Chicago North Shore Deerfield
1445 Lake Cook Rd Deerfield IL
25.95 km from city center
Book a stay at this business-friendly hotel in Deerfield. Enjoy free breakfast, free parking, and free train station pick-up. Our guests praise the breakfast ...
Hyatt Place Chicago/Hoffman Estates
2750 Greenspoint Pkwy Hoffman Estates IL
32.46 km from city center
Book a stay at this business-friendly hotel in Hoffman Estates. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn Chicago Schaumburg - O'Hare Airport
1300 E Higgins Rd Schaumburg IL
33.83 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. ...
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
9.08 km from city center
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express & Suites Prospect Heights by IHG
600 N Milwaukee Ave Prospect Heights IL
29.34 km from city center
Book a stay at this business-friendly hotel in Prospect Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
22 West Algonquin Road Arlington Heights IL
33.65 km from city center
Stay at this hotel in Arlington Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Woodfield Mall and Allstate Arena are located ...
Wyndham Garden Schaumburg Chicago Northwest
1725 E Algonquin Road Schaumburg IL
31.22 km from city center
Book a stay at this business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
Motel 6 Prospect Heights, IL
540 N Milwaukee Ave Prospect Heights IL
29.49 km from city center
Stay at this motel in Prospect Heights. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
Baymont by Wyndham Glenview
1625 Milwaukee Ave Glenview IL
32.13 km from city center
Book a stay at this business-friendly hotel in Glenview. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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.
Wed, May 6 - Wed, May 13
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$128 Roundtrip, found 12 hours ago
$128
Roundtrip
found 12 hours ago
Wed, Apr 29 - Tue, May 19
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 2 days ago
$160
Roundtrip
found 2 days ago
Sat, May 9 - Sat, May 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$183 Roundtrip, found 12 hours ago
$183
Roundtrip
found 12 hours ago
Sat, May 9 - Sat, May 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$237 Roundtrip, found 12 hours ago
$237
Roundtrip
found 12 hours ago
Sat, May 9 - Sat, May 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$257 Roundtrip, found 12 hours ago
$257
Roundtrip
found 12 hours ago