Search Deals onGrayslake Vacation Packages
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Grayslake Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Glen Club
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star golf hotel in Glenview. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions The Glen Club and Kohl Children's Museum are located nearby.
Pendry Chicago
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Swissotel - Chicago
Save 100% on your flight
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Book a stay at this business-friendly 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.
Aloft Chicago Downtown River North
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Virgin Hotels Chicago
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Hilton Chicago
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
Stay at this 4-star 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 Grant Park and Millennium Park are located nearby.
Comfort Inn & Suites Arlington Heights - Schaumburg
per person
Jan 23 - Jan 28
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 3-star business-friendly 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. Popular attractions Woodfield Mall and Allstate Arena are located nearby.
Hilton Garden Inn Chicago Downtown Riverwalk
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
Stay at this 3-star 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 Chicago Riverwalk and Millennium Park are located nearby.
Grayslake Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Grayslake Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Jan 13 - Sat, Jan 18
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 2 hours ago
$118
Roundtrip
found 2 hours ago
Wed, Jan 8 - Tue, Jan 14
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Tue, Feb 25 - Sun, Mar 2
PVG
Pudong Intl.
ORD
O'Hare Intl.
$936 Roundtrip, found 7 hours ago
$936
Roundtrip
found 7 hours ago
Fri, Jan 24 - Sun, Feb 2
SHA
Hongqiao Intl.
ORD
O'Hare Intl.
$2,043 Roundtrip, found 6 days ago
$2,043
Roundtrip
found 6 days ago
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