Grayslake Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Grayslake Vacation
Our vacation packages to Grayslake provide endless opportunities to indulge in new sights, sounds and sensations. And with all the finer details taken care of, you can kick back and enjoy your city getaway without a care in the world. If sightseeing is on the agenda during your trip to Grayslake, visit leading attractions like Six Flags Great America, Gurnee Mills and Lake County Fairgrounds. Don't put off your visit to this city any longer. Your dream Grayslake vacation is a few clicks away with Expedia.
Top Grayslake Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $960, price is now CA $667 per person
CA $667
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Great location, we were able to walk everywhere we wanted to see. The red line is about a 10 minute walk if you are heading to Wrigley.
Reviewed on Jun 26, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 11 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,991, price is now CA $2,125 per person
CA $2,125
per person
Aug 3 - Aug 8
found 14 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,181, price is now CA $887 per person
CA $887
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Grayslake Hotel Deals
Comfort Suites Grayslake near Libertyville North
1775 East Belvidere Road Grayslake IL
Fully refundable
The price is CA $151 per night from Jul 6 to Jul 7
CA $151
CA $167 total
Jul 6 - Jul 7
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"The room did not feel clean."
Reviewed on Jun 22, 2026
Sheraton Suites Chicago Elk Grove
121 Northwest Point Boulevard Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Jul 5 to Jul 6
CA $139
CA $157 total
Jul 5 - Jul 6
includes taxes & fees
8/10 Very good! (1,004 reviews)
"The room is dated and one elevator in service that was not working very well. Staff was great, though."
Reviewed on Jun 26, 2026
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jun 29 to Jun 30
CA $168
CA $189 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"This location is in a great location if you don’t want to stay in downtown Chicago. However, the cleanliness of the rooms is questionable. We experienced blood stain sheets upon our arrival. There were several spiders in the rooms on the floor and windows. Additionally the beds seem old and are very ..."
Reviewed on Jun 26, 2026
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.
Stay near popular Grayslake attractions
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
