Grayslake Holidays

Photo by Richard Remington
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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Grayslake Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
27 Sept - 29 Sept
found 3 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
8.2/10 Very Good! (1,842 reviews)
No refrgerator, can hear the noise coming from the street. Room us clean and smell good

Reviewed on 14 Jul, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 3 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
9.2/10 Wonderful! (1,769 reviews)
It’s not what I was expecting, I was expecting something different , no views, not happy at all

Reviewed on 14 Jul, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 3 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
9.4/10 Exceptional! (2,053 reviews)
Great location, but the $50.00 early check-in fee is ridiculous. Also, the comforter on the bed has seen better days.

Reviewed on 15 Jul, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
27 Sept - 29 Sept
found 3 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on 15 Jul, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
27 Sept - 29 Sept
found 3 hours ago
Return flight included
New York (LGA) to Chicago (ORD)
8.4/10 Very Good! (3,506 reviews)
I didn't like property didn't have free parking.

Reviewed on 15 Jul, 2025

Top hotels in Grayslake

Comfort Suites Grayslake near Libertyville North

Comfort Suites Grayslake near Libertyville North

2.5 out of 5
1775 East Belvidere Road, Grayslake, IL
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 4 Aug to 5 Aug
S$147
4 Aug - 5 Aug
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"We stayed for one night passing through the area. Room was nice, bed was comfortable, and room and hotel was clean. We would say here again."

Reviewed on 14 Jul, 2025

Comfort Suites Grayslake near Libertyville North
DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Chicago - Arlington Heights

4 out of 5
75 W Algonquin Rd, Arlington Heights, IL
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 7 Aug to 8 Aug
S$133
7 Aug - 8 Aug
includes taxes & fees
8/10 Very Good! (1,017 reviews)
"Good Breakfast is good Very close to Mitsuwa japanese supermarket"

Reviewed on 14 Jul, 2025

DoubleTree by Hilton Chicago - Arlington Heights
Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

2.5 out of 5
1300 E Higgins Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is S$131 per night from 28 Jul to 29 Jul
S$131
28 Jul - 29 Jul
includes taxes & fees
7/10 Good! (863 reviews)
"Cleaning Staff is so kind and polite."

Reviewed on 1 Jul, 2025

Comfort Inn Chicago Schaumburg - O'Hare Airport
See all 944 properties in Grayslake
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.

Frequently asked questions

How much does a Grayslake holiday package cost?
You can snap up a holiday package to this popular destination from S$437 on Expedia. However, how much your holiday to Grayslake costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Grayslake?
January, February and March are great times to search for cheap Grayslake holiday packages. Travelling in quieter months means you can generally find reduced prices on hotels and flights.
How many days is enough for Grayslake?
You can see all the main sights in Grayslake in a few days, including the must-see Lake County Fairgrounds. If you're after a longer Grayslake holiday, look at what kind of activities and excursions are available in the area.
Is it worth booking a holiday package to Grayslake?
It's no wonder a Grayslake holiday is on the must-do list of many travellers. Well-known attractions like Lake County Fairgrounds are just the beginning of things to see and do here.
How to find the best Grayslake package deals?
Finding a cheap Grayslake package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most affordable Grayslake package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Grayslake holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still get the freedom to create a customised Grayslake holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Grayslake?
Land incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Grayslake holiday.
How to plan a trip to Grayslake?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Grayslake.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and food to airfares and activities. Your accommodation will probably be the largest expense during your trip to Grayslake.
  3. Decide how long to go away for: Now that you're more familiar with Grayslake, you can figure out the perfect length of your holiday. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, book the ideal Grayslake holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.