Grayslake Holidays

Photo by Richard Remington

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Grayslake Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,773 reviews)
The view from the rooftop lounge was spectacular

Reviewed on 18 Jun, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.4/10 Exceptional! (1,609 reviews)
Great hotel .. excellent staff

Reviewed on 16 Jun, 2025

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9/10 Wonderful! (1,865 reviews)
Hotel is very clean with friendly staff. The pool was a highlight for the kids! Convenient location.

Reviewed on 19 Jun, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
9.2/10 Wonderful! (1,749 reviews)
Check in and check out we’re easy. The staff were all friendly and helpful. The room was as advertised with a great view.

Reviewed on 15 Jun, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
10 Sept - 15 Sept
found 1 day ago
Return flight included
San Francisco (SFO) to Chicago (ORD)
8.8/10 Excellent! (2,217 reviews)
It was a pleasure staying at the Swissotel overlooking the river. Very convenient for a vacation stay and very quiet. Wonderful room.

Reviewed on 18 Jun, 2025

Top hotels in Grayslake

Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 22 Jun to 23 Jun
S$158
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,118 reviews)
"Nice"

Reviewed on 17 Jun, 2025

Hyatt Regency Schaumburg Chicago
Comfort Inn & Suites Arlington Heights - Schaumburg
Comfort Inn & Suites Arlington Heights - Schaumburg
3 out of 5
2112 S Arlington Heights Rd, Arlington Heights, IL
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 22 Jun to 23 Jun
S$128
22 Jun - 23 Jun
includes taxes & fees
8.4/10 Very Good! (426 reviews)
"*"

Reviewed on 18 Jun, 2025

Comfort Inn & Suites Arlington Heights - Schaumburg
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$127 per night from 29 Jun to 30 Jun
S$127
29 Jun - 30 Jun
includes taxes & fees
8/10 Very Good! (1,007 reviews)
"A little old looking but clean. Great customer service."

Reviewed on 17 Jun, 2025

DoubleTree by Hilton Chicago - Arlington Heights
See all 914 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$996 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.