Lily Lake 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*
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Top Lily Lake Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Chicago
Downtown Chicago
CA $5,588
per person
Oct 7 - Oct 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.
Reviewed on Sep 2, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,698
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
Freehand Chicago
Downtown Chicago
CA $2,050
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (3,367 reviews)
Pros - this hotel is conveniently located and its less expensive than some others in the area.
Cons - the first room I was given had water damage in the ceiling and did not smell good. I also checked the AC unit and the filter was completely clogged with dust, this type of washable filter is supposed to be cleaned every month and it looks like it has at least 9+ months of dust on it. I complained about the water damage and they moved me to another room. The next room didn't have soap or shampoo in the bathroom for some reason, and I checked the air filter in this room also and it clearly hasn't been cleaned in forever. In addition to cleaning the air filters, this type of AC unit is supposed to be professionally cleaned once per year. This one has clearly not been cleaned in years.
If you want a well maintained hotel, try somewhere else.
Reviewed on Sep 2, 2026
Ready to book your vacation to Lily Lake?
Lily Lake Hotel Deals
Hollywood Casino Aurora
2500 N Farnsworth Ave Aurora IL
Fully refundableReserve now, pay when you stay
CA $129
CA $168 total
Sep 9 - Sep 10
includes taxes & fees
Holiday Inn Express & Suites Aurora - Naperville by IHG
111 North Broadway Avenue Aurora IL
Fully refundable
CA $186
CA $208 total
Oct 4 - Oct 5
includes taxes & fees
Red Roof Inn PLUS+ Chicago - Naperville
1698 West Diehl Road Naperville IL
Fully refundableReserve now, pay when you stay
CA $110
CA $123 total
Sep 28 - Sep 29
includes taxes & fees
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.
What to do in Lily Lake
Private 45-Minute Chicago Skyline Helicopter Tour
CA $1,175
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Lily Lake vacation package cost?
Offering excellent value package deals from CA $1,161 on Expedia, you'll be thrilled with how little a vacation to Lily Lake costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Lily Lake?
You can usually find lower prices and greater availability in January, February and March. Explore our cheap Lily Lake vacation packages and you could land some excellent off-season deals.
How many days is enough for Lily Lake?
The ideal length for your Lily Lake vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden treasures along the way.
How to find the best Lily Lake package deals?
Start your search for a Lily Lake package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Lily Lake package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lily Lake getaway off to a flying start.
Is it cheaper to book a Lily Lake vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Lily Lake trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Lily Lake?
If you're planning a spur-of-the-moment Lily Lake trip, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Lily Lake?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to visit Lily Lake.
- Plan your budget wisely: As well as the cost of your accommodations, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Lily Lake.
- Work out your trip length: Consider how much time you'd like to spend discovering Lily Lake. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Lily Lake vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
