Lily Lake Vacation Packages

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Top Lily Lake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,023, price is now CA $779 per person
CA $779
per person
Aug 16 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (126 reviews)
All the cuteness of a boutique hotel, with all the Marriott amenities and a great staff too! This will be my #1 pick for Chicago hotels from now on

Reviewed on Jul 1, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,250, price is now CA $872 per person
CA $872
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,797 reviews)
I would definitely stay here again! Convenient location, walkable from most things. Staff were amazing and so helpful. Basic rooms, decent size. Very clean, great bar.

Reviewed on Jul 1, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,393, price is now CA $1,698 per person
CA $1,698
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) 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

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,067, price is now CA $815 per person
CA $815
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Very nice hotel. Great location, nice sized rooms.

Reviewed on Jul 2, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,998, price is now CA $1,556 per person
CA $1,556
per person
Sep 3 - Sep 6
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,899 reviews)
Great service

Reviewed on Jun 30, 2026

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Lily Lake Hotel Deals

Hotel Arista

Hotel Arista

4.5 out of 5
2139 City Gate Ln Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Jul 27 to Jul 28
CA $291
CA $346 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
"Beautiful hotel. I wish we had more time to enjoy the amenities. The restaurants in the hotel were outstanding. The nearby restaurants we great too."

Reviewed on Jul 1, 2026

Hotel Arista
Hilton Garden Inn Hoffman Estates

Hilton Garden Inn Hoffman Estates

3 out of 5
2425 Barrington Road Hoffman Estates IL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jul 3 to Jul 4
CA $177
CA $200 total
Jul 3 - Jul 4
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
"Hotel was nice but room smelled like smoke. We didn’t ask to change because I was already super sick, which is my fault but still something that should have been noticed before renting out the room."

Reviewed on Jun 30, 2026

Hilton Garden Inn Hoffman Estates
Hyatt Place Chicago/Naperville/Warrenville

Hyatt Place Chicago/Naperville/Warrenville

3 out of 5
27576 Maecliff Dr Warrenville IL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Jul 22 to Jul 23
CA $185
CA $205 total
Jul 22 - Jul 23
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"The lady that checked us in was not friendly. All other staff members were great. We had to move from our original room because the people above us were extremely loud. When we called about it the lady that checked us in said we couldn’t move since they were fully booked. My sister used her cell ..."

Reviewed on Jun 30, 2026

Hyatt Place Chicago/Naperville/Warrenville
See all 373 properties in Lily Lake
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.
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What to do in Lily Lake

Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-Minute Chicago Skyline Helicopter Tour

CA $1,175
per traveller
100% of travellers recommend
Private 45-Minute Chicago Skyline Helicopter Tour
See all activities in Lily Lake

Frequently asked questions

How much does a Lily Lake vacation package cost?
Offering excellent value package deals from CA $779 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?

  1. 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.
  2. 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.
  3. 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.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Lily Lake vacation package for you.

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.