Lake Bluff Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Lake Bluff Vacation

When you book a vacation package to Lake Bluff, you can relax and enjoy your escape knowing that all your travel arrangements are in order. Discover the charms of this city while staying in a neighborhood like Riverwoods, which is good for nature. Genesee Theater, Lake Forest College and Rosalind Franklin University of Medicine and Science are just a few of the many sights worth visiting during your trip to Lake Bluff. No matter your travel plans or the size of your budget, putting together the ultimate tailored Lake Bluff vacation is easy with Expedia.

Top Lake Bluff Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

Downtown Chicago
CA $1,195
per person
Nov 16 - Nov 19
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,127 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
CA $1,508
per person
Nov 12 - Nov 15
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,252
per person
Nov 12 - Nov 15
found 6 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (5,404 reviews)
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
CA $1,330
per person
Nov 16 - Nov 19
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
The hotel was really nice. Wish that parking was included.

Reviewed on Oct 6, 2026

Pendry Chicago

Pendry Chicago

Downtown Chicago
CA $1,288
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,163 reviews)

Ready to book your vacation to Lake Bluff?

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Lake Bluff Hotel Deals

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
CA $198
CA $228 total
Nov 1 - Nov 2
includes taxes & fees
Holiday Inn Chicago O'Hare – Rosemont by IHG
Super 8 by Wyndham Chicago O'Hare Airport

Super 8 by Wyndham Chicago O'Hare Airport

2951 Touhy Ave Elk Grove Village IL
Fully refundableReserve now, pay when you stay
CA $122
CA $138 total
Oct 25 - Oct 26
includes taxes & fees
Super 8 by Wyndham Chicago O'Hare Airport
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

1501 Sherman Ave Evanston IL
Fully refundable
CA $164
CA $188 total
Nov 10 - Nov 11
includes taxes & fees
Holiday Inn Chicago North-Evanston by IHG
See all 1,027 properties in Lake Bluff
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 Lake Bluff attractions

Asylum Skate Park

6.4/10 (14 reviews)
Take the family on an outing to Asylum Skate Park during your trip to Lake Bluff. While you're in the area, stroll along the lakeside.
See properties

What to do in Lake Bluff

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $59
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Lake Bluff

Frequently asked questions

How much does a Lake Bluff vacation package cost?
You'll find cheap prices from CA $1,195 on Expedia for your Lake Bluff escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Lake Bluff costs.
What are the cheapest months to go to Lake Bluff?
The off-season is the best time to visit Lake Bluff if you're on a budget. Another tip for scoring cheap Lake Bluff vacation packages? Try to avoid public holidays and any major events.
How many days is enough for Lake Bluff?
We recommend planning a Lake Bluff vacation for at least 2 days. This will allow you time to tick off top attractions including Conway Farms Golf Club and North Beach, and also explore neighbourhoods like Bannockburn and Highwood. You could even slot in a day trip (or two) outside of Lake Bluff.
How to find the best Lake Bluff package deals?
Finding a cheap Lake Bluff package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most affordable Lake Bluff package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Lake Bluff vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Lake Bluff vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Lake Bluff?
If you're planning a spur-of-the-moment Lake Bluff getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Lake Bluff?
  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Lake Bluff.
  2. Set a budget: Consider costs like food, flights and transportation when working out how much to set aside for your trip to Lake Bluff. Then, choose a hotel that matches your budget, whether that's a low-cost stay or a lavish getaway.
  3. Decide how long to go away for: Now that you're more familiar with Lake Bluff, you can figure out the perfect length of your vacation. Pull together a draft plan and allocate enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Lake Bluff vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.