Lake Bluff Vacation Packages

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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 – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,512, price is now CA $1,071 per person
CA $1,071
per person
Jul 3 - Jul 6
found 19 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.

Reviewed on May 14, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $4,672, price is now CA $2,535 per person
CA $2,535
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
It was very pleasant and safe. I liked that you needed a room key to use the elevator which made us feel safe. The hotel is located very central and walking distance to everything. The staff was very friendly.

Reviewed on May 16, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,732, price is now CA $1,829 per person
CA $1,829
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
Amazing hotel. I would stay again.

Reviewed on May 15, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was CA $3,540, price is now CA $2,458 per person
CA $2,458
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
The morning coffee was excellent. We asked about tea in the evening and akettle and wonderful teas were brought to our room. We went to the bar for happy hour and the appetizers were great as were the prices. Nice location. Friendly staff.

Reviewed on May 12, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,725, price is now CA $1,217 per person
CA $1,217
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,122 reviews)
Great staff and perfect place to be in the middle of everything!

Reviewed on Apr 27, 2026

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Lake Bluff Hotel Deals

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
The price is CA $158 per night from May 25 to May 26
CA $158
CA $183 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (2,981 reviews)
Only thing I didn’t like about my stay was that I had to pay to park other then that it was a great stay

Reviewed on May 15, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

3 out of 5
6810 Mannheim Rd Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from May 25 to May 26
CA $151
CA $172 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (3,372 reviews)
Great place to stay

Reviewed on May 16, 2026

Hyatt Place Chicago/O'Hare Airport
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

2 out of 5
22 West Algonquin Road Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Jun 6 to Jun 7
CA $79
CA $88 total
Jun 6 - Jun 7
includes taxes & fees
5.4/10 (1,003 reviews)
Never got checked in they lost and never refunded our pre paid booking some two days fighting over the principal of the non stay be chase they never even checked us in. Worst costumer service not with the hassle for the small amount of value. You get what you pay for and we paid and still got ...

Reviewed on May 15, 2026

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
See all 1,081 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.
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Discover the most popular places to visit in Lake Bluff

Wrigley Field

Wrigley Field

4.5/5(159 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

4.5/5(3 reviews)

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

4.5/5(460 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Lake Bluff

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $31
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Lake Bluff

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.