Western Suburbs Scuba Diving Vacations
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Flight and Scuba Diving hotel deals in Western Suburbs
Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,029, price is now CA $808 per person
CA $808
per person
Aug 28 - Aug 31
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (391 reviews)
We love Wind Creek Hotel/Casino, we have been there several times. This last time the room was clean but smelled bad.
Reviewed on May 30, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,743, price is now CA $1,186 per person
CA $1,186
per person
Aug 27 - Aug 30
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,011 reviews)
I recommend 1000/10, this hotel has everything you need and the location is everything. LOVE LOVE LOVE.
Reviewed on Jun 3, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,668, price is now CA $1,237 per person
CA $1,237
per person
Jul 9 - Jul 12
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,121 reviews)
I absolutely loved it! I little bit noisy but close to literally everything!
Reviewed on Jun 2, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $2,187, price is now CA $1,670 per person
CA $1,670
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,370 reviews)
The hotel was very clean and a great location within Chicago close to restaurants and shopping.
Reviewed on Jun 2, 2026
theWit Chicago, a Hilton Hotel
Downtown Chicago
Price was CA $2,139, price is now CA $1,642 per person
CA $1,642
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,008 reviews)
Great location. Staff was professional and helpful. Restaurant State and Lake had great breakfast and ambience. Roof at theWit was amazing with a good happy hour, great ambience and vibe with city views.
Reviewed on May 27, 2026
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Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,066, price is now CA $1,635 per person
CA $1,635
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (1,886 reviews)
⭐⭐⭐⭐⭐
Amazing stay! Beautiful hotel, incredible views, excellent service, and a perfect location in downtown Chicago. Everything exceeded our expectations. We loved every minute of our stay and would definitely return. Highly recommended!
Reviewed on Jun 4, 2026
The Peninsula Chicago
Downtown Chicago
Price was CA $5,056, price is now CA $4,291 per person
CA $4,291
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
Everyone was so helpful and friendly
Great environment.
Cleaning, room service ,breakfast A+
Reviewed on May 29, 2026
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View all trips3 Night Scuba Diving holidays in Western Suburbs
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,261, price is now CA $912 per person
CA $912
per person
Aug 21 - Aug 24
found 15 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
Hotel staff was super nice. Great location to be in walking distance of a lot of places.
Reviewed on Jun 3, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,743, price is now CA $1,186 per person
CA $1,186
per person
Aug 27 - Aug 30
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,011 reviews)
I recommend 1000/10, this hotel has everything you need and the location is everything. LOVE LOVE LOVE.
Reviewed on Jun 3, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,668, price is now CA $1,237 per person
CA $1,237
per person
Jul 9 - Jul 12
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,121 reviews)
I absolutely loved it! I little bit noisy but close to literally everything!
Reviewed on Jun 2, 2026
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Price found within the past 48 hours. Click for updated prices.
The Emily Hotel
Downtown Chicago
Price was CA $1,767, price is now CA $1,279 per person
CA $1,279
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,320 reviews)
Convenient location and easy building to deal with. Parking was a little expensive.
Reviewed on Jun 2, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,400, price is now CA $1,672 per person
CA $1,672
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (481 reviews)
Very clean and loved the location and amenities with the store on the first floor was fantastic
Reviewed on Jun 3, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,638, price is now CA $1,927 per person
CA $1,927
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission.
Reviewed on Jun 4, 2026
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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.
