West Side Scuba Diving Vacations
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Flight and Scuba Diving hotel deals in West Side
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,735, price is now CA $1,277 per person
CA $1,277
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (421 reviews)
10/10 makes you feel at home. One of the best hotels I’ve ever stayed in.
Reviewed on Mar 23, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,755, price is now CA $1,701 per person
CA $1,701
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Clean perfect view rooms. Convenient to enjoy navy pier.
Reviewed on Mar 28, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $2,809, price is now CA $1,757 per person
CA $1,757
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Breakfast terrific. Good location. Staff is very professional. Very nice.
Reviewed on Mar 28, 2026
The Wade
Downtown Chicago
Price was CA $2,095, price is now CA $1,555 per person
CA $1,555
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,719 reviews)
Enjoyed our stay. Views were amazing and location convenient.
Reviewed on Mar 26, 2026
5* Scuba Diving holidays in West Side
Price found within the past 48 hours. Click for updated prices.
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $2,456, price is now CA $1,939 per person
CA $1,939
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Great place to stay . The staff was friendly and helpful !!!
Reviewed on Mar 22, 2026
3 Night Scuba Diving holidays in West Side
Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago
Downtown Chicago
Price was CA $1,504, price is now CA $1,072 per person
CA $1,072
per person
Jun 19 - Jun 22
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.8/10 Excellent! (1,012 reviews)
I was put off by the fact that they take a $100 security deposit and then refund part of that back as not one but two $16 gift cards for the on premises bistro. I would have rather just get the whole security deposit back at the end of the stay.
Reviewed on Mar 28, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,840, price is now CA $1,178 per person
CA $1,178
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Breakfast terrific. Good location. Staff is very professional. Very nice.
Reviewed on Mar 28, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,927, price is now CA $1,256 per person
CA $1,256
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Clean perfect view rooms. Convenient to enjoy navy pier.
Reviewed on Mar 28, 2026
4 Night Scuba Diving holidays in West Side
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,492, price is now CA $1,038 per person
CA $1,038
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Breakfast terrific. Good location. Staff is very professional. Very nice.
Reviewed on Mar 28, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $2,284, price is now CA $1,719 per person
CA $1,719
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9/10 Wonderful! (441 reviews)
The rooms are extremely clean and have everything you need. The staff is so accommodating and friendly. The view is amazing
Reviewed on Mar 27, 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.
