Southern Wisconsin Scuba Diving Vacations
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Flight and Scuba Diving hotel deals in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,567, price is now CA $920 per person
CA $920
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.
Reviewed on Feb 16, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,702, price is now CA $1,076 per person
CA $1,076
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Had a great stay!! Kelly at the front desk was so sweet
Reviewed on Feb 22, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,942, price is now CA $1,274 per person
CA $1,274
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel was beautiful, the rooms were clean, and the staff were amazing and friendly
Reviewed on Mar 4, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Price was CA $1,894, price is now CA $1,319 per person
CA $1,319
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,266 reviews)
We loved are stay at the Thompson hotel. It's very clean, and is close to our favorite shops and restaurants.
Reviewed on Mar 2, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
Price was CA $1,691, price is now CA $1,188 per person
CA $1,188
per person
Apr 22 - Apr 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
Wonderful hotel to stay at. Located right downtown and a close walk to everything. Loved the complimentary cocktail hour too!
Reviewed on Feb 23, 2026
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View all trips5* Scuba Diving holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
The Langham, Chicago
Downtown Chicago
Price was CA $2,470, price is now CA $1,976 per person
CA $1,976
per person
Apr 23 - Apr 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.8/10 Exceptional! (1,001 reviews)
Amazing stay , the service was excellent and everyone one was very nice and com
Reviewed on Feb 25, 2026
Park Hyatt Chicago
Downtown Chicago
Price was CA $2,370, price is now CA $1,947 per person
CA $1,947
per person
May 16 - May 19
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
The room was a little dated. I was surprised that you didn’t have CNBC as a TV choice, I thought the gym was dated and the WiFi was inadequate
Reviewed on Feb 28, 2026
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View all trips3 Night Scuba Diving holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
JW Marriott Chicago
Downtown Chicago
Price was CA $1,434, price is now CA $899 per person
CA $899
per person
Apr 30 - May 3
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTZ) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
The room was great and clean , there was a toilet issue but the staff members gladly were readily available to fix it all ! The amenities including the hot tub, and pool as well as the in room service breakfast was 5/5 . Would absolutely stay here again .
Reviewed on Feb 17, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,942, price is now CA $1,274 per person
CA $1,274
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel was beautiful, the rooms were clean, and the staff were amazing and friendly
Reviewed on Mar 4, 2026
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View all trips4 Night Scuba Diving holidays in Southern Wisconsin
Price found within the past 48 hours. Click for updated prices.
Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
Price was CA $1,246, price is now CA $961 per person
CA $961
per person
May 7 - May 11
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
This was a trendy aesthetic hotel. It is in a great location. Had a good time.
Reviewed on Feb 26, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,588, price is now CA $1,110 per person
CA $1,110
per person
May 11 - May 15
found 14 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
The hotel was beautiful, the rooms were clean, and the staff were amazing and friendly
Reviewed on Mar 4, 2026
Waldorf Astoria Chicago
Downtown Chicago
Price was CA $2,366, price is now CA $1,795 per person
CA $1,795
per person
Apr 9 - Apr 13
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Nice bellmen, nice front staff, rooms were cozy and well kept. Everyone was very friendly and helpful. We would stay again.
Reviewed on Mar 1, 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.
