
Northwest Chicago Scuba Diving Vacations
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Flight and Scuba Diving hotel deals in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Wind Creek Southland Casino and Hotel
East Hazel Crest
Price was CA $1,080, price is now CA $782 per person
CA $782
per person
Sep 4 - Sep 7
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (406 reviews)
I believe the staff was very attentive.
Reviewed on Jun 9, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $2,418, price is now CA $1,704 per person
CA $1,704
per person
Sep 1 - Sep 6
found 12 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) 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

Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,997, price is now CA $1,416 per person
CA $1,416
per person
Aug 11 - Aug 15
found 20 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,855, price is now CA $1,370 per person
CA $1,370
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
This is an amazing place. Everything you can think of all under 1 roof. My hotel view was amazing. I am looking forward to coming annually.
Reviewed on Jun 8, 2026

Omni Chicago Hotel
Downtown Chicago
Price was CA $1,340, price is now CA $1,006 per person
CA $1,006
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (1,791 reviews)
beautiful room
city view
excellent location
quiet and comfortable
Reviewed on Jun 9, 2026
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View all trips5* Scuba Diving holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $1,523, price is now CA $1,236 per person
CA $1,236
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (1,893 reviews)
We love the pool, cleanliness in the room .Friendly staff
Reviewed on Jun 6, 2026

The Langham, Chicago
Downtown Chicago
Price was CA $2,985, price is now CA $2,471 per person
CA $2,471
per person
Jul 16 - Jul 19
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.8/10 Exceptional! (1,002 reviews)
The pool was a true lap pool. The Fitness Center and the locker room was exquisite.
Reviewed on Jun 8, 2026

The Peninsula Chicago
Downtown Chicago
Price was CA $3,027, price is now CA $2,580 per person
CA $2,580
per person
Jul 16 - Jul 19
found 17 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Excellent and fast service, walking distance to restaurants, shopping, lake, etc.
Reviewed on Jun 7, 2026
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View all trips3 Night Scuba Diving holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,308, price is now CA $813 per person
CA $813
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
Hotel Felix was in a fantastic location. The staff were very friendly. Our room on the 9th floor with 2 double beds was small, with only a mini fridge. The curtains were old and difficult to open and close. The WiFi would drop or was very slow. The television also provided issues, turning off or to the starting screen, multiple times.
The hotel offered only coffee/tea and fresh fruit until 9am.
The staff made our stay more enjoyable.
Reviewed on Jun 8, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,833, price is now CA $1,235 per person
CA $1,235
per person
Sep 4 - Sep 7
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
This is an amazing place. Everything you can think of all under 1 roof. My hotel view was amazing. I am looking forward to coming annually.
Reviewed on Jun 8, 2026

Level Chicago - River North
Downtown Chicago
Price was CA $1,745, price is now CA $1,199 per person
CA $1,199
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,008 reviews)
Clean room and this is a condo so it’s not really a hotel. I enjoyed my one night there and they let me park until the afternoon so I really appreciated that there was no bottle of wine waiting for me as it said in the Expedia rental amenities section, but the fitness center was worth it.
Reviewed on Jun 8, 2026
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View all trips4 Night Scuba Diving holidays in Northwest Chicago
Price found within the past 48 hours. Click for updated prices.

Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,714, price is now CA $1,218 per person
CA $1,218
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.4/10 Very Good! (1,954 reviews)
The staff was able to help us get a room earlier than the check-in time.
Reviewed on Jun 9, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,155, price is now CA $1,496 per person
CA $1,496
per person
Jul 27 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (491 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,868, price is now CA $2,044 per person
CA $2,044
per person
Jul 30 - Aug 3
found 1 hour ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
This is an amazing place. Everything you can think of all under 1 roof. My hotel view was amazing. I am looking forward to coming annually.
Reviewed on Jun 8, 2026
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