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

Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,470, price is now CA $942 per person
CA $942
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (480 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

Level Chicago – Old Town
Downtown Chicago
Price was CA $2,231, price is now CA $1,411 per person
CA $1,411
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (474 reviews)
Minimum effort. Pleasant stay. Very quiet. Enjoyed the 8th floor common area. Service at the front desk was really great. Convenient coffee shop / bakery in the lobby.
Reviewed on May 18, 2026


Swissotel - Chicago
Downtown Chicago
Price was CA $1,801, price is now CA $1,286 per person
CA $1,286
per person
Aug 8 - Aug 12
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Swissotel Chicago is located in an excellent area of the city, River East they call it… right on the riverfront, just west of the lake. Prime location! The room had a wonderful view of the river! It was fairly clean, but the room was showing its age, needs a refresh soon. However, the hotel staff is amazing, top notch! They make your stay comfortable, handle every single issue that comes up with a smile and absolutely make the Accor brand look great! Would I stay again, perhaps, depends on the room… but the Swissotel brand is definitely worth a look!
Reviewed on May 24, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,024, price is now CA $1,475 per person
CA $1,475
per person
Jun 30 - Jul 3
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026
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View all trips5* Scuba Diving holidays in Central Chicago
Price found within the past 48 hours. Click for updated prices.

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,024, price is now CA $1,475 per person
CA $1,475
per person
Jun 30 - Jul 3
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,872 reviews)
Great experience! Would stay here agin
Reviewed on May 18, 2026


Waldorf Astoria Chicago
Downtown Chicago
Price was CA $2,893, price is now CA $2,291 per person
CA $2,291
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Wonderful Hotel will definitely be looking forward to going back.
Reviewed on Apr 25, 2026
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View all trips3 Night Scuba Diving holidays in Central Chicago
Price found within the past 48 hours. Click for updated prices.

JW Marriott Chicago
Downtown Chicago
Price was CA $1,405, price is now CA $950 per person
CA $950
per person
Aug 6 - Aug 9
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,005 reviews)
Good location close to many attractions like sears tower, the bean, river boat tours... nuce rooms ... public parking 1/2 block from premises .. just an overal great property with excellent convenience for tourists type activities
Reviewed on May 3, 2026


Hilton Chicago
Downtown Chicago
Price was CA $1,518, price is now CA $1,081 per person
CA $1,081
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (2,813 reviews)
Very nice hotel. Did not get the chance to really explore or use any amenities. Very nice hotel for a quick overnight trip.
Reviewed on May 23, 2026
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View all trips4 Night Scuba Diving holidays in Central Chicago
Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago
Downtown Chicago
Price was CA $1,285, price is now CA $877 per person
CA $877
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
Swissotel Chicago is located in an excellent area of the city, River East they call it… right on the riverfront, just west of the lake. Prime location! The room had a wonderful view of the river! It was fairly clean, but the room was showing its age, needs a refresh soon. However, the hotel staff is amazing, top notch! They make your stay comfortable, handle every single issue that comes up with a smile and absolutely make the Accor brand look great! Would I stay again, perhaps, depends on the room… but the Swissotel brand is definitely worth a look!
Reviewed on May 24, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,470, price is now CA $942 per person
CA $942
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (480 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

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