Far Southwest Side Scuba Diving Holidays

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Top flight + Scuba Diving hotel deals in Far Southwest Side

Price found within the past 48 hours. Click for updated prices.
Kinzie Hotel

Kinzie Hotel

Downtown Chicago
£897
per person
13 Nov - 19 Nov
found 12 hours ago
Return direct flight included
Manchester (MAN) to Chicago (ORD)
9.2/10 Wonderful! (2,200 reviews)
My boyfriend, pup, and I recently stayed at the Kinzie for his birthday. We had stayed here a few years ago and remembered it being a much nicer experience, so unfortunately this visit was disappointing. The location is great, but once you factor in the additional fees, I think there are much nicer options in Chicago for the price. For example, the Kimpton Gray is a great dog-friendly hotel with no additional pet fee. I’m not opposed to paying a pet fee, but between that and the other extras here, we could have stayed somewhere nicer. Also, what exactly is the $34.95 nightly service fee for? This is not a resort. The biggest frustration was our room temperature. The room was extremely warm and we could not get it to cool down, so we called the front desk for help. We were told to flip off a switch that had a metal barrier covering it, turn it back on, and then hold the “cool” button. Why is appropriately cooling a hotel room this much of an obstacle? Even after doing that, the system repeatedly timed out, so we kept waking up hot and having to adjust it again. Overall, this just isn’t the Kinzie I remember. What previously felt like a nice hotel now feels much more like a budget hotel experience where you’re being nickel-and-dimed with added fees. Unfortunately, we won’t be staying again.

Reviewed on 22 Aug 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£1,814
per person
26 Oct - 31 Oct
found 8 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Level Chicago - River North

Level Chicago - River North

Downtown Chicago
£1,212
per person
27 Sept - 1 Oct
found 1 day ago
Return flight included
London (LGW) to Chicago (ORD)
9.2/10 Wonderful! (1,043 reviews)
First time staying here and we were not disappointed at all. We were upgraded to a two room suite and the view was spectacular! Beds were super comfortable with soft bedding and the room had everything we needed. The staff were all really friendly and helpful as well. Would definitely stay again.

Reviewed on 21 Aug 2026

Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
£1,271
per person
24 Oct - 28 Oct
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,163
per person
24 Oct - 28 Oct
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
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5* Scuba Diving holidays in Far Southwest Side

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Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,574
per person
24 Oct - 28 Oct
found 1 day ago
Return flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Very dirty

Reviewed on 22 Aug 2026

The Peninsula Chicago

The Peninsula Chicago

Downtown Chicago
£1,814
per person
26 Oct - 31 Oct
found 8 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.8/10 Exceptional! (1,003 reviews)
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
£1,697
per person
26 Oct - 31 Oct
found 8 hours ago
Return flight included
London (LON) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Stayed for a weekend trip. Staff were extremely attentive and knowledgeable about the property and city in general. Room arrangement and amenities were excellent. Pool was larger than expected for a ‘high rise’ pool, and very family friendly - towels/locker room was well stocked. Location in relation to city is perfect for shopping and local excursions, but would recommend uber/lift to get around

Reviewed on 16 Aug 2026

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3 Night Scuba Diving holidays in Far Southwest Side

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Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,309
per person
21 Sept - 24 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
£1,415
per person
21 Sept - 24 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

Downtown Chicago
£1,429
per person
21 Sept - 24 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Chicago (ORD)
8.8/10 Excellent! (2,293 reviews)
My friends and I had an excellent experience here. Staff were super friendly and our room was always clean, and had no issues. The location is also super convenient, providing quick pedestrian access to downtown.

Reviewed on 22 Aug 2026

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4 Night Scuba Diving holidays in Far Southwest Side

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Level Chicago - River North

Level Chicago - River North

Downtown Chicago
£1,212
per person
27 Sept - 1 Oct
found 1 day ago
Return flight included
London (LGW) to Chicago (ORD)
9.2/10 Wonderful! (1,043 reviews)
First time staying here and we were not disappointed at all. We were upgraded to a two room suite and the view was spectacular! Beds were super comfortable with soft bedding and the room had everything we needed. The staff were all really friendly and helpful as well. Would definitely stay again.

Reviewed on 21 Aug 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£1,237
per person
27 Sept - 1 Oct
found 1 day ago
Return flight included
London (LGW) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,555
per person
27 Sept - 1 Oct
found 1 day ago
Return flight included
London (LGW) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Very dirty

Reviewed on 22 Aug 2026

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Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

£35
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

£18
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Far Southwest Side

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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. Flight-inclusive packages are ATOL protected.