Title: Scuba Diving Vacations in Central Chicago 2025/2026 | Expedia.ca ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Central Chicago Scuba Diving Vacations ## Book a Hotel + Flight or Car together to unlock savings Stay added Flight added Car - Economy - Premium economy - Business class - First class Leaving from Going to Dates Travellers ## Room 1 Adults ChildrenAges 2 to 17 InfantsYounger than 2 I only need accommodation for part of my trip - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Scuba Diving hotel deals in Central Chicago Price found within the past 48 hours. Click for updated prices. ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $574 per person Nov 22 - Nov 25 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) I loved the hotel, however I would request an inside room next time. It was extremely noisy outside. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-25/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&HotelClass=40&dealMarker=xWUnHMKd-7lgW89xzilfj2HNQ3XB04dsopKfG8SXJTA4SuOIoeROBGBf7zrp-ysJ) ![The Westin Michigan Avenue Chicago](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Westin Michigan Avenue Chicago Downtown Chicago CA $1,017 per person Dec 23 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 8.8/10 Excellent! (1,046 reviews) One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done. Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&HotelClass=40&dealMarker=MotUKBI57nsd6BCPXXeYV0kS3PsiJo4WIP-rlEqM_1JU50LbqWBwXWsLMPEn6ewX) ![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/747fff56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Arlo Chicago Downtown Chicago CA $755 per person Dec 23 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.2/10 Wonderful! (1,826 reviews) Clean, nice, good location. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26910691&paandie=true&HotelClass=40&dealMarker=nB8e86nBYUEq7kJpEMYvmy1RNdQnFqy--y_zQ4rUTv0543y31ySusz0ZthU4GKd1) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,730 per person Dec 23 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Great staff extremely friendly and helpful. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=gCiBb-nW-OKKs00nxwuNyAXVkimXDi5lhRdrLl3gycl7KD5RAkkJX69xbzzTEYXT) ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago CA $5,196 per person Dec 23 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (1,920 reviews) Front desk very helpful with a check-in update. Good access to loop transportation. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=15937&paandie=true&HotelClass=40&dealMarker=gCiBb-nW-OKKs00nxwuNyGvO_7jCTuvKVjRyH-DP8NCx7YLU65CotZvs0a3tiUqO) Don't see what you're looking for? See all available trips from Columbus to Central Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Scuba Diving holidays in Central Chicago Price found within the past 48 hours. Click for updated prices. ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $1,222 per person Nov 29 - Dec 1 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) The front desk staff was super friendly and helpful. After waking up at 4am to catch an early flight, we were thrilled when they had a room ready for us for early check-in. Hyatt does a great job with room lay-outs. It was obvious that our room was recently renovated with a modern conveniences like motorized shades, a comfy window seat, hidden bar and Nespresso maker, and clean decor. Our friends were staying around the corner at the Ritz and liked our room better. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=50&dealMarker=MotUKBI57nsd6BCPXXeYV0Ac7k5uXTl9HmlN_2743zwCLtowFMXAlEKvIH318Ny9) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,730 per person Dec 23 - Dec 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Great staff extremely friendly and helpful. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-23/2025-12-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=50&dealMarker=gCiBb-nW-OKKs00nxwuNyAXVkimXDi5lhRdrLl3gycl7KD5RAkkJX69xbzzTEYXT) ![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Waldorf Astoria Chicago Downtown Chicago CA $1,535 per person Nov 28 - Dec 1 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,002 reviews) This is a very nice hotel. The staff is super accommodating. The location is one of the best in the area for shopping and dining. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&HotelClass=50&dealMarker=t-s0udwzxCZ1aB60bCslRNDl_0qntkuJb-75U5GYgTP6FXT38dajm-8gaRascQQb) Don't see what you're looking for? See all available trips from Columbus to Central Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Scuba Diving holidays in Central Chicago Price found within the past 48 hours. Click for updated prices. ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $574 per person Nov 22 - Nov 25 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) I loved the hotel, however I would request an inside room next time. It was extremely noisy outside. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-25/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&HotelClass=40&dealMarker=xWUnHMKd-7lgW89xzilfj2HNQ3XB04dsopKfG8SXJTA4SuOIoeROBGBf7zrp-ysJ) ![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Park Hyatt Chicago Downtown Chicago CA $1,399 per person Nov 28 - Dec 1 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) The front desk staff was super friendly and helpful. After waking up at 4am to catch an early flight, we were thrilled when they had a room ready for us for early check-in. Hyatt does a great job with room lay-outs. It was obvious that our room was recently renovated with a modern conveniences like motorized shades, a comfy window seat, hidden bar and Nespresso maker, and clean decor. Our friends were staying around the corner at the Ritz and liked our room better. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-01/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=40&dealMarker=t-s0udwzxCZ1aB60bCslRI9IzaS6p7HWw7xka0okaDhfQr17tDBMynz80cmYvbBa) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,149 per person Nov 15 - Nov 18 found 1 day ago Roundtrip non-stop flight included Toronto (YTZ) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Great staff extremely friendly and helpful. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-18/?FromAirport=YTZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=P4s7Hbaa8Nha_LtxlR1gc1PqaVMLuKz8doXMsVHi8ZmcyL-a-G4g6qNawokjkOp9) Don't see what you're looking for? See all available trips from Columbus to Central Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Scuba Diving holidays in Central Chicago Price found within the past 48 hours. Click for updated prices. ![theWit Chicago, a Hilton Hotel](https://images.trvl-media.com/lodging/3000000/2470000/2463500/2463437/018283db_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### theWit Chicago, a Hilton Hotel Downtown Chicago CA $673 per person Dec 31 - Jan 4 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,004 reviews) Not big fan of the room amenities. Reviewed on Oct 14, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-04/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2463437&paandie=true&dealMarker=_F3XtwqJjczNu1YTkSq1xmXnRNVNSPIThyzfijl7CCPVH3YsvpHTtl7tYLQgcoK8) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $742 per person Dec 31 - Jan 4 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) I loved the hotel, however I would request an inside room next time. It was extremely noisy outside. Reviewed on Oct 11, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-31/2026-01-04/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=_F3XtwqJjczNu1YTkSq1xj5_124rheYpqr6kTJQmMtzEMfBllzUJuhjSkHINXt0G) ![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Trump International Hotel & Tower Chicago Downtown Chicago CA $1,382 per person Dec 24 - Dec 28 found 13 hours ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) Great staff extremely friendly and helpful. Reviewed on Oct 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-28/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=uLSg12kjXuTkHOv5PX0h4xaZznDGNQksB5sv2MiONXS9sO-LW8J6-7qmj0BrkPGZ) Don't see what you're looking for? See all available trips from Columbus to Central Chicago [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-15/2025-11-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Central Chicago](https://expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights)[Central Chicago Hotels](https://expedia.ca/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels)[Central Chicago Vacation Rentals](https://expedia.ca/Central-Chicago-Vacation-Rentals.d553248635976475413.Travel-Guide-VacationRentals)[Central Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Central-Chicago.d553248635976475413.Car-Rental-Guide)[Central Chicago Vacations](https://expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides)[Things to do in Central Chicago](https://expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFJ0lEQVR4Xu3cMXIbORBG4VEpYOgj8Cg82vBoPMocYUMFLGH9NxpoDAiptgNvYL2XkGqi8SkbS/buVv6HtnnwJwJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIqgF5blPXOvpVPn0wnHor5TGc2ss/fqa3x80gICAgNZDaHjeDgNjZSOuWrd/aOG6cR2/t6zbqgSxGINbyxsUIxFreuBiBWMsbFyMQa3njYgRiLW9cjP47YuvbdqlInH1o6gfvWzzjSzn04oiNzosKBARELyAgGwiI9z1SdOOvfkKfvFekBaJA6hDE0icgHoheQEC2LBKjW/k4rX/2kbkFBAQExAMBAckjkc6W+kB/G0bufjNSID4C8UDmkQLxEYgHMo/Uz0DOjeuP7TLfOI+m9rgZZDGa2uNmkMVoao+bQRajqT1uBlmMpva4GWQxmtrjZpDFaGqPmwdk0bQ+f1wG5LtWixHI1GoxAplaLUYgU6vFCGRqtRiBTK0WI5Cp1eLv/NfZRT9i23/ddNP7rvnfOS9+w31ZuSBxCgQEBAQEZEbum/06286Wcmhdo01I3NhH2m8j+1YsXxwCsZH22wgEBASkBmIj7bfRj0OefkhdtH7VVOvR6Nopz5Gb3usTEAukB9JOgRQQEAukZ4if/eiPat3YHvvt8nqqI9OiAgEpICAvZ0EsEJDyHdIb3fFUz7+V7Xxqj5tBQEBAQEBAvkCihxb6V+e/OvZRq5RDiI9ueqdTICCaxNsIBKSAgIC8IL5uN3r+G+6P+pXf+JV70Xt3eyAgFghICyQCAXn2a634oP6IbR3t04YoW7Rv5dE+3r56xoOAqPgApAcCAvJDkaJfVI+/u75qfa8PdH/Gn0fnbPG3q1PnQEAKiAcCMn0CAlKEWDfdWMr5J2VDLCF2yjpeR3MgcePxOpoDiRuP19EcSNx4vI7mQOLG43U0BxI3Hq+jOZC48XgdzZ2RUuLpPTzQLXt6j9m3ot713dkfDnzkiz2QDUSBgICAKBBdFW/9RkM+5mf8o11to3B1yjKkF4sKxAIBAQFRIOM6iGfrN/ukthf73bWNBjdG1n1A9LV9wz0QEAsEBERfg1ggvWc986YHuj29feTrl8G1PwnYqW276mBHfPEcCAiIDoL0EUgEAvLs6/YjttYDubVR6TfebL+OVIy29icBDwQEpO2DgICA2CTeOmJdYjxlp+LGufju9hiCgICcAjkH4oGc+lHI3Lse6PZT91wgx2lj+d2BgICcNkBAIhCQRebaz9O2rpdwH/3m/kB/NOT51TN+EQgIiAIBWQTyExC7ceyq6X3z/2mWrR+a7yWe8X5UP5uP7nu90gMBAakjkKumIGMgIM+63hJibiC+fq8X3cqHXuyULz7qJyAgFsgGAgJSQLzvkfgLZq2XeuNbO1zX79UtA9K7aH7o3e5L2ou3ICAgIPcNxJe0F29BQAak1NHNDp9G/UZ3P+vQbrS7eiAgICAgICApROvWR19Xb/7zdN+2fHToZY8xCAjIkI8OvewxBgEBGfLRoZc9xn8vEjlSqnsTopEjbeSH75u59q30xR4ICIgCAQEBaZ2Rc1dN9Yz/1I06HKOiB/pFL4eO7sX+fZelr9/9vU/iLYiOgoCAgLRAyo9H/lwgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSfX3IP8CHc7nGwpLUTwAAAAASUVORK5CYII=)