Title: Adults Only Vacations in Northwest Side 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) # Northwest Side Adults Only 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 Adults Only hotel deals in Northwest Side Price found within the past 48 hours. Click for updated prices. ![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Swissotel - Chicago Downtown Chicago CA $639 per person Dec 15 - Dec 19 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9/10 Wonderful! (2,765 reviews) The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice Reviewed on Oct 9, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=17288&paandie=true&HotelClass=40&dealMarker=YlgsqDC9o72ZmKi_PcaxV2bAY6GP6K562AhLRj3acaVMP57Sda69U9uLb-AOJ53h) ![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 $1,012 per person Dec 24 - Dec 29 found 7 hours ago Roundtrip non-stop flight included Edmonton (YEG) 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/2025-12-24/2025-12-29/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&HotelClass=40&dealMarker=6CuNs0vxu2uILjtBFDt_O1lp9EE4--kccZ0h48yymToVqqDeHWD5dyqC-FO-WEMa) ![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 $1,258 per person Dec 15 - Dec 19 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=YlgsqDC9o72ZmKi_PcaxV_9Px7VDMILVy9T9KZS7wvWRdcvfLTjv0Tf1HpeYhVHS) ![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 $713 per person Dec 15 - Dec 19 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) The bed was extremly comfortable Staff was very attentive. Highly recommend Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&HotelClass=40&dealMarker=YlgsqDC9o72ZmKi_PcaxV4RDRIk-RlnpQE5Mwe7yGvUG16d2IVn9-SbUGlu5o2SB) ![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 $1,565 per person Dec 15 - Dec 19 found 3 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.4/10 Exceptional! (1,002 reviews) Simply love this hotel Reviewed on Sep 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&HotelClass=40&dealMarker=n5HdZvsqH8RXHZEDY1p-0We5LABX0-0dwrHsH7EfYy01xKBshhZ2l0q686lQOW3F) Don't see what you're looking for? See all available trips from Columbus to Northwest Side [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Adults Only holidays in Northwest Side Price found within the past 48 hours. Click for updated prices. ![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 $1,258 per person Dec 15 - Dec 19 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=50&dealMarker=YlgsqDC9o72ZmKi_PcaxV_9Px7VDMILVy9T9KZS7wvWRdcvfLTjv0Tf1HpeYhVHS) ![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 $1,518 per person Nov 26 - Nov 30 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 9.6/10 Exceptional! (1,002 reviews) Awesome room amazing tub even better service Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-11-30/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&HotelClass=50&dealMarker=inO400m4vNsdT9Pocg7D8FiGT27BBnJhlGNQyLwA_iYK6Gubb3x2QZWLUqT0KfHq) ![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 $1,565 per person Dec 15 - Dec 19 found 3 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.4/10 Exceptional! (1,002 reviews) Simply love this hotel Reviewed on Sep 18, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&HotelClass=50&dealMarker=n5HdZvsqH8RXHZEDY1p-0We5LABX0-0dwrHsH7EfYy01xKBshhZ2l0q686lQOW3F) Don't see what you're looking for? See all available trips from Columbus to Northwest Side [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adults Only holidays in Northwest Side Price found within the past 48 hours. Click for updated prices. ![Hilton Chicago O'Hare Airport](https://images.trvl-media.com/lodging/1000000/10000/8100/8058/ce2102d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Chicago O'Hare Airport O'Hare CA $667 per person Jan 2 - Jan 5 found 1 day ago Roundtrip flight included Toronto (YYZ) to Chicago (ORD) 8.2/10 Very Good! (2,123 reviews) Location is very convenient for travellers Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-02/2026-01-05/?FromAirport=YYZ&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=8058&paandie=true&HotelClass=40&dealMarker=q82CN2n13NUTAYSDQ7OVEp9q9Ef-CDmScbsNto8HZUn7iZ3WKJGCO5pmf5ttbbOo) ![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 $1,204 per person Dec 24 - Dec 27 found 7 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-24/2025-12-27/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&HotelClass=40&dealMarker=VItR9I3dZmlQMbTWqB3yJnaHiVvEmIABLfjOHgUmGPryXKo2aDWZnSl-wk8ASRlN) ![The Emily Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19381200/19381112/e58430ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Emily Hotel Downtown Chicago CA $837 per person Nov 21 - Nov 24 found 5 hours ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.2/10 Wonderful! (1,222 reviews) I stayed here for one night for business travel. The room was huge. Great mini bar options. I had a nice breakfast at the restaurant. Reviewed on Oct 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-21/2025-11-24/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19381112&paandie=true&HotelClass=40&dealMarker=KH-gUp8pFW8rIIj7imVNQFErG0MU7aR3Ur-TjGqud3n3oHzPfu8KQSMhD01znb9q) Don't see what you're looking for? See all available trips from Columbus to Northwest Side [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-17/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=CHI&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adults Only holidays in Northwest Side Price found within the past 48 hours. Click for updated prices. ![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Grand Vacations Club Chicago Magnificent Mile Downtown Chicago CA $607 per person Dec 15 - Dec 19 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.2/10 Wonderful! (291 reviews) Food price was high but everything was fine Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=bJdnCFpF3USHUuVOd1N1tcbkAPus5AGmlVnzSm0tD7KS2zKpMc3pvDDDvl_ELcT5) ![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 $805 per person Nov 26 - Nov 30 found 6 hours ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (1,085 reviews) The bed was extremly comfortable Staff was very attentive. Highly recommend Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-26/2025-11-30/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=KH-gUp8pFW8rIIj7imVNQFk6QrLUm2u_wBXxmRFmSs29HShaRTTUzcZDD2Ua5oeK) ![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 $1,258 per person Dec 15 - Dec 19 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Chicago (ORD) 9.4/10 Exceptional! (1,716 reviews) I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=YlgsqDC9o72ZmKi_PcaxV_9Px7VDMILVy9T9KZS7wvWRdcvfLTjv0Tf1HpeYhVHS) Don't see what you're looking for? See all available trips from Columbus to Northwest Side [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-17/?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 Northwest Side](https://expedia.ca/Cheap-Flights-To-Northwest-Side.d553248635976475367.Travel-Guide-Flights)[Northwest Side Hotels](https://expedia.ca/Northwest-Side-Hotels.d553248635976475367.Travel-Guide-Hotels)[Northwest Side Vacation Rentals](https://expedia.ca/Northwest-Side-Vacation-Rentals.d553248635976475367.Travel-Guide-VacationRentals)[Northwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Northwest-Side.d553248635976475367.Car-Rental-Guide)[Northwest Side Vacations](https://expedia.ca/Northwest-Side.d553248635976475367.Destination-Travel-Guides) \* 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,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)